r/ShareSexStories

▲ 33 r/ShareSexStories+1 crossposts

My (24m) first time ever with a girl (24f) in my dorm room (both 19 at the time)

My freshman year of college was during covid. So everyone had their own rooms but still had to share a bathroom/shower room. Anyway, I was trying to settle in and figure out how I was going to navigate school during the pandemic.

Flashback to about a month before the world shut down, I attended an orientation of sorts for incoming freshman. I got to meet other people with the same or similar majors. I’ve always been pretty socially awkward. I’m 5’ 11” and at the time I was about 300lbs. So I was definitely self conscious. But anyway, there was this girl. For the purposes of this thread I’ll call her Sierra. The moment I saw her I just knew she was the one. I know that’s crazy, but I was a 19 year old virgin who’d never even kissed a girl. So I get an opportunity to meet her and we have a nice, brief chat before we have to move on. I had been so caught up in my feelings that the blood pounding in my head blocked out her name. I was so upset that I wouldn’t get to see her again until classes. (About 6 months from our first meeting.)

Flash forward about a month, and I receive an email for all the freshman to fill out in my department as a little get to know you thing. They were going to post blurbs about us on social media and what not. I knew this was my chance to find her and maybe just Instagram stalk her a tiny bit. I finally found her name on the list and found her Instagram. I didn’t want to be weird so I added her and a bunch of the other freshman that I found to a group chat. We all talked for a bit, but then I got a separate notification that she had sent me a private message. We talked about meeting at the event and what classes we would have in common. Eventually, she gave me her snap and we started talking every day from then on.

Jump ahead to move in day. We made plans to grab lunch together and eat in the quad so we could talk in person. We met up and had lunch and instantly hit it off. We sat under a tree just talking for about 3 hours before we decided to part ways for the day. We of course kept texting each other, but I couldn’t wait to see her again. She sent me a few pics of her dorm setup and I sent some back but also playfully said “pictures don’t do mine justice”. She told me she’d come over that night to check it out and that we could watch a movie or something. I started panic cleaning even though I had nothing to clean since it was my first day there.

That night she told me she was ready and I gave her my room number and she came over. I had a pretty small room, so there wasn’t really any space for extra chairs or anything, so we both sat on my bed. We put on some movie on Netflix (I genuinely cannot remember what we watched I was so nervous). My heart was racing and we were sitting with about 3 inches in between us. I tried to pretend my focus was on the movie, but I was lost in her vibes. We were probably 15 minutes into the movie before her hand left her thigh and settled in between us. I wanted to immediately put mine on top of hers, but I held back. I was nervous I would do the wrong thing. About 5 more minutes passed and I finally got up the courage to slowly move my hand closer to hers. I slowly shifted it towards her and as soon as they touched, she grabbed my hand and interlocked our fingers. She scooted closer to me so that our thighs were now touching. I looked over at her and she looked at me and smiled before leaning her head on my shoulder.

We stayed like that for about 10 more minutes before she pressed her foot against mine. Our hands were interlocked still, but they were resting on her thigh. I slowly started grazing her thigh with my finger (not in a sexual way, but in a caring way. Or so I thought). She picked her head up and we looked at each other and stared deeply into each other’s eyes. I wanted to kiss her so bad but I had no experience and was scared I’d do it wrong. After a few more moments, I think she realized I was petrified and asked “would it be okay if I kissed you?” I could only nod. We closed our eyes and locked lips. I SUCKED. Her lips were so soft but mine were rigid and I knew it was bad. She pulled away and chuckled a bit before putting her head back on my shoulder. I was so embarrassed, but I knew that it was something everybody had to go through at some point in their life.

After another 10 minutes or so, she lifted her head again and looked at me and said “your heart is beating really fast I can hear it on your shoulder.” I didn’t know what to say so I just said “sorry.” She thought that was cute I guess and told me that it was okay and to relax. I took a deep breath and closed my eyes for a second and when I opened them again, she went in for another kiss. This time was different. I don’t know what changed after the first time, but I was more relaxed and our lips were soft together. It was like kissing clouds. Our slow mild kissing started to get a bit more heated and somehow when we came up for air, the movie was over. She laughed about it and asked if I wanted to put something else on for background noise. I picked a random movie and then realized what she had just said. “Background noise?” Damn I was naive.

She didn’t even respond. She slowly pushed me onto my back and got on top of me and we started making out again. She told me that I shouldn’t be afraid to explore her body, but I didn’t know where to start to I just started running my hand up and down her thigh and across her back. After a minute or so, she grabbed my hand and guided it over her shirt. “Try this.” She didn’t have to tell me twice. I palmed her boob in my hand and started massaging it. It was so soft.

