I cheated on my fiancé last night.

I (22f) work at a movie theatre. I’m very happily engaged to my fiancé (30m) who I’ll call Nathan. We’re set to be married in October.

I work at a movie theatre. About three months ago we got a new hire. I’ll call him Vinnie. 19m. He was pretty quiet when he first started. I’m pretty sure he’s on the spectrum in some way. Took him about a month to get used to the job and the people there.

I had to train him. Wasn’t hard, he caught on pretty quickly to what he needed to do. He’s been respectful to moviegoers and on top of his work since his second week. We all love him.

Since his second month I’ve occasionally caught him staring at my ass. It wasn’t exactly welcome but boys his age will be boys. I never let it get in the way. He eventually stopped hiding it down the line. Everyone else would notice and I’d pretend not to. I even overheard our coworker Randy (83m) telling Vinnie that I was too old for him (bless his heart)

I never really drive to work because I live close enough to usually walk into work and back. Last night was a bad thunderstorm and Nathan couldn’t come and pick me up cause he was also working and I didn’t drive in. Vented my frustration to my coworkers, I was about to call an Uber, and then Vinnie offered to take me home once his shift ended. He had about 45 minutes left so I agreed.

We got in his car. He asked if I was hungry cause he was going to stop at Taco Bell, I said sure. We got there, ordered, then sat in the parking lot and ate. Talking to him was actually kind of nice. We talked about movies we were screening, our personal lives, shitty moviegoers we had, just normal shit. Talking to him made me feel young again in a way. It made me forget that I’m nearing my thirties for a minute.

After we finished eating, I asked him how much I owed him. He insisted that I didn’t need to pay him back, but I can’t stand people doing things for me that I can’t repay. I told him that I was going to repay him either way, and I asked him what he wanted. He got quiet and stared out the windshield. I knew what he meant, I’m not stupid, and I honestly didn’t know what to do in this situation. He quietly asked to see my tits. Of course I hesitated; I knew exactly what he wanted but I was still shocked to actually hear it. He apologized and was about to take me home again. I told him it was alright and to drive us to a more private area (why the fuck do so many people eat at Taco Bell at almost 10pm). He found a secluded area in a nearby Walmart parking lot. He didn’t say a word the entire two minute drive there. I also had no fucking idea what I was doing.

He was avoiding eye contact like crazy when we got there. I wanted to tell him it was okay or something but I couldn’t really bring myself to talk either. I just took my shirt off which was enough to get his attention. That was when I asked if he was okay, to which he choked out a “great.” I took my bra off and watched his face get extremely red.

I don’t know why I was doing this or how I really got here. He motioned to feel and I didn’t say no. This entire thing just filled me with some kind of thrill I don’t think I’ve ever felt. The entire interaction was almost silent. I just started pawing at his dick through his jeans and eventually pulled it out myself. I gave him a handjob while he was grabbing my tits. It really wasn’t anything special. He came on his shirt, I got some on my finger that I licked off out of instinct, and he drove me home. We sat outside my apartment building for a bit and I told him that this couldn’t happen again cause he knew I was engaged. I told him I didn’t know why I let this happen but now I think it’s because I felt young. Going to get late night food with another person is basically all I did until my early twenties when I started dating Nathan and stopped sleeping around at 21.

I feel horrible. Me and Vinnie didn’t really talk at work today (he was still staring at my ass though. Didn’t hide it) and Nathan has no clue what happened. I love Nathan more than anything. Not sure if what I did was in the heat of the moment or if I’m susceptible to doing it again. I want to say I’m not but I don’t know. I didn’t hate doing it but I hate that I could just betray my fiance like that.

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u/PlayfulInvestm3nt — 17 hours ago

The first time I had sex with someone new after my breakup

This happened about two months ago.

I had been single for almost four months after a long relationship ended. I wasn’t really looking for anything, but one of my coworkers and I had been texting more and more outside of work. He’s 27, easy to talk to, and we have a similar sense of humor. Nothing serious, just casual conversation at first.

One weekend we both had nothing going on and decided to hang out. We grabbed food, walked around downtown for a while, then ended up back at his place watching movies. The vibe slowly changed. We started kissing during the second movie. It felt good but also strange because it was the first time I had kissed anyone since my ex.

We took our time. There was a lot of laughing because we were both a little nervous. When we moved to his bedroom, clothes came off slowly. I remember feeling self-conscious at first, but he was really sweet about it. The sex was not perfect. It was slow and a bit clumsy. He kept checking in to make sure I was comfortable. I didn’t finish from penetration, but the way he touched me afterwards made me cum pretty hard.

We cuddled for a long time after. The next morning we did it again, this time more relaxed and a little better. We both agreed we weren’t looking for a relationship right now, so it stayed as a one-time thing. We still see each other at work and it’s surprisingly not awkward.

It was weirdly healing for me. Not crazy hot sex, but real, kind, and exactly what I needed to feel wanted again.

Anyone else have a similar experience with post-breakup sex? Was it awkward, good, or both?

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u/PlayfulInvestm3nt — 17 hours ago

[F] I accidentally showed my best friend a picture of my spread pussy

Sooooo I recently got back from holiday and have been doing the rounds catching up with friends; gaming sessions on discord, DnD with the guys, and a few shopping trips with my girlfriends. The usual kind of stuff.

Anyway, a couple of nights ago, I was curled up on the couch with Louis with The Office on in the background. Lazy, easy, familiar. Best friends since forever and totally platonic.

"So, how was Greece?" he asked. "I still haven't seen any pictures!”

“That’s the price for not having social media anymore,” I teased.

“Oh, come on. You know that shit is evil. Just show me some piccys. Don't make me beg."

I laughed, rolling my eyes dramatically. "Alright, fine. But don't say I didn't warn you; there's like a thousand pictures of old buildings."

He chuckled, leaning closer. I unlocked my phone, opened my camera roll, and began scrolling. He watched over my shoulder, the warmth of his breath ghosting my neck as I swiped casually through my recent vacation shots.

It was weird–even with him that close to me, where he could basically see down my top to my huge tits bulging together in my bra, I didn’t think anything of it. Just friends…

"Here's the beach," I said softly, stopping briefly at an image of crystal-clear turquoise waters, gentle waves lapping golden sand. He made an appreciative noise behind me.

"Gorgeous," he murmured.

I smiled and flicked my thumb again. "And here's the temple—super ancient. I think the guide said it was like 2000 years old or something."

"Fascinating," he deadpanned, clearly more interested in mocking me gently than actually appreciating historical architecture. "Got anything exciting?"

“Like what? Bikini pics?” I teased.

He shrugged. “I mean hey, if you’ve got them, I’d certainly appraise them for you.”

I smiled. Classic Louis. I wondered briefly what he would think if he had seen my bikini–three tiny triangles of fabric that barely covered anything. Luckily I didn’t take any pictures of that.

"Patience," I teased, scrolling faster. "There's the high street, full of shops selling stupid tourist hats and dodgy handbags."

He laughed softly, leaning closer to peer at my screen. Maybe it was jet lag or maybe I'd missed him more than I realized. Either way, I leaned into him a little closer, almost unconsciously.

I continued to swipe, my thumb going on to autopilot.

The beach. The temple. The high street again. A super close up shot of my pussy spread wide and dripping in the hotel room.

Oh fuck.

Oh fuck, oh fuck.

My heart lurched violently, adrenaline surging through me as I fumbled, scrolling quickly to the next image. My skin flushed hot, my pulse hammering in my ears, drowning out everything else.

"Sarah..." Louis said softly, his voice shaky, stunned.

I froze, feeling dread and embarrassment pour through me, burning hot and bright and filling me with shame. I'd forgotten about the photos I'd taken—naughty, indulgent shots meant only for my own eyes, souvenirs of lonely hotel nights and teasing posts to my anonymous admirers.

"I'm so sorry," I whispered breathlessly, my voice trembling slightly. My thumb hovered uselessly over the screen as I stared at the innocent picture of the old stone church now displayed, but the explicit image from seconds ago was etched into my mind—every detail painfully clear.

