Craigslist Threesome with Couple

by Ofnowhere

What’s your gender? Man
How old are you? 36
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: College degree (eg., BA, BS)
What’s your current relationship status? Engaged/Married (monogamous)
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 60+

Craigslist threesome with couple

How long ago did this hookup happen? 5 yrs ago

What was your relationship status at the time? Dating casually

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? The woman was cute but bigger. The man was kind of scrawny, average looking.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I responded to a Craigslist ad looking for a 3rd for a mmf threesome. A few emails to iron out the details, and I was invited to their house.

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 arrived and they led me into the bedroom. It looked like a dorm room almost, the way it was set up. We made casual conversation for about 20 mins. He left the room for a few mins to get something to drink. While he was gone, she started sucking my dick. This was happening when he came back. He took off his pants and stroked himself and watched. I touched him a little while she sucked me. She came up and we started making out, and I fingered her. She was pretty wet already. The rest of her clothes came off and I ate her pussy while he stroked my cock. I then turned to him and started sucking him off. She joined me and we sucked together, licking each other’s tongues while doing it. She then rolled a condom onto my cock and we began to fuck. After a few mins I went down on her, also licking her ass. I asked him if I could fuck her ass and he said yes. She put lube on herself and I started fucking her while she sucked his cock. The condom started to slide off, so I pulled out of her ass, removed it and went bare into her pussy. She was making out with him as I felt myself get close. I pulled out and came on their mouths while they were kissing. I watched them play while I recovered. A few mins later, a fresh condom was on and she was riding me. We wanted to dp, and he got behind her and tried but was struggling to stay hard. He wanted me to fuck him. I wasn’t really feeling it but I went along. I fucked his ass for about 10 mins while she watched and masturbated and came. When we were done, I kind of just left, which was awkward. He never did come.

How sexually satisfying was this hookup? Somewhat

Did you have an orgasm? Yes, 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? I was disappointed because it could have been so much hotter, esp if we could’ve dp’ed her.

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

What were your motives for this hookup? Fun, pleasure, horniness

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

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

What substances did your partner(s) consume? Alcohol

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? My first time retelling this is here

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? A little bit

Why do you regret this hookup? It was not as good as it could have been I suppose

What was the BEST thing about this hookup? Fucking her ass while he watched, cumming on their mouths when they kissed

What was the WORST thing about this hookup? Fucking him

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No

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

All things considered, how NEGATIVE was this experience? A little 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? I love it, honestly

What do you think about the Casual Sex Project? Great outlet

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