r/gonewildstories

I’ve been training at a new gym, and let’s face it, the best thing about that… New hotties. The gym really is the playground of lust. And this is where things began.

I’m catching the pre work morning crowd, however, it was a particular couple that I had eyes for. Mid-20s, seemingly very into each other, which is always sexy.

Now, I don’t know what I loved most… The bulge in his grey shorts or her fucking divine, busty tits in a tiny sports bra, you know, the type that you’d get out and they’d just sit so nicely.

I noticed them whispering in my direction. She was more subtle than him. Firstly, I was like argh, okay, is my outfit too much!? I was wearing a small grey sports bra and grey booty shorts, obviously pulled all the way up my ass, which is gym girl law.

The next exercise I did, she came over to me. My heart raced and I was sat down, with my music in, and she and her beautiful rack were stood over me. I looked up, took my ear buds out and we spoke.

She was an absolute sweetie and complimented my outfit. I blushed, returned the favour and we shared a kind of… Half nervous giggle and acknowledgement of attraction, in my eyes anyway.

When they were leaving, it’s almost like he said something about me, as they both looked back and she playfully slapped his arm.

Anyway, today, after hoping I’d see them again asap, I did! Determined to build on things, I noticed him training as I was at the fountain. Then, unbeknown, she was next to me and said hello.

“So lovely to see you again, and omg, look at those!” I thought she meant my shorts, although was looking at my double Ds.

“Ryderwear?” She turned me around, so she could see the back of my booty shorts.

Her man came over, we all spoke and I sensed she didn’t want to leave the conversation.

“We must say. We both… Admired you. Your body.” She said.

I was besotted by them both. It’s like they’d rehearsed the conversation and my ears stopped working for a minute until I zoned back in.

“I’d give anything to have those cheeks.” She said, placing her hand on my shoulder.

I told her she’s naturally blessed, hinting at her beautiful boobs and gorgeous hair, kind of, you know, giving back some flirty compliments. I added, since I primarily prefer men, “he’s very lucky, well, you both are.”

There was a pause. I’ve established enough gym girl friendships to know that you kind of don’t make a comment about their man, so I wondered if I went a bit far.

She said, “I’m going to sound weird now. Maybe full on. We were both in awe of you. You have no idea how much we both enjoyed your booty the other day”, adding, “TEACH ME YOUR WAYS!”

I was now, quite red, and REALLY fucking wet.

He chimed in, “so sorry, that’s really forward.”

She added, “I know where your mind’s going” to him.

I wanted to leave with them there and then. I paused. It’s now or fucking never. I leaned in.

“And you’re the type of couple that’d have a girl’s thoughts wandering, so much so, that when she got home after first talking, she reached for the most reliable vibrating accessory… And used it until the batteries died.”

Their jaws dropped.

She immediately got her phone out, took my number and mentioned meeting up, quickly adding that they’re going on holiday… Tomorrow.

“We’ll erm, send you something, later.” She smiled.

I thought she’d be messaging to say hello.

Instead, two hours later, I received a couple’s selfie in the mirror from what looked like their bedroom. He was in a pair of white boxers, sporting a fucking massive cock outline, supported by her dainty hand.

She was side on, and let’s just say those tits are even better than I first imagined. I saw some side cheek, as she had her tanned body pressed against his.

I sent a booty selfie back, in a nice black thong, captioned, ‘big enough to be shared’.

Guys, my gut is telling me that next week, when they get back, we’re may have threesome, and if we do, you better believe I’ll share every single detail with you.

Few months ago I was with hooking up with this guy, nothing serious, super casual. We had real chemistry and knew what each of us liked during sex, you know the stuff that makes you go wild.

One night a few months back we were watching Dracula, the 1931 version (best one if you ask me) and he was just being a horny bastard, teasing me. He pulled me onto his lap, started kissing me on my face and then my neck, sliding his tongue up and down which gives me shivers. I thought this was going to be same old fucking, but instead he stood up and said, “Open your mouth”. I was confused but did it.

He pulled his shorts down and started fucking my throat. At first it was slow, but he would push it so hard it would make me gag. As he picked up the speed I had tears running down my face, spit dropping down my lips on my lap. When he started being even rougher I didn’t oppose him, I grabbed his thighs and his balls and played with them, but he slapped my hands away.

I don’t know why but this flipped a switch in my brain. All I wanted to do that night was obey. He wiped my tears and said in a soft voice “You are a good little thing aren’t you” and that made me leave out a moan. It was an embarrassing little moan that made me redder than I already was.

“Do you like that” he asked.

And instead of saying something or denying it, I just nodded and said I liked it when he made me feel like a slut. It just happened. I didn’t mean to make this sort of a confession, we were never serious or anything, but I could see that he liked what came out of my mouth.

He grabbed my head, pushed his whole dick back in my mouth till my eyes watered again and said “Then you should be my slut”

With a few more thrusts from him and a few more touches on my soft clit I came like never before. Once he saw that it didn’t take long for him to cum and you didn’t need to tell me twice to suck his dick for a whole minute after he came.

With my head down against the floor and the lower half of my body naked and exposed, I couldn’t believe where I was. My little pleated tennis skirt was now so far up my body that it had bunched around my hips, and my complete lack of panties meant that Matt–one of my closest friends and de facto tennis teacher–could see everything.

Was I dreaming?

Or had I really done something this slutty?

“Nearly got it…” I called, my arm under the gap in the wall, my hand wrapped around the ball, my heart racing as I pretended to search for it, my pussy and ass completely spread for him.

The longer I held the pose, the faster my heart was beating, and my head was starting to swim with slutty thoughts.I wished he was behind me at that moment, placing his palm between my legs and gently pushing his fingers inside me.

I felt my throat go dry and my nipples harden.

Fuck, I needed something to suck. Badly.

“Got it,” I called, opening my legs a little wider and popping my pussy out as much as I possibly could, giving him one final view before standing up and smoothing down my skirt.

Matt’s face was priceless.

His mouth was slightly open, his eyes were wide, and his skin was crimson; the latter I presumed was more than just the result of the exercise. He wasn't just looking at me, either; he was staring, his gaze fixed on my hips as if he could see right through the thin fabric of the skirt.

I bounced the ball on the court, the sound sharp and loud in the sudden silence. “What?”

“Sarah…” he said. “You know you’re…not…um…” He trailed off.

“What?” I asked. “What’s wrong?”

He didn't answer. He just stood there, one hand still gripping his racket, the other hanging loosely at his side. And his shorts…oh god, his shorts. They were doing a terrible job of hiding his reaction. The fabric was stretched tight over a very obvious, very hard cock, pointing up and slightly to the left, straining against the material, a clear ridge outlining his length. Seeing it, seeing how hard I had made him, only made me want to push him further.

I walked to the net, my hips swaying with an exaggerated rhythm. I leaned forward, resting my elbows on the white tape, knowing the position pushed my ass out behind me. The skirt hem barely covered anything now.

"You seem distracted," I said, my voice low. "Something on your mind?"

His eyes darted from my face down to my chest. "No. I’m good…”

"Good,” I smiled, pretending his erection wasn’t obvious. Pretending I wasn’t thinking about trying to take it all inside me. Pretending I hadn't been thinking about him when I’d been on all fours.

That’s when I came up with my evil plan…

“Wanna work on my backhand?”

"Sure," Matt said. He cleared his throat. "Yeah, what did you want to–"

“I’ll come around,” I said, already starting my journey, my hips swaying. I stopped in front of him and turned my back to him, bending slightly at the waist. "Okay, show me what I'm doing wrong," I said, holding my racket limply.

He took a deep breath, and I watched his chest rise and fall. "Right," he said, his voice a little steadier. "So, you want to stand sideways to the net, like this.”

“I can’t see you,” I said, looking back over my shoulder. “Come and show me.”

He moved to stand behind me, and I felt a fresh wave of heat wash over my body. He was close now, and I knew my horniness was taking over.

"Okay," he said, his voice right next to my ear. "Just...relax. Let me guide you."

I sighed with pleasure and felt my legs relax slightly as I backed up into him. He placed his hands on my hips, his fingers digging into my flesh just above the hem of my skirt. "You're too stiff," he murmured, his breath hot against my neck. "You need to loosen up."

I leaned back into him further, and for the first time, I felt his hard cock press against my ass through the thin fabric of my skirt. "Like this?" I asked, my voice breathy.

"Yeah," he said, his voice strained. "Just...like that."

He adjusted his stance, his legs bracketing mine, and I could feel his entire length pressed against me. "Now, when you swing," he continued, his hands still on my hips. "You need to pivot your back foot and rotate your hips. Like this." He guided me through the motion, his hands pushing my hips forward and then around, and I ground my ass back against him, slowly and deliberately.

"Oh," I gasped, feigning surprise. "I see."

I could feel him getting harder, his cock straining against his shorts, pushing between my cheeks. I pressed back against him again, this time with a little more pressure, and I felt him throb.

"Is that right?" I asked, looking back at him over my shoulder. "Am I doing it right?"

"Y-yeah," he stammered, his hands tightening on my hips. "You're a...you're a natural."

I could feel the wetness between my legs. I wanted him to touch me, to slip his hands under my skirt and feel how wet I was for him.

"Again," he said. "Let's do it again."

I swung the racket again, and as I pivoted, I ground my ass against him fully now, a slow, circular motion that took me from the base of his cock to the tip.

“Sometimes,” I said, my breath coming fast and hot now, my inhibitions far in the metaphorical rear-view mirror. I slowly slid my hands up my thighs, still gyrating my hips, until my fingers reached my pleated skirt. “I just wish someone would show me what to do…”

I continued to lift my hands, taking the skirt with me, slowly pulling it upward, revealing my thighs, my hips, my ass. Suddenly I was naked from the waist down, my body pressed against his.

“Like…” I was breathing heavily now. “Really showed me what to do, you know? Just…took charge of the situation…”

Behind me, I felt Matt pull down his shorts, and I breathed a sigh of relief.

I was going to get exactly what I deserved…

Hey everyone, I’m back with another update. It’s kind of a big one, so I’ll get right into it.

A quick recap for anyone new: A few weeks ago, my family friend Bri slowly started flirting/teasing me, which resulted in us having a conversation where we agreed to lose our virginities to each other. We’re taking it slow: until today, we only made out and did hand stuff. You can read those stories in my profile if you haven’t already. Now onto the update:

Everyone in this story is over 18.

Like we do every year, Bri and I’s families celebrated the 4th of July together. She and I texted beforehand about laying low, since neither of us wants our parents to know about our arrangement. Since they talk often, we figured it was best to avoid any suspicion at all, which meant largely ignoring each other throughout the weekend. It was hard, since all I wanted to do was grab her and start making out. But i guess there’s something kind of fun about pretending, too.

Then today, we’d made plans with our friends to meet at Bri’s to swim. It sucked to still not be alone with her, but i thought it would be nice to hang out with everyone (and see her in a swimsuit again, lol). For context, our core group is five people: Brianna and I, her friend Ruby, and my two friends Stevie and Rich. We have a few other mutual friends who sometimes join us too, but this time it was just gonna be the five of us.

But then this morning, both guys texted saying they had to cancel for work/family stuff. I kind of hoped that Ruby would cancel too, so it’d just be Bri and I. But she said she’d still come if we were down, and we said that worked for us. Bri’s mom would be home, so it’s not like we could’ve done anything anyway. Or so I thought…

When I showed up, Ruby was already there, and both girls were laying on the loungers beside the pool. Bri wore her orange one-piece again, and Ruby had on a white bikini. I said what’s up, and maybe stared a second too long cause Ruby asked jokingly if I was enjoying the view. 

A bit of background: I mentioned in my earlier parts that I had only kissed one other girl. That was Ruby, although it was literally a nothing kiss. One time at a party, Rich brought a joint that he got from his older brother and we all sat around and smoked it. Someone suggested we play spin the bottle, Ruby went first, landed on me, and we literally pecked each other on the lips for one second. Then Rich went next, landed on another guy, and said he didn’t want to play any more. That was it. 

Ruby and I never talked about it (there was nothing really to talk about), but she did occasionally give me shit or joke about me liking her. If only she knew the truth! I brushed it off and got in the pool, and they joined me shortly after.

It was a nice day so we just chilled and splashed around. At one point I went up to the house to grab some chips, and bumped into Bri’s mom and said hi. Back in the pool, Ruby Bri and I didn’t really talk about anything specific, just shot the shit. I remember wondering the whole time when Ruby was going to leave. I felt a little bad about that. After all she was my friend too, and Bri and I couldn’t really have sex anyway, but it was just hard to think about anything else. I’m sure you know the feeling.

Eventually at like 2 or 3ish, Ruby said she should prolly go home and help her mom. I had to try not to sound excited lol. She grabbed her stuff and left to drive home, leaving Bri and I there alone. We immediately started grinning at one another, and just floated around like that for a while. We didn’t need to even say anything, the tension was there.

