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3,447 stories · Page 121

My Roomate's Brother

When I was in my junior year of college, I lived in an apartment with one roomate, Jen. We had been roomates since our time in the dorms, and were super close. We would go to dinner with each other's families, go home with each other on some weekends, and all sorts of other things. One weekend, she let me know that her brother and one of his friends were going to stay with us as they toured the college. Both were seniors and 18 at the time. I knew her brother Ben somewhat well from my time knowing Jen (yeah, the rhyming names were a running joke for us), but I didn't know his friend Mark. They showed up Friday afternoon, and we took them to dinner. We planned a night in with a couple friends coming over, drinks, snacks, and hanging out. Ben has always been super shy, he was a tall, skinny guy, dark mid length hair. Mark was more of an average build, sandy brown hair and blue eyes. We were all sitting around drinking and we started off by telling embarrassing stories of Jen in front

My wife’s best friend

I can’t sleep. It’s eating me alive, and I have to get this out. That morning my wife’s best friend walked in on me getting out of the shower. I was naked, dripping, towel in hand. She froze. Stared. My cock—thick, heavy, hanging low—was right there, and her eyes locked on it. Wide. Hungry. I could’ve covered up faster. I didn’t. All day she kept glancing down. Every outline in my shorts, every shift—she bit her lip, crossed her legs. I knew she was wet. I was half-hard thinking about it. Then my wife left for lunch. My wife’s best friend was at the kitchen sink. I came up behind her, pressed close, asked if she was still thinking about it. She pushed back. Ground against me. I yanked her shirt up, shoved my hand in her panties—she was soaked. Two fingers deep, and she moaned. I pulled my shorts down. Rubbed my hard cock along her, then pushed in slow. She gasped, “You’re so big—” I stretched her open inch by inch until I was buried deep. I fucked her hard against the counter.

Accidental anal with my wife- the slippery shock that unleashed our deepest desires

I have read some post about anal sex, so thought of sharing how it started with my wife. I edit this incident using Ai to make it more polished. My wife and I have been married for 11 years in an arranged setup. Our sex life has always been active and satisfying we do easily 3–4 times a week, sometimes more. She’s stunning: 5’7” tall, with long, silky dark brown hair that cascades down her back. Her skin is very fair with the softest pink undertone, the kind that flushes beautifully when she’s aroused. She has a deliciously curvy body — full, heavy breasts that sway hypnotically when we fuck, a soft proportionate tummy that I love gripping, thick juicy thighs that feel incredible wrapped around me, and a perfectly round, plump ass that’s impossible to ignore. Before this night, anal had literally never come up. Not once. No hints, no jokes, no shared porn featuring it. It just wasn’t on our radar. We’ve always loved using plenty of lube for regular sex — the slick, slippery glide

I (24M) hooked up on a flight with a stranger (29F)

I have to start this story off by saying it’s 100% nonfiction. Sometimes people don’t actually think these things happen on flights — they most certainly do. In December of 2021, I was flying back home for Christmas (I was 24 at the time). Covid regulations were still in effect for flying, so everyone had masks on. I was flying Southwest, so open seating rules applied. Honestly I really just wanted to sit down and listen to my podcast and unplug my mind for the flight. So, once I boarded, I picked a window seat in the 5th row. There was a woman with her mask on sitting in the aisle seat — brown hair, brown eyes and not much older than me (I’d guess 27). This really did not factor into my decision. Like above, I just wanted to unplug. So I sit in the window seat. I get my headphones out, and start preparing for takeoff. The flight attendant starts doing pre-flight checks, walking up and down the aisle. For whatever reason, she does a double take at our row and looks at me, then co

I fucked my girlfriend's boss so she could get a promotion.

A few weeks ago, my girlfriend told me she was up for a promotion at work. Her boss Dana was in charge of giving out the promotion. She is a beautiful, curvy blonde with big tits. gf and I have hung out with Dana a few times. But this past time things got a bit crazy. We all went out for drinks, and then went back to my girlfriend's house. Up until this point, Dana and gf really didn't talk about work at all. But as we started drinking more, gf asked what her chances of getting the promotion were. Dana said, "Well, if I could fuck your boyfriend you would definitely get it." gf instantly said yes without even talking to me about it. I said, "Are you serious?" and tried to change the subject, but both of them kept bringing it up. We all kept drinking and eventually we ended up on the couch. I sat in between them. gf took my shirt off. I could tell Dana was excited. Then gf told me that I'm not allowed to say no. She started taking off my clothes. At this point, I knew that a decisio