Sierra was a small woman. She was about 5’ 2” and super slim. Her ass was big strictly because of how small the rest of her was, and her boobs were that amazing size that fit perfectly in your hand.

Anyway, we’re making out and I’m touching boobs for the first time in my life (over the clothes, but still). She runs her fingers through my hair and then tells me to grab her waist. I do and suddenly she starts grinding her hips on me. I think I was too nervous to get a boner before that moment, but when she started swaying her hips, by dick grew hard almost immediately. I was wearing jeans that were a little tight, so my dick was pressing against them at a weird angle that wasn’t comfortable. I told her and she said “oh no. We can’t let that happen.” She repositioned herself at my side and we continued to make out while her hand traced over my chest, then my stomach, and finally just above my pants. I involuntarily arched my back a bit and pressed my hips into the air a tiny bit. “Someone’s excited.” I was embarrassed again, but then realized that I was about to have sex and who cared? She slowly moved her hand down further and further. When she reached the bulge of my cock pressing against my jeans, she let out a seductive moan like it was the biggest dick she’d ever felt. My dick is about 5 inches, so that moan gave me a boost of confidence that I hope everyone with a penis gets someday.

She rubbed the outline of my cock and moaned in my ear. We started kissing again while she undid my pants with one hand. It took her a second, but when she did, my dick sprung up in my underwear. She pulled my pants off so I was just in my boxers and teased her fingers around the inside of my thighs. She then asked me if it was okay if she reached into my underwear. I of course said yeah. She traced the rim before sliding her hand in. The sensation was immediate. She wasn’t even touching my cock and I felt things I’d never felt before. Her hand danced around the edge of my pelvis before finding its way to my balls. She cupped them and started massaging them while we kissed deeply. I started twitching a little bit and she thought that was hot and kept trying to make me twitch even more. After what felt like forever of her focusing on my balls, she finally made her way up to my shaft. She didn’t tease me this time. Instead, she gripped it and started stroking it slowly. I was in heaven. She stroked me for about 5 minutes while we made out before she asked me if I wanted to try touching her. I told her yes and she laid on her back while I leaned on my side.

She took my hand and this time placed it under her shirt. She had on a compression shirt underneath, so I still didn’t have the best access, but she quickly took off her main shirt and then pulled up her compression shirt revealing the most beautiful pair of tits you’ve ever seen. Like I said earlier, they were the perfect size to fit in your hand and her nipples were perky. I stared for a minute dumbfounded by the first boobs I’d ever seen in person before she told me to kiss them. I immediately did. I put her nipples in my mouth and sucked just a little bit. Then out of nowhere I decided to bite them gently. This drove her crazy.

We continued this for a while longer and then she took my hand and guided it down towards her upper pelvis. I got nervous again and she told me it was okay. I slipped my hand under her pants and panties and to my surprise, she had shaved completely. My shock only lasted so long because my hand was steadily approaching her vagina. I slowed up and started feeling around slowly until my finger slipped into a wet area. She let out a soft moan and I took that as my doing something right. I started to rub a bit more and work my way around until I found an opening. I slipped my finger inside of her and she quivered a little bit while moaning for me to keep going. I slid my finger in and out before I remembered I should be looking for the clit. It must have been beginner’s luck because I found it immediately and started gently gliding my finger across and around it. Her soft moans grew into a pant as she gripped the bed sheets tight. Her moaning grew louder and I felt like my neighbors would be able to hear, but I didn’t care because I was making a beautiful woman orgasm. Her body tenses up a bit and I felt her clit pulse as she let out an uncontrollable sigh and started shaking. I softened my touch and we kissed as she rode out the rest of her orgasm.

She moved my hand to her ass and I pulled her in close to me while we made out some more. My dick was still hard and was pressing into her side. I apologized for some reason and she said “you don’t need to. One, it’s natural, and two, if we were doing what we are doing and you weren’t hard, that would be a problem.” I laughed and as another response, she reached down and rubbed my dick over my underwear. I immediately quivered again which only turned her on more. She pushed me onto my back again and scooted down the bed. At first I thought it was to have a better angle to take my boxers off, but I soon found out she had something else in mind. My boxers were now off and she just kinda looked between my cock and my eyes with what felt like pure admiration. That honestly turned me on even more and I think I grew to about 6” at that point.