Of course Bri’s mom was still up in the house. Granted it was a bit of a walk from the pool, but she still could’ve seen us from the upstairs windows if she tried. It would’ve sucked to get caught, but in that moment I was pretty ready to risk it. And it sounded like Bri was too!

She swam up close to me and whispered, “I’m gonna go into the pool house.”

“Okay.”

“Meet me in there in a minute?.”

“Okay.”

That was maybe the longest minute of my life. The moment I watched her climb out of the pool, swimsuit sticking tightly to her ass, I was instantly rock hard. I didn’t have my phone in the water, so I wasn’t sure exactly how much time passed. I just bobbed there alone and took the moment to readjust my cock from sticking straight out. Then finally I waded towards the stairs and headed for the pool house.

I knocked on the door, which I guess was stupid. But Bri’s voice from inside, “come in,” was so sexy that I was glad i did it. I slowly pushed the door open, and could hear the shower running, so I assumed she was in there. But nope. Instead I found her standing in the middle of the room, waiting for me, completely naked.

My jaw literally dropped. I worked my eyes down her body, from her wet hair, blushing face, and little breasts, down to her naked vagina. It was my first time seeing it. It was perfect, an ‘innie,’ with a little patch of black hair just above it. It seemed like she had shaved a bit, but I wouldn’t have minded if she hadn’t. Hell I wouldn’t have minded anything, I was just so happy to see her like this. She was amazingly sexy, with an absolutely perfect body. I wanted so badly to run up and work my hands all over her, but I was so astounded I couldn’t move an inch.

Bri didn’t move either, just asked “what do you think?”

The words poured from my mouth “I think you’re amazing.”

“Let me see you.”

I did as I was told, dropped my wet shorts down to my ankles and stepped out of them. Normally my dick would have shrank a bit from the pool, but this was the opposite. I was rock fucking hard, and my cock pointed straight out at her, balls clinging snugly at the bottom.

She smiled and looked me up and down, admiring my package. We just stood there, eyeing each others bodies. If you had told me a few weeks ago we would be here, I wouldn't have believed you. And yet there she was, naked for my viewing pleasure. 

Finally she broke the silence. “Let’s take a shower.” I nodded and followed her in.

Eager to make up for my awkwardness last time, I lunged for her body the second she closed the glass door. I pulled her into a kiss, pressing our bodies together and squishing my dick up against her pelvis. I could feel her giggle, and then she locked our mouths together, kissing me back with passion. Then I separated a bit and reached for both her breasts, rubbing them and squeezing her nipples in my fingers. She gasped and reached for my cock, slowly running her hand along its length. Then I took one look at her for confirmation, and reached my hand between her legs.

I took a brief pause to run my fingers along her patch of public hair. It was soft like the rest of her. I like a little bush, so this was a welcome surprise. Then I moved lower and began gently stroking her pussy lips, feeling their softness. I made a slight move to work my finger between them, but it was hard with the water and the angle, and I didn’t want to hurt her. So really I just rubbed my hands along her, sometimes reaching behind to grab a handful of her ass. We kissed and touched each other like that for a while.

Then she said “can i try something?” and I replied “yes, anything.” She took my hand and pulled me out of the water, then lowered down to her knees. Holy shit, this was actually happening. With another grin, she leaned forward and took my penis into her mouth. I couldn’t believe my best friend was actually sucking my dick!

I’ve seen plenty of porn where the woman ‘deepthroats,’ but this wasn’t anything like that. It didn’t need to be. She bobbed forward and back, only taking about the first third or so of my dick, but let me tell you it felt so fucking good. She pulled my foreskin all the way back and worked her tongue around my head, and reached up to feel my balls as she stroked me in front of her mouth. For someone with no experience, she sure knew how to suck a dick!

I could have cum right there, but I didn’t want to just yet. Instead, I asked if I could taste her first. She said yes, but she wasn’t sure if we could do it standing. Then she offered “maybe the stall?” We turned off the shower and made our way through the stall door.

Bri sat on the toilet lid and I knelt down on a towel in front of her. Not exactly the nicest spot, but it didn’t matter to us. I pushed her knees apart and got my first close-up look at her pussy. It was so beautiful, small and cute. A little bit of pink labia poked free from her pale lips, and I could just make out (what I think was) her clit. I wasted no time, and dove between her legs to finally taste her.

Now obviously I’m no expert. I had done a bit of googling, learned some tips (doing the alphabet with your tongue, lol), but in the moment I just did what felt right. I licked up and down, careful not to go too deep. At one point I brought my hand in and rubbed her in various places while licking her in others. I didn’t have an exact plan, but her breaths and laughs told me she was enjoying herself. She even put her hand on the back of my head, which I loved.

Then she told me to stand up. I wasn’t sure what she had planned, but I was excited to find out. Unfortunately I never did, because as soon as I got to my feet, we heard a knock at the door and Bri’s mom call her name from outside. 

Fuck. For a moment, we exchanged a look. We were caught, that’s it. Neither of us breathed, Bri silently gestured for me to get against the wall, hoping her mom couldn’t see my feet from beneath the door. Then she coughed and managed to shout “in here!”

I could hear her mom open the door and walk in. “Did Nick and Ruby leave?”

“Yeah they went home. Is everything okay?”

“I was just gonna ask your plan for dinner. Are they coming back?”

“No, but I’ll be up in a sec.”

“Okay. Love you.”

“Love you too.”

Then she left. When I heard the door close, I could finally breathe again. Bri and I looked at one another, half laughing and half horrified. It was pretty clear the moment had passed, so we scrambled out of the stall to get dressed.

That’s when I realized: In my excitement, I had left my bathing suit on the floor, completely out in the open. Oh shit, I thought. It was pretty unlikely that her mom hadn’t noticed it. I guess she could’ve assumed it belonged to Bri’s brother? But I’m not confident in that. Fuck, I really wish I had been more careful. I pointed it out to Bri, who seemed a little nervous, but said she would think of something.

Bri pulled her suit back on, then said to wait in the house and she’d text me when the coast was clear. I told her I left my phone by the pool, and she said to just wait a few minutes then. Then she left, no kiss goodbye this time. Cearly we were preoccupied. After a few minutes passed, I darted out of the house, grabbed the rest of my shit, and ducked out through the neighbor’s yard.

After like an hour, I texted Bri and asked how things were going. She said things were fine, and her mom didn't seem THAT suspicious, although she DID ask about the swimsuit. Bri just said I must have forgotten it by mistake. Who knows if her mom actually believed her, but at least she isn’t asking any questions for the time being.

Then Bri apologized for us getting interrupted, and that she kind of kicked me out. I said it was no problem, I understood. But we didn’t really text much beyond that. I can tell she’s kind of embarrassed about what happened. I apologized too, and she said it was fine, that it was both our faults. But honestly, I’m still really kicking myself.

Her parents have a habit of getting involved in her personal life, which I know she’s always hated. That’s why it’s been so nice to have something just us. So even though we both went in to shower together, I still should’ve known not to leave my suit out. Especially with the conversation we JUST had over the weekend, it was a really stupid mistake on my end.

So yeah, I kind of feel like shit right now. I’m praying that things cool down, and we can get back to our plan. But that might mean going even longer without seeing each other, which really sucks. 

If anyone has any ideas, I’m happy to hear them. Otherwise keep crossing your fingers for us.

If you haven't read my earlier posts about this craziness with my mother-in-law, the last one is at this link.

Last night at almost midnight, my mother-in-law texted my wife saying that the washing machine on her floor of her building was broken and she wanted to know if she could bring her clothes over to wash them, and of course my wife said she could.

My mother-in-law arrived just like she always does, coming over to me and giving me a hug with kisses on each cheek, but this time she went a little overboard and kissed me twice on each cheek, and she put her hands on each side of my head and made these kind of over-the-top "muah" sounds that made me laugh. My wife said, "Wow, that's so nice," and laughed too.

Since it was the early evening when she arrived, we ordered takeout as we usually did when she visits, and she and my wife talked and looked at TikTok stuff on my wife's phone while we waited.

My wife was also getting up periodically to go over to our laundry area to wash and dry her mom's clothes, and each time she'd go, my mother-in-law would come over to where I was sitting on the couch and kiss me passionately but very quietly. I whispered to her that I wanted to taste her pussy and she immediately pulled up her skirt to reveal that she wasn't wearing any panties. Fuck, it was so hot and naughty and I grabbed her and pulled her to me so I could deeply finger her juicy hole and lick my fingers repeatedly before my wife would come back.

Once the food was delivered, we ate and talked at the table. After we were finished, we cleaned everything up and my wife announced that she needed to poop. We all laughed as she left to go to the bathroom, which is at the back of the apartment within the main bedroom. Since her mom was there, she closed both the bedroom and the bathroom doors.

Our couch is a very large sectional sofa that is in an "L" shape, and my mother-in-law immediately caught my eye and walked quickly to the couch and kneeled on the corner seat, pulling up her long skirt to reveal her naked ass. I loved how risky this was and my cock leaped to full harness in my pants in seconds.

I wasted no time when I got behind my mother-in-law and licked her pussy up and down to get it nice and wet on the outside, and then stood back up and pushed my pants and underwear down in a single motion. I used more saliva to get my cock nice and wet and pushed it deep into her pussy in a single motion.

She didn't moan out loud, but she did release a gasp as her body adjusted to me being inside of her. I grasped her hips and pulled her toward me, and when I had her positioned just right, I thrust into her in long, deep strokes. I knew there was little time so my pace was quickened.

She had her long hair up in a ponytail today and I couldn't resist reaching up and gathering it up near her head, pulling on it again and again with each thrust. That made her gasp several times, and within a couple minutes I could feel an intense orgasm starting to build within me.

Out of nowhere, she pushed her face into the top of the back of the couch and sighed loudly, and I felt her pussy pulsing and spasming rhythmically around my cock. She was having an orgasm! That was all it took for me to tumble over the edge and I saw stars as I fought the overwhelming urge to groan loudly as my semen rushed out of me and coated her cervix deep inside of her vagina. The only sound I did make was to push out a few loud breaths through my nose as more spurts of my hot cum filled her forbidden pussy.

I stayed inside of her as the last few waves of pleasure washed over me. I took a couple deep breaths and whispered into her ear, "Don't move. Put your hand here."

I took one of her hands and put it over her opening to prevent my cum from dripping down onto the couch, and she held it there.

Since my wife and I frequently have sex in the living room on the couch and in the kitchen, we have a container of baby wipes in the cabinet of one of the couch's end tables, and I quickly went over and pulled several wipes out.

I brought them over and wiped my mother-in-law's pussy clean as best as I could, and then wiped my cock as well. I handed a wipe to her and she finished cleaning herself and then gathered herself and went to the kitchen to get a glass of water.

The only sounds we could hear were the whooshing of the washing machine and the low humming of the dryer, but about a minute later the bedroom door opened and my wife came back out.

My mother-in-law was standing at the kitchen island playing with our kitten and I was sitting on the couch and looking at my phone. We heard my wife open the laundry room door, probably to check the time left, and then she came back into the kitchen area.

My mother-in-law said she needed the bathroom now too, so she started heading toward the bedroom. I'm sure she wanted to pee and push the rest of the cum out of her pussy after being fucked.

The next thing that happened was pretty crazy too. My wife watched her mom go and then came over to me and bent over and pulled her shorts and panties down, pushing her naked ass into my face, a fun thing we both do quite a bit with each other.

She loves to be randomly naughty whenever her mom visits and today was no exception. I pulled her close and she moaned softly when I pressed my finger into her asshole and rubbed it for her to make her feel good. My wife loves all things anal.

She whispered, "Lick it," and I leaned forward and licked her asshole several times until she moaned repeatedly and I got her hole nice and wet. At the same time, I caressed her pussy and slid my finger inside and massaged her g-spot from behind.

When we heard the bedroom door open, she quickly pulled up her panties and shorts and her mom came back out into the living room area. She sat down on the couch and our kitten came over and was very interested in the condensed water on her glass of water. We all laughed and said how cute he was as he licked it off.

After all of the laundry was finished, my mother-in-law got ready to go and came over and we did our usual hug and kiss goodbye. This time, I put my hand purposely on her boob on the side my wife couldn't see and even squeezed it, rubbing her nipple with my thumb through her bra as she kissed my cheeks.

When she pulled back, she was blushing slightly, laughing because she had accidentally stepped on my foot on her approach. I said something like it was okay and she said, "Thank you for everything," while smiling knowingly.

I had no idea that something would happen again so soon, but it was incredible. I was so happy she figured out how to come on my cock. I'm sure the danger of being caught made it a lot more exciting and that it probably helped her get there.

I know it was extremely exciting for me. I can't wait until our next encounter!

So it was last Wednesday, and as I moved the clothes around my gym bag for the third time, pushing aside the little pleated tennis skirt and thin cotton T-shirt, I knew I had fucked up.

