Casual Encounter With A Mature Man M4M Craigslist



What’s your gender? Man
How old are you? 30
What’s your race/ethnicity? Hispanic / Latino/a
What continent do you live on? North America
What country and/or city do you live in? Miami, Florida
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Management
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Not at all
What’s your sexual orientation? Bisexual
Any other term(s) that describe your sexuality or sexual identity? Closet bisexual
How many sexual partners have you had in your life (including oral sex)? 9
How many hookup stories have you here posted before? None

Casual Encounter With A Mature Man M4M Craigslist

How long ago did this hookup happen? 6

What was your relationship status at the time? Single

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

How long did you know the person before this hookup? For less than a week

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 around 55 years old, white, with blue eyes, was more or less 5’7″, and 180 lbs. We did not know each other too well. We hooked up once before. We met through a Craiglist personal ad.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I saw his post on Craigslist and sent him an email. We hooked up that day and we agreed to meet again which we did the following week.

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? On our second encounter, I went to his place and talk for a little. I told him that I would like to try being submissive because I have never done it before. He took my hand and we went to his bedroom. We started kissing and then I sucked his dick and balls, then he asked me to get on all fours and he started fingering me and spanking, after that he told me to lay on my back and he put on a condom. He used some lubricant and started fucking me. At the same time he used one hand to grab my neck and choke me. After he came, he started sucking my dick and made me cum. We rest cuddling in bed for about 20 minutes and then started kissing again. He told me to turn around on my side and he got behind me like a spoon. Then he started to fuck me again. At the same time he put his arm around my neck and with his other hand he was giving me a hand job. I came after about 5 minutes so he told me to turn onto my stomach and he got on top of me and continued penetrating me until he came. We lay again in bed just cuddling and he asked me if I ever had a hat trick. I didn’t know what he meant and he explained that he would make me cum a third time. Then he proceeded to kiss my neck, sucked my nipples and went all the way down and started licking my butthole. I got hard again. When he saw that he asked me to sit on his chest and to masturbate. While I was masturbating he was introducing his fingers in my asshole, and after a couple of minutes, I came for the third time all over his chest and face. Then we took a shower together and made out for a while. He asked me to stay for dinner which I did and then I went home. We hooked up again a couple of times after that day.

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? After the hookup, we got together againg in different opportunities during the time of 6 months, then we lost contact. I hope to meet again with him someday. What I feel about him now is that he taught me a lot, and I enjoyed our time together.

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

What were your motives for this hookup? Fun, pleasure, horniness, Learning new things, experimenting, I was feeling lonely, Submission / Relinquishing power

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? To no one. This is the first time I am sharing this experience.

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? That we talked a lot and had some kind of intimate connection, and that we had multiple orgasm every time we hooked up.

What was the WORST thing about this hookup? That I lost his contact information.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Not really. Maybe a little.

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? We had a big gap difference in age and he was able to have more than one erection. I have hooked up with other mature men and not even one have been able to get hard more than one time the same day.

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 prefer having just one sexual partner. But even though I’m married right now, I’m open to having casual sexual encounters once In a while.

What do you think about the Casual Sex Project? I’m new using this site, but l am really liking it at the moment.

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