Don’t Care, Had Sex



What’s your gender? Man
How old are you? 60
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Portland
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Single
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Swinger
How many sexual partners have you had in your life (including oral sex)? 100+
How many hookup stories have you here posted before? This is the first

Don’t Care, Had Sex

How long ago did this hookup happen? An hour ago

What was your relationship status at the time? Single

How would you best classify this hookup? Paid sex

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? She’s short, five feet tall, with blond hair and blue eyes. Her body is curvy and she has big breasts and wide hips, and a shaved pussy. Her nippes and clit are pierced. I was feeling horny so I took a little pill and texted a couple of previous hookups with no response. So I texted R. I’d seen her ads on a local escort website many times. I finally decided to give her a try. She responded quickly, so we agreed on the details and an hour later I knocked on her door.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I entered her apartment. R was just as sexy as her pictures had led me to expect (that’s not always the case). Her place was nicely furnished and clean. She greeted me with a hug and led me back to her bedroom. I left a gift for her while I excused myself to the bathroom. When I came back, we got undressed and I hugged and fondled her for a moment. She had mirrors on the walls. She turned and ground her ass against me while I fondled her and admired her in the mirror. Eventually she suggested I lie back on the bed, which I did.

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? R knelt between my legs and gave me a blowjob. She’s a safety girl so she used a condom. I much prefer bareback blowjobs, but it was still enjoyable. R then climbed onto the bed and rode me cowgirl style for a few minutes. That was delightful. I took great pleasure in watching this sexy young woman riding me. It was nice seeing her breasts bounce, and running my hands over her nipples and breasts, as well as her thighs and ass. She fucked me this way for a while. Then I had her get on her hands and knees while I fucked her doggy style before moving on to missionary.

I spent quite some time fucking her this way. The little pill I took performed admirably, I had no trouble staying hard. But I just couldn’t get my nut. That happens sometimes; no matter how horny I am, or how long I fuck (or masturbate, sometimes) it just isn’t going to happen. This was one of those times. Eventually I called it quits, and we laid together and talked for a couple of minutes.

As the title of my story says, I’m still satisfied. I would have liked it better if I came, but I got to fuck a lovely young woman for as long as I wanted. I can have orgasms by myself, but I can’t feel a young woman’s body against mine, smell her perfume, or enjoy the feeling of thrusting into her pussy that way. And that’s what I enjoyed tonight. I’ll probably go back some time and try again, I want to cum inside her.

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, not even close

Did your partner have an orgasm? No

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 spent a few minutes chatting while we dressed. I assured her that it wasn’t her fault I didn’t come, that she was very sexy and that I would like to visit her again.

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, 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? I don’t know / I’m not sure

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

To whom did you talk about the hookup? How did they react? No one.

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? The feeling of physical intimacy with a sexy young woman, getting to fuck her.

What was the WORST thing about this hookup? I didn’t have an orgasm.

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? 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 enjoy casual sex, and wish I was able to have it more often.

What do you think about the Casual Sex Project? I enjoy reading the stories.

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