Old Friend

by Jerome

What’s your gender? Man
How old are you? 37
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? USA
Highest education received: High school diploma
What’s your occupation? Warehouse worker
What’s your current relationship status? Single
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 6
How many hookup stories have you here posted before? 0

Old Friend

How long ago did this hookup happen? 2 years

What was your relationship status at the time? Single

How would you best classify this hookup? Friends-with-benefits

How long did you know the person before this hookup? For more than 3 years

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? Sabrina and I have been friends for over a decade. She’s a thick blonde girl with a sexy body. We had gone on trips, seen concerts and hung out at each other’s house many times but never had sex.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? After I went through a very bad breakup I went over to her house to hang out. We did our normal thing, watching movies and eating unhealthy but delicious food. She had on pajama pants and a V-neck shirt with no bra I had on shorts and a T-shirt. I was feeling pretty horny, I put my hand on her thigh and instead of pushing it away she opened her legs and guided my hand to her pussy.

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? I leaned in and kissed her while I put my hand in her pajamas and fingered her. I took her shirt off revealing her perfect breasts. She slid her pajama pants and panties down as I took off my shorts and shirt. She laid on the couch, legs open with a “come get it” look in her eyes. I practically dove onto her body, my fully aroused dick slid right inside her. We had amazing sex for about a minute because I was extremely turned on. I blew a huge load deep inside of her. She understood about it being so quick and we got dressed and went back to watching movies. After about an hour she asked if I was ready for round two. We fucked for an hour this time. She came three times and I came inside her again.
After a week I visited her again and we went straight to sex. We made it to the bedroom this time, one orgasm each then went to sleep in her bed.
For the next two months, we met up for sex every chance we got. One time I had tickets to a pro football game and gave them to one of my buddies at work so I could spend the day fucking Sabrina instead. We incorporated role-playing this time. She would play naughty secretary seeking a raise, I’d play the horny landlord “collecting rent”.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

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? She met this guy at one of her church functions and wanted to date him. When she told me about it, I understood completely. He’s a good guy and treats her like a queen and even wants to marry her and have kids with her someday. I do miss having sex with her but I know we wouldn’t have worked as a couple.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), I was feeling lonely

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? Very

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

How wanted was this hookup for your partner at the time? Very

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

To whom did you talk about the hookup? How did they react? I told my cousin whom I’m very close to about the experience. She thinks Sabrina is a sweet girl and a good match for me and was kind of disappointed we didn’t become a couple.

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? Very

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? I always wondered what it would be like to have sex with her and it was awesome. We still hang out from time to time with no awkwardness between us. Her current boyfriend doesn’t know we used to be friends with benefits.

What was the WORST thing about this hookup? I was constantly worried about her being pregnant.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I love casual sex but I was surprised at how much the role-playing turned me on.

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

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

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? Well, my experience with Sabrina helped me get over my ex and have better sex than I ever had with her. I think more people should be open to casual sex but should probably use some form of birth control. Sabrina and I were very lucky we didn’t become parents after that much unprotected sex.

What do you think about the Casual Sex Project? I think it’s good. It’s nice to share sex stories anonymously.

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