Tag: Girlfriend

Black Milf Boss Makes Me Obey (Age difference, Light Raceplay, Romance, Soft Start)

So no shit, there we were standing on the stoop of my parents house. I was nervous as hell, sweat beading on my forehead, and down the small of my back. I was in Khaki shorts and a loose Tshirt with a video game logo on it. She had let me know it was fine, this was a casual family event right? Mean while… My girlfriend…

She was tall, and built on the thick side with smooth dark skin. An amazon of a woman. Her hair had been expertly straightened out to hang down her back in a long black tide. Next to me, about two inches taller thanks to her already above average height on top of massive five inched, red bottomed, platform heels. Then her long smooth legs were encased in black fishnet leggings, that I knew for a fact were crotchless. It was hidden by a smooth black skirt that didn’t quite make it half way down her extremely thick thighs. And her top? It was a Tshirt, kinda like mine. Except it didn’t fit as well, because it cut out just above her belly button, showing a stomach that was not fat, but a bit soft from age and good eating. There was a jeweled piercing hanging from that belly button… I had helped her put it on before we left. Oh, and what design did the shirt have? Read more »

Fucking away those summer blues [f18/m19] [MF] (long)

*This is a true story. At the request of the fucked, the names have been changed. Out of respect for the masturbators, the rest has been told exactly as it occurred.*

Cross the —line— for the good stuff.

Growing up I had a best friend, Sam, who I considered a brother for much of my life. That is until part way into high school when he started dating Sara and our paths diverged. Whereas I was obsessed with movies and memes, they were obsessed with each other and soon fell into hard drugs and other dangerous life choices. For my sanity I made the difficult choice to cut him out of my life.

A year after graduating high school I was home from college and got a shitty job at the local theater since I couldn’t get my shit together to get any internship. Most of my friends stayed in their respective college towns so I was pretty bored. I downloaded tinder out of a way to get some social interaction and cure my general debilitating horniness. Read more »

My [F] Girlfiend fucked three Greek teenagers

I posted this this on sexstories, and someone suggested I post on here too, as it’s a bit long.

Just to set the scene: this happened in the mid 90’s. My then girlfriend and I had gone on holiday to Kefalonia, one of the Greek islands and we were staying in a self catering chalet / apartment in the grounds of hotel. I was 25 at the time and she was 22. We sort of had an open relationship – when we started dating she was at Uni a long way from where I lived so we only used to see each other a couple of weekends a month. I’d told her that I didn’t want to stop her enjoying the university life so if she met someone out at a club or somewhere and wanted to fuck them, I wouldn’t mind. Likewise she didn’t mind if I hooked up occasionally while we were apart too. When she did have sex with someone else she would tell me about it next time we were together, and it always got me really horny. Read more »

Your friend’s college-aged son [m4F] [mF] [younger guy] [college boy] [sweet and tender] [hookup] [cowgirl] [fooling around when left alone] [str8]

*I’m back from college for the summer and my mom invited, you, her younger coworker, over for a family movie night. When we get left together, a little friendly teasing leads to sexual tension between us. We hook-up on the couch while we have the house to ourselves.*

• ????????? ???? ????: *21 minutes. Contains 4224 words*

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It’s a hot summer night. Movie night at our house. My house. Well, my mom’s house. I’m her oldest son back from college for the summer. You’re an old work friend of my mom’s. Well, you’re not old. You’re actually closer to my age than her age. You’re an old work friend in the sense that you two used to work together and now you don’t. You took a new job and moved to a new part of town after a bad breakup.

Sorry, my mom was telling me about it. She’s been worried about you, knows it’s been a rough time. That’s why she invited you over tonight. She doesn’t want you to be alone and sulking. I think you’re doing fine and she’s projecting after being married so many years. My mom has been out of the dating game for a long while and doesn’t really plan on returning any time soon. Read more »

[M]y [F]irst one night stand with a coworker when I had a long-term girlfriend…

*This got incredibly long with some back story up front. Skip down to asterisks if you want to really just read the sexy stuff…

Many years ago in college, I worked as a bartender/server at a chain restaurant and bar, and my coworkers and I would get together just about every night after work to drink and blow off steam after our shifts. Anyone who wasn’t closing would typically stay and have a couple drinks at work, then head to a nearby dive bar to keep things going or a house to afterparty.  Summertime was another story, as every night was a chance to drink too much, hook up with each other, and do it all over again the next day. It was a glorious existence.

The best thing as a young man about working in a restaurant was the amount of stunning women I worked with as a bartender/server. They all knew they could make a ton of money by wearing tight tops, flashing their smiles, and laughing at bad jokes.  They were all very attractive and fun girls, and smart enough to know how to use it. Read more »

I [M]ight not be completely “straight” any[MM]ore

This happened several years ago, when I was a naive and inexperienced college boy. To preface, I’d had an inkling for awhile that I was bi. A high school girlfriend had told me her favorite porn categories were gangbang and group sex (we later had a MMFF 4sum on prom night, but that’s a different story), and after watching some with her, I confessed that it made me incredibly horny to watch men having sex. She ended up fingering my ass that night.

