Roomate Stories

89 results
Orientation
Length
Source
Infinite Scroll

Drunk Shower Memories

by Bearsuit22 on Sep 14, 2017
Anal

It was late and by the time I got back to the dorm I was still more than a little drunk from the days activities. Considering my drunken state I decided to go straight back to the room to pass out. I opened the door and managed to barge directly in on my roomate Steve and his girlfriend Sophie getting a little more than friendly with each other on the bed....

Airhead Roomate

by Kirbyman01 on Sep 14, 2017
Erotic Couplings

Living with a friend can be either a good time or a pain, in my case it was both. My name is Jon, Anna is my friend who I've known since we were kids, unfortunately she's a huge klutz when it comes to anything she touches or does, because of this i have to clean up after her regularly. "Sorry Jon," is what i hear constantly uttered by Anna in her usual cu...

Tinder Pt. 02

by TwistedPanties on Jan 22, 2020
Transgender & Crossdressers

I appreciate you all asking me for more of the story - It would be hotter if you begged ;) Sissies can be so over-eager... (Keep the feedback coming please, Sweeties) Background: Bryan's roommate Caitlin has just discovered his crossdresser girl Tinder profile, while her friend Allison was swiping for a new girlfriend. Bryan is in the kitchen with a baby...

Jeff Crossdresses More & More

by TurningintoCD on Sep 12, 2017
Transsexuals & Crossdressers

My name is Jeff. I date girls every now and then but I always masturbate about dressing up as a hot chick and seducing a hunky guy. My biggest turn on is putting on women's clothes and makeup. I never really had a chance to explore it much when I was growing up. In college I had a secret stash of 1 stick of lipstick, and when I felt really dangerous, I wou...

Emma's Undisclosed Daisy Chain

by 123z on Nov 18, 2019
Celebrities & Fan Fiction

Note- This is purely fiction and is not based on actual events. xxx I had such a wonderful time reuniting with my fellow actor friends that I eagerly organised a similar evening soon after. This time a girl's night out. Or in, actually. I had fulfilled my dream of being the willing subject in a gangbang and fancied I could top it with a seven girl daisy ch...

Secret Life Ch. 01

by pamela_ussss on Sep 17, 2017
Mature

Thank you for your comments about my recent story. I can't tell you how much I appreciate the kind words. I realize that after having finished reading of my adventures, there is no reason to spend a few extra minutes sending me an email. The fact that so many of you do is very flattering and spurs me on to write again. I won't make you wait a full year for a...

Hannah's on Vacation

by Fotzenglotz on Jun 22, 2020
Science Fiction

"Yes, Ms. Schanz, the connection to the airport is great! You just take the airport train and in less than an hour you are at the airport, so you probably have plenty of time to go shopping in the duty free" came from Walter, but not completely unselfishly as he stood in front of Hannah Schanz, his 21 year-old tenant. In his left hand the 48 year...

Open in Reader

Sean Speaks Ch. 02

by milf26 on Sep 19, 2017
Interracial Love

“Sean, get up man, you have your last final today,” My roomate, Todd, was standing in my doorframe yelling at me across the room. “Get up, Dawg!” He crossed the floor in three steps and stood over me then shook me as he ahd done for the past few days. “What the hell is wrong with you? Is this about Trish?” “I haven’t heard from her in five days, Todd,” I s...

Elyse's First College Party Ch. 01

by ovrsxd on Sep 11, 2017
Interracial Love

It was Elyse's first semester at University of Maryland, and having just turned 18 she was fairly young for her graduating class. She was, however, excited to be away from her home in upstate New York. Her parents sent her to an exclusive and protective private school, ostensibly trying to protect her from some of the influences that the lower social class...

Roomate with a View

by playn4fun on Sep 25, 2017
Toys & Masturbation

Back in college and shortly after, people coming and going became a common thing. At random times of the day/week/month, people would find their way to our apartment and just come and go. It was not uncommon for people who didn't live there to be in the living room when I came home from work, playing a video game on the TV or listening to the stereo. Kelly w...