Thirty minutes earlier, stepping out of the shower, I’d thrown my tennis outfit into my bag and pulled my jeans up and over my butt without underwear. I was running late, and I was sure I’d thrown a pair of clean white underwear into my bag, so, nothing to worry about, right? I’d just get changed at the gym.

Wrong.

Looking into my gym bag and seeing a complete lack of panties, my heart was starting to race, imagining myself lunging for the ball, my skirt flying up around my waist. Or worse yet, diving to make a return and ending up on my back, my legs falling open and spreading me. The worst thing was that I was playing with Matt, one of my oldest friends and my de facto tennis coach, and the court was booked in five minutes.

I wondered whether to call it off, but I didn’t even know where to begin. I couldn’t tell him it was because I forgot my panties...even the thought of saying the word in front of Matt was embarrassing. We’d been friends for years, and there was no way I was about to talk to him about that kind of stuff. I wanted to work out, too, and I’d already made it out of the house. Plus, the fee was not cheap and I was pretty sure it was non-refundable.

Play in jeans? I thought.

No, that would never work. Too hot, too sweaty, and it would look stupid.

Hmmm…

Maybe if I was really careful…

“Hey Matt,” I smiled, dropping my bag full of my day-clothes in the corner of the court, feeling as if I were surrendering them somehow, the absence of the bag leaving me with only four items of clothing total: my skirt, my T-shirt, my socks, and my sneakers. “You ready to get your ass whooped?”

“You wish,” he grinned, realigning the strings of his racket. “You’re going down.”

I picked up my racket and walked to the baseline, the pleated skirt brushing against my skin, hyper-aware that the hem only came down to the top of my thighs, the shape of my butt causing the fabric to hang away from my body slightly. I tried to focus on the game ahead.

"Wanna serve first?" Matt called out from the other side of the net.

“Sure,” I said, picturing myself jumping up in the air to strike the ball, my skirt lifting with me and then being pulled upward by the downward inertia of my movement, revealing…well…it was probably best not to think about it…

I needed to be very careful.

Matt threw me the ball and I bounced it against the floor a few times, my breasts jiggling slightly with the movement. Maybe my lack of bra wasn’t the best idea either, but it was too late to worry about that now. I tossed the ball up, my arm extended high, and as I swung forward, I felt the skirt lift slightly as the back, feeling a quick breeze between my legs.

Shit.

The ball sailed over the net, and Matt returned it with a grunt of effort. I tried to ignore my lack of underwear as we rallied back and forth for a few minutes, the sound of the ball echoing in the enclosed court. With each rally, the sweat began to bead on my forehead and trickle down my chest.

“Nice shot,” Matt said, our rallies turning a little more serious as we finished warming up. "Ready to play for real?" he asked with a grin.

I nodded, pushing my hair back slightly and bending my knees in anticipation of his serve. As I bent forward, I felt the skirt ride up higher than before. The cool air against my bare ass sent a another shiver through me, but it was okay; there was no one behind me to observe.

This time, Matt's serve came fast, and I lunged to return it, stretching my body to the right. My skirt flew up completely, exposing my round pale butt to him for just a second. I felt my face flush as I quickly stood up, pulling the hem down to my thighs and exposing my midriff.

"Uh…nice shot," Matt said. I looked at him but his eyes were on the floor.

Fuck.

He knew.

I was sure of it.

We continued playing, and with Matt now aware I wasn’t wearing panties, I became more aware of my body with every movement. Each time I jumped or bent or reached, I felt my breasts bounce and the skirt lift. I wondered and I worried; just how much of my smooth pussy and round butt was I showing him each time it happened? Why hadn’t he said anything? Maybe he was embarrassed as I was…

And yet, if Matt was embarrassed, he certainly wasn't going easy on me with his shots, repeatedly sending them as wide as he dared, making me lunge and bounce and reach, my little pleated skirt swishing from side to side with each movement, continually threatening to show my friend just how smooth and pretty my pussy really was.

“Out!” I called, watching the ball as it flew past my head and bounced slightly over the line. I walked to where it stopped and bent at the waist to retrieve it, my butt facing him, forgetting myself and then standing quickly when I felt the air between my legs. It lasted for less than a second, but when I turned around, his face was bright red.

Ah. So now he’d seen it.

He swallowed. “Match point.”

“Cool,” I said, moving back to my position behind the baseline, knees bent in anticipation of his serve. Only now I felt a new excitement in our game, an anticipation in my body that had little to do with returning the ball. I looked down at myself casually, trying not to make it obvious that I was checking myself out, and to my embarrassment and arousal, I saw that my nipples were hard.

But not even normal hard. Like…they were really fucking hard; every ridge and gently bump of my areaola projected forward and detailed in high-definition through the thin fabric of my top. I stood quickly, moving to cover myself, before realising how weird that would have looked: clutching my tits with my racket in my hand while waiting for his serve.

"Are you okay to keep playing?" Matt asked.

I could feel his eyes on me, and my puffy pussy lips began to swell with arousal.

Fuck. Why did my body like this so much?

So embarrassing.

“Sarah?”

“Yeah,” I said, a little too quickly, bending at the knees once more. “Yeah, I’m fine.”

“Are you sure? You look a little–”

“C’mon,” I said. “Serve.”

He did, and this time I jumped higher to return the ball, knowing the impact would make my breasts bounce and my skirt lift higher. Sure enough, I felt the fabric flutter up, exposing more of myself to him. He missed the return, his racket swinging awkwardly. And it was at that moment that I realised I was enjoying this a little too much.

"Is everything okay over there?" I asked, pretending innocence as I stood with my hands on my hips, pushing my chest out.

"Yeah, fine," he mumbled, adjusting the front of his shorts.

“Uh huh,” I said.

We resumed playing, and now I was being deliberate in my movements. Every lunge, every jump, every stretch was an opportunity to expose myself to him, and the feeling of being so exposed was turning me on more than I expected. My pussy was getting wetter with each point, The power I felt was intoxicating. My embarrassment had turned to lust, and in the heat of the game, my body was starting to make decisions for me.

Matt was struggling too, a fact that I was taking great pleasure in. His serves were weaker, his returns less accurate, and I was winning easily now. My body was slick with sweat, and I wondered if Matt was picturing what itn would be like to fuck me; to see my head thrown back in ecstasy, my body shimmering with sweat as he pushed my legs open wider and–

“Fuck!” I shouted as the ball grazed my racket and flew past me, hitting the back wall and rolling under a small gap. I walked toward it but stopped at the edge of the court. "Oh, shit. It went under."

“Under what?” Matt called from the other side of the court, walking toward the next and resting his arms on it.

“Here,” I said, pointing to the little gap beneath the back board and the wall. “Hold on, I’ll grab it.”

I bent to get it, but I couldn’t quite reach it. I turned to see Matt watching me, silent. I could feel his eyes on my body as I contemplated how to retrieve the ball.

That’s when I realised; I'd have to get on my hands and knees to reach it.

The thought of getting on all fours, with my bare ass and pussy pointing directly at him, made me shiver with pleasure. Was I really going to do it? I looked back at him and smiled, my pussy throbbing with anticipation as I lowered myself to the court, positioning myself on my hands and knees, knowing exactly what I was about to show him.

[As always, I’ll put part 2 on reddit if people are interested in hearing it!]

I was having one of those nights where I just couldn't settle down. I kept rolling over, adjusting the blankets, and sighing enough that my wife noticed.

She asked if I was having trouble sleeping. I said I was and jokingly told her the only thing that might help was if she played with me a little.

She smiled, curled up against me with her head on my chest, and started stroking me. It was incredibly relaxing. I absentmindedly ran my hands over her back and hips while we just enjoyed being close.

It didn't take long before relaxing turned into getting seriously turned on. I asked if she'd go down on me, and without hesitation she slid under the covers and got to work. She was completely into it, taking her time but also clearly determined to make me finish. It ended up being one of the best blowjobs she's given me in a long time.

I came in her mouth, she swallowed, we cuddled for a minute afterward, and I don't think I've fallen asleep that fast in ages. Turns out her insomnia treatment is surprisingly effective.

This is part 2 of me blowing guys as they finger me at a party here is part 1 if you haven’t read it!

https://www.reddit.com/r/gonewildstories/s/GaYiwBaxej 

My jaw was aching, my throat was raw, and my clit was a throbbing, sensitive mess, but I was riding a high, an intense mix of adrenaline and sexual energy. The line outside felt endless, a testament to my growing notoriety. I was the talk of the party, the girl who had offered herself up for a challenge, and I reveled in it.

After what felt like an eternity, but was probably only an hour or so, a shadow fell over the doorway. My heart sank, and then surged with a different kind of adrenaline – a surge of pure, unadulterated annoyance. It was them. The frat boys.

Five of them, swaggering in, their polo shirts crisp, their smiles obnoxious. I recognized them immediately: Brad, Chad, Todd, Kyle, and Mike. The same group that had made my life hell in a few classes, always loud, always dismissive, always acting like they owned the place. I particularly despised Todd, the ringleader, with his condescending smirk and icy eyes.

"Heard you're giving out freebies, Valentina," Brad sneered, his eyes raking over my cum-stained shirt, a sneer twisting his lips. "Figured we'd come claim our prize."

My blood boiled, but I forced a sweet, innocent smile. "Oh, Brad," I purred, "it's not freebies. It's a challenge. And only the skilled get the prize." My eyes flicked over to Todd, holding his gaze, a silent promise of defiance passing between us. I wanted them all to fail. Every single one of them. The thought of any of them making me cum, especially Todd, was sickening.

"Well, lucky for you, we're all very skilled," Todd drawled, a smirk playing on his lips. "Who's up first? Should we go alphabetical, or by dick size?" The others snickered.

"I don't care," I said, my voice carefully even. "Just one at a time. And if you fail, you finish yourselves off, just like everyone else." I pulled out a stack of fresh towels, brandishing them almost like a weapon.

Brad, always the loudest, stepped forward first. "I'll go," he announced, already unbuckling his belt. "Let's see what you've got, Valentina."

He was as arrogant naked as he was clothed. His dick was impressively long, but a little on the thin side, not nearly as girthy as Derek's. It was already hard, twitching impatiently. I forced myself to kneel, pushing down the wave of repulsion. I would make myself do this. I would be professional. I would not let him win.

I took him in my mouth, my lips automatically forming around his length. It was a good suck, deep and strong, but I felt nothing but a cold detachment. I focused on the mechanics, on giving him a good time, not on deriving any pleasure myself. I wanted him satisfied enough to not notice my lack of enthusiasm, but not so satisfied that he’d actually perform well. I was careful not to let my tongue linger in any particularly stimulating spots.

"Ready, Brad?" I asked, pulling back, my voice flat. He grunted, pulling out his phone. The timer started.

His hand was big, rough. He grabbed my clit between his thumb and index finger, pressing hard, squeezing. It was a crude, painful gesture, not at all pleasurable. His middle finger jabbed inside me, hitting my cervix with a dull thud. It was all force, no finesse. I flinched, biting my lip to suppress a cry of discomfort.

No way, Brad, I thought, my mind clear. You are not making me cum with that clumsy assault.

"Mmmph," I grumbled around his dick, trying to maintain the facade of pleasure, but internally, I was recoiling. His fingers were too rough, too imprecise. He was just grinding against me, not finding my rhythm, not seeking out my pleasure points.

40 seconds. I forced a moan, arching my back slightly, trying to encourage him, to make him think he was doing well. But inside, I felt nothing but a dull ache. My clit was bruised, not aroused.

"Yeah, you like that, don't you, whore?" he sneered, his voice triumphant, mistaking my feigned moans for genuine pleasure. His fingers sped up, grinding harder, still missing the mark.

20 seconds. I kept sucking, keeping his dick hard, making him believe he was on the verge of victory. But the truth was, I was miles away from orgasm. My body was refusing to respond to his clumsy touch. My clit was angry, not excited.

10 seconds. He was panting, his face red with exertion, clearly convinced he was about to win.

BEEP! BEEP! BEEP! The timer blared.

Brad froze, his fingers still awkwardly grinding against me. His triumphant smirk faltered, replaced by a look of disbelief. "What?" he stammered. "No… no way."

I slowly pulled his dick out of my mouth, wiping my lips delicately with the back of my hand. "Looks like you failed, Brad," I said, a sugary sweetness in my voice that was pure venom. "Better luck next time." I extended a towel to him, a triumphant glint in my eye.

His face contorted in a mixture of anger and humiliation. "Fuck this," he muttered, snatching the towel. He quickly finished himself off, his eyes darting around, paranoid that someone was watching from the hallway. I watched him, a deep satisfaction swelling in my chest. One down, four to go.

Next up was Chad. He was taller, with dark, slicked-back hair and a cruel glint in his eyes. He watched Brad’s humiliation with a smirk. "Don't worry, Valentina," he said, pushing Brad aside. "I'm not as clumsy as him."

