by Jock Upstate
What’s your gender? Man
How old are you? 55
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Seattle, WA USA
Highest education received: Some college (not currently in college)
What’s your occupation? Art
What’s your current relationship status? Dating casually
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Bisexual
Any other term(s) that describe your sexuality or sexual identity? Fluid
How many sexual partners have you had in your life (including oral sex)? Many
How many hookup stories have you here posted before? 0
Ben’s Wet Spot
How long ago did this hookup happen? 15 years ago
What was your relationship status at the time? Dating casually
How would you best classify this hookup? Friends-with-benefits
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? He was a very attractive, slim, smooth, with jet black haired, 5’3″, youngish Asian man with an average cock. I just met him that night when he walked into the room.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The Wet Spot on Elliot Ave. He came over to me.
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’ve often gone to this sex nightclub “The Wet Spot” for years with my girlfriend, but hardly went much on my own. We’d mostly go there just watch all the queers have sex in public. One night, I was there without her. I think she was out of town on business for a few weeks. The night I went was Gay Men night and I was hoping to get laid since I was so horny. I got inside and there was only one crowd in one of the side rooms, damn near electrocuting this naked, strapped to the table, gay man who was obviously enjoying the electricity.
I walked through the back room that had beds laid out on both sides of the room and there wasn’t a sole there.
I went into the front room and took a seat on the swing and thought how nice it would be if I found a guy there and started fantasizing about a slim smooth younger guy laying on one of the beds and me straddling his cock. I had my eyes closed for a while just swinging.
After a while, I opened my eyes just in time to see this younger than me, slim, smooth gay man walk out from the back room. He only had on some very tight black jocks. He walked up to me and started talking. He asked me what I was looking for a he put his hand around mine. I told him “Obviously you.” Then he pulled my hand and said “Let’s go into the back room”. He kissed me when we got to the first bed and we made out while pulling each others shorts off. I told him that I would like him to fuck me. So he told me to lay down on the bed and I laid on my back with my legs open. I had never let a man actually enter my ass before. It’s always just been about sucking cock and fingering each others’ asses. This was the real thing.
He put on a condom and lubed up my ass and his cock. I told him this was my first time being entered there and he told me not to worry, that he would take it slow. He did and after a while Ben was really fucking me. Feeling his cock slowly slide in and out of my hole gave me all kinds of new sensations. I could not deny how amazing this felt. I found myself moaning and writhing my body like some of the women I’d been with and that was just turning me on more. This must be how it feels for women when a guy is fucking them. I imagined myself to be a woman or at least in a woman’s shoes, which I forgot to mention the heels I wore into the club. Ben turned my body in so many different positions while he kept thrusting his cock into my hole. With each turn I almost came. I can last a long time, but this was almost too much for my poor cock to hold out on. Finally, he put me on all 4s in front of him and bent my head down with one hand with the other on my ass. We both came at the same time. Him pulling out and squirting all over my back and me shooting my load onto the bed sheets. I collapsed to the side while his cock popped out of my ass. We were spent and I know I felt great. I rolled over and he kissed me deeply. It was so sexy. After cleaning up, we met in the front room and exchanged phone numbers. I had a 2 year on and off sexual relationship with Ben. Then every few years we got together and he would fuck me for an evening. That ended a few years ago, but I’m still open to Ben returning to my bed.
How sexually satisfying was this hookup? Very
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 so turned on to how amazing the sex was and how easy we just flowed into doing it. It was perfect. The best first time sex ever. We haven’t talked in a few years. He came to my house to fuck me after we had been away from each other for about 5 years. He came, but I did not. It felt like the magic was gone between us. We don’t talk now but we were always friendly. I think of him from time to time and thank goodness I met him and he was the first inside me. Nobody could have been more understanding and gentle. I wish I could have that again with someone.
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, Hoping or expecting it would lead to something more, Thought it was an important experience to have, To feel better about myself, To feel more desirable, To feel more confident, I was feeling lonely, Power / Dominance, Submission / Relinquishing power, Making new friends, It was easy / convenient
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? I talked with a few gay friends and they felt turned on and happy I had that experience. I almost had sex with my gay friends while telling them about this.
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? How his cock felt in my ass and feeling his cum all over my back when he came.
What was the WORST thing about this hookup? No bad things about this hookup. It was perfect.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I would love to do this again with a guy that I find perfectly attractive and who is interested in me. I felt so turned on by it for years!
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? I used to go to his house after this dressed up in women’s clothes. He would rip them off me and force me to the ground and fuck me. I love that he would do that. I love being dominated by the right guy. He force fed me his ass once and I tongue fucked it. That was amazing too.
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’ve always had casual sex with both women and men. I’ve enjoyed all of it for many reasons but mostly just because I was horny and was turned on by the people I’ve been with.
What do you think about the Casual Sex Project? I think it’s exciting.
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