Kelly's Diary 103 - First Time With My Junior Roomie - Cover

Kelly's Diary 103 - First Time With My Junior Roomie

Copyright© 2025 by Kelly85

Chapter 1: My College Roomies

Erotica Sex Story: Chapter 1: My College Roomies - Jen was my Junior year roomie and cute as a button. She had a boyfriend with whom she is definitely no prude but had never been with a girl. From the day we met I dreamed we could be closer but never actually dared to hope that our relationship would get as close as it did!

Caution: This Erotica Sex Story contains strong sexual content, including Fa/Fa   Consensual   Lesbian   True Story   Masturbation   Oral Sex  

It was the start of my third year of college and I was now officially a junior! Finally I was not going to be in a dorm but instead an apartment. No more RAs breathing down my neck to keep the room clean and police what I do all the time. It was an on-campus apartment which meant the rules were still pretty strict - no boys at ANY time for instance, but I was used to that. In the past I had to just wonder about what my one roomie would be like. Well, this year I had FIVE to think about. The apartment had three bedrooms so I would only be sleeping with one and sharing a bathroom with four more. At least the bedrooms were all larger than my previous dorms rooms so I wasn’t expecting any issues.

Although I was curious about all five of them, one in particular was on my mind - Jen. I had gotten her bio and introductory e-mail once the room assignments were made and we’d chatted a few times so I knew a bit about her. Even so you never knew what a person was really like until you actually met them and the introduction letters were so sterile it was impossible to really know how they would be when you actually met. Take my previous roomies for example...

My freshman year roomie was Brenda. Although Brenda hails from a nearby town about ten miles or so away, her parents thought it would be a good idea for her to spend her freshman year on campus to help acclimate to college life. It worked out well for her even though she still went home most weekends. Sometimes she would let me come along which made for a nice getaway from the dorm room.

When I first left home for college I had a steady boyfriend with whom I had thought I would maintain a long-stance relationship and see whenever I got back. He went to a local college and we had been dating for a few months and I was starting to think maybe he even loved me. Brenda took me home with her one weekend shortly after school started and we had fun taking pictures of me for my boyfriend. The photo session got pretty hot and eventually led to my first lesbian experience. OK, so technically I’ve been having sex with my mom and her younger sister since I was sixteen but incest is completely different from doing it with a girl not related to me.

I was about to send them off to my boyfriend when an e-mail arrived from him telling me he was seeing another girl and just wanted us to be friends. “Friends” indeed! Naturally I wrote the bastard back telling him what he could do with his proposal AND he certainly didn’t get the pictures I’d prepared for him. I felt more hurt than I’d ever been in my life. How could I have been so blind not to realize that he was just like all the other teenage boy that dated me - just wanting me for sex?

Brenda was fantastic, though, and she helped me through those times, helping me forget my ex-boyfriend in a number of ways which including us sleeping together. We continued that for the rest of the school year and to this day I still consider her one of my closest friends. Unfortunately her parents weren’t about to pay for another year in the dorms which meant I had a new roomie my sophomore year - Karen.

Karen was a myriad of conflicts. She was one of the sweetest girls you could ask for - and one of the most naturally sexy ones as well. On the one hand she was a confirmed virgin who was so up-tight about sex she wouldn’t even masturbate, but on the other she had a figure I would’ve killed for and loved to dress in sexy clothes and skimpy bikinis. She was wonderful to be around and loved by everyone but was quite demanding as a roomie. Things had to be Karen’s way which meant me sleeping with something on instead of nude as I have been since I was in middle school. It was crazy in a way. People talk about their college years as the times they did wild things and here I was actually being less open about myself than I’d ever been. Needless to say Karen never knew much about my sex life although I think she suspected I was not everything I portrayed myself as at school. She certainly never had a clue why I was so happy to spend a weekend at Brenda’s! At the end of the year we parted as close friends but she transferred to a school closer to home so I never saw her again and we didn’t keep in touch.

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