What’s your gender? Man
How old are you? 45
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Oregon, USA
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? IT
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Agnostic
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 3
How many hookup stories have you here posted before? 0
Older Soft Lips for Hire
How long ago did this hookup happen? 1 week
What was your relationship status at the time? Engaged/Married (monogamous)
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 was a mid-50’s statuesque blonde with a great ass and perky B-cup titties. I found her online. She has a reputation for amazing blowjobs and sex, and I thought that there would be little drama and a lot of pleasure with someone older and professional. I love my wife immensely, and wanted to improve my lovemaking skills without emotional attachment.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I called her up and arranged a meeting which was at her house. She needed some extra time because she was doing some home remodeling and needed to clean up. I offered to bring coffee and she accepted. When I arrived, we sat and got to know each other over coffee and talked some politics and things to just get to know each other. She wore a clingy black dress that was very sexy.
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 kissed on her couch and I encountered the softest lips and skin I have ever known. We retired to a bedroom where I undressed. She had me spread my legs so she could give me oral sex. Her mouth felt amazing, and her skills were very impressive. She used a little lube and her saliva to deepthroat me repeatedly, sucked my balls, and nearly made me cum. She wanted me to cum on her face, but I couldn’t relax enough. She was limited in what sexual positions she could put herself in because of some medical conditions, but the “prone-bone” position worked for her and is one of my favorites. After putting on a condom with a silicone cock ring (for my pleasure and to help keep the condom on) we proceeded to go to town. She was very vocal and had several orgasms during this time. Sometimes I would start to get a little soft, so I pulled out of her pussy and fucked between her legs and against her clit. This would get me super hard and was good for her too. I couldn’t cum, so we went back to her amazing blowjob which got me the closest to ejaculation, but not quite. Then I wrapped up again and went back to fucking her until we were a hot sweaty mess, but still no big “O” for me. I gave her a bit of a back rub and she did the same for me while we talked. Time was up and I had really had a great time and learned a few things, so I was happy to call it a day. I dressed and left soon after.
How sexually satisfying was this hookup? Very
Did you have an orgasm? No, but I was close
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? I felt great. I might go see them again because they were a good fit in many ways. I was disappointed at the lack of positions available for sex though because that is part of what I’m trying to get better at.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms, Sterilization
What were your motives for this hookup? Fun, pleasure, horniness, Learning new things, experimenting
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? 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 best blowjob I’ve ever had.
What was the WORST thing about this hookup? The lack of varied sexual positions.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? A little excitement and a little learning made sex with my spouse even better the next night – and I wasn’t thinking about my partner from this experience. Sex is a positive feedback loop!
All things considered, how POSITIVE was this experience? Fairly 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? Transactional sex should be legal in the United States. For purely pragmatic reasons. I’d love to be a male gigolo but the wife ain’t havin’ it.
What do you think about the Casual Sex Project? I enjoy reading the stories and attempting to destigmatize casual sex. The obvious marketing that goes along with it detracts from the integrity of scientific discovery.
You have a hookup story to share? Submit it here!