Picking Up Where My Roommate Left Off



What’s your gender? Woman
How old are you? 24
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? CA
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Anesthesiologist
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Very
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 2
How many hookup stories have you here posted before? 0

Picking Up Where My Roommate Left Off

How long ago did this hookup happen? one week ago

What was your relationship status at the time? Engaged/Married (monogamous)

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? Just met that day

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? He was of average height, in his late 20s, with shoulder length brown hair, tan, smooth baby skin face, and a fit body. He seemed like he was spaced out. He was the guy my roommate brought home the night before. Overall, not a bad looking guy, but different from the guys I usually go for.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? My Friday evening plans to have dinner and bar hop with my roommate & girlfriends got canceled because I was called into work for emergency surgery. I got home around 10pm, showered and went to bed. Around midnight I heard my roommate come in and I heard a guy’s voice. My roommate bring home guys all the time, but tonight would be different. The two sounded drunk. I heard the door to her bedroom shut. Within minutes, I could hear sounds of them having sex. Usually, she’s respectful and tries to keep quiet, but this night she was very vocal and clearly enjoying her partner. I could hear each time she climaxed because she announced it “I’m getting close! OH YES! OH YES!” Thankfully they finished and I went back to sleep.

The next morning, I woke-up and went for a run in the park. When I got home, I was sweaty, wearing a sports bra and running shorts. I was making a smoothie and heard the shower. I thought it was my roommate, but a guy appeared only wearing a pair of boxers. He was drying his hair and told me I just missed my roommate. She told him it would be cool if he took a quick shower before he “cruised out.” He looked at my smoothie and said, “Cool, thanks babe” picked it up and drank it. At first, I was very frustrated with my roommate because the BIG RULE had been broken. She left a guy at our place alone. Now, he thinks this is a “Sex, Bed & Breakfast” by drinking my smoothie. UGH!

I made another smoothie. He kept checking out my body & I liked the attention. I’m engaged, but my boyfriend was away in Oregon working on research and I hadn’t been laid in 3 months. To make things worse, the sound of two people having sex all night was still in my head. I looked at his crotch and noticed he was hard. He caught me looking, nodded his head & winked. I told him, “What the hell.” I pulled him into my bedroom.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? Starting out, he gave me oral and I came twice. I didn’t get a chance to return the favor because he was hard and already put on a condom. I noticed his penis was longer and twice as thick as my boyfriend’s. He started out on top. I’ve never had a penis that thick before, but he entered me easily. Words can’t describe how I felt when he was all the way inside me. His rhythm was amazing, and I had my first orgasm quickly. I knew this was a ‘one-time thing’ so I ‘let loose’ and got on top. He had great stamina, I rode him as hard as I could and he didn’t get off. BTW: My boyfriend could NEVER last that long. His penis was hard and felt amazing pressing against the deepest part of me. I kept trying to get him to cum, but I had another orgasm in the process. I’m glad he was able to last because we spent the rest of the time taking turns doing various positions. We had sex for almost an hour, which was the longest I ever had.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, one

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? When it was over, I was covered in sweat. I hopped in the shower, thinking he would be gone when I got out. He stayed, helping himself to the food in our fridge & anything in the cabinets. He told me he didn’t have any cash & asked if I could take him home. BTW: He still lived with his mom & dad. I agreed to get him an Uber just to get him GONE!

Something else I had to talk to my roommate about. Leaving her man with morning wood, hungry and no cash to get himself home. I took care of all three. LOL

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms, Birth control pill / patch / ring / injection / implant

What were your motives for this hookup? Everyone else was/is doing it, Just happened, I don’t know why, just went along with it

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

How wanted was this hookup for you at the time? A little bit

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? I don’t know / I’m not sure

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? My roommate. She was shocked but also impressed I had casual sex. She’s a free spirit and wasn’t mad or jealous that I had sex with a guy she’d brought home. She actually found it humorous and said, “We have someone in common.”

How would you best summarize people’s reactions about this hookup? Relatively positive

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The sex was great and lasted for a long time!

What was the WORST thing about this hookup? I never got his name and neither did my roommate.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? My job is high stress and I like to relieve stress with exercise & sex. I had just finished running and my boyfriend was not available to ‘do the deed’ so I had to use the shirtless guy in my apartment. Society would label this as ‘cheating’ but the guy was wearing a condom & that’s not much different than using a vibrator to achieve pleasure.

I never thought I would cheat on my boyfriend but infidelity is common at my workplace. I’ve witnessed people being able to maintain a professional attitude but I’ve also witnessed the negative effects when co-workers are having sex (i.e. work place drama & assigned to separate shifts). I’ve always thought if I did cheat, it would NEVER be with a co-worker because it starts rumors, creates drama & my boyfriend would eventually find out.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

Anything else you want to add about this hookup? Up until this point in my life, sex had been plain, normal, & routine. Having sex with a someone you have no plans of ever seeing again is nice because it allows both people to push limits in the bedroom and enjoy the sex. The best part is that both parties move on when it’s over & life continues like it never happened.

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? That was my first & only casual sex experience up to this point. In the past, I thought it was ‘bad’ & ‘wrong’ to have sex with someone you don’t know but now I’m more open to the idea.

For the next 2 years, my boyfriend will be gone most of the time and I will only see him a few weeks out of the year. From now on, if I’m put in a similar situation, I’ll be more open and willing to have casual sex (using protection!). My roommate is encouraging me to try a social media site she uses that specializes in random hook-ups.

What do you think about the Casual Sex Project? It’s a good place to share a private experience with no harm of anyone finding out. My roommate is the only person I shared this story with and she told me about this website because she’s posted few stories. She encouraged me to post it. I’m glad she did. It felt good to ‘open up’ and share my experience.

You have a hookup story to share? Submit it here!