What’s your gender? Man
How old are you? 50s
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? East Coast
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Business
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? Prefer women while occasionally bedding men. Just enjoy sex when it’s presented. Enjoy curvaceous women and muscular older men.
How many sexual partners have you had in your life (including oral sex)? Thirty-ish, about 20-some women, and the rest men.
How many hookup stories have you here posted before? Two, they can be found
Mounted By A Muscular Arab Stallion
How long ago did this hookup happen? Decades ago, when I was lithe, handsome, muscular and was aroused by both women and men.
What was your relationship status at the time? In a relationship (monogamous)
How would you best classify this hookup? Short fling
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? The second man I had sex with was also an older man, not as old as my first male lover, perhaps in his late 30’s. I was just out of my teens and finished an affair with that first gentleman a few months back. I was