Flash forward to college, I’d played with my ass a few more times and watched my share of gay porn but was still only hooking up with girls (or at least trying to).

It was a typical night out for an under-21 college kid. I went over to some friends house and we proceeded to drink plenty of beer and tequila. Around 10, we invited some girls over, and things eventually got out of hand, and soon they were having a full-blown house party. At that point the night got a little fuzzy but I came to, hearing a voice tell my name as I came out of a drunken make out with some random girl on the porch. It was my friends girlfriend telling me that I was needed to help take care of him. Read more »

I [f]ucked my friend’s little brother and took his virginity

***since you lovely humans seemed to like my last share, figured I would tell another. longer again and slightly less rated R, so feel free to skip to the bold if you only want the sexy stuff***

this happened a few years ago, but its something I still think about from time to time… the occasional cheeky photos he still sends me don’t help with the forgetting either ahhhh

for background context (if just here for the sex skip to the squiggles) im a bit of a nerd, cosplay, d&d, videogames, the whole nine. so it shouldnt surprise you that I was very excited when a medieval faire ended up being put on. a girlfriend (Selene) and I decided we wanted to attend and went all out on the costumes. her oldest female friend (who id never met) showed interest in attending (Amanda), and overall I was looking forward to the event

day of the faire ended up being sweltering hot, and Selene and I were a tad… Overdressed. she was stuck as the designated driver, but I started getting into the mead hehe Read more »

[MF] My girlfriend (22F) shows off her thonged ass in public places whenever I tell her to

My girlfriend of two years is a gym freak and has an ass like a ripe peach. You can literally bounce a quarter off it. Anyway, one day we’re at the supermarket picking up some groceries, and I’m walking behind her down the freezer aisle noticing how goddamn cute she looks strolling around in her little casual minidress. I get out my phone and start recording. And then I say, jokingly, “let’s see some ass.” To my surprise, she pulls up her skirt right then and there, exposing her perfect posterior to anyone who might be paying attention. She looks back at me over her shoulder, wiggles her ass back and forth a few times, and then drops her dress back down laughing.

We fucked like rabbits that night.

It turns out it’s as much a turn-on for her as for me. Since then, I’ve asked her to “show some ass” in a variety of places — the supermarket, the gas station, the gym, etc. I don’t plan it out, it’s an impulse thing, and I do it irregularly enough to keep her on her toes and make it a thrill for her. I always film it. Sometimes nobody else sees, but the response from anylucky, surprised onlookers is icing on the cake.

Ex-Con and Essential Quarantine Shopping (Cuck, bi, sissification, sph, exhibitionism, throuple?)

*Pre-note: Anyone looking for previous installments, please check out the Stickied Library post on my profile!*

*SLURP!* “Gagh!” Heavy panting fills the room, “Ugh, deeper bitch, you’re almost there.” Growls a menacing voice, before a massive cock is shoved between a pair of swollen abused lips. Pink lipstick a nasty smear of goo around them from the rough use, most of it all along that cock.

*Tweedle dee, tweedle dee!* A phone goes off, and a pair of eyes go wide. They’re dark brown eyes, a bit blood shot, and circled in dark mascara that has run down in long tear tracks. The owner knows that’s his phone going off! “I’ll get it!” Responds a somewhat manic female voice, a giggle heard in it, the owner know’s who that phone belongs too as well.

“Hello? This is Lee’s phone but he’s a bit busy, can I help you?” *gurk hurk gurkkk!* The sounds just far enough away not to be picked up. “Oh? Really? Yes I heard there might be more shut downs… So he can just work from home? Oh that’s good to know, I’m sure Lili will be pleased to be able to do all his work here!” The name switch was an accident, and not commented on by the confused person on the other side of the line. Read more »

Fun With Friends in the Party Dorm [Group]

So I went to like a medium-sized school in the South that sort of resembled the stereotypical party school, but not completely. We didn’t have frats or sororities officially, but every year there’d be a house or two that threw the regular parties, and it was sort of an exclusive thing to be on the “invite” list.

But Freshman year basically everyone lived on campus and didn’t know any upperclassmen. So the party “house” for that year was one floor of a male freshman dorm known as “The Lair.” (Lol)

The Lair was basically the bottom floor of a dorm built into a hill, so most of the dorms didn’t have windows. It was all freshman guys and the RA’s who got the short end of the stick. The Lair was kinda gross, always smelled like cum, but you could get away with anything there.

It had a history and reputation of being very fratty and gross, but my freshman year most the guys I met there were actually pretty cool. Loud and obnoxious sure but, they’re freshmen, yknow? Read more »