Sex With My Girlfriend’s Best Friend



What’s your gender? Man
How old are you? 21
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: Some college (currently in college)
What’s your occupation? Military
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 4
How many hookup stories have you here posted before? 0

Sex With My Girlfriend’s Best Friend

How long ago did this hookup happen? 1 and a half years

What was your relationship status at the time? In a relationship (monogamous)

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

How long did you know the person before this hookup? For 1 to 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? She is about 5’ 9”, with long, dark hair. Tan skin and skinny but with nice curves. I have known of her most of my life but only really got to know her when me and my girlfriend got together.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We always had sexual tension. Every time we were around each other we couldn’t stop staring at each other. A few winks/smirks here and there but nothing serious. There was no planning at all, but I figured it would happen eventually. We both instigated it.

She came over to my house to drop some things off for my girlfriend. My girlfriend was away for the weekend so when she got there I asked her to stay for a minute just to talk, as it had been a while since we had seen each other. The conversation eventually led to what if things were different (if me and her had started dating instead). Which I said I think could’ve happened and I wouldn’t have minded.

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? Right after that I leaned in and kissed her and next thing I knew we were in my bed. We made out for a while just kind of letting all of our emotions out. We both took off our shirts and I started kissing her neck. I then laid her down and kissed her down her stomach and pulled her pants off and started eating her pussy. She tasted so good and it was so good to finally get to taste her. After a few minutes I could feel her really starting to shake and she grabbed the back of my head and said “oh god I’m about to cum, oh fuck I’m cumming” and she had an intense orgasm. After that I sat up and she pulled my pants down, revealing my hard dick that had been waiting on her for so long and she wasted no time putting it in her mouth. She licked every inch of my dick and balls. After a few minutes she climbed up into my lap and slid down onto my now soaked cock and moaned as she started riding me. We made out passionately while she thrusted and with my hands on her ass. We were both breathing hard and couldn’t get enough of each other. I flipped her over onto her back and slid into her again and started thrusting in and out of her and resumed kissing her. She was soaking wet and I could feel her pussy tightening up. She started cumming again and I pulled out and came all over her stomach. We both laid there breathing hard.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? We both eventually got cleaned up and she stayed the night. We kissed and talked but agreed this couldn’t happen again as long as I was still dating her best friend. But I think it both helped us realize that we had true feelings for each other and it wasn’t just lust. We still talk to this day but haven’t hooked up again.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Withdrawal

What were your motives for this hookup? Attraction to partner(s), Emotional intimacy, closeness, connection

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

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? Finally getting to sleep with her.

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

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

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