He was right. Chad was lean, with a surprisingly thick, slightly curved dick. It pulsed with a contained energy. I took him in, and his taste was clean, almost sterile. I focused on making him feel good, teasing him with my tongue, bringing him to a hard, straining erection. My throat was starting to protest, but I pushed through it, fueled by the desire to dominate these frat boys.

"Ready to prove it, Chad?" I asked, pulling back, my voice a little hoarse. He nodded, a predatory gleam in his eyes, and set the timer.

His fingers were long and slender, surprisingly delicate despite his stature. He found my clit with remarkable speed, not pressing too hard, but encircling it with his index and middle fingers, pressing lightly, rhythmically. His ring finger slid into my pussy, finding my G-spot with a soft, coaxing pressure, not a ramming assault. He moved with a practiced ease, a languid rhythm that was incredibly effective.

Damn it, I thought, my body already beginning to hum. He's actually good.

My hips started to twitch, a low moan escaping my lips around his dick. The pleasure was building, subtle but undeniable, a hot coil tightening in my core. I hated him, but my body was responding, a traitor to my will.

40 seconds. He sped up slightly, his fingers a blur, keeping the pressure consistent, pinpointing my sensitive spots with unnerving accuracy. I was writhing, my ass lifting off the couch, my legs starting to tremble. I tried to suppress a moan, but a sharp gasp still escaped.

"That's it, little slut," he whispered, his voice low and confident. "You like these fingers, don't you? Let me make you squirm."

I hated his dirty talk, hated him, but my body was screaming for more. The combination of his precise fingering and his degrading words was a potent cocktail, setting my nerves alight. My clit throbbed with an unbearable intensity.

20 seconds. My breath hitched. I felt the familiar wave building, cresting. I desperately wanted to deny him, to keep my orgasm from him, but it was too strong, too overwhelming.

10 seconds. My body was convulsing, my pussy clenching. "No!" I cried out, a strangled sound, but it was less a protest and more a plea for him to keep going, to break me.

BEEP! BEEP! BEEP! The timer blared just as my body seized, a wave of pleasure washing over me, not as violent as Derek's, but deep and intense. I was still trembling, spent, my pussy throbbing around his fingers.

Chad chuckled, a triumphant sound. He slowly pulled his hand out, a smug grin on his face. "Looks like I win, Valentina."

I pulled his dick out of my mouth, my lips swollen, my face flushed. I couldn't hide the fact that he had succeeded. "You did," I admitted, my voice strained, tinged with a reluctant admiration and a bitter defeat.

He laughed, a victory sounding in his voice. "Alright, Valentina. Time for my prize."

I nodded, my body still quivering from the aftershocks. I might hate him, but I wouldn't deny him. I went back to sucking his dick, pouring all my residual sexual energy into him, determined to make him cum hard and fast, to get it over with. My throat was aching, my jaw tight, but I swallowed him deep, my tongue swirling, my hands milking his shaft.

"Fuck, Valentina," he groaned, his hands gripping my head, pulling me deeper. "You're a fucking pro."

His hips began to buck, his breath coming in ragged gasps. "I'm gonna cum!" he cried out. "All over that little slut shirt!"

I pulled his dick out, directing it to my chest, and he spurted, a hot, thick stream of cum adding another layer to my already soaked shirt. It was humiliating, but also, in a twisted way, intensely satisfying. To be used so completely by someone I despised, to have my body betray me for their pleasure—it was the ultimate degradation.

Chad sagged back, breathing heavily, a triumphant smirk on his face. "Thanks, Valentina," he said, wiping his cum from his chest. "That was worth the wait." He winked, pulled up his pants, and left, leaving me feeling sticky, raw, and utterly defeated. Two frat boys down, one success, one failure.

Next up was Kyle, a lean, wiry guy with mischievous eyes. He saw the cum on my shirt, another frat boy’s triumph, and his expression was greedy. "My turn, Valentina," he said, stripping faster than anyone, his dick springing free, already at full mast. It was long and slender, with a noticeable curve to the left.

I took him in, forcing myself to ignore the lingering taste of Chad. Kyle’s dick tasted faintly metallic, like iron. I worked him hard, sucking deep and fast, my throat aching, my jaw protesting. I focused on making him feel the raw, animalistic pleasure, pushing down my own rising sense of fatigue. I wanted him to be so overwhelmed by my mouth that he wouldn’t be able to concentrate on the fingering. I wanted him to fail.

"Ready, Kyle?" I asked, my voice barely a whisper, pulling back just enough. He nodded, his eyes glazed with lust, and fumbled for his phone, setting the timer.

His hand was bony, but surprisingly strong. He immediately went for my clit, his index finger pressing down hard, his thumb rubbing furiously against the sensitive nub. His middle finger dove inside, plunging deep, trying to hit my G-spot with a rapid, repetitive thrust. It was a no-nonsense approach, brutal and direct.

Ugh, too much pressure, too fast, I thought, trying to mentally resist the onslaught. It felt almost painful, more abrasive than pleasurable. My clit was already raw from the previous encounters.

"Mmmph," I moaned, trying to sound aroused, but it was more of a protest. My hips were twitching, but not quite with pleasure. I could feel his dick pulsating in my mouth, but my mind was focused on the discomfort below.

40 seconds. He kept up the insane pace, his fingers a blur, grinding, thrusting. My pussy felt pounded, not pleasured. I was getting warmed up, yes, but not in the right way. It was a raw, aching sensation, not the exquisite build of pleasure.

"You like that, little whore?" he grunted, his voice a low growl. "My fingers making you beg."

His dirty talk, like Brad's, felt hollow, like he was just spouting generic lines. But his sheer persistence was starting to wear me down. My body was tired, sensitive, and now it was just being assaulted.

20 seconds. Still on the verge, but not quite there. The pleasure was there, yes, but it was mingled with a slight irritation, a feeling of being bullied into it. I fought against it, trying to keep my body from betraying me.

10 seconds. My breath hitched. I felt a surge of heat, a slight clenching in my core. Could he actually do it by sheer force? My body was worn down, on edge.

BEEP! BEEP! BEEP! The timer blared.

I gasped, my body still quivering, right on the precipice, but not quite over. Kyle pulled his hand away, a frustrated growl escaping his lips. "Fuck! So close!"

I slowly pulled his dick out of my mouth, my lips numb, my throat raw. "Almost, Kyle," I said, a faint smile on my face. "But not quite." I held out a towel, a note of triumph in my voice.

He snatched it, visibly annoyed, and finished himself off quickly, his eyes narrowing at me. He was clearly upset about failing. I loved it. Two failures, one success for the frat boys. I was winning this personal battle.

My body was exhausted, but my spirit was invigorated. I had defeated two of them! Only two more to go, and then I could finally rest.

Then came Mike. He was the quietest of the group, with shaggy brown hair and surprisingly intense eyes. He watched me with a calculating gaze as I took out another fresh towel for Kyle's mess. "My turn," he said, his voice deep, surprising me with its calm confidence.

He peeled off his clothes, revealing a lean, sculpted body. His dick was not as thick as Derek's, nor as long as Brad's, but it was perfectly proportioned, with a distinct, slightly purple head. It stood at attention, firm and ready.

I took him in, my mouth already aching, but I pushed through the discomfort. His taste was earthy, slightly musky, and uniquely his. I focused on a slow, deliberate suction, swirling my tongue around his head, licking his shaft with exquisite care. I wanted to give him the best oral experience of his life, hoping it would distract him from the task at hand.

"Mmm, Mike," I murmured around him, "you feel amazing."

He groaned, his eyes closing, his head tilting back. He seemed to be truly enjoying the blowjob, lost in the sensations.

"Ready?" I asked, pulling back, my lips slick. He nodded, almost reluctantly, as if he didn't want my mouth to leave him. He set the timer, his hand steady.

His hand, when it came down, was surprisingly gentle at first. He didn't immediately go for my clit. Instead, he started by lightly tracing the sensitive skin of my labia, warming me up, teasing me. His fingers were long and slender, very sensitive. He slowly worked his way to my clit, circling it with his index finger, a tender, delicate motion that was incredibly arousing, especially after the roughness of the previous frat boys. His middle finger slid inside me, slowly, almost reverently, exploring my wetness.

He's actually being gentle, I thought, surprised, a genuine warmth starting to spread through my core. Damn it, why are the ones I hate the most sometimes the most skilled?

"Oh, Mike," I whimpered, a genuine moan escaping me this time, my hips beginning to twitch. His touch was exquisite, a delicate dance that was somehow building more intense pleasure than any of the forceful attempts. He was hitting all the right spots, not just my clit, but the surrounding nerves, teasing, circling, building.

40 seconds. He sped up, but maintained the delicacy, the precision. His index finger was now pressing more firmly on my clit, while his middle finger was doing a slow, insistent churn against my G-spot. My body was arching, twisting, my legs starting to tremble uncontrollably. I could feel the orgasm building rapidly, an unstoppable force.

"That's it, Valentina," he whispered, his voice low and breathy, a surprising tenderness in his tone. "Let it go. Feel it. Cum for me."

His dirty talk, unlike the others, felt less like an insult and more like an invitation, a coaxing. It was incredibly effective.

20 seconds. My breath hitched. My pussy was clenching, tightening around his finger. The pleasure was overwhelming, building rapidly to an almost excruciating peak. I tried to mentally fight it, to deny him, but my body was already betraying me.

10 seconds. "OH GOD! MIKE! FUCK!" I screamed, my voice raw, muffled by his cock. My body seized, rigid with pleasure, convulsing violently around his fingers. A shattering, prolonged orgasm ripped through me, more intense than Chad’s, almost as powerful as Derek’s. My legs wrapped around his waist, squeezing him tightly, my nails digging into his ass. I was completely lost in the waves of pleasure, a raw, primal scream tearing from my throat.

BEEP! BEEP! BEEP! The timer blared, signaling his victory.

I was still shaking, gasping for air, the aftershocks of the orgasm reverberating through me. My pussy was spasming around his fingers, milking him relentlessly. Mike smiled, a genuine, satisfied smile that completely transformed his face. He slowly pulled his hand out, his eyes locked on mine.

"I win, Valentina," he whispered, his voice filled with a quiet triumph.

I pulled his dick out of my mouth, my lips red and swollen, my face flushed with the afterglow. "You did, Mike," I admitted, breathless, a mix of frustration and genuine admiration in my voice. "You really did."

His dick was throbbing, rock hard, ready for its prize. I immediately went back to work, determined to make him cum. My throat was burning, my jaw aching, but I swallowed him deep, sucking him fiercely, my hands stroking his shaft, pulling on his balls, pushing him further and further to the edge.

"Fuck, Valentina," he groaned, his hands gripping my hair, pulling me deeper. "You're incredible. You taste so good."

His hips began to buck, his breath coming in ragged gasps. "I'm gonna cum!" he cried out, his voice thick with lust. "All over you!"

I pulled his dick out, directing it to my chest, and he spurted, a thick, hot stream of cum soaking into my already drenched shirt. It was glorious, another layer of sticky, warm humiliation. He pulsed, emptying himself all over me, his body shaking with the force of his orgasm.

Mike sagged back, breathing heavily, a triumphant, yet satisfied, smile on his face. "Thanks, Valentina," he said, wiping his cum from his chest. "That was… phenomenal."

"You're welcome, Mike," I replied, a small, weary smile on my face. "Now go wait outside. We've still got one more to go."

Two failures, two successes. And then there was Todd. The one I despised the most. The one I absolutely, positively did not want to see succeed. My body felt used, abused, but also incredibly alive. The thought of letting Todd win filled me with a perverse sense of dread and a terrible, delicious anticipation.

Todd stepped into the room, a smirk already on his face, his eyes glinting with a cold, predatory amusement. He'd seen his friends win, seen me soaked in their cum. He knew the odds. "Finally," he drawled, his voice grating. "My turn to humble the mighty Valentina."

My stomach churned, a volatile mix of anger and a strange, thrilling terror. I wanted him to fail more than anyone else. But deep down, I also knew that if he did succeed, it would be the ultimate degradation, the ultimate surrender. And a part of me, the darkest, most perverse part, craved that.

He unzipped his pants with an almost theatrical flourish. His dick sprang out, thick and perfectly straight, with a dark, prominent head. It was impressive, no denying it. And it was already rock hard, twitching with anticipation.

I knelt, my throat already aching, and took him into my mouth. I tried to maintain my detachment, to focus only on the mechanics, but his taste was surprisingly… clean. Not offensive, not anything to latch onto for disgust. Just clean, masculine. I tried to focus on the task, sucking him deep, hard, my tongue swirling around his head. He groaned, a low, guttural sound, his hands gripping my head, almost bruisingly tight.

"You're good at this, slut," he sneered, his voice low. "Too bad it won't make you cum."

My blood boiled at his words, but I kept sucking, my jaw aching. I wanted to deny him, to prove him wrong, but I also wanted to make him feel the full force of my mouth, to make him explode for me.

"Ready, Todd?" I mumbled, pulling back, my voice tight. He grinned, that hateful, confident smirk, and set the timer on his phone. The red digits began to count down.