She started teasing my inner thigh again, but this time instead of her hand, her lips and tongue were kissing and licking from my inner thigh towards my pelvis. I quivered a tiny bit and she got so excited that she skipped from the bottom of my balls directly to my tip. Her tongue circled softly around the top of my shaft. She pursed her lips and slowly made her way down my now throbbing cock. I have never felt anything like this even since. It was so warm and slippery and it felt so incredibly good. I just laid there with my eyes closed for a minute or two before realizing that I should be watching. I looked down and saw her staring back at me somehow smiling at me with my dick in her mouth. She stopped sucking and made a show of it for me. She sucked on my balls a little bit before licking her way from the bottom of my shaft all the way up to the tip. I was leaking a bit of precum at that point, and she seemed to take that as a challenge. She went back to work gliding her cloud-like lips and tongue up and down my dick.

I don’t know if it was the first time nerves or something else, but I just couldn’t seem to finish. She alternated between sucking my dick and jerking me off for about 15 minutes before she decided that maybe we were gonna have to go a bit further for me to cum. I told her I didn’t know if I was ready yet, and she said that was okay and kissed me for a bit and continued to stroke my cock. After realizing that I didn’t think I was going to finish this way, I told her that I might as well just do it. She smiled and said that she didn’t think to bring any condoms. Luckily, my brother had gone to a club and pocketed a shit ton of condoms from the bathroom and gave them to me as a college present. I grabbed one and she told me she’d put it on me.

While I took my shirt off, she opened the condom and set it on my dick. She slowly stroked me and pushed the condom down over my shaft. It was honestly kind of a tight fit. I was shocked at how turned on I must have been. Once Sierra was satisfied with her work, she laid on top of me and kissed me a few times before straddling me and positioning herself above my anxiously awaiting cock. She squatted down and my tip slid smoothly into her then she lowered a bit more and my whole dick was inside of her. We both moaned into each other’s mouths and stared into each other’s eyes while we adjusted to this new feeling. After a moment, she rocked forward and her pussy gripped my cock before she rocked back again. I was stunned by the feeling and held onto her upper back to go as deep as I could. She started to speed up a little bit and the sensation was almost overwhelming. I started raising my hips to meet hers when she rocked back. I slowly started to take control from the bottom and got more confident. I cupped her boobs and focused on her nipples. While I did that, I felt her tighten around my cock and then she suddenly shook again and moaned louder than she had before. Her tightening around my shaft was enough to send me into overdrive.

When she had desensitized a tiny bit from her orgasm, she started riding me again and I took the opportunity to thrust myself as well and within a few seconds I could feel myself building. I told her I was close and she locked in. She leaned back and played with her tits and sucked on one of her fingers while maintaining eye contact. I had my hands on her hips and was pounding as deep as I could. About a minute later I was ready to cum. I told her I was going to and she leaned forward and whispered in my ear “cum for me.” I thrust a few more times and then exploded into the condom. I had never had such an intense orgasm. She continued to grind her hips a bit more to squeeze out every last drop. We kissed while my dick began to soften inside her. It slipped out and I took care of the condom. While I was tying it up, she kissed down my stomach and put my dick back in her mouth and sucked all of my remaining cum off. She crawled back up and we spooned for a bit (her as the little spoon) until we fell asleep.

The next morning I woke up still naked. She was still asleep but her ass was pressed against my dick and it was so hard again. But that’s another story.

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u/Actual_Feedback2725 — 14 hours ago
▲ 82 r/ShareSexStories+1 crossposts