My thighs open, fingers slick, nipples hard, face flushed in the mirror's reflection.

We both stared at the next shot–another image of the beach. Louis didn't immediately speak, and the silence stretched painfully, thickening the air around us until I could barely breathe. Every nerve in my body screamed to flee, but I stayed frozen, unable to look at him, the mortification too intense.

"You—um, you looked good," Louis finally stammered out awkwardly, clearly unsure how to diffuse the tension but attempting humor anyway. His voice sounded strained, though not entirely uncomfortable.

I finally found the courage to glance sideways, cheeks blazing as I met his gaze. To my surprise, his expression wasn't judgmental or disgusted. Instead, his eyes were wide and friendly. Encouraging, almost.

"Fuck, Louis. I'm sorry you had to see that," I whispered again, more sincerely.

He swallowed audibly, shifting slightly on the couch. “It’s honestly okay…”

My chest rose and fell rapidly, heart racing as my embarrassment gradually morphed into something different. I couldn't help but think about what Louis had seen—what he now knew about me, what he'd glimpsed so suddenly behind the innocent curtain of friendship.

"Can we just pretend that never happened?" I asked, forcing a light laugh. "Because I'm pretty sure I'm dying of embarrassment right now."

He gave a weak chuckle, still staring at me intently. "Sure. If that’s what you want…”

“What do you mean?”

He shrugged. “I…I’d kind of like to see it again…”

“Are you serious?” I whispered, the heat in my cheeks now matched by a heat building elsewhere…

I reminded myself that this was my best friend, but instead of that quelling the sudden urges building upn inside me, it increased them, only making it feel even more wrong and naughty that he had just seen my dripping pussy.

Louis hesitated briefly, but then nodded. His voice, when he spoke again, was a soft, genuine murmur: “Very.”

Something about that simple admission sent a wave of confidence through me, overriding the embarrassment that had moments ago felt unbearable. I drew in a slow, steadying breath, glancing down at my phone again—still clutched tightly in my trembling fingers.

Slowly, deliberately, I scrolled back through the photos. The church. The high street. And then there it was again; my smooth puffy innie pussy, spread wide in the hotel room.

The picture lingered on the screen this Louise, bold and unashamed. I forced myself to hold it steady, my thumb shaking slightly as Louis's eyes devoured the image.

"God, Sarah…" he breathed softly, voice barely audible. "I had no idea."

"No idea about what?" I teased quietly, forcing my voice to remain playful despite the pulse pounding between my thighs.

"That you could be such a slut…"

“Hey!” I said, pulling the phone away.

“No!” Louis said. “I mean that as a compliment, Sarah! You are a very attractive woman, but I know you like to cover yourself up with big jumpers and stuff. And thats cool! Its just that this is like…seeing something secret and exciting. I just…had no idea. Please, show it to me again.”

I tilted the screen back toward him, feeling strange that he wanted to see it again, that he wanted to sit with his best friend and appraise her pussy in detail.

"Do you...do you have others?" he asked softly, the words tumbling out shyly, despite the obvious boldness behind them. “More photos like this?”

A shiver ran through me, excitement overriding any lingering shyness. "A lot more," I admitted breathlessly, feeling the dampness in my panties and a stiffness in my nipples. Why was I enjoying this so much? Why was I suddenly thinking about riding his face and letting him fuck my tits? Fuck. I took a deep breath.

“Do you want to see them?”

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u/PlayfulInvestm3nt — 4 days ago

I (F) hooked up with a guy after some people made fun of his penis size.

I was at a party once where a group of girls got their boyfriends to make fun of a guy for having a small dick. I learned later that the guy being made fun of lost his virginity to one of the girls. Anyway, the group makes fun of the guy until he leaves. I follow him out, told him I was furious about how he was treated and asked for a ride home. He agreed to take me. We get to my place and i told him that he could come up if he wanted. He hesitated but agreed. I told him that the reason I wanted him to bring me home was so i could fuck him. He absolutely did not believe me. I stripped naked and told him he could follow me into my room or leave. When he came into my room we did the usual stuff, kissing, feeling up etc. once i got his pants off i made sure to bring my “A” game when it came to giving head. I asked him what position he preferred. He let me choose so I rode him until he finished. I went down on him again right after. He didn’t cum but he was appreciative.

The next day we ended up having sex 5-6 more times. He left that night absolutely beaming. I saw him again like 4 months later and he told me had had a steady girlfriend and thanked me for giving him some confidence. it made me feel really good actually. I think of him fondly and when I found this sub I thought I’d tell my story.

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u/PlayfulInvestm3nt — 4 days ago

22F The married guy at the hotel bar who fucked me better than my ex ever did

last month i was staying at a hotel for work and went down to the bar for a drink. this handsome older married guy started chatting with me and the tension was immediate. after a couple drinks we both knew what was going to happen.
we barely made it into his room before he had me bent over the bed, dress hiked up, and was eating me out from behind. he fucked me so deep and confident — choking me lightly, pulling my hair, telling me how much tighter i was than his wife. i came twice before he filled me up. the guilt mixed with how good it felt made it one of the hottest nights i’ve ever had.
anyone else had an affair-style hookup that was way better than expected?

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u/PlayfulInvestm3nt — 5 days ago

I [22F] slept with my bestfriends boyfriend when they were on a break

I [22F] am bestfriends with Rosie [22F], I have been friends with her since I started going to university and shes helped me a ton throughout all of it. We met first year and we always try to get classes together to help each other with projects or tests. She even taught me how to kiss because I didnt know how because my parents were very strict all throughout my childhood due to them being immigrants. All throughout early uni me and her would go out clubbing or bar hopping together and it was a lot of fun, eventually thats where we met her now boyfriend Michael [23M].

After they started dating going out definitely slowed down but didnt stop, we would still have fun but she would be on her phone a lot texting Michael because if im being honest hes super controlling about what she wears and who she hangs out with while also being a huge manho. There were multiple times where she would call me to talk about him and the shit he was doing like messaging other girls or lying about where he was to her, so many things that honestly surprise me that they are still together.

Then about a year ago they did actually break up for the grand total of 2 months before getting back together! during the the first month me and Rosie went crazy together, we were out bar hopping ,making out with tons of guys (one night I kissed 3 different guys at a single bar) and honestly just being hoes ourselves. Then a little over a month into their break I get a message on instagram and im sure all of you can guess who it was from...it was from Michael!! I ask him why hes messaging me and hes asking how I am and how Rosie is just making small talk and what not, eventually he asks to me facetime because quote "hes bored" and I was bored too so I said sure why not. We hop on facetime and let me tell you this guy was very clearly shirtless off rip which I thought was pretty crazy and I even asked him like "hey are you shirtless right now?".

He laughs it off explaining that its super hot in his room right now (which it was it was in the middle of summer) and we end up talking for a few hours on facetime about how school is going, how im doing, hows my dating life going all that fun stuff. Eventually I kinda get bored so I tell him to flex his bicep on the camera, he laughs and moves his camera towards his arm and shows me his bicep and let me tell you it was GIGANTIC likee I was actually shocked seeing it properly I had to cover my mouth and say "damnnnn youre huge" when I saw it. As hes flexing it he asks me if I like it which I wasnt about to lieeee and I tell him I do...and let me paint a picture of him real quick, this man is 6'4", objectively handsome, very muscular because hes a personal trainer. So obviously im gonna find him pretty fucking hot.

After that exchange he says that we should hang out sometime to which I tell him im down but itd need to be on the weekend because I have summer classes during the weekdays and it was only tuesday. He asks me what I wanna do and I suggest that we go see a movie to which then he says we should see superman together and I tell him sure im down. We talk for a little bit longer on the phone but not much was said but for the next 4-5 days there was a lot of tension and flirting between us I wont lie. He would send pictures of him in the gym flexing his arm, when he was home id get shirtless pics and see his abs, Id send him pics back of my butt in the gym and he would always comment on how nice my ass was.