The older couple I have 3somes with hooked their newly divorced daughter up with me

For some time now I have been joining a older couple in their 50s for 3somes(sometimes also just for cucking, depending on the husbands shape) and it's been a lot of fun, despite the age difference (im in my early 30s) we have a lot of fun together outside the sex too. I hadn't met the daughter before, but I was no secret from her. The parents have sent pictures(non sexual) of us hanging out together to her and been open to her about my involvement and from how I precieved it she had no problems with me, even seemed positive about my existence with her parents. Their daughters marriage was already in a bad shape when I first came into the picture, at first I didn't really know the details, but eventually I learned that it was because the husband had lost attraction towards her because she have been gaining quite a lot of weight since they started dating and the sexless marriage been bringing it to a doom. One evening when I was with them in their bed after a dp session the conversati

Quickie with the married neighbor

This will be a quick story since it's my first time. More to come if the reviews are nice :) I've always had a crush on my neighbor since I moved in a few years ago. It all started when I was loading the last of my boxes from my car into the house. Instead of asking first, this man grabbed a box, turned to me and said "Hi my name is Mike, welcome to the neighborhood." I swear I would have sucked him dry right then and there if I wasn't so exhausted! Life had been tough since moving on from a previous relationship. Not to bore with the details since you probably have your dick in your hand (hopefully). I've seen Mike off and on when I'm coming and going, as well as his wife. I swear guys, EVERY time I catch a wave or smirk from him I can feel my pussy convulse. Multiple times I've had to masturbate in the doorway as soon as I get inside. Well, one very horny day I catch my neighbor with his shirt off, mowing the grass. I wave quickly, my hardened nipples most likely telling my secre

I made him promise to goon for me…

Bent over on the couch, my ass facing him, my breasts bulging out either side of my chest, I waited for his answer. Instead, he left me there, prone and vulnerable and feeling a little silly. “Well?” I asked, my thumbs hooked around the belt loops of my jeans. They were already low enough that were halfway down my ass, the fat of my cheeks rising over the denim, the lace of my tiny black thong pressed between them. “Do you want me to show you, or what?” I could hear his breathing, shallow and uneven, my best friend watching me as my thighs trembled a little from holding myself in position. He seemed to be deliberating whether this would be crossing a line. It definitely would. “Sarah…” he finally whispered. “Yes?” I said, voice low, still facing forward. I wanted to sound casual, like I didn’t care, but I could hear the nerves in my own voice.And I could kinda hear how much I *wanted* him to ask me. “I…” he started, then stopped. I didn’t say anything else. I just stayed there,

My wife insisted I get a massage even though I hate them. I didn't realize she’d given the therapist 'special instructions'..."

We were celebrating our anniversary at a high-end luxury spa-hotel. My wife, stunning as always, had spent the morning being pampered. I’m not a massage person—I find the forced relaxation awkward—so I hit the gym instead. When we reunited, she had a predatory little smirk on her face. "I booked a session for you at 5:00," she said, stretching out on the king-sized bed. "Honey, you know I hate those," I protested. "It’s a waste of money." She just put a finger to her lips, shushing me with a wink. "Trust me on this one. It’s my gift to you. Go." I walked into the spa room at 5:00 PM to find Alina waiting. She was a striking woman, but her most "impressive" feature was impossible to miss: a massive pair of breasts that seemed to strain against the buttons of her professional tunic. "Your wife is delightful," Alina purred. "We had such a... deep conversation about you." I lay on my stomach, and she began. She was strong, her hands slick with warm oil. But as she leaned over to work

Her Roommate’s Panties

When me and my now-wife Alicia first started hooking up, our sex life was a marathon. We’d meet up to fuck multiple times a day, and go round after round after round. When our lunch breaks would line up, we’d hightail to her college apartment so I could rail, spank and eat her before sending her off to her next class. But she absolutely loved having sex in places where she could be caught…especially around her apartment. Alicia lived with four other girls. And she took every opportunity she had to have me fuck her on the floor of the living room, or suck my cock on the girls’ shared leather sofa, or have me lick her pussy on the kitchen counter. But Alicia’s favorite thing to do was get fucked in her roommates’ bedrooms. If she knew we had the place to herself, or even if it was just late at night and one of her roomies were gone, she’d sneak me into their beds and ride my dick. I quickly learned that the taboo of it all turned her on, and the risk of being caught fueled her wildness

