Roomate Stories

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Orientation
Length
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Craigslist Adventures 04

by PorscheKaru on May 13, 2020
Transgender & Crossdressers

Before I tell more of my stories from the past I'm going to update you on what's going on with me most recently. The girlfriend I have been living with has left me and moved to another state. So despite the hurt I figured the best thing to do was to order gurly stuff and start dressing again. But before that, while still together with my girlfriend, she...

Cum Party

by 15inches on Sep 25, 2017
Group Sex

My name is Chris and I had to share an experience I had with 3 of the sexiest and sluttiest girls that I met through my College roomate. Before I get into the details though I should tell the readers a bit about myself. I am 18 years of age, I have light brown hair and blue eyes, 6-2 205 pounds with a well toned body that is almost completely hairless. Altho...

Tabby's Friendly Roomate

by Tabby18lover on Sep 16, 2017
Group Sex

Angela and I roomed together from the beginning of that first year at college. Two 18 year olds away from parents and both of us remote from our original communities. For me the experience was a great adventure, a whole new world to explore and like any teenager there was plenty to explore with. After all as a five feet 11 inches, slim, a long legged brunett...

Halloween Party

by damonX on Sep 16, 2017
Group Sex

Halloween.  October 31st and I didn't have any plans.  I had a bit of a headache so I decided to take a little walk around the dorms.  I had heard that there was a big costume party going on somewhere but I hate to dress up.  The halls were pretty quiet for a friday night so I figured everyone must be out for the night.  As I stepped out of the stairwell I h...

Laura's Story Ch. 02

by latesummernight on Sep 12, 2017
Group Sex

I walk in and I can tell you're mad. I look at the clock. It's 7 a.m. I've been out all night. I'm still in my skirt that I wore yesterday to work, though it looks like it hasn't been ironed in a week. "I thought you were 'just going out with some friends'" you glare. "I did. Christ I did!" I say, already tired of the fight that I know is breweing. "It su...

A Co-op Beginning

by Gschuerm on Sep 1, 2017
Group Sex

I've had sex with eight girls so far in my life. Almost of all of them have been decently long relationships. It was not until the summer before I moved to Berkeley that I really understood what it meant to take it easy, you know, not get too excited when dealing with girls who like you. Man, I wished I had learned that lesson sooner, but I'm happy just so l...

Dealing With Post-Exam Letdown

by Moonraker_Bond007 on Sep 14, 2017
Erotic Couplings

Okay, so my name is Chris Johnson. I am not tall at all - I'm only 5'5" but a highly muscular wrestler. In addition, I have a dick that hangs seven inches when limp and pops out to eleven when it's erect. I'll admit, sometimes it looks a little freakish, but hey - it earned me the locker room nickname of "Big Johnson", and plenty of girls have enjoyed it! I...

Ch. 09 My new family

by MichelleWhoIs on Sep 16, 2017
Transsexuals & Crossdressers

I woke up feeling like I had a hangover. The alarm was blaring, my head was aching and I felt so tired. I drug my butt into the shower after looking at the mess my face was. The hot water felt good as I thought back to the night before. How Mom and Pops had accepted me, all the feelings and emotions about Jim. How Robert wasn't a threat but someone that real...

Just A Roomate?

by justafriend on Sep 13, 2017
Romance

As Ali sat on the couch flipping through the newest Cosmo, Wyatt walked in the door. "How was your day?" Ali asked playfully. Wyatt just rolled his eyes. This was an every day thing for them. Playfully flirting that never seemed to go anywhere. Later that night, as Ali and Wyatt sat on the couch watching television, Ali found herself thinking about Wyat...

Stupid History Bet Pt. 02

by DeathbyRuRu on Mar 3, 2020
Exhibitionist & Voyeur

If you haven't read the first part of Susan's stupid history bet, I strongly advise that you do so. This is a continuation and picks up where the other left off. ******* "Let's do this!" Susan said, trying to sound confident. She was nude in the public library in front of 20 some odd students. "One more thing, you must masturbate through the next test."...