One night he sent me a pic looking down on his body and I could see his bulge which was really hot so I sent a pic back to him of me kinda laying on my side on my bed in the mirror which made me look really curvy and his response to that was something along the lines of "I know you dont disappoint in person" something like that. We would also call like everynight on facetime and just talk about our days and flirt with each other throughout those calls.

Eventually saturday rolls around and I make sure to do my makeup extra nice because I wanna look hot for myself and I want him to think im pretty as well. I also wore a nice red halter top that was lowcut so my boobs look nice as well as a matching red miniskirt. Around 5 in the evening he picks me up in his SUV to drive to the theatre together, during the ride there he had his hand on my thigh as he drove with one hand as we had small talk until we got there which I found really hot. We eventually get there and go inside and he buys us the popcorn and drinks and we go inside the theatre and get our seats. During the movie nothing happened but he did put his arm around me as we watched it and I did lean on his chest during it.

Once the movie was done we walked back to his car together and we did hold hands as we walked together I dont know how it happened but it mustve just happened naturally. We get in his car and its like 8 at night at this time and he asks me what I wanna do now to which I tell him that I was pretty hungry and wanted to eat. We end up getting some fast food together and eating inside during which we played footsies with each other as we ate, after we finished he asked if I wanted to drive around with him for a bit before calling it for the night.

I say yes and we drive around for a few hours listening to music and talking eventually ending up in a pretty deserted parking lot. We were talking but eventually we just kinda looked at each other and knew what was coming next, he leans over from the drivers side and holds me by the side of my head and we begin kissing each other. We started slow but it turned passionate quick we were getting aggressive with our kissing like biting each others lips, using tongue on each other and just all around not caring if anyone saw us. He asks me to crawl into the backseat which I do and as I go by he slaps my butt really hard but of course I loved it.

He crawls into the back with me and I help him take his shirt off as we continue kissing, eventually he reaches down to where my skirt is and puts his hand under and moves my panties to the side. He puts two of his fingers in me and starts fingering me, at first hes slow because I need to be warmed up but eventually he starts going so much faster it makes me so wet and horny. Eventually he sits back and I get on my hands and knees in his back seat and begin sucking his cock, I go up and down making sure to give every inch of his cock love as I leave my red lip stick in the shape of kisses at the base of his shaft.

Eventually he tells me to take my clothes off and he helps me out of my skirt as well as my top, he then moves more towards the door on his side giving me room to lay on my back and for him to get on top of me. He gets on top of me and I ask him if he has any condoms but he says he doesnt use them and normally id say to stop but it was so hot that I couldnt, he starts by slapping his tip on my pussy and im literally begging for him to put it in. He pushes it in me really slow and he starts stretching me out a lot, he starts thrusting in me slowly as I hold my arms around his neck and look into his eyes. He begins to pick up the speed which starts to feel even better but I do start getting close to hitting my head against the door so I had to shield my head from getting hit with my hand.

We keep going and it starts getting so hot in his car without the ac on, the windows start fogging up and we start getting really sweaty and it doesnt help that hes practically laying on me at this point. His dick is just hitting all the angles right and I cant help myself from moaning so loud, I wrap my arms around him and dig my nails into his back as we fuck. I bite his shoulder as hes inside of me which actually ends up leaving a hickey on him. We keep going until eventually he tells me he needs to cum and he pulls his cock out of me and finishes all over my stomach, he then grabs a towel from the trunk of his car and helps me clean myself up. After that we get dressed in his backseat and I end up drawing hearts on his fogged up window and taking a picture of it.

He then drives me back home and drops me off around 12 at night, I shower and send him a pic of my tits in the shower. After that we do talk a bit for the next few weeks and we do end up hooking up more with each other, mostly in his car but one time we went on a walk together in the woods near my house and he bent me over against a tree to fuck me. Eventually he unadds me and I hear from Rosie that her and Michael got back together and I havent heard from him since which is understandable. Since then ive gotten a boyfriend of my own who if im being honest is a lot more twinkie than him but hes amazing, whats awkward is the fact that ive hung out with Rosie and Michael a few times since we hooked up and its always kinda awkward seeing him after he literally fucked me.

And recently my boyfriend actually ended up meeting Michael and that was super awkward because both these guys have been inside me. Im happy Rosie is happy with Michael but im 100% taking this secret to the grave with me because I think id die inside if she or my boyfriend found out.

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u/PlayfulInvestm3nt — 5 days ago

i want to fuck my best friend again

i had sex with my best friend i want to do it again, but i dont think he would we've been friends ever since we were kids; I'm 22F he's 22M this past december we had a drunken night with our entire group of friends, nothing ever sexual has ever happened between us but we ended up sharing a bed (which was completely normal, we've had to do that a few times in the past), but one thing led to another and we was REALLY horny; i gave him head best job of my life might i add im giving myself a pat of the back for that one because i was SO into it it felt extremely normal for some reason but when we woke up, he had a freakout and i had to shut him up cause we were with our big group of friends we didnt talk about it until we did, and we both agreed it was just one drunken night and we couldnt believe how normal it felt after. we didnt. make. it. weird.

it felt TOO normal to suck his dick

ai've always been curious what it would be like to be with him sexually, even if i didn't receive any pleasure; "the one drunken night" thing turned me on

it felt so taboo and secretive i LOVED every second of it

then in february, we planned a trip to Nashville with 3 of our other friends, got drunk again, and secretly, very quickly;

fucked on my bed

(violently drunk again)

i remember we woke up in separate rooms, he said

"do you realize what weve done"

i shut it down cause hes loud as fuck and i thought our other friends would hear so i just responded with

"i wanna forget about it"

i didnt want to forget it lol but we were in a hangover rush to make the road trip to nashville

we spent the rest of the trip trying to secretly buy a plan b

and never talked about it again.

nothing felt awkward after, we both know it happened but it never ever gets brought up

now this is where it gets fucking wack;

last month, (drunk again), we met this girl out at a bar and at 3am, he suggested a foursome with me, the girl, and our other friend (who we've also known for a long time)

i was half into it half not; i was scared because i had some health issues that made me lose my libido completely but i thought "fuck it this might bring it back! i need some fun!"

(and i want to fuck him again)

i was terrified, i was really trying to be "into it" (atleast i know now polygamous sex is not my forte!)

i proceeded to get cucked out in the corner while they both pleasured her

for hours.

their reasoning; because they both "see me as a sister"

"how the FUCK do you see me as a sister if you-"

is what i wanted to say but couldnt because we agreed to keep it hush hush

i feel like the only reason he didnt do me is because our friend was right there and it wouldnt have been a secret anymore

but even after that. NO AWKWARDNESS. nothing weird. straight back to being besties

last night, i spent the night at his place, he slept on the couch and i slept in his bed and i just thought damn. it would just be fucking nice to cuddle and sleep right now

and possibly fuck

definitely fuck.

i proceeded to have a wet dream about him

i want to do it again so bad its infuriating, especially after SEEING him screw someone else i almost feel stupid for it

if i wanted to have sex with anyone i would just hop on a dating app and have sex, but i dont want anyone to fuck me

i want him.

i LOVE the taboo of it all. i love being secretive, i want to have conscious sober sex with him because i genuinely feel like we could make it work. its really hard to make things weird with us but his ass would probably tweak about it

AND IT WOULD JUST BE FUN LIKE COME ON

i just feel like he wouldn't want to because those were just "drunken times" but i wouldnt make it weird

he fucking might! and i dont want him to see me any differently than just a best friend who fuck each other on the low!

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u/PlayfulInvestm3nt — 6 days ago

I let my best friend fuck my boyfriend while I watched

My boyfriend has always been really good in bed but he never believed me when I told him. He’d get in his head and start overthinking everything. I got tired of reassuring him so I came up with an idea.

I asked my best friend if she would fuck him while I watched. She’s always thought he was hot and said yes right away. When I told him the plan he looked at me like I was crazy, but I could tell he was into it.

The night it happened, I sat in the chair across from the bed and told them to just do whatever felt natural. She started by sucking him while I watched. Seeing her on her knees with his cock in her mouth did something to me. He kept looking over at me like he couldn’t believe it was real.