His fingers were a marvel. He didn’t use his thumb on my clit at all. Instead, he used his index and middle fingers to bracket my clitoris, rubbing the entire area with excruciating precision. And then, his ring finger and pinky slid deep inside me, finding not just my G-spot, but reaching even further, pressing against something deeper, something I hadn’t known existed. It was an entirely new sensation, a profound, internal ache that resonated through my entire pelvic area.

"Oh… holy fuck…” I mumbled around his dick, my eyes wide, my body starting to buck uncontrollably. This was different. This wasn't just skill; this was a complete and utter mastery of my anatomy, a horrifying, exhilarating discovery of unexplored territory.

No. Not him. I can’t cum for him, ran through my mind, a frantic, desperate thought. But my body was already betraying me. The pleasure was building, fast and furious, an undeniable tide. His dirty talk, usually so irritating, now seemed to fuel the erotic fire.

My body arched, an involuntary response. I suppressed a moan, but a small gasp still escaped my lips around his dick. My internal monologue screamed in protest. No! Not him! Don't let him win! But my body was a traitor, responding despite my will. The sensations were too strong, too targeted. It was a betrayal from within, a biological surrender I couldn't control.

His dirty talk was what truly got to me. "That's it, little whore," he snarled, his voice thick with a triumphant lust. "You like that, don't you? My fingers making you squirm. You're just a slut, ready for my cum."

The words, usually so potent, so degrading in a delicious way, were sickening coming from him. But even as I recoiled mentally, my body betrayed me. The combination of his precise fingering and his vile degradation was a potent cocktail, setting my nerves alight. My clit throbbed with an unbearable intensity.

I sucked harder on his dick, my cheeks hollowing, my throat constricting around his shaft. My hands gripped his ass, pulling him closer, my hips beginning to buck, pushing against his hand, urging him to continue, to break me completely. I despised him, but my body was screaming for release. My entire being was a battleground of disgust and uncontrollable lust.

"You're so wet for me, aren't you?" he sneered, his fingers grinding harder. "Such a good little easy slut."

My head snapped back from his cock, my eyes rolling, a guttural groan escaping my throat. My body was convulsing, contracting around his fingers. The pressure was too much, too intense. I was on the verge, despite myself.

This was the ultimate humiliation, the ultimate degradation. To be brought to orgasm by him. It was a bitter, yet incredibly potent, form of pleasure. My body was completely out of my control, a puppet on his strings.

"I don't want to! No!" I cried out, but the words were a twisted plea, a desperate gasp that only fueled his cruel pleasure.

"Oh, yes you do," he growled, his voice a triumphant roar. He sped up, his fingers a blur of motion.

“OH GOD! TODD! FUCK! YES!!!” My scream was even more primal, more guttural than the previous two. It tore from my lungs, a raw, desperate roar of surrender. My body seized, rigid with pleasure, convulsing around his fingers, squeezing his dick in my mouth as a prolonged, shattering orgasm ripped through me. It was arguably the most intense orgasm of the night, a complete and total surrender of my body and mind.

BEEP! BEEP! BEEP! The timer blared, a final, mocking confirmation of his victory.

I was shaking violently, my vision swimming, tears blurring my eyes. My body was still spasming, milking his fingers, which he slowly, painstakingly pulled out. My head fell back, resting against the couch, utterly spent, utterly broken. I had lost. He had won. The ultimate degradation had been achieved.

Todd’s smirk was wider now, truly triumphant. "Looks like I win, Valentina," he drawled, his voice dripping with condescension. "And I think my buddies want to share in the prize."

He slowly pulled his dick out of my mouth, rock hard and pulsing. I just stared at him, unable to speak, too exhausted, too overwhelmed by the aftermath of that crushing orgasm.

Todd stepped forward again, his dick still rigid, pulsing, pushing his dick back into my mouth. I nearly gagged, but I forced myself to take him, my throat raw, my body still trembling from his orgasm. I sucked him, my eyes wide, watching the other three frat boys begin to unzip themselves, their erections springing forth, twitching with excitement.

I sucked Todd harder, faster, determined to get him to explode. My throat was burning, my head pounding, but I didn't care. I wanted it over, I wanted to be covered, to feel the ultimate wave of humiliation wash over me. He groaned, his hips beginning to buck, his body tensing.

"I'm gonna cum!" he cried out, his voice hoarse. "On your fucking shirt, slut!"

I pulled his dick out, directing it to my chest, and he erupted, a thick, hot stream of cum soaking into my shirt, adding another layer to the already drenched fabric.

Three victorious frat boys, three streams of cum, all over my chest. My shirt was now completely saturated, heavy with their seed, sticky and smelling strongly of sex. I just sat there, my head lolling back, my eyes staring blankly at the ceiling, utterly broken, utterly degraded.

They chuckled, a chorus of satisfied, victorious sounds. "Looks good on you, Valentina," Brad said, even though he hadn't contributed his own cum to the canvas. "A true slut's uniform."

Todd leaned down, his face close to mine, his eyes gleaming. "You're all mine tonight, Valentina," he whispered, his voice a low, possessive growl. "You belong to us."

I closed my eyes, tears pricking at them. My body was exhausted, sore, and sticky. My throat was raw, my jaw ached, and my pussy throbbed with the memory of Todd's brutal, perfect skill. But amidst the humiliation, amidst the shame of being so completely used by them, there was also a profound sense of satisfaction. I had given myself over, completely and utterly. I had been desired by a line of men, some skilled, some clumsy. I had been pushed to my limits, physically and emotionally. And I had orchestrated it all.

This was what I wanted. To be degraded, to be used, to be a vessel for male pleasure, on my own terms. Even when I hated the outcome, even when I hated the victors, the experience itself was intoxicating. As the frat boys swaggered out of the room, leaving me alone in the cum-soaked den, I slowly opened my eyes. A faint smile touched my lips. My shirt was a disgusting, glorious mess. And I had never felt more alive.

The party raged on outside, oblivious to the intimate, messy drama that had just unfolded. I slowly, painstakingly, got to my feet. My legs felt weak, my body heavy. I needed to get cleaned up, but I also wanted to savor this moment, this feeling of surrender, for a little while longer.Tonight, I had been truly, magnificently used. And it had been everything I ever wanted.

I've had a lot of crazy sex experiences. But the weirdest/craziest was when I was 19, hitchhiking across the city, I think it was the Florida panhandle. A couple stopped and we exchanged the usual...where ya goin' etc.

Back in the day "bench seat" in the front of the sedan. Hot chick, dressed in shorts (Daisy Dukes for those old enough to know) and a loose fitting tank top...no bra, and she's already sitting in the middle next to her bf. She invites me to sit next to her in the front. I hop in and we're off down the road. After maybe 30 minutes bf says that he needs to stop at a store to get some smokes.

While bf is in the store, hottie begins rubbing my inner thigh and crotch. As a 19 year old with testosterone raging, cock quickly hardening all I can think of is her bf returning to the car. I'm thinking that he's going to kick me out and maybe even kick my ass. As I was pushing her hand away, she takes my hand and puts it on her inner thigh and pulls my hand up to her pussy. As she's rubbing my hand on her pussy, she says in a sexy, sultry voice, "It's okay, he doesn't care if we're doing this." I keep watching the store and sure thing, here comes her bf.

I'm thinking, "Ohhh crap!" I didn't know if I should jump out and run, but I decide to stay put. No sooner do I literally wrestle my hand from her crotch, she begins to rum me again. Meanwhile, bf stops at the front of the car, "packs" his pack of cigs and looks at hottie and smiles. She continues caressing my inner thigh and crotch while bf takes out a cigarette, lights it and approaches the driver's side window. He smiles at hottie again and says, "Hmmmm, it looks like you're having some fum with our rider." At this point I'm thinking that this is their plan all along.

Her hand still grasping my leg bf hops in, looks me in the eye and says, "It's okay, feels good, don't it?" I mutter, "Uhhh huh..." as bf smiles. Were back on the road and hottie is still massaging my hard cock aching in my jeans. She then casually reaches over to her bf and reaches down his loose shorts. Hottie then loosens her shorts and pulls my hand to the top of her shorts, giggles and says, "I need some attention too!" I'm looking at bf like wtf when he just grins and nods the okay. After maybe ten minutes or so bf pulls off the highway onto an isolated country road.

He then says, "You wanna fuck that pussy you've been playing with, don't you?" Then as he pulls off the road onto the entrance to a field he says to hottie, "Think that you can handle both of us?" She giggles and says, "It's about time, my panties are soaked!" And yes, her pussy was dripping.

Bf hops out, hottie slips her shorts and top off in seconds and is on her back sucking her bf when she looks at me and says, "You gonna fuck me or just watch?" I pulled my jeans down to my ankles and began fucking her while she continued to suck her bf.

With all the built up tension bf cums after maybe 3-4 minutes. Hottie is still holding his cock with one hand as she grabs my ass, pulls me in tighter as she's moaning, "Fuck me, Fuck me!" I can tell that she's close to cumming and I'm just trying to hold on as long as I can. She then starts screaming and moaning, "I'm cumming, Fuck me, just Fuck me Baby!" With that, I cum along with her, filling her with my young cum.

Casually, almost nonchalantly bf pulls up his shorts, hottie gets dressed and straightens her hair. I pull my jeans up and sit back next to hottie. We all just sat there and breathed heavily.

Bf then drives back to the highway, stops at the entrance and says, "Well, this is as far as we're going, I hope that you had a good ride." Hottie leans in, gives me a kiss and says, "Thanks Babe." I said, "And Thank You, it was a great ride."

With that, they headed back from where they were coming from and I stuck my thumb out to continue on my journey.

There’s this 4th of July party every year at a friend’s house, kind of a friend of a friend. They have this big house way up on a hill where you can see forever, and you can see just about every fireworks display in the county.

It’s crazy and it’s so not like my regular life, this big beautiful house and everything, and I don’t know how many people there are, but it’s a lot, and it’s fancy because of the setting and all the food and drinks, but it’s also kind of a bacchanal.

So, I mean, why not do my part?

So…

There was this guy. I saw him getting a drink, and then just stand there, looking around. Tall, dark hair. I appreciated the shirt, the belt, the jeans, the shoes. Probably early 30s.

I tried to catch his eye from a distance. It didn’t work. Frustrating. I looked good. Cute. Hot. Spaghetti strap blue tank, a necklace to draw the eye to how thin the tank top was, white denim shorts, white thong, sandals. That’s the whole inventory.

I moved closer. If he couldn’t hold eye contact from twenty feet away, I’d move on.

I didn’t have to move on.

It was cute how he looked, and how he tried not to look. And it was fun to make sure that he saw me looking.

I almost just told him what I wanted, because I knew exactly what I wanted, but he was easy to talk to, and I clocked his smile when I let my arm brush against his.

And he told me how good I looked.

And I looked up at him with my lips parted, and let out a little sigh.

And his eyes narrowed just a little.

And oh my god I wanted to know what he was thinking.

I stepped in front of him, almost, but not quite pressing myself against him, looked up at him, let out a soft breath.

His hand, so warm, started at my elbow and slid up to my shoulder.

We kissed. And it was good.

And then my silly mind thought of fireworks going off and I couldn’t help it, I laughed.

He looked at me, wondering, and I said, “Sorry. That was good.”

My hand was on his chest. I liked having my hand on his chest.

I kissed the corner of his mouth, and I told him what I wanted. Because my god I knew exactly what I wanted.

“Really?” he said.

I nodded, eager, grinning.

That thing happened where his eyes narrowed again, and I needed to know what he was thinking.

“Okay,” he said. Cute.

I wanted it right there in front of everybody. I didn’t even care anymore. But we went inside and found the laundry room and closed the door behind us.

There was space. A countertop. I was rethinking my simple desires, but I kept myself from getting completely carried away. There was a stack of folded towels on the counter. I picked one up, turned to him, dropped it on the floor at his feet, and grinned up at him again.

He laughed and said, “Fuck, you’re hot,” and I worried that I might soak right through my shorts.

I undid his belt, and my mind raced to naughty naughty bad girl things but I told myself to focus. There were so many people, and music. Would anyone hear a girl getting spanked by a belt in the laundry room? No, bad girl, Kylie, focus.

You just never know about these things but sometimes you’re pleasantly surprised. I pulled down his pants and, whew, what a pleasant surprise. He was mostly hard, and for a girl who has learned to appreciate a big dick, I was appreciative of what I saw.

My legs trembled a little. I had a vision of him bending me over the counter, yanking my shorts down, pulling my thong aside, and pounding me while he pulled my hair.

Instead I pulled his shorts down, and the sight of that dick made my mouth fill with spit.

I wrapped my hand around it and fuck it felt good in my hand. A low groan in his throat. Fuck. Me.

I knelt down on the towel. I know what I’m doing, as you should know by now, and I wanted to show him that it really was his lucky night.