My Wife Sexted a Random Redditor While I Fucked Her Senseless

Last night was one of those nights that still has me rock hard just thinking about it.
My wife (31) and I (35) were already in bed, lights low, both scrolling on our phones after a long day. She was wearing one of my old t-shirts and nothing else, lying on her stomach next to me. I had my hand lazily stroking her ass when her phone buzzed. Then again. And again.
She opened Reddit and let out a little surprised laugh. “Babe… this guy just sent me a dick pic in my DMs.” She turned the screen toward me. It was a thick, hard cock, clearly taken in a bathroom mirror, with the caption “Been thinking about you all day after seeing your posts.”
We’ve played with this kind of thing before — light hotwife teasing, sharing pics, etc. — but it’s usually planned. This was random and spontaneous. “Show me more,” I told her.
She scrolled through his messages. He was bold as hell — telling her exactly how he’d fuck her, how he wanted to cum on her tits, how wet he hoped she was right now. She bit her lip and I could see her cheeks flush. I slid my hand between her legs from behind and — fuck — she was already soaked.
“Answer him,” I told her, pressing my now-hard cock against her thigh.
She started typing. “Mmm I’m in bed with my husband right now and I’m dripping…” She attached a quick mirror pic she took right then — just her ass and the side of her tits. The guy replied in seconds: “Holy shit your body is perfect. Tell your husband I’m jealous but also tell him to fuck you while you read this.”
That did it. I pulled her t-shirt up, spread her legs and slid into her from behind in one slow, deep stroke. She gasped and moaned into the pillow. I started fucking her nice and steady while she kept texting him.
Her: “He’s inside me right now… fucking me slow while I read your messages.”
Him: “God damn. Is he big? Tell him to go harder. I want you to cum thinking about my cock.”
I read it over her shoulder and started pounding her harder. The wet sounds of her pussy were loud in our quiet bedroom. She was gripping the phone with one hand, pushing back against me with her hips. Every time he sent a new message or another pic of his throbbing dick, she got wetter and tighter around me.
I grabbed her hair gently and pulled her head back so I could see her face while she typed. “He says he wants to watch me get fucked… he’s stroking his cock for me right now.” Her voice was shaky, breathy. I reached around and rubbed her clit while I fucked her deep. She came hard within a minute, moaning loud and clenching around my cock.
But we didn’t stop. I flipped her onto her back, spread her legs wide and kept going. She kept sexting him the whole time — describing how I was stretching her, how full she felt, how she wished she could taste both of us. He was sending voice notes now, low and horny, telling her he was edging for her.
I was getting close. I told her to send him a pic of her face while getting fucked. She held the phone up, flushed and messy, biting her lip as I railed her. The second she hit send I lost it — I pulled out and came all over her stomach and tits in thick ropes. She rubbed it into her skin while reading his reply: “Fuck I just came so hard to that picture.”
She came one more time with my fingers while reading his messages about how he’d fuck her next time if she ever wanted.
We both collapsed, laughing and breathing heavy. She kissed me deep and said, “That was so fucking hot.”
Best spontaneous night we’ve had in a long time. Reddit stranger — if you’re out there, thanks for the assist.

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u/Double_Champion1506 — 2 days ago
▲ 7 r/ShareSexStories+5 crossposts

M4F] [Online] Looking for a fun, explicit chat tonight? Let's talk dirty and swap limits [NSFW]

Hey there,
I’m looking for an open-minded girl who wants to skip the small talk and dive straight into something fun, dirty, and explicit. I really enjoy detailed text roleplay / dirty talk / sharing fantasies.

About Me:

•	24 Male  
•	Attentive, responsive, and respectful of boundaries.  
•	Looking for something short-term tonight or potentially long-term if we vibe.  

.

What I’m Looking For:

•	Someoner enthusiastic who enjoys dirty talk.  
•	Open communication about what you like and dislike.

My DMs are completely open. If you're interested, send me a message with your age, your favorite fantasy, or where you prefer to chat.

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u/Alone_Car_4454 — 5 days ago

he confessed his love

its a long one but its real.

so for a little bit i was seeing this guy i called “the big guy” (bc he was kinda chunky and his cock was actually fat, like heavy, thick). we kept it a secret bc i didn’t want to be seen in public with him, and he said he was just happy to be in my presence.
i was absolutely dick-notized lol his dick was amazing, it was the thickest i had ever seen and felt, the stretch he gave me was like nothing i had before. he were going steady and after that first time i was inviting him over practically daily. i thought it was going great, he didn’t pull out once. not once lol

but a little over 2 weeks into the ordeal, on a random day like any other he had me bent over, and i could feel he was getting close, he leaned down to kiss my neck and right as i feel his cock pulsating, he whispered in my ear “i love you” literally simultaneously as his cock is twitching inside me. i say nothing.
i let him finish and he flops over catching his breath, i get up and instantly tell him “don’t tell me that shit again” and tell him to put his pants on a get out.
(wait there is more to it)

he apologized and left. after a couple days i needed it again and asked him to come over, we acted like nothing had happened until he said “im cumming” i pulled him out and pointed it towards his belly (i was riding him)
afterwards he got up and cleaned up, i told him i wanted to keep seeing him but i didn’t want him saying those things to me bc that’s not where i wanted things to go, and that i would be making him pull out every time or that he had to wear a condom. he agreed to pulling out.

we did that for a a few more times, i was making cum on himself every time.
but this last time i saw him, we were doing missionary we we never did, kinda close up, face to face, i was kissing him and it just so happened that we both started to get close and like i mentioned he is physically a big guy, almost twice my height/weight so right as i tried to pull away he just held me tight, his head was on my neck and we came together. it was a really strong full body orgasm like he always gave me.
we laid there together catching our breath, he stayed inside me the whole time, and i could feel his cum slip out around his cock, still in me.
while we are there chest to chest he starts telling me again and again how much he loves me and how he literally wants to give me the world, and how amazing i am and how lucky he is.

i went along with it, let him tell me everything he wanted to say, we kissed and i said “thank you” to everything, we got up showered together and i walked him out, kissed goodnight at my door.

i closed the door behind me, blocked him. and haven’t spoken to him since.

reddit.com
u/Ok-Style-2535 — 5 days ago
▲ 22 r/ShareSexStories+2 crossposts

My gf

Me and my gf have been dating 2 years and I think she's cheating on me. Now we're long distance at college and I'm worried what she's doing.