When he finally fucked her, he was different than usual. More confident. He fucked her hard and made her cum twice before he finished inside her. After she left, he fucked me even harder. He hasn’t doubted himself in bed since that night.

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u/PlayfulInvestm3nt — 6 days ago

I let seven different guys fuck me on the same day

i woke up already wet which isn't really unusual for me but honestly should have been a warning. like my body knew before i did. i had this whole plan in my head since like wednesday, i'd been talking to a bunch of guys at once, some off the apps and a couple from on here, and at some point during the week the idea just sort of arrived fully formed in my brain like what if i just. did all of them. not at once because that's a lot of logistics and i am not that organized, but one after the other, all in one day, see how far i could go. and then i couldn't stop thinking about it so obviously it was happening. idk why but i really just find the idea of fucking multiple guys in the same day so slutty it rlly turns me on.

first guy showed up at like 10am which is insane to schedule a stranger for but he had a real job and a real weekend and i wasn't going to argue. he was older, kind of quiet, the type who says "you sure?" twice before he does anything which i actually find hot in a weird way.

he was barely inside the door before i was pulling his belt and he laughed like he couldn't believe it. "you don't waste time huh," and i said no i really don't, and i got on my knees right there in the entryway because i didn't even want to make it to the bedroom yet.

he came in my mouth maybe fifteen minutes later, i'd told all of them the same thing, that they got to pick, wherever they wanted, and he picked my mouth and held the back of my head and said "stay" really soft and i did, i stayed, i swallowed, and i remember thinking that's one. and the dumb thing is i was already turned on again like immediately. like my body went oh that was fun, more.

guy two was a mistake in the best way. he was younger and so nervous, he kept apologizing for things that did not need apologizing for, and i had to basically take over the whole time which i did not mind. he was so worked up he wasn't going to last and we both knew it and i told him just tell me where, and he went bright red and said "can i, on your stomach," like he was asking to borrow my car. i said yes obviously, lay back, watched him completely lose it, and he was so embarrassed and so proud at the same time it was honestly adorable. i didn't even clean up right away. i just lay there for a second feeling it cool on my skin going okay that's two and i'm still horny, what is wrong with me.

little break in the middle. i ate half a granola bar standing at the kitchen counter wrapped in a towel and answered three texts and almost laughed out loud at how normal it felt. like i'm just a girl having a snack between dick. the absurdity of my own life sometimes.

three and four kind of blur because they were back to back and both off fetlife and both exactly what their profiles promised which never happens. three was rougher, the first one all day who actually pulled my hair the way i'd been quietly hoping someone would, bent me over the edge of the bed and didn't ask me anything except "you want it inside?" and when i said yes he kind of growled and i felt it everywhere.

he finished in me and stayed there a second breathing hard and i stayed bent over thinking i could do this forever, i think i could actually just do this forever. four was sweeter, more talkative, kept telling me how good i was taking it which i pretend doesn't get to me but it absolutely gets to me, and he asked where like it was a genuine question he cared about the answer to, and i said you choose, you always get to choose, and he chose my back which felt very polite of him somehow.

and here's the thing i keep coming back to. by four i had already cum so many times i lost count, like genuinely lost count, and i was still not done. that's the part i don't know how to explain to normal people. you'd think after enough orgasms the wanting would switch off. it does not. it just resets. every single time some guy finished i'd feel this little dip of okay maybe that's enough now and then about ninety seconds later my whole body would go nope, still hungry, who's next. it's almost annoying. it's like being thirsty in a way water doesn't fix.

five i almost didn't let in because i was tired and my hair was a disaster and i caught myself in the mirror looking absolutely wrecked and thought god what am i doing. and then he texted "here" and i opened the door and the wanting came right back like it had just been waiting. he was confident, knew exactly what he wanted, told me to get on top so he could watch, and i did, and when he was close he grabbed my hips and said "right here, don't move," and finished deep and held me down on him so i couldn't have moved if i wanted to. i didn't want to. that's five.

i'm not going to pretend six was glamorous. six was the one where my phone went off in the middle from my mom and i had to like physically throw it under a pillow, and at one point we both got the giggles because the headboard was doing a thing. but he was so easy to be around and when it stopped being funny it got really good really fast, and he finished on my face which i'd been weirdly hoping someone would do all day and hadn't wanted to ask for. he wiped my cheek with his thumb after, gentle, and said "you're unreal," and i felt unreal honestly. six.

by seven i was running on pure stubbornness and this low constant buzz that would not quit. seven was a guy i'd been talking to longest, the most buildup, and i think that's why i saved him without really deciding to. he took his time, which after a whole day of fast was almost too much, like every slow thing he did i felt at ten times the volume. i told him he was the last one. i don't know why i told him that but i did, and he liked it, he kept saying it back to me, "last one huh, gonna make it count then," and he did, he made it count, and when he finally asked where i said inside, i want to feel it, and he did and i made a sound i did not plan on making.

and then he left and i was alone in my completely destroyed apartment, seven guys deep, sticky and sore and absolutely glowing, and i lay there in the dark fully expecting to finally feel finished.

i wasn't. that's the punchline. i lay there and i could feel it already, that little flicker, that hum, my body going so what's tomorrow look like. seven guys and i'm lying here thinking about an eighth. i genuinely don't think there's a number that fixes me and at this point i've stopped trying to find it. i ended up spending the rest of the night fingering myself for different guys on OF and fet and my orgasms just kept getting stronger and stronger. its crazy. idk what made me like this but i love it.

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u/PlayfulInvestm3nt — 7 days ago

I let my boyfriend fuck my best friend to boost his confidence… and it turned into the hottest night

Hey everyone… this is probably the wildest thing I’ve ever done and I still can’t believe I’m posting about it. I’m 22F and I used to date this guy who was genuinely the best sex I’ve ever had. He was insanely hot, had the perfect body, and his cock was just right — thick, the perfect length, and he knew exactly how to use it. He could make me cum from penetration every single time, which almost no guy has been able to do. I was obsessed with him in bed.
The problem was he had really bad anxiety and zero confidence. No matter how much I told him how amazing he was, he never fully believed me. I hated seeing him doubt himself, especially when it came to sex. So I came up with a crazy idea.
I have this close friend who’s always found him attractive. I knew she was curious after I’d bragged about how good he was in bed. One night I asked her straight up if she’d be down to have sex with him while I watched. She said yes almost immediately.
When he came over he looked so confused seeing both of us there. I was fully dressed on the couch and she was waiting in cute red lingerie. I told him I wanted him to fuck her so she could tell him how good he is. At first he kept asking “are you serious?” but I could tell the idea turned him on.
I told her to let him take control. He walked over, started undressing her slowly, kissing her neck, playing with her tits, and fingering her until she came hard on his hand. She was moaning so loud and telling him how big he felt. Then he bent her over the couch and fucked her deep and hard while I watched. She was screaming, gripping the couch, telling him how much better he was than other guys. When he finally came inside her she looked like she was in heaven.
Afterwards we all chilled for a bit… then my friend and I decided to give him one more treat. We both got on our knees and sucked him together until he came on our faces. We even licked it off each other.
That night completely changed things for him. His confidence skyrocketed and our sex life got even better after that. I know it’s super unconventional but it worked. I still get wet thinking about watching him dominate her like that.
Has anyone else ever done something like this to help their partner’s confidence? Or been the friend in this situation? I’m so curious if I’m crazy or if this is more common than I think

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u/PlayfulInvestm3nt — 7 days ago

My churchgoing neighbor watched me take it from behind

My friends and I went out Saturday night for dinner, drinks and some flirting with guys. When I got home Mark was waiting for me outside on our lanai. I could tell he was horny because he told me get out of my clothes and come sit with him. It's his turn on when I'm naked around the house. I did what he asked as he watched and slowly unzipped my dress and then took off my bra and panties. He told me to leave my heels on then I walked toward him on the couch. "Were you a good girl?", he asked as he unzipped his shorts. I shook my head no. "Come here", he said as I dropped to my knees between his legs. I lifted his shirt some and began to suck him off as he held my head down with one hand and held his drink in the other. "Do you want me to fuck you", he asked. "Yes", I said. "Tell me", he said. "I want you to fuck me", I said. "Louder", he said as he pulled me up by my hair and started to stand. "Fuck me, fuck me hard baby", I said loudly. He took me to the table and moved the chair and pushed me over the side. He pushed his shorts down and lifted his shirt and started pounding me from behind hard and fast as I screamed, "yes fuck me fuck me". "Do you want me to fuck you in the ass?" He said. "Yes fuck me in the ass baby", I yelled as I was feeling myself start to cum.