I opened my mouth, slapped that dick on my tongue a little, and smiled up at him. Fuck. The weight of that cock. I wanted him to grab me and fuck my throat. I was way too worked up. My mind was spinning with the naughtiest ideas, and with the pleasure of someone new, in that place.

I took a little breath and reminded myself that he was a lucky man, and that I was a lucky girl to be with this handsome man and this outstanding cock.

My mouth was watering like crazy, oral whore that I am.

Little sucks around the head, letting my spit run down his shaft as I stroked him.

Slurping on the head, tongue swirling. Fuck. Me.

He was big enough that I wondered if he had ever had a throat like mine. Why waste time? No time like the present to find out.

I looked up at him, my tongue tickling the underside of the head, making sure he was watching as I took him down my throat, slowly, slowly. He groaned and I wasn’t even done yet. Looking up at him until I couldn’t look up anymore because my nose was buried in his short hairs.

His voice shuddered as he tried to say, “Oh my god.” At least I think that’s what he was trying to say. I had my answer. He had definitely never had a throat like mine.

My hands were around his thighs, pulling him close, as I held him down.

I felt a hand on my arm and that seemed so sweet.

When I pulled back off of him, I let the spit run out of my mouth.

I smiled, batted my eyelashes. “You like that?” Playful, cute voice.

I didn’t wait for answer.

Back down my throat, again, and again, and again.

His half-moan, half-groan. I had him.

I pulled back, stroking him, slurping on the head. Then back down, fucking him with my throat.

Back to stroking, loud slurps. Fucking him with my throat again.

At some point he just said, “Holy fuck.”

Yep. His lucky night.

A couple more rounds and he said, “I’m gonna cum.” I was surprised he had lasted that long.

“Cum on my tongue.” Stroking him. “I want to taste your cum.” Mouth open, tongue out, cock on my tongue, stroking him. “I want your cum.” My god I wanted his cum.

He let out a desperate, choked groan. He came. Fuck. Yum. He came.

It definitely wasn’t a small load. It was enough that I wished he had cum on my tits so I could see how big it was.

When he was done, I made sure he saw me swallow, gave the tip little licks, and held on to him while he softened.

I got up and tossed the towel aside. It would need to be washed again. And he pulled up his pants.

“That was amazing. You’re amazing,” he said.

I agreed. Grinned. I checked. I hadn’t soaked through my shorts. Whew. Lucky. I was fucking drenched.

We went back outside. We talked a little more. I liked that a lot.

I said, “You could give me your number if you want.” He did. Who knows. We’ll see.

^(real story about how i took my nerdy TA's virginity... 18+ of course :))

>^(his body was surprisingly toned, and when i tugged his jeans down his dick was already rock hard and) ^(way bigger than i expected, thick, veiny, easily 7.5–8 inches. i was like “you’ve been hiding this??”)

^(hi so im a peite asian still in college, and i need to get this off my chest because it still feels surreal.)

^(last semester i met this cute nerdy guy who was my Teaching assistant for a course...)

^(he’s one year older than me, super smart, kinda shy, always wearing hoodies and glasses. when I first met him I IMMEDIATELY THOUGHT he was super c ute and we started chatting after office hours because i kept “needing help” (okay, i was flirting), and he was so sweet and awkward i couldn’t help liking him.)
^(---)
^(we started hanging outside of his teaching hours and one day after a long study session he walked me to my home and just blurted out that he’s never had a girlfriend, only been on three dates ever, and basically admitted he’s a virgin. i was shocked....)

^(he’s tall, fit under the baggy clothes, cute face....)

^(but he was so genuine about it i found it endearing instead of weird. i teased him a little, said “well if you ever want practice… just kidding” half joking, but his face went bright red and he mumbled something like “i’d like that.”)

^(fast forward to last friday night, we hung out at his off-campus apartment studying, but the tension was insane. we ended up kissing on his couch, slow at first, then hotter, his hands shaking when he touched my tits under my top. i pulled his hoodie off and holy shit.... his body was surprisingly toned, and when i tugged his jeans down his dick was already rock hard and) ^(way bigger than i expected, thick, veiny, easily 7.5–8 inches. i was like “you’ve been hiding this??”)

^(and he just blushed harder.)

^(i got on my knees, stroked him a bit, then sucked him slow, loving how he groaned and gripped the couch like he was gonna break it. he was so sensitive, hips twitching every time i swirled my tongue around the head. after a minute he was already close so i stopped, stripped down, and pushed him onto the bed. he said "this is going to be my first time" i could tell he was super nervous but i climbed on top, rubbed his bare cock against my soaked pussy, then sank down inch by inch. the stretch was perfect....)

^(my tight pussy gripping him so hard he gasped “oh fuck, you feel incredible.” i rode him gently at first so he could feel everything, then faster, my tits bouncing while he stared up at me like i was a goddess. he lasted longer than i thought he would for his first time, thrusting up to meet me, hands on my hips.)
^(when he said “i’m gonna cum” i just ground down harder and told him “do it inside me.” he lost it)
^(buried deep and pumped rope after rope of hot cum into my pussy, groaning my name while i clenched around him and came too, shaking on top of him. afterward he was all soft and cuddly, kept saying “thank you” like i did him a favor lol. we’ve hooked up a few more times since and he’s getting way more confident. taking his virginity was honestly one of the hottest things i’ve done)
^(everyone is 18+ of course)

Long time since the last one, and honestly, life has also been boring! So I have this really hot girlfriend in mentioned in my last story. As in really hot. So hot, that i sometimes also wonder how it must be to fuck her. And honestly, I have been fantazing about the lately. But, since she is my best friend, and we already know eachother so long, I really don’t want to risk out friendship by making a move on her!

Last weekend we went out in another town. We were a bit done with the places we normally go to, so she said, my sister lives there and she know some cool places, so lets give that a try. We went there and first had dinner at a lovely restaurant with some great wine (ofc). After that we went to a bar and also met there with her sister.

It was a nice and cozy bar with hundreds of different craft beers. But it were not the beers that stood out to me. It was not the first time a saw her sister. We already know eachother for a long time, but it has been a long time since she went to a different place for studies. My girlfriend and her sister always looked very similar, especially their face and hair. But her younger sister has always been a lot skinnier. Less ass, less hips, less boobs. But I have to admit that student life did her well. I could definyely see that she gaines some weight, and put a lot of effort in working out. Damn she turned pretty.

So we were having multiple different beers and I was starting feeling flirty. It could be the beer, but I think i saw the same sparkle in her eyes. My girlfriend was in the meanwhile talking to a cute guy, and told me before she left with the guy that she would meet me at her sisters place tomorrow morning. I was left with her sister and the conversation got suggestive quite quickly, as you can imagine, we were discussing what my girlfriend was doing rn. Her sister told me that she once walked into her in the kitchen with a cock deep in her throat. Well, that imagination turned me on so much.

After a last beer we went home to her place. She asked me if i wanted to sleep on the couch on join her in her bed. I hate sleeping on the couch so I joints her in bed. We were both only wearing a thong and a tight tank top. When in bed we were talking again about my gf being fucked rn, and about sex in general. At some point she leaned in and started kissing me. It was my first time kissing a girl, but damn this was soft and tender. So subtle and yet exciting.

I kissed her back and felt her hand moving over my back. First grabbing my neck and gently pulling my hair, then moving Lower to my ass. She grabbed it and squeezed it and the kissing intensifies. I did the same, softly squeezing her boobs. Them these thing feel great, i understand you man love playing with them! Her hand reached further over my ass, in between my cheeks towards the end of my pussy. She moved the fabric away and started massaging the skin between my anus and vagina with her thumb, more and more moving to the entrance of my pussy. It send i shiver through my spine and I felt my pussy getting soaked.

We roller over, and i slipped my hand in her panties, hungry to feel her wetness. I let my finger slide through her folds, and a soft moan escaped from her mouth while she was boring my ear. I starting making circles with my finger around her clit, sliding through her fold regularly to spread her wetness. Her moaning intensifies, tightly squeezing my ass and hips, leaving bite mark in my neck. She completely lost it when in inserted a first finger, and my pussy was literally leaking from the excitement of her enjoyment.

She threw me on my back. First undoing me from my top, sucking and kissing my nipples as breast. Then moving further down to my panties. First softly licking and kissing my inner thighs, moving further and to my lips. She took off my panties and spreaded my legs. While she did, i felt myself opening. Not sure how to describe it, but the moment your wet lips spread/open the first during foreplay is sensational. Before it new it I had her head between my legs. Damn that felt good. If been eaten many times before, but this was the best ever. She soft, so tender, so gentle. Doing everthing right, the right pressure, Motion and positions. She entered me with two fingers, and before I knew i had the shakiest orgasm I ever had.

I returned the favour and loved the taste. So much sweeter than a Dick. I really got carried away in the moment. Licking and sucking her pussy, curling my finger inside her vagina. My own pussy was literaly leaking of wetness. When she came, it almost drove
Me over the edge.

Next She took a dildo out of het nightstand. She stuck in deep in her throat before the straddled my face and inserted it in my pussy. She started fucking me with he dildo while i was eating her out again and fingering her anus. We both came so hard again. I positioned her on all fours and took the dildo from her. I inserted two fingers in her push and licked the dildo. That thing tasted so good with all her juice on it. She started the to bump her ass against my hands, and i switches my finger for the dildo. Damn that girl was fucking that thing so hard. The stretch looked so amazing.

We continued orgasmed multiple times. We literaly continued until we were too exhaused to do anything anymore, ans fell asleep next to eachother, all sweatty from what just happened. The next morning we had a shower together before my gf arrived. She told us everything about her fuck, but we silent about what we did. I always wanted to fuck my gf, but never want to risk our friendship. I gues I found the perfect solution for the problem now!

Sexy time starts at the ——

I had some great memories and escapades from college, but this one is one of the more funny ones to tell and a testament that patience is a virtue.

I was a wide eyed, 18 year old who had only been at college for a couple weeks. As such, that excitement of so many new, unfamiliar faces was still very much there. So many cute girls all over campus, and sexual tensions at an all time high.

On this particular day, I was in the dining hall before class trying to get some breakfast. I was in line to use the waffle maker when I struck up a conversation with a blonde girl named Millie. Millie was about 5’6, blonde hair, nice round butt and solid b cups. She was really cute, cheerful, and interested in what I had to say. We made small talk and exchanged the normal college freshmen conversation as we waited in line(major, hometown, etc.). I don’t remember much of the substance of the conversion, but I got her snap at some point. We went our separate ways and we snap chatted back and forth, but nothin came of it… so I thought.

Fast forward a couple years to senior year. My friends and I were throwing a party to kick off senior year and we sent out some invites to a bunch of friends. Out of the blue, I had a message from Millie asking about the details of the party. I hadn’t really spoken to or seen her since our first encounter freshmen year. Of course, I urged her to come and bring friends, thinking this would atleast help the ratio (lol).

At the party, Millie and I chatted for a while, reminiscing on how we met and discussing our times at school and how we were sad time had gone by so fast. We were flirting, but it was subtle and nothing that made me think I was getting lucky, just come casual banter. At some point, she asked me to come to the bar she worked at and have a few drinks. I of course, obliged.

At the bar, she spent the entire night chatting up another friend/co-worker. I was mad I had come with her and thought there was no way I was getting lucky. I enjoyed my beer and the shots we took and just watched the baseball game that was on the tv.

Eventually her conversation tailed off with the other guy. This time, she was a lot more flirty. Hand on my leg, touching my arm, all the major signs. We chatted for a little longer before we called it a night. I walked her home and thanked her for the discounted drinks she helped me get. She then asked me to come in. I was surprised to say the least given how the night gone, but the alcohol and her flirty demeanor had me eager to see what was to come

————————————————————-

We got to her place and went straight to her room. I don’t remember how long it took for things to kick off, but one thing led to another and our tongues were doing the tango. We had a deep kiss, as my hands explored her body. Caressing her breast and cupping her ass as I kissed her deeply. We began ripping our clothes off, one deep kiss after another.

I threw her onto to bed and spread her legs. I kissed down her body as my tongue explored her curves and warm skin. I slowly licked down until I got to her pussy. She was squirming before I even touched my tongue to her clit, her hand pulling my hair hard. I made paintings on her clit as her moans began to fill the room; begging me to keep going and telling me the spots she loved. Eventually, her legs tensed and wrapped around my head even harder and she was quivering over the orgasm I just gave her.

It was her turn and she was eager to work my cock. She had me lay down and she took my balls in one hand, and my cock in the other. She made eye contact as she slowly began to play with my cock. Her hand caressing my balls while her other hand worked to moisten my cock. She worked my cock until it was throbbing, eager to tear her pussy up.

I asked her her favorite position and she replied doggy, with a smile that would stand any males cock up. I bent her over in front of her large mirror; I wanted her to see her take cock from the guy she had met in the waffle line several years ago.

