What’s your gender? Man
How old are you? 57
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Finance
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Mostly heterosexual
Any other term(s) that describe your sexuality or sexual identity? Open
How many sexual partners have you had in your life (including oral sex)? 70+
How many hookup stories have you here posted before? 2

MFM Fun in Charlotte

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

How would you best classify this hookup? Group sex

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 female partner was a women I met through an online dating site. I was going through a divorce and had a on again off again girlfriend. Jan was around 43 , 5″8 with brown hair/eyes. She was a little on the heavy side, but not fat. She had nice large tits. Carl was a guy while we met online. He was around 38. He had sandy brown hair, green eyes . He was around 5″10 with sort of a runners build. He was married with a couple of kids, really nice guy.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I had done some swinging with my girlfriend and really got into it. When I got to know Jan a little better I discovered she was really into the lifestyle so we decided to find a guy to join us. I had to go to Charlotte on business and Jan met me there. We had placed an ad on Craigslist and Carl was one of the guys who responded.

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? We met in the hotel bar for a drink. We were all relaxed and I could tell Jan liked Carl and the feeling was mutual. After a while we decided to go to our room for another drink. Since we all knew why we were there it didn’t take long for us to start playing.

We all laid down on the bed and Carl and I stared playing with Jan’s tits. She was wearing a low cut dress, so we had easy access. We both started playing with her pussy, which was soaked. After a few minutes of this we took off our clothes and Carl went down on Jan while she sucked my cock. I asked Jan if she was ready to get fucked and she moaned yes. I told Carl to go ahead, and he got on top of her missionary style and placed the head of his cock at her pussy opening. I told Carl to hold on while I got my phone to get some video, he did and then pushed his cock in and she started moaning.

He had a nice 7″ dick which was kind of thick. Jan was really getting in too it. It was very erotic watching him fuck her with her legs up on the air . I came to the front of the bed so I could get some more video and while I was positioned there Carl reached out and grabbed my cock and started sucking it while he fucked Jan. I knew Jan loved to be verbal during sex and called a bad girl etc. I asked Jan if she wanted to her ass fucked and she moaned yes. We moved to the couch so Carl could get a better angle since the bed was really high. After a little effort he got his cock in her ass and started pounding away while she sucked my cock. Finally he said he was ready to cum and he came in her ass while I came in her mouth. The rest of the night was more of the same, we pretty much did every position.

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? Carl had to get home, before he left we all agreed we had a great time and made plans for a future session

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Discussed STI testing history

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

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Alcohol

How intoxicated was your partner? Drunk/high but not wasted

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? Later to some of my future fuck buddies and they thought it was hot

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? Really hot sex, I later found out Jan got really tuned on by bi play between guys. She was the first women I have been with like that

What was the WORST thing about this hookup? Nothing

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Made me more open

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? I think it can be very healthy

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

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