First of all her ex sent me a video of her sucking his dick saying it was recent.

Second, I've found text and pictures of other men on her phone as well as a collection of her nudes I've never seen before

Third, shell just disappear for a whole night sometimes without responding and the next day she'll say she was hanging out with friends

Feel free to comment or DM me with what she's probably done/doing feel free do be vulgar and sexual

u/Then_Focus_4673 — 8 days ago
▲ 10 r/ShareSexStories+1 crossposts

3rd time

I woke up early on Saturday horny and hard and my gf and I had sex. I went down on her and after gently kissing her labia I turned up the intensity and starting really fucking her with my mouth pulling her towards me. The change was electric and she came loudly, lifting her hips and writhing her body. We both came a few minutes later in missionary position. The window was open and I hope all my neighbours heard.

We lay there together cuddling and stroking each other and to my surprise I was hard within 20 minutes. I slid myself in her warm and very wet pussy in spooning position. After a few minutes she rolled to her front and we did prone bone, a position she often cums multiple times. She had multiple orgasms until I came inside her a second time. I fell asleep exhausted.

She woke me up after a horny dream wanting more. I was so tired and I didn’t think I had it in me to do any more. But to my surprise again a grew hard and I slid inside her in a scissor position (I don’t know what it’s called). We did this for ages - I didn’t think I had any cum left in me. After 2 of her orgasms peaked and resolved she reached round to my wet balls and stroked down to my ass. I felt something stirring I hadn’t felt before. I kept fucking her as she stroked my ass and balls and fingered my ass. My whole ass, balls and cock felt like they were on fire and the intensity built until I gasped and groaned loudly and came harder and longer than I’ve ever have, happy and totally depleted.

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u/Plastic-Mall-9268 — 7 days ago
▲ 96 r/ShareSexStories+1 crossposts

Hardest cum of my life after being blue balled

I should preface this with the fact that, like basically every guy, I do not enjoy blue balls haha. It hurts, it's uncomfortable, and it's frustrating.

But, I was dating this girl at one point who was super flirty, loved PDA, and would constantly tease me during our dates. One evening we were out and she was doing her typical thing of making out with me, teasing me by bending over seductively, rubbing her foot against my groin under the table, etc. Unfortunately (or maybe fortunately for what happened later that night haha) it got too much for me to handle and I got so hard and excited for so long, I got a wicked case of blue balls. I told her politely she needed to stop with the teasing for a while because I was in pain. She understood and let me cool down, but obviously the process already started and the discomfort was going to take time to go away.

After dinner, I drove her back to her apartment and she suggested we go in the back seat of my truck. We did just that and she proceeded to take her pants and panties off, pulled my cock out and said "I'm sorry" with a sweet little smile, as she straddled me. I was so hard and worked up for so long, when she slipped me inside her it's like I was instantly taken to heaven. The sensation of sliding into her sopping wet pussy, so warm, so tight, and so wet, after being teased for so long was unbelievable. She road me for a few minutes before my hypersensitive cock couldn't take it anymore and I exploded inside her. I have never came that hard in my entire life and haven't again since haha. My cock was surging uncontrollably for what felt like forever. I came so much, I could feel it leaking out of her onto my balls while she kept riding me...I swear I blacked out for a few seconds there haha.

Eventually she got off me as I just sat there in a stupor, cock still twitching from the most intense orgasm of my life. Yes, it was initially frustrating, and my balls still ached even after cumming, but damn, that was an experience I'll never forget haha.

reddit.com
u/xavior4242 — 12 days ago

Pawg wife asks for anal

My slim thick pawg wife and I have been craving anal lately. Anyone who is with a pawg needs to try anal cause it feels and looks amazing to do with one! She loves when I cum on her ass and so do I. We do it so I can play with her nipples and bush at the same time too so I get to hit all her spots at same time. She loves that feeling!

reddit.com
u/Usual_Fix_3901 — 11 days ago