I inched my shaft into her, and her moans echoed in the room. I slowly eased my cock into her to let her get used to me. She was so wet and ready to take my cock. She had the perfect arch for doggy. The arch where her ass is cock level but her is basically into the bed.

I slowly began to pick up the pace, one hand gripping her ass, one hand on her shoulder. My cock was sliding in and out of her with ease, our pleasures filling the room as we went at it. She gave me these dirty smiles in the mirror too, which only made me go faster. Inching my cock so my head was barely in, to sliding it all the way back in so she could feel my balls on her clit and the entirety of my shaft in her pussy.

We went at it like this for 30 minutes or so before I pulled out and busted all over her ass. We went at it again in the morning, this time with me pile driving her into the bed as she begged for my cock.

I left her place that morning after we finished. I never really heard from her after and haven’t seen her since we graduated. It was a great experience overall and one I won’t forget given the circumstances.

The summer between high school and college, my girlfriend Lauren and I decided to break up. We knew we were going to different colleges, her staying close to home at a major public university in the state, and me going hundreds of miles away. There was a little sadness, but we both knew it was probably for the best and wasn't going to last anyway. Lauren was probably five foot three, dirty blond hair, slim with nice firm B tits. She had a great smile, cute ass, and while we fucked a few times while we dated, she was a little more conservative and reserved than I liked. She was a "good girl" by most measures, and sleeping with me probably always made her feel guilty.

Even though we decided to split, we still ran in the same friend groups at times, and for the first few weeks after our split, we finally both moved on in a healthy manner. I started seeing another girl a bit, and I think Lauren was kinda seeing someone as well, but nothing too serious. One day over the summer, a large group of us decided to head to the beach for the day, which was probably an hour and a half away. We all met up at a park and ride so we could carpool, and ended up taking probably three cars for the 10 of us. Lauren and I ended up in the back seat of on of my friend's cars on the way there, and we may have flirted a bit, but nothing too obvious or out of the ordinary.

The beach day was great - nice weather, Lauren looking good in her pink flowered bikini, and I caught myself a few times reminiscing about her body. She always felt guilty when we would go all the way and fuck, but she loved teasing my cock and letting me finger her until she orgasmed. I caught her once or twice checking me out as well, and I could tell that the sexual chemistry was definitely still there.

I was out in the water cooling off at one point, and Lauren came strolling out to me. There was some small talk, and a little casual touching of hands beneath the water. Tension was high, but nothing really occurred. It being Florida and the summer, though, we could all see the clouds rolling in for a thunderstorm, and we all bolted back to the cars to head back to the park and ride.

The downpour was intense, and when we all made it back to the parking lot, we all quickly said bye, and bolted to our own cars. People started pulling out of the lot quickly, and only Lauren and I were left, each in our own cars, parked side by side. I was waiting to see if she actually got her car started and pulled away, but she never left. Sitting in my driver's seat of my Toyota, I could barely see through the heavy downpour, Lauren was running around to my passenger seat. I opened the door for her and she jumped in, trying to stay as dry as possible.

She was still in her bikini with a thin T-shirt thrown over the top, now sitting in my passenger seat wet from the rain. "I miss you," she said, and I told her the same. I leaned in, kissed her softly, and it was almost immediate that our hands started pawing all over each other.

I was shirtless from the beach, and Lauren's hands started running up and down my chest. We continued kissing, harder, intently, with tongues intertwined like 18 year olds would naturally do. I could feel my cock stiffening immediately, and Lauren reached down and begin to rub me through the outside of my swimming trunks. Both of our bodies slightly burned from the day at the beach, and the sounds of the raining hammering the outside of my car.

I quickly got Lauren's shirt over her head, and unhooked her bikini, her beautiful tits not fully exposed and her nipples hard as can be. I started sucking on them aggressively, and it seemed either the rain or our situation had made Lauren hornier than ever, because she was moaning and rolling her hips more than I had ever seen her do before. I reached my hand down and started rubbing her pussy through the outside of her bikini bottoms, and I could tell she was already incredibly wet. I slid the material to the side, and eased a finger into her pussy, as she started thrusting up against my fingers even further.

All of this was occurring with both of us in the front seats, with an awkward center console between us. I climbed over closer to her, still in the driver's seat but almost leaning up against the console so that we were closer and I could get my fingers deeper inside her. As I pulled my hips up, I naturally slid my bathing suit off, exposing my hardening cock to Lauren. She started running her hands up and down it, stroking me slowly while I now slid a second and third finger inside her. She moaned again, and I kept the pace up until I knew she was about to cum for me. She bucked her hips back and forth feverishly, and I knew she was cumming for me right there in the passenger seat.

"Come on, get in the back seat," I told her, and she climbed through the middle and laid down on her back across both seats. It was a tight squeeze, but I climbed through right on top of her, and we adjusted slightly to get lined up right. Both of us naked in the back seat, I started kissing her again, her hands all over my cock, and slowly, I slid inside her. It was basically missionary, with one of my feet on the floorboard, and the other on the other side of Lauren's body.

Her pussy felt so wet and tight, and I knew that in this position and me being an 18 year old, not so experienced guy, I wouldn't last super long. But I kept thrusting, long and slow, and we got into a good rhythm that felt just fucking right.

Lauren was moaning loudly again, the sounds of the heavy rain outside a nice background to our pounding. "Don't cum in me," she said, and I told her I was getting close. I thrusted a couple more times deeply, before pulling out and shooting several thick strands right onto her stomach. I leaned back in exhaust, and Lauren grabbed her t-shirt to help clean up the mess.

That was the last time Lauren and I ever fucked. We didn't get back together, although I did visit her once her freshman year of college and she sucked me off (she was on her period). But that day in the car was probably one of the hottest experiences I've ever had.

Honestly I have no words for how well received my story was. Shocked doesn’t cover it. I’m pretty certain I said it was really vanilla, so I’m dumbfounded how many people have expressed interest and wanted to know more. I can’t promise this will be the update you hoped for. In fact I can guarantee you this isn’t the update you want. But I figure since there is more to come, I’ll give you an update now to make my next installment easier to get out.

Again I’ll disclaim, if you want a wild sex story, give this one a miss.

For those that stuck around, this is how things went from where we left off.

My neighbor and I agreed to go sailing the Saturday after, if you recall the start of things happened on a Monday afternoon. The drive up there was cordial, but things seemed tense, almost closed off if that makes sense. We talked, don’t get me wrong, but it just felt like the walls were up. And this continued while rigging the boat, and finally pushing off away from the jetty and out into the water.

Once we were separated from ear shot of people, he looked and me and it was clear he was nervous, maybe stressed, but definitely uncomfortable. I asked him if everything was ok, and what he was clearly hesitant to open up about. It took a bit of encouragement, but a gentle gust of wind filling the sails and catching us both a bit off guard helped break his shell.

It’s hard to remember the exact dialogue, but it went something along these lines.

I assumed you wouldn’t come today.

Why wouldn’t I?

Well, I mean, after last Monday, I mean, you’ve had 5 days to think about it and regret it I guess.

- I smiled - Why would I regret it?

I get it, don’t get me wrong, caught up in the moment, it’s easy to run on impulse, but I guess I just expected you to kinda wish to forget it ever happened.

Are you saying you want to forget it?

No, not at all. It was amazing, but, I mean.

It was clear he didn’t have the words, or at least didn’t know how to articulate his thoughts and feelings. I looked at him deep in the eyes with a smile and said, I loved what happened, and don’t for a second regret it. Smiling coyly I looked briefly over my shoulder to the shore line which wasn’t that far away, and there were a few boats closer still. ‘If this helps you believe me,’ I said, and shimmied my top off, slid my shorts down, and leaned forward to stash them in the locker, once again revealing I had opted for a thong bikini. Not the same one, a light pink and white one, very cute I think. It wasn’t a deliberate effort to pose for him, but enough to let him see what I was wearing. ‘I don’t regret it, and I love that you got to see what’s underneath this,’ I smiled.

From that point, the atmosphere shifted 180°. No more tension, no more awkwardness. We flirted and enjoyed each others presence and conversation. Nothing overwhelmingly sexual or inappropriate, just fun. Lunchtime came around, so I threw my shorts on, left my shirt off, and we hopped off at the jetty, tied the boat up and grabbed some lunch and watched others sailing around. Saw a couple capsize, laughed as they righted the boat and flipped it back over the other side, and just people watched while we ate.

After lunch, I headed back out, this time I was in control with him acting as a mentor. We enjoyed some gusts and he continued to impress me with his ability to count down the wind and time it right. He says he can see it on the water, but it just looks like ripples to me. Anyhow, we got to talking and I finally asked if we could address the elephant in the room. Could we talk about what we both want, don’t want, what we should, shouldn’t make this, what ever this was. ‘A candid raw outpouring of unfiltered words,’ which honestly I was impressed with myself for saying.

I’ll spare you the back and forth, but we agreed that neither of us want a relationship with each other. The age gap is too high, my parents would freak, it was get super weird. I also said, ‘and I don’t think we should sleep together either,’ which made me nervous to say, not knowing what his response to that would be. I mean up until a week ago, I hadn’t even been in a 2 piece bathing suit in front of him, let alone a thong, let alone having him give me a wedgie in his basement, or openly inviting him pull it down, but yet a week on and I’m talking about the possibility of us having sex! He smiled and agreed, ‘as much fun and as amazing as that would be’ he said. But what we both loved what happened on Monday, and we were both eager to relive it.

So here’s what we both wanted. I wanted him to see me naked. He wanted to see me naked. I wanted him to feel comfortable looking at me, and commenting on me. But we also didn’t want it to feel like an arrangement or an expectation so to speak. He was also keen to make me comfortable, not to push me into something I would later regret, so he wanted to let me lead things. When I would let him see me, where, how, frequency….. basically all was in my control. His only request was that I was understanding that it was a huge turn on for him, and it would be unfair if I had the expectation that he hid it, ‘if [I] knew what he meant. He eyed and chinned down to his crotch with his deliberate positioning to showcase his erection. I giggled, ‘of course I don’t mind, don’t hide it or make any attempt to.’ The wind fortuitously stalled, so I took my chance to rip my shorts back off and flirtatiously threw them at him to stash in the locker.

‘Tell you what,’ I said, “I’ll sail us over there,” and indicated a point at the opposite side of the reservoir, “if I get us there with no mistakes, and no guidance from you obviously, you buy me dinner on the way home.” I smiled and the wind picked up a bit but I didn’t do anything with the sails and just let them flap a bit, ‘but if i either make a mistake, or get us there way slower than it should she taken, I’ll come over Monday again, in my smallest g-string, strip down to just that, and you’ll give me a wedgie again, but this time you break it on me, and that’s how I’ll end up naked for the first time.’ In my mind I was already going to. The idea sounded erotic, and though I didn’t detail my plan as pictured in my mind, I had already committed myself to it. I wouldn’t just stand there like last Monday, I would pose. Maybe one pose, maybe many poses. The idea of being head down, ass up, knees parted, giving him a carnal view of the g-string pulling up between my labia seemed intensely sexy. He of course readily agreed. And though I think I did a damn good job getting us across the water, he made every excuse he could as to why I lost the bet.

I handed the boat over to him to sail us back, being sure to brush my ass over his hip as we moved around on the boat. I teased him with not putting my shorts back on until we were dangerously close to the boat ramp. Pretty sure people saw but whether they would have been able to tell it was a thong bottom I’m not sure.

Fast forward to Monday, (and yes, he bought me dinner anyway, he’s a gentleman and a scholar lol). By now, my hormones have settled a bit, and I’ve all but talked myself out of it. Not going over and undressing, but the wedgie. I mean, I certainly don’t have a strange kink or fetish about it, and I’m sure he doesn’t either. It was just a way of riffing of our previous encounter, and a way to break the touch barrier again. I definitely wanted to pose and make sure he could see me from every angle, but I had relatively low interest in him giving me a wedgie by this point. So I decided I would leave it up to him and just ask. If he wanted to do it, I was all in, if he also didn’t really feel it was sexy, I would just undress. I would tell him my plan for posing, and let him decide if that was an experience he wanted or not.

So after classes Monday I showered, dressed, my smallest black g-string, a black bra, jean shorts, white tank and dark blue tee. Took a breath, and walked over to his house, straight to the backyard and straight to the basement door. Knocked, and be appeared pretty soon after.

And this is where the story goes entirely vanilla and I leave you high and dry, I’m sorry I’m advance. He was on a phone call, and checked countless times to make sure it was on mute. His work day spiraled and he couldn’t do anything. He was desperate for me to come in, even suggesting it would be amazing for me to sit naked in the corner teasing him while he worked, on a video call (which he was on while we talked, while he checked repetitively to make sure he was safe), but he knew he “wouldn’t be able to enjoy himself.”

So things didn’t pan out, and with the holiday weekend, we didn’t go sailing either. I might swing over to see him tomorrow, all I know is he worked till past 10 last Monday. And the rest of the week wasn’t much better. So I might go check in on him, but if not, we have a standing sailing date this weekend, and I’m certainly ready for some more excitement.

