Roommate Stories

14,118 results
Orientation
Length
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Infinite Scroll

Watching the Girls Play

by GreenDemonGurlie on Sep 12, 2017
Exhibitionist & Voyeur

I am sitting on the couch of my apartment, contemplating going to bed as my roommate and her friend come in. I can tell that they have been drinking and are pretty trashed. They are clinging onto one another and kissing some as they come in. I think to say something to make my presence known, but change my mind after a moment. I watch them from my position...

The Peeping Roomie Ch. 2

by PheeBeeGirl on Sep 17, 2017
Exhibitionist & Voyeur

I never found out if my roommate ever knew that I had watched her and her boyfriend that Friday night. If she knew, she never mentioned anything nor acted any differently. Since that long ago Friday night when I was in the bathtub and watched my roommate and her boyfriend have sex, I've continued my weekend ritual of late night, dark apartment bubble baths,...

Falling For My Roommate

by VTDarkAngel on Sep 16, 2017
Transsexuals & Crossdressers

You can tell it's fall again. The wind's blowing enough to almost knock one over, the fans in the dorm windows have stopped blowing, and the ground is covered with dead leaves. When walking around campus, one can't help but notice that, while ditziness remains in full force, the short shorts and skirts are gone, replaced with the atrocious combination of swe...

Wei's Adventures in America Pt. 01

by writemarksmith on Nov 20, 2018
Group Sex

Wei came to the US full of the excitement and hope that many immigrants had felt before her. She came from China for her last semester of college on a scholarship. She planned to focus on her hotel management studies, but also knew she would need to scrimp and save and earn some money to get by. Upon graduation she hoped to start her own catering business so...

Sloppy Seconds

by oreolover13 on May 12, 2020
Group Sex

In this situation Meredith could honestly say she felt no remorse for what she was planning. The ends would justify her means, whatever they be. And she would not discount the growing excitement that urged her to keep going. How mischievous she felt! Normally it would be easy to forgive and forget. Who had time to spend on old grudges? But this time was infi...

Halloween Party Aftermath

by Sabnock on Oct 19, 2020
Transgender & Crossdressers

Oh my GOD I'm so hungover. I creak my eyes creak open, and immediately regret doing so. Everything hurts. My head is pounding. My mouth tastes like something died in it. I try to sit up, pause, flop back onto the couch. At least I've got blanket. Wait... I'm not in my bed. Where the fuck am I? I rub the back of my hand over my eyes, feeling a weird, heavy...

It's All The Ex's Fault Ch. 04

by acup on Sep 14, 2017
Erotic Couplings

AUTHOR'S NOTE: It's all the Ex's fault It was intentionally written without names. It was initially intended to be a part of a larger project in the works, but didn't fit as was submitted as an independent story. This is my first submission so along this line, so I would especially appreciate comments from the women, and please identify your selves as suc...

A Roommate Thanksgiving Pt. 02

by Stories4Her on Sep 14, 2017
Group Sex

Your cock is out and you're stroking it with some speed but trying to hold off cumming. Especially because you hope to be inside at least one roommate before the evening is over. My back is pressed up against the sink. I'm naked. Apron over my eyes as a blindfold. My legs spread apart. My roommate on her knees in front of me, one finger rubbing my g spo...

A Twist of Words

by B.B. Monroe on Sep 14, 2017
Group Sex

That... was... it! My roommate had made me agree not to bring women home when we signed for the town house and she had agreed not to bring home any men. But the first thing I heard when I opened the door after work today was the soft moans of a female. I knew that sound all too well. I had lost my girlfriend because of that damned rule and I was going to k...

Fujiko's Tales of the Slut Side Ep. 01

by MortimerforFujiko on Sep 16, 2017
First Time

Morgan, Fujiko's caramel skinned roommate confessed she's more innocent as she claimed. She lied to impress Fujiko saying things like Jamal, her boyfriend have gotten her ass but not her pussy. But the truth is she's a complete and utter virgin. Morgan told Fujiko that the furthest she and her boyfriend did was her being topless and Jamal playing her boobs....