This is when things took a turn. There is no fence between our house and our neighbors. I felt Mark slow down and looked up and my neighbor was in his driveway with his dog on a leash slightly around the corner. We made eye contact and I just sort of lay there and waited for him to go inside and we eventually did the same. They are good boring churchgoers that we get along great with. My guess was he had seen and heard a lot of me getting fucked like a slut. So what should I do now? I work from home and see him and his wife a lot. Honestly not sure how to handle this. I am part worried what they'll say and part turned on knowing he saw my naked body getting used for pleasure. Do I say nothing when I see him or his wife? It seems weird not to acknowledge it. Do I apologize? Do I make a joke of it? To be continued

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u/PlayfulInvestm3nt — 8 days ago

My friend and I got fucked in the rooms next to each other at the same time

This happened in college after a night out. I went out with the girls and these two guys who were roommates started hitting on us. My friend was immediately smitten with the guy she was talking to and they went to get a drink together. Within a few minutes they were making out inside and I just knew that she was going to go home with him. She was recently single and basically in a crashing out phase.

I liked my guy well enough and figured that I’d go home with him as well for my friend’s safety. He had leaned down to kiss me and I accepted it, he was actually pretty good. I really wasn’t planning on fucking him but I could imagine myself sucking his dick later. After a half hour or so they came back outside and wanted to go home. I remember sitting in the backseat with them and it was like I didn’t exist. My guy and I had joked about how they were going to fuck later when we were back at the bar.

We pull up to their house and it’s nice as fuck for a college house and my friend is up in his room as soon as we arrive. We both looked at each other and it was a bit awkward, I remember asking if he had roommates and when he said yeah I suggested we just go in his room with a naughty smirk. We made out in his bed and we heard my roommate moaning like a porn star. I playfully moaned back before telling him it made me horny. I told him I’d suck it which I did, but it literally always leads to sex. He had a great dick and after he had me choking on it, I wanted it in me.

We got in missionary and he started fucking me, I played up my moans to keep up with my friend but it only made him go harder and they got genuine. The two things I remembered most about the sex was how overwhelmed with dick I was and how effortless it was for him. He ended up finishing on my chest after I came.

She texted me when she was done and said she needed to go so I kissed him goodbye and we both got dressed and headed out. He was at the front door in his underwear still half hard and I remember thinking it was huge. He was venmoing her and called us an uber. We went outside when she got his money and told me she got creampied so it was for a plan b

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u/PlayfulInvestm3nt — 8 days ago

So I really love showing off, and always wanted to get used by a group of people (f22)

I get wet af showing off, and knowing people are looking at me. I couldn’t just do it in public (not more than I already did) and I wanted to go a step further… so I started going to swinger parties, and wearing really slutty see through clothes. I loved walking in and seeing people stare at me.

The first time I went I wore no panties, heels, short skirt with my ass almost out and a tight see through shirt. I walked around, nervous as fuck, noticing everyone staring at my boobs. But too shy to just pull them out. I walked around until eventually some couple came over and bought me a drink. When I told them why I was there, and that I’d do whatever they said except fuck, he told me to pull up my shirt and let everyone see my tits. I did, and instantly people looked, which turned me on more and more. I kept walking around, letting people look but acting like I didn’t notice lol. I got used to being there, and wanted more attention. So I walked to the middle of the room and I pulled off my skirt and got on the couch doggy style, with my legs facing the room, so everyone could see I wasnt wearing any panties…. and had a butt plug in 🙈

So many people came over to watch, that I got so wet it was dripping down my leg... After a few more drinks and getting over my nerves I ended up going to the middle of the room with a group of guys, and did whatever they told me to do. At first they had me walk around letting people play with my titties, then one of them came over and pulled down my fishnets, and asked if he could gape my ass with my plug, and i told him he could as long as someone played with my pussy. By this point I was dripping wet and so turned on I thought I’d cum just standing there, so when I bent over and felt a hand on my pussy, and a different hand on my titties, and a different set of hands spreading my ass while someone pulled the toy in and out…. I squirted for only the second time in my life.

No one stopped touching me, event while I was squirting, which made me end up cumming over and over for what felt like forever lol

I started using my hands and making people cum on me, but too nervous to give head for obvious reasons lol. People were telling me my ass gaped so pretty, and taking turns using the toy on me. At the same time I could feel hands on my pussy, more than I could tell who’s who. Which made me wetter and wetter and cumming more and more, until eventually I was screaming and cumming at the same time lol and so I couldn’t take it and told them I had to go, still with guys around me hard waiting their turn lol

Immediately I got dressed and left lol

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u/PlayfulInvestm3nt — 9 days ago

I slept over at my best friend's house and her boyfriend fucked me in the middle of the night

i stayed over at josie (my best friend) and josh's (her bf) last night which is a thing that happens now pretty often, i have a side of their bed basically, and we'd all gone to sleep normal, like actually asleep, i had on one of josh's tshirts and nothing else and i'd brushed my teeth and everything, very domestic, and the last thing i remember thinking before i went out was that josie's sheets are way nicer than mine and i should ask her where they're from

so that's the headspace i was in. sheets. not anything else. sheets.

i woke up to josh's hand on my hip and his cock already pressing into me from behind, slow, like he'd been working it in while i was still half under, and for a second my brain was just static and then it caught up and went oh. this. we'd talked about this. it's not the first time. there's a whole agreement about it, i told them months ago they could wake me up however they wanted and i meant it and i keep meaning it, but knowing it's allowed and waking up actually full of him are two pretty different experiences and i made a noise that was not a word

"there she is," josh said against the back of my neck, real quiet, like he didn't want to fully wake me even though that was obviously the point

i was still blinking and trying to figure out which way was up and he just kept going, slow and deep, one arm under me, and i heard josie before i saw her, this sleepy pleased voice from somewhere above me going "is she awake"

"getting there"

"good"

and then the mattress shifted and i felt her swing a knee over and before i could even turn my head she just sat down on my face, casual, like she does everything, like it was the most normal thing in the world, and okay. i was awake now. fully. no more sheets.

i want to be clear that i did not need a second to decide. my hands came up and grabbed her thighs on their own and i went at her like i'd been thinking about it in my sleep, which maybe i had, and she made this low satisfied sound and settled her weight down and said "oh she's awake" and somewhere behind me josh laughed and pushed in deeper and i moaned into her and she felt it and said "do that again"

so that was the situation. josh fucking me with my legs spread, slow then not slow, and josie riding my mouth with her hands in my hair holding me exactly where she wanted me, and me sort of caught in the middle of the two of them barely keeping track of my own body. josie's pussy was already so wet and i could taste her as i shoved my tongue up into her

i couldn't see anything. i could just feel. it's a lot, having both of them at once and no ability to look at either of them, you stop being a person with a plan and just become the thing in the middle that they're using and i am so embarrassingly into that it's not even funny

"she's so wet," josh said. "she woke up this wet."