Yesterday was a great day for sport in England, we had the F1 and then a football match in the evening. I was lucky enough to be invited to the F1 by a guy I’d met online. We’ve been speaking for a couple of weeks and he said he had a spare ticket as a friend couldn’t go, so asked if I wanted to join him. Never one to say no to a free ticket I said yes, he was driving so said he’d pick me up and then bring me back after so we could watch the football closer to home. In true F1 style I was wearing a McLaren shirt but it’s been so hot I wanted to keep my legs out so didn’t wear shorts.

The drive up there was nice, it was the first time we’d actually met so were just chatting and getting comfortable and then when we got there we went to one of the bars and got a few drinks. It’s a long day so he was drinking a few but said he’d stop towards the end so he could drive back as it’s over an hours drive. Throughout the day we kept drinking and having fun so by the time it came to leaving we were both pretty drunk!

It’d been a nice day and there’s a concert after so we stayed and watched this trying to sober up and eventually decided it might be easier to find a pub close by to watch the England match then drive home after that. We found a small hotel which was showing the game and it was pretty busy there, and we got excited watching the game so ended up having a few more drinks. He couldn’t drive home but thankfully the hotel had spare rooms so he paid for us to stay there…

To celebrate the win we had a few more drinks in the bar and suddenly I am hammered. I straddled and kissed him in the bar infront of everyone, grabbed his hand and led him upstairs. I dove onto the bed and spread my legs, for the first time he realised I was only wearing a thong on under my shirt. These were pulled off pretty quickly as he licked me out, and started fingering me at the same time, and then he kissed up my body and started fucking me into the bed. I was digging my nails into his back and moaning so loud I hope there was no one next door!

He stopped and said he needed to put a condom on, I wrapped my legs around him and told him I have the coil and he better cum inside me which I think broke him because about 10 seconds later he came and collapsed on top of me. I still wasn’t done and told him I was going to shower whilst he got ready again.

As I got in the shower he came in and joined me, dropped to his knees and put one of my legs on the edge of the bathtub so he could lick me out again, before I’d had the chance to clean up. I was going to say something but he didn’t seem to care and I was enjoying myself so I pulled his head in and grinding on his face as I showered and am pretty sure leaked some of his cum. I got out of the shower and he bent me over the sink and started fucking me from behind whilst stood up, he pulled my hair back to make me watch myself in the mirror. I was playing with my clit and felt myself begin to cum then he slid a finger into my arse and I was finished, I came looking at myself in the mirror and couldn’t take anymore.

I had to go to bed I was so done but promised him I’d help him again in the morning so when we woke up this morning I sucked him off and rode him again until he came inside me again. For good measure I kept riding after he came, I was squatting on him and wanted to make sure he was completely finished as I’d left him hanging a bit last night.

I was still a bit drunk and when he said he had to get home for work I told him I’d get a train back and went back to sleep! I woke up an hour later and he was gone, then I realised I have a shirt that’s just about big enough to cover my arse and no battery on my phone so had the walk of shame to the station and got a busy train back to London with no phone or headphones knowing everyone was looking at me like a dirty drop out! Made it home for our late start this morning working from home like nothing happened!

"that one," josie said, not even leaning in to be discreet about it, just tipping her drink toward the guy at the end of the bar like she was ordering him off a menu. and honestly? yeah. that one. we'd been at the club for maybe forty minutes doing our thing, which if you've never done our thing is basically two girls dancing a little too close together and watching who watches, and he'd been watching. tall, older than us, big hands, the kind of forearms that make you forget your own name for a second. josie clocked me clocking him and she goes "you're already picturing it, i can see your face," and i absolutely was.

the thing about going out with josie is we don't really do the shy approach. we walked over together, one on each side of him, and josie just goes "hi. we've been arguing about you." he looks between us like he's not sure it's real, and i go "she thinks you'd be too much of a gentleman to come home with both of us.

i said no way." which is such a mean little trick because now he has to prove us right or wrong and there's no version of that where he says no. he laughed, this low thing, and goes "both of you." not even a question really. josie put her hand flat on his chest and goes "both of us. is that gonna be a problem," and i watched him decide his whole night in about two seconds. i'll be honest and say i dont really enjoy the club atmosphere that much. the only reason i ever go is cause i wanna find someone new to get fucked by, so we pretty much left right away after that.

we barely made it through my front door. i had my back against it and his mouth on my neck while josie was already pulling my dress up over my head, and she goes "no panties, of course," to him, like she's telling on me, and he made this sound against my skin. josie got his belt open while i got his shirt off and it turned into this thing where we're kind of tag teaming him in the entryway, laughing, hands everywhere, and he goes "you two have done this before" and josie, without missing a beat, goes "we have done everything before."

he had me first, on the couch, because i couldn't wait and i said so. josie knelt right next to my head watching, running her fingers through my hair, narrating it the way she does, "look at you, you took him so fast, god you're such a slut," and when he started really giving it to me she leaned down and whispered "you gonna let him cum in you? first one? tell him." so i did. i grabbed his arm and i go "cum in me, please, i want it," and he did, deep, holding my hips down flat so i couldn't squirm off it, and josie made this delighted noise like she'd won something. "there he goes. good. one down."

and that was the whole game after that. josie climbed on next before he'd even fully softened, she likes the mess, she goes "he's still dripping you, perfect, i want it exactly like that," and she rode him with my cum and his cum already on him and looked back at me over her shoulder the entire time like this was the best thing that had ever happened to her. "he's so deep, oh my god." when he came in her she actually clenched her thighs and held herself down on him and goes "stay, stay, don't you dare pull out," milking it, and then she looked at me all glassy and goes "both of us now. we match."

we did not let up. we kept trading off. i'd get him hard again with my mouth while josie sat on his face, or she'd work him back up while i whispered every filthy thing i could think of in his ear, and every time he got there we made him put it back inside one of us. "again," josie kept saying, "you've got one more, i know you do, cum in her again," and he kept finding one more, and then one more after that.

some point i lost count and josie did not, josie was keeping a running tally out loud like a scorekeeper, "that's four, that's four in our pussies, look at him," and he was wrecked, sweating, this dazed look, muttering "i can't, i literally can't," and josie goes "you can. one more. we're not done with you," in this sweet voice that is not sweet at all.

the last one we had to really work for. he was soft and shaking and it took both our mouths, the two of us shoulder to shoulder down there taking turns and kissing around him and telling him how good he was doing, "almost, baby, give it to us, last one," and when he finally got there he was so far gone he could barely make noise.

but this time josie wanted it in her mouth, she'd decided, she goes "this one's mine, i earned it," and she wrapped her lips around him right at the end and took the whole last of him, whatever he had left, and pulled off with her mouth shut and full and looked at me with her eyebrows up like a dare.

you already know what happened next. i grabbed her face and kissed her. she opened her mouth into mine and pushed it forward and i took it, the warm mess of his cum passed right from her tongue to mine, and i held it a second and pushed it back, and we did that, back and forth, this slow filthy kiss on my floor with the poor guy collapsed next to us watching like he couldn't believe his life.

josie pulled back with a string still connecting us and goes "you're disgusting," in the most loving voice, and i go "you started it," and we're both a mess and laughing and i finally swallowed and she goes "no fair, i wanted that," and licked the corner of my mouth.

the guy, bless him, goes "i think you two actually killed me," from flat on his back, and josie propped herself up on his chest all pleased and goes "you did so good. you really did. we don't keep the ones who tap out early." he goes "is this a regular thing for you two" and josie looked at me and i looked at her and neither of us answered, which is its own answer.

he left maybe an hour later, still a little unsteady, kept looking back like he wasn't sure it was allowed to be over. and then it was just me and josie in my bed after, both of us leaking, both of us wrecked, her leg thrown over mine, and she goes into my shoulder "we picked a good one." we did. i can still feel the soreness from getting fucked so much. she reached down without even really waking up and goes "you're still so full," all sleepy and pleased, and i go "so are you," and that was kind of the whole point.

we ended up showering together and cleaning off before finally falling asleep cuddling up against each other like the besties that we are. i'm so lucky to have a friend like her.

My girlfriend met her best friend when they roomed together in college. The two of them lived in a small, cinderblock dorm room that barely had enough space to hold their two beds, dressers, and desks. Because it was so small and lacked any privacy, her roommate would spend the night at her boyfriend’s dorm whenever I stayed there overnight and my girlfriend would spend the night at my dorm whenever her roommate’s boyfriend slept over. It was on very rare occasion that all four of us spent the night in the same dorm room, but when it did happen, it was always after a late night of drinking when none of us were up for trekking to the opposite end of campus.

And it was on one such night, after we were in our respective beds and the lights were out, that my girlfriend and I started to hear muted shuffling on the other side of the room. And through the darkness, it was still possible to detect a faint silhouette of a head slowly moving in an unmistakeable bobbing motion.

“Are you guys….oh my god, YOU ARE, aren’t you?!” My girlfriend exclaimed in disbelief.

The two girls were very close friends and confided in each other about everything, so despite the stern tone in my girlfriend’s voice, it was apparent that her incredulousness was all in jest.

Laughter rang out from the darkness.

“We thought you were already asleep!” her roommate said giggling. “He asked, so I…I’m sorry. We’ll stop”.
Laughing, my girlfriend replied “No, it’s fine. You can finish up”.

“What?!? That’s no fair! What about me??” I blurted out hopefully.

Though I wasn’t able to see her face in the darkness, I could practically hear my girlfriend rolling her eyes. Finally, with an exaggerated sigh, she said “Fine” and scooted lower in the bed, tugging down the waistband of my shorts and pulling my dick into her mouth.

Now, fully aware of what the other couple was doing just a few feet away, none of us felt the need to be so discreet. He climaxed first, his grunts ringing out across the room. This immediately triggered my own orgasm and I made no attempt to stifle the sounds from my own pleasure while my girlfriend swallowed the load I blew into her mouth. After a few more giggles and some small-talk whispered softly across the room, we all drifted off the sleep.

The next day, my girlfriend and her roommate discussed what had happened and agreed that it was for the best if we avoided doing that again. And despite our pleas to reconsider, they held firm.

Last summer I posted on Reddit, seeking out subs with a praise kink. I connected with someone we will call Tara. We agreed to meet for drinks and we hit it off great. She expressed that her relationship was okay except for the fact that her fiancé had fully lost interest in her sexually. This was surprising to me because she was incredibly attractive with big blue eyes, silk brunette hair, creamy skin, a great smile, and great curves.

Another experience I had posted about was offering sensual massages. Tara was very interested in that dynamic as a first encounter. And so when her fiancé was out of town, she invited me over to give her a massage.

When I arrived, she already had set up the room as if it was a spa. Meditative music was playing, lights were dim, and she even had an amazing hydration rig setup. Her demeanor was fairly soft spoken but once the massage began, she became expressive, moaning softly at first, but becoming more and more uninhibited by the minute. My fingers did their magic and she came hard. I smiled and was ready to leave when she laid me down. “You aren’t getting away that easy” she whispered. She unbuttoned my pants, kissing down my stomach until pulling out my hardened penis. She kissed the tip, flicked her tongue against the frenulum, and then wrapped her lips around my cock. I breathed in heavy, stroking her hair as she sucked passionately. I could feel the veins of my cock pulsating against her wet tongue as she continued to pleasure in a steady, slow pace. “I’m going to finish” I warned, but she kept her lips around my cock sucking down every drop of cum. It had honestly been years since someone swallowed, and it felt fucking incredible.

That first encounter was delightful, but there was more to come. To be continued!

It started like most nights we played together: Diana started drinking first then her sitting on the floor with a cock in each hand while Tod and I sat on the couch watching porn. Eventually Tod or I would lean over and start sucking cock which then turned into a daisy chain.

This time I brought some toys. In the past Diana had pegged me, I was hoping she would do so again. As I was sucking Tod's cock I asked if he wanted to fuck me. He declined. I think asked if he minded if Diana fucked me. He of course said she could thinking it would be me fucking her.

I pulled out the stap-on and lube and Diana's eyes lit up. She knew exactly what I wanted. I helped her into the strap-on and lubed up her cock. She loved fucking me doggy so I turned around and got on my hands and knees.

I immediately felt the tip of her cock on my asshole. She wasn't very gentle as she pushed her cock in but every inch felt great. I looked over my shoulder and Tod was fucking her mouth as she was fucking my ass. Eventually I heard 'I want to fuck him' from Tod.

Turns out he wanted to fuck me with the strap-on. Regardless it felt amazing to feel his hands on my hips as he was fucking me.

Diana layed in front of me and I ate her as Tod was fucking me and she was watching us both. Eventually she crawled under me so I was in her while Tod was fucking me. I didn't last long after that and I was dropping my load inside her. My balls ached after I was done.

As I layed on top of her Tod came over put his cock in my mouth and immediately shot his load down my throat.