Be my Master

Night had enveloped the city. The moon shimmered in the sky, surrounded by stars like a circle. I stepped outside into a pleasant, warm day. A gentle breeze blew, fluttering the leaves, and I walked forward, determined to take a stroll. I was dressed charmingly. No underwear, just black lace fishnet stockings and red open-toed shoes... On top, I wore a snow-white, translucent blouse and a short black skirt that barely covered my butt. I must say, I looked amazing. I'm 5'4" tall and weigh 167g. My breasts are a D cup, and my large nipples are visible through my blouse... It was nice to stroll through the park, feeling the breeze between my legs. How he caressed me, oh, that libertine!)) I was humming one of my tunes cheerfully as I walked along the park path. It was quite dark, and only the moon lit my way. As I turned the corner, I felt someone's presence. It was a little frightening and at the same time incredibly arousing... I felt my nipples tense in anticipation.

(22M) Fucked my friend after a night out at the bars. Her boyfriend called in the middle of it

First time posting a story here, and it’s a good one lol. This happened relatively recently back in November. It was the weekend before my campus’ Thanksgiving break, so me and about five friends decided to do some bar hopping. Helped that I finished up all my classes this semester so they wanted to hold it in my honor, lol. Anyway, among them was my one friend, I’ll call her H. She’s a year younger than me, and we were close but never super close (at least before this 😉). She’s super cute but I never thought of her more than a friend, plus she has a boyfriend in the military. After a few hours we all walk back to the dorms. Both of us are definitely not drunk, maybe just a bit tipsy at this point so I just have my arm on her shoulders to keep her steady. We fall a little behind as she’s talking about how much she’ll miss me next semester. Eventually I feel her hand reach down and full on just grab my crotch while saying how she always thought I was cute, and always wanted me at her

Christmas orgy with the single moms

TL;DR: Had an orgy with my single mom friends, dressed as Santa and brought a special gift for them to enjoy resulting in numerous orgasms. Since my wife's passing and being inducted into the secretive single moms' club, I've made it a yearly tradition to treat them to a flirty Christmas party that usually devolves into some sexual fun. The tricky part is finding time when we can get babysitters for our kids, but when we do, things happen on a moment's notice. Unlike in the summer, when I'd host them out at my wedding venue, for nights like this, I invite them over to my house, which makes it easier to stay warm. Another part of the tradition is getting to play Santa for all of them. Initially, the agreement was that I'd help them get toys for their kids, and vice versa. What I didn't tell them was that I also got gifts for them. It's never anything special, usually some makeup, perfume and maybe a sex toy. Anyway, we had our fun on the 21st. I got a couple of food platters and dre

Corruption in College

To start, I’m a man who enjoys a decent backstory, so if you’d like to skip right to the dirt, find the line.Back in my sophomore year of college, I had recently been dumped by my first and only girlfriend. It was a high school thing that didn’t survive the college experience as so many don’t. This left me with three things: a bruised ego, a starving cock, and an over abundance of time on my hands. The first two I simply tried to remedy with frequent nights out at the bar, but the excess time left me a bit listless.I was studying STEM but had always had a passion for writing, so I decided to submit a short-story to a college sponsored contest and somehow ended up as one of the finalists. Next thing I know I’m receiving information about some event I’m supposed to attend in which I will meet other finalists and read a portion of the story in front of a crowd. Not exactly my scene, but fuck it, my ego could use the boost.The night goes by without much excitement. I read my stuff along w

My roommate had to undress me every night after I broke my leg

I shattered my ankle skateboarding three weeks ago full cast, crutches, can’t even pull my own pants off without help. My roommate (the one who’s been eye fucking me since move in day) volunteered to be my “nurse.” Every night the routine: he helps me hobble to my room, sits me on the bed, carefully peels off my hoodie, then my leggings or sweats, always super respectful, eyes averted, hands gentle. I’ve been in just panties and a tank underneath, nipples hard every time because the tension is killing me. Tonight I’m extra frustrated. pain meds wearing off, horny from boredom. He’s kneeling to slide my yoga pants down, fingers brushing my thighs more than necessary. I catch his wrist when he gets to my hips. “Look at me.” He does. Eyes dark, breathing already heavier. I let go, lean back on my elbows, spread my good leg a little. “You can touch if you want.” That’s all it takes. He doesn’t ask twice. Pants off completely, panties hooked with his thumbs and yanked down slow. Ta