"of course she did," josie said, like it was obvious, like it was a fact about me everyone already knew, and honestly fair. ive told her about my nightly sex dreams a bunch of times and its true, my brain is horny even when i'm asleep haha.

i came the first time faster than i'm proud of. josh changed his angle and hit something and josie ground down at the same moment and i just went, shaking, making a mess of a sound right against her, and she held my head down through it and said "good girl" in that exact voice she does and i swear that phrase from her is a cheat code, i have no defense, i came harder just hearing it

"that's one," josie said, like she was counting. she was counting.

they didn't slow down for me to recover. that's sort of the deal, they don't really stop, they just keep going and let me catch up or not, and josh pulled me back against him by the hip and started actually fucking me, less careful now, and josie lifted up just enough to let me breathe and looked down at me and i looked up at her all wrecked and she smiled and said "hi" and i said "hi" back in this completely destroyed voice and she laughed and sat back down

second time snuck up on me. i didn't even feel it building, i was too gone, it just sort of happened, rolled through me while my mouth was full of my best friend's pussy and josh was deep and josie said "there's two, god, she's just going to keep doing that isn't she" and josh said "yeah" in this tight voice and i knew that voice, i know what that voice means by now

josie knew too. she lifted off me and moved down and got close, real close, her face right next to mine so i could finally see both of them, and she put her hand on my jaw and said quiet "he's close. you want it?"

"yes"

"you sure"

"josie you know i love cum, please let me have it"

she liked the please. i saw her like it. she looked back over me at josh and said it the way she always says it, completely calm, like she's ordering for the table: "breed her. give my best friend you cum"

he groaned and his rhythm went ragged and josie kept her hand on my face and started up with that low steady talk she does, right in my ear, "that's it, fill her up, she's been so good, she woke up just to take it, look at her, give it to her," and i was coming again before he even finished, just from the words, from her voice, from the whole insane reality of being woken up specifically to get bred by my best friend's boyfriend while she narrates it six inches from my face

"again? she came again," josie said, delighted, "okay josh, now, she's ready, cum in her"

he pushed in deep inside me and held me tightly as he came in me, and i felt him let go and i made this broken little sound and josie exhaled long and slow like she'd been holding her breath waiting for it, said "yes" under her breath, and then softer, just to me, "good girl, take all of it"

we stayed like that a minute, josh still in me, josie's hand still on my face, all of us breathing. then she kissed my cheek, which is somehow the part that got me, and said "okay go back to sleep" like that was a thing my body was capable of doing

it only took me a few minutes to fall back asleep and i had even crazier dreams than usual.

in the morning she handed me coffee and said "sleep okay?" with a completely straight face and i threw a piece of toast at her.

i love my friend.

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u/PlayfulInvestm3nt — 9 days ago

I got fucked in both holes by my movers after they moved me in

I'm Katie. I'm 46 years old and I work in finance. I just got divorced after a long ugly battle and finally moved into my own apartment, starting fresh after twenty years of marriage.

I hired movers to help with the furniture because I'm not stupid enough to try doing it myself. Two guys showed up - Tyler and Jake, both in their mid twenties, both incredibly attractive, and they were both clearly used to physical labor based on their bodies.

I'm sitting here the morning after and my entire body is sore. Not from moving boxes but from being fucked by two younger men who took turns using me and then used me together. My pussy is so thoroughly wrecked I can barely walk.

This wasn't supposed to happen. I was just trying to move into my new place and start my post divorce life. Instead I christened my new apartment by getting fucked on every piece of furniture these guys carried up three flights of stairs.

Let me tell you exactly how.

….

The movers were scheduled to arrive at 8 AM and they showed up right on time.

I answered the door and immediately felt my stomach flip because both of them were exactly my type in completely different ways.

Tyler was tall, maybe 6'2", with dark hair and this lean muscular build. He had tattoos covering both arms and wore a tight company t-shirt that showed off his body.

Jake was slightly shorter, maybe 6'0", blond, with broader shoulders and these piercing blue eyes that locked onto mine when he introduced himself.

"I'm Tyler, this is Jake," the dark haired one said. "We're here to move you in."

"Katie," I managed, trying not to stare at either of them. "Come in, I'll show you what needs to go where."

I walked them through the apartment, pointing out which furniture went in which rooms. I was very aware of both of them behind me as I moved through the space.

It was July and already hot, and within an hour of them working they were both sweating through their shirts.

I tried to focus on unpacking boxes but I kept getting distracted watching them work. I was screaming inside when I saw the way their muscles flexed when they lifted the furniture, and god... seeing their shirts clung to their bodies with sweat was... mmmmmm, it was just too hot.

I caught Jake looking at me more than once and when our eyes met he didn't look away immediately, instead, he just smiled slightly before going back to work.

Tyler was more subtle but I noticed him too. His eyes kept on traveling over my body when he thought I wasn't paying attention.

I'd worn yoga pants and a tank top because it was moving day and I needed to be comfortable. Now I was very aware of how the outfit showed off my body and how both of them had definitely noticed.

By noon they'd moved most of the furniture in and I offered them water and a break.

"You guys have been amazing," I said, handing them cold bottles. "Thank you for working so hard in this heat."

"No problem," Tyler said, drinking half the bottle in one go. "This is what we do."

"You've got nice stuff," Jake added, his eyes on me not the furniture. "Good taste."

"Thanks," I said, feeling my face flush under his attention. "Divorce settlement. Figured I deserved nice things after dealing with my ex."

"Recently divorced?" Tyler asked.

"Finalized two months ago," I admitted. "This is my fresh start."

"Well, congratulations on the fresh start," Jake said, and something in his tone made it feel like he meant more than just the apartment.

They went back to work and I tried very hard to focus on unpacking but I was incredibly distracted by both of them.

I noticed them talking to each other in low voices occasionally, glancing at me, and I wondered what they were saying.

By 3 PM they'd finished and I signed the paperwork, added a generous tip, and thanked them for their work.

"You sure you don't need help with anything else?" Tyler asked, and the way he said it felt loaded.

"I think I'm good," I said, even though I wanted to say yes to whatever he was actually offering.

"Well, if you change your mind," Jake said, pulling out a business card and writing on the back, "that's my personal number. You know, in case you need anything moved later."

He handed it to me and our fingers touched and the contact felt electric.

They left and I stood in my new apartment surrounded by boxes trying to convince myself I'd imagined the entire charged atmosphere.

Then I looked at the card Jake gave me and saw he'd written "Call me" with a smiley face.

I should have thrown it away.

Instead I stared at it for ten minutes debating whether to text him.

Fuck it, I thought. Fresh start, right?

I texted, "Hey, it's Katie. The woman you just helped move in. Thanks again for today."

His response came in less than a minute, "Anytime. You settling in okay?"

Me, "Yeah, though I could use help deciding where to put a few things if you're not busy."

The three dots appeared and disappeared several times before his response came: "Tyler and I could swing by after we drop the truck off. Around 6?"

My heart started pounding. I knew what this was. I knew what I was inviting.

"That would be great. I'll order pizza."

Jake said, "See you soon."

….

They showed up at 6:15 and I'd changed into a sundress that showed more skin than my earlier outfit.

Both of them noticed immediately.

"You look nice," Tyler said, his eyes traveling over me.

"Thanks," I said, feeling bold from the glass of wine I'd had while waiting. "Come in. Pizza should be here soon."

They came in and I showed them the furniture pieces I supposedly needed help arranging, and we all knew it was bullshit but we played along.

We moved a bookshelf, rearranged the couch, and adjusted a side table. It was the normal helpful stuff except for the constant brushing against each other, the lingering touches, and the eye contact.

The pizza arrived and I got them beers and we sat in my living room eating and talking and the sexual tension was so thick I could barely breathe.

"Can I ask you something?" Jake said after his second beer.

"Sure," I said.

"Are we reading this wrong or are you interested in us?"

The directness shocked me but also turned me on. "Both of you?"

"Both of us," Tyler confirmed, setting down his beer. "We've been talking about you all day. About how attracted we are to you."

"You're both at least twenty years younger than me," I pointed out, even though my pussy was already clenching at where this was going.

"We don't care about that," Jake said. "We think you're incredibly sexy and if you're interested, we'd really like to stay."

I should have said no and maintained appropriate boundaries. But haha… no.

"I'm interested," I heard myself say instead. "In both of you."

Tyler stood up first and offered me his hand. "Show us your bedroom."

….

We barely made it to the bedroom before hands were everywhere.

Tyler kissed me while Jake pressed against me from behind as he put his hands on my waist. I'd never been touched by two men at once and the sensation was overwhelming.