My stepmom asked me to have sex with her in front of her friends

My stepmom made me to have sex with her in front of her friends Yeah ik this sounds like a fantasy and fake being written by a teenager and I again don’t blame you for thinking this is fake. This had only happened once and her friends are nice to me so I didn’t really mind this. My stepmom’s friends were over for their book club and were drinking wine. What I’ve learned from going through my stepmoms book collection is that some woman have very fucked up book selections. Anyways I was chilling in my room kinda waiting for her friends to leave cuz my stepmom promised to fuck me when they left. She called me downstairs and Selena Sarah and Pam are my stepmoms friends. Sarah asked me do you really have intercourse with your stepmother to satisfy her. I looked at my stepmom and she said it’s ok I told them they don’t believe me. I said yeah. Pam said I won’t believe it till I see it. My stepmom looked at them and said we can have sex in front of you and you can keep ur shirt on if you wa

I stayed with my aunt

Artyom stepped off the commuter train with a heavy backpack over his shoulders and immediately felt the hot July air envelop his skin. The station was almost empty, just an old woman with baskets and a couple of local kids on bikes. He texted Aunt Nika to let her know he'd arrived, and a minute later he saw her white SUV pulling into the parking lot. Veronika Sergeyevna stood by the open car door, wearing a light beige dress with thin straps. Her hair was pulled back into a loose bun, and she wore large sunglasses. She looked about thirty, at most, though Artyom knew for a fact she'd turned thirty-seven in January. She'd been divorced for three years, had no caravan, and lived alone in a large house outside the city, teaching yoga in two studios. "Well, hello there, nephew!" She smiled broadly, stepped forward, and hugged him so tightly that he felt her chest spring against him. Her scent was light, citrusy, with a hint of spice. The hug lasted a couple of second

Losing my virginity to my mom’s best friend

As a young man I wasn’t a big hit with the ladies my own age and as such I never really understood my friends constantly trying to hook up with girls. However one weekend I lost my virginity to an older and more experienced woman and then it all made sense! At 18 I was more interested in riding motorcycles and hanging out with my friends than chasing women. I got home from a ride one Saturday afternoon and went inside to find my mom and her best friend Kathy sat around the kitchen table drinking coffee as I walked through the back door and into the kitchen. I walked in hot, sweaty and shirtless still wearing my riding pants and boots and went straight to the fridge for a cold drink. “God sake Danny look at the state of you!” My mom said referring to the dirt and grime all over me. I turned to see her scowling at me. But I noticed Kathy’s eyes were transfixed on my body and she was biting her bottom lip as she eyed me up and down. “Well you do get dirty riding dirt bikes mom!” I repl

my roommate “accidentally” peeked while I was showering

We’ve been roommates for six months and the tension’s been ridiculous. Thin walls, shared bathroom, him always “forgetting” his towel so he walks past my room half naked. Tonight I’m in the shower, steam everywhere, music playing low, door cracked because the lock’s been broken forever. I’m rinsing shampoo, eyes closed, when I feel the air shift. Peek through the fogged glass, he’s standing in the doorway, towel low on his hips, just… watching. I should yell. Instead I lock eyes with him, slow motion slide the door open a little more, let the water run down my tits while I keep washing like I don’t see him. He drops the towel. Thick, already hard. undresses, pushes me against the tile wall, cold on my back, hot water on my front. No words. He lifts me by the thighs, pins me to the wall, slides in raw, one deep thrust that makes me gasp loud enough for the neighbors to hear. Shower pounding down on us, my legs wrapped around his waist. He fucks me hard and fast, water splashing, on

free use agreement... i made him cum 6x in one day!

heya guys its anna! asian college student. i have a little free use agreement with my fwb and i wanted to share my experiences! its something i've always been into but never been able to explore... so yesterday was quite the day. we started off with our morning but this time with the knowledge that we had a free use agreement. i was still a bit nervous, but excited at the same time. we had a safeword, but i knew we wouldn't need it. 1. we woke up and i was still half asleep when i felt him on me. he woke me up with his dick in my mouth. i let out a moan and wrapped my lips around his cock and he started to fuck my face. he came and of course i swallowed... my first time sucking a cock before brushing my teeth ;) 2. but he wasn't done yet.... he ewas still rock hard and he put it back in my mouth. he came twice and i swallowed both of them.... HUGE LOAD BOTH TIMES SURPRISINGLY 3. i was making lunch when i felt him grab my butt. i turned around and he was looking at me with that mi