My dress came off quickly. Tyler's hands were on my breasts while Jake kissed my neck from behind. Both of them touched me while they were learning my body.

"Fuck, you're so hot," Jake groaned against my skin.

They walked me backward to the bed and I sat down on the edge. Both of them stood in front of me and started undressing.

Tyler's body was lean and defined with tattoos covering his torso. Jake was broader, he had more muscle mass and was completely smooth.

And both of their cocks were already hard.

Tyler's was long and thick meanwhile Jake's was slightly shorter but even thicker.

"I want to watch you suck his cock," Tyler said, nodding at Jake.

I looked up at Jake and he stepped closer with his cock at face level. I wrapped my hand around it and opened my mouth, taking him in.

"Fuck yes," Jake groaned, his hand going to my hair.

I sucked him while Tyler moved behind me on the bed, unhooked my bra and started playing with my breasts.

"Your mouth feels amazing," Jake said, his hips starting to move slightly.

Tyler's hand slid down between my legs and found how wet I already was.

"She's soaking wet," he said to Jake. "Fuck, she's dripping."

I moaned around Jake's cock and the vibration made him groan louder.

Tyler pulled me back onto the bed and spread my legs. "My turn to taste you."

His mouth was on my pussy immediately and I cried out. Jake climbed onto the bed and kissed me, swallowing my moans, while Tyler ate me out with enthusiasm.

"You taste so fucking good," Tyler said between licks. "I could do this all day."

His tongue worked my clit while his fingers pushed inside me and I was already embarrassingly close to cumming.

"I'm going to cum," I gasped against Jake's mouth.

"Do it," Jake encouraged. "Cum on his tongue."

Tyler sucked my clit hard and I came, my thighs shaking around his head as I cried out loud.

But they didn't give me time to recover. Tyler moved up and positioned himself at my pussy hole while Jake moved to my side.

"You ready for this?" Tyler asked, the head of his cock pressing against me.

"Yes, please, fuck me," I begged.

He pushed inside me and we both groaned. He was thick and filled me perfectly and started fucking me with long deep strokes.

Jake kissed me while Tyler fucked me and I'd never felt so completely overwhelmed with pleasure.

"Switch," Jake said after a few minutes.

They traded positions smoothly and then Jake was inside me and oh god he was even thicker and the stretch was intense.

"Fuck, you're so tight," Jake groaned, starting to move.

Tyler moved to my head and I opened my mouth for him. I sucked his cock while Jake pounded into me.

They found a rhythm, fucking me from both ends, and I was completely lost in that sensation.

"I want to try something," Tyler said, pulling out of my mouth. "You ever been with two guys at once?"

I knew what he meant and my pussy clenched around Jake. "No, never."

"Want to try?" Jake asked, slowing his thrusts.

I should have said it was too much and too intense, but I wanted it.

"Yes," I said. "I want both of you."

They positioned me carefully. Jake was on his back while I straddled him with his cock inside my pussy. Then Tyler came up behind me with his cock pressing against my ass.

"Relax," Tyler said, one hand rubbing my back. "We'll go slow."

He pushed in gradually and the feeling of being filled in both holes was almost too much.

I'd never felt so stretched. Oh God, I felt so full and completely used.

"Oh my god," I gasped when they were both fully inside me. "Oh fuck, it's so much."

"You're taking both of us so well," Jake said from beneath me. "You're such a good girl."

They started moving slowly, carefully, while finding a rhythm that had me seeing stars.

"Harder," I begged once I'd adjusted. "Please, fuck me harder."

They increased their pace and I was completely overwhelmed. Two cocks were filling me while four hands touched me everywhere.

The sounds of all three of us moaning filled my new bedroom.

"I'm going to cum," I gasped. "Oh fuck, I'm cumming!"

The orgasm ripped through me violently and I felt myself clench around both of them as they groaned in unison.

"Fuck, I'm close," Jake said.

"Me too," Tyler added.

"Inside me," I begged. "Both of you, cum inside me… I want to feel it."

They both came within seconds of each other and I felt them fill me from both ends and it triggered another orgasm that left me shaking and gasping.

We collapsed in a tangle of limbs as all of us sweated and breathed hard.

But they weren't done with me.

Over the next few hours they took turns with me in different positions, different combinations, until I'd lost count of how many times I'd cum.

They didn't leave until after midnight and they only left because they had an early job the next morning, lol. I'd have loved to have them fill my pussy up a bit more.

….

I'm sitting here now and my entire apartment smells like sex. My bed sheets need to be washed and my body is riddled with bite marks.

I feel so sore and used, but in the best way possible, haha.

They both texted me this morning asking when they can come back, and I'm already planning on surprising them tonight by wearing something sexy and hot…

...

Welcome to The MILF Diaries - Volume 2. This is a collection of stories inspired by real confessions from women aged 35 and above. They come to me with their secrets, the things they've done, the desires they hide, and the moments they can't tell anyone else about.

I change names and details to protect them, but the core of each story? That's REAL . The diary is growing, and this is one of the many entries I'm sharing publicly. There's many more to come

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u/PlayfulInvestm3nt — 11 days ago

Fucked my best friend cause I was tired of hearing him complain

My best friend was always dating these girls much younger than him, and then would complain that he wasn’t getting any action from them. I knew the type of girls he was into weren’t exactly the outgoing, sexually open types. They were smart, bookish, cute but not hot. They had the look of the girl in the geek-to-prom queen rom-coms, if you know what I mean. Every time it ended he’d mention how far he’d gotten with them, usually like “she only jerked me off once” or “she wouldn’t even suck it”.

One time we were getting coffee and he was downloading another handful of dates that went dry, I just asked if he wanted to have sex with me when we got to my place. He stopped mid-step “sorry, what?” he asked.

It’s just sex, I said. If it gets you over the hump, let’s do it.

He didn’t ask any more questions and when we got to my place we took off our shoes, hung up our coats, and then I just continued to undress. I peeled off my sweater, then turned to face him in just my bra. “Well?” gesturing to him to keep up. He tore off his shirt and fumbled out of his jeans as quickly as possible. I sat on the edge of the bed and shimmied my pants off. I laid back and told him he had to make sure I cum first. I needed something out of this, and I (rightfully) assumed that since he was so pent up for so long that he wasn’t going to last long.

He kneeled down and start licking my pussy like it was his first meal after a famine. A bit too vigorously but I appreciated the enthusiasm. I grabbed the back of his head and told him to slow down, and we found a nice rhythm which got me warmed up nicely. Then he stood up, pointed his rock hard cock at my sopping wet pussy, and slid in firmly in a single push. He gasped louder than me and just stood there motionless for a second, fixed on the feeling of finally getting to fuck all the pent up demand out. I looked up at him and asked “You good?” He nodded silently with a goofy smile. He grabbed my waist and started fucking me, staring straight down watching his cock piston in and out of my pussy. I could already feel him getting close and let him know I was on the pill. His eyes lit up like a kid on Christmas morning before rolling backwards in ecstasy as he filled me with one of the biggest loads I’ve ever had. I could feel him pulsing inside for what felt like longer than he actually fucked me for. Eventually he stepped back and a gush of cum poured out of me into the floor.

The look of relief on my friend’s face afterwards was totally worth it. I always loved helping out my friends

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u/PlayfulInvestm3nt — 11 days ago

A nerd fucked my friend, then creampied me

His name was Jordan, twenty one, total nerd with thick glasses, messy dark hair that always looked like he had just rolled out of bed, and those baggy graphic tees that hid how surprisingly toned his arms were from carrying all those textbooks. We met at a party. I was in my usual attire: tiny white crop top, no bra so my nipples were already poking from the AC, and a pair of shorts that accentuated my athletic legs and ass. He was quiet, sipping a soda in the corner, quoting some old sci-fi movie. Cute, sure, but I wrote him off instantly. Too shy, too nerdy, not the type who would grab me and fuck me stupid. I smiled politely and moved on.

My best friend Mia, though? She zeroed in on him that same night. Next morning she texted me a voice note that made my jaw drop.

“Girl… his cock is huuuuge. Like nine inches, thick as my wrist, and he’s so fucking tender I came three times before he even finished. You need to get a piece of that.”

I laughed it off at first, but the way she kept moaning about it every time we hung out started getting to me. My pussy would throb just hearing her describe how gentle he was, how he kissed her like she was precious while that massive dick stretched her out slow and deep.

A couple weeks later we started all hanging out as a group, movies in his dorm, late-night study snacks, whatever. I would show up in even sluttier outfits on purpose: cropped hoodies with nothing underneath, skirts so short my ass cheeks peeked out, no panties ever because the constant breeze on my bare lips kept me dripping.

Jordan would blush behind his glasses every time I accidentally brushed my pussy-juice-coated thigh against him on the couch, but he stayed polite. Mia caught me staring at the obvious bulge in his sweatpants one night and grinned like the devil.

“He’s staying over tonight,” she whispered while he was in the bathroom. “If you want a turn, just say the word. He’s down to share and he’s amazing. Trust me, you’ll be thanking me tomorrow.”

I bit my lip, pussy already clenching at the idea. “Fuck it… yeah, I want it.”

That night the three of us ended up on his bed watching some dumb movie, lights low. Mia leaned over and kissed me softly, then nodded toward Jordan.

“Go ahead, babe. He’s all yours for round one.”

She settled back against the pillows, watching with that wicked smile while I crawled over to him. He looked nervous but excited, glasses fogging a little as I straddled his lap.

“You sure?” he asked quietly, hands gentle on my hips.

I nodded, already soaked. “I’ve been dying to feel what Mia was bragging about.”

I pulled his sweatpants down and holy fuck, she was not exaggerating. His cock sprang out thick and heavy, nine inches easy, veiny, with a fat head already leaking precum. My mouth watered. I stroked him slow, feeling the weight in my hand, then leaned down and took him between my lips. He groaned softly, fingers threading gently through my hair as I sucked him deep, slurping loud, spit dripping down his shaft.

“Eva… that feels incredible,” he whispered, voice tender, never pushing my head.

My pussy was gushing now, pussy juice running down my thighs in warm trails just from tasting him. The size alone had me throbbing. I could already imagine how he would stretch me. Every slow suck sent fresh heat flooding my core, my clit pulsing with need while my mind spun at how this nerdy boy I had ignored was making me this desperate.

Mia watched, touching herself lazily. “Told you. Now ride him, girl. He’s gonna make you see stars.”

I could not wait. I straddled him, rubbing my dripping slit along that massive length, coating every inch in my girl-cum until it glistened.

“God, you’re so big,”

I moaned, sinking down slow. The stretch was insane. My pussy lips spread wide around him, walls gripping every thick vein as he filled me inch by inch with the wettest squelch I had ever heard. I bottomed out and just sat there for a second, trembling, feeling so full I could barely breathe. My belly felt tight and heavy, every nerve inside me lighting up at once. A deep, warm pressure bloomed low in my core, mixing with this overwhelming sense of being completely owned yet so safe at the same time.

“Fuck… Jordan… you’re splitting me open so good.” I felt powerful and vulnerable all at once, my heart racing while my pussy fluttered around his thickness, already leaking more girl-cum around his base.

He kissed me softly, hands sliding up under my crop top to cup my tits, thumbs circling my hard nipples like he had all the time in the world.

“You feel perfect,” he murmured against my mouth. “Take your time, baby. I want you to cum first.”

Then he started moving, slow, deep rolls of his hips that dragged his huge cock along every sensitive spot inside me. No pounding, just this tender, steady rhythm that had my clit grinding against his base on every stroke. He leaned in and pressed the sweetest kisses along my neck, soft and lingering, his lips brushing my skin while he whispered how good I felt. Heat built fast in my belly. My thighs shook. Waves of pleasure rolled through me, each one stronger than the last, making my toes curl and my breath hitch. I came the first time within minutes, pussy clenching hard around him, squirting girl-cum all over his balls and the sheets while I moaned into his mouth. The orgasm crashed over me like warm honey, every muscle tightening then melting, my mind going fuzzy with bliss while my pussy kept pulsing and milking him. I felt so cared for, so cherished, even with that monster stretching me to my limit.

“Oh my god… I’m cumming already,” I gasped, nails digging into his shoulders.

He just smiled softly behind his glasses and kept that same gentle pace, kissing my neck again, slow and tender, his breath warm against my skin as he told me how beautiful I looked falling apart on him. Mia had her legs spread wide beside us now, two fingers buried deep in her own pussy, pumping them in and out with wet, sloppy sounds while her thumb circled her clit fast. Her eyes were locked on us, lips parted, soft moans spilling out as she watched Jordan’s thick cock disappear into me over and over.

“Fuck, you two look so hot,” she breathed, her free hand squeezing one of her tits, pinching her nipple hard while her hips rocked against her hand, girl-cum already glistening on her inner thighs.

I rode him through the aftershocks, my body still buzzing, every tiny movement sending sparks through my over-sensitive walls. Then he flipped us carefully so I was on my back. He slid back in missionary, eyes locked on mine the whole time, one hand holding mine while the other rubbed my clit in slow circles. Every thrust was deep and loving, his thick cock kissing my cervix on every stroke. He kept kissing my neck the whole time, those gentle presses turning into little sucks that made me shiver. The wet sounds were obscene, squelch after squelch as my girl-cum coated his shaft and leaked out around him. My second orgasm built even slower this time, a steady climb of heat and pressure that made my legs tremble and my chest tighten with emotion. I felt so connected to him, like every gentle thrust was melting me from the inside out.

“Jordan… fuck, you’re gonna make me cum again,” I whimpered.

I came harder, legs wrapping around his waist, back arching while my pussy spasmed and milked him. Pleasure flooded every inch of me, leaving me shaking and gasping, tears pricking my eyes from how intense and tender it all felt at once. Beside us Mia was fingering herself frantically now, three fingers plunging deep, her pussy making loud wet noises as she rubbed her clit in tight circles, moaning louder with every thrust Jordan gave me. Her face was flushed, eyes half-lidded, cum dripping down her wrist as she edged herself watching us.

By the third orgasm I was shaking, tears of pleasure in my eyes, pussy so sensitive every slide felt electric. My whole body was glowing, every nerve singing, my heart pounding with this mix of raw lust and sweet affection I had never expected from the nerd I had written off.

“Please… I need you to cum inside me,” I begged, voice cracking. “Fill me up, Jordan. I want to feel you leaking out of me all night.”

He groaned, still so tender, hips rolling deep one last time

while he kissed my neck one more slow, loving time.

“Eva… I’m so close.” he whispered.

His cock swelled even thicker inside me, and then he was cumming, thick, hot ropes flooding my pussy, pulse after pulse, so much it pushed out around his shaft in creamy white globs. I felt every spurt, warm and heavy, filling me until it was dripping down my ass crack onto the sheets. My own girl-cum mixed with his load, making everything slippery and messy. The feeling of him pulsing inside me sent me over again, one final orgasm ripping through my body while my walls fluttered around his twitching cock. I felt claimed and adored, my pussy overflowing with his cum, the warmth spreading deep and making my belly feel full and satisfied in the most filthy, perfect way. At the same moment Mia cried out, fingers buried to the knuckles as she came hard, squirting her own cum onto the sheets while she watched Jordan fill me, her body shaking with every pulse.

When he finally pulled out, his cum poured out of me in thick, slow streams, running down my thighs and pooling beneath my ass. My pussy lips were puffy and creamy, still twitching. I lay there panting, legs spread, feeling so full and used in the best way.

Jordan kissed me softly again, wiping my hair out of my face like I was something precious, “That was amazing,” he whispered.

Mia laughed, still catching her breath, fingers shiny with her cum. “Told you he’s the best.”

We collapsed together, room smelling like sex and my musky wetness, his cum still leaking out of me in warm pulses every time I shifted.

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u/PlayfulInvestm3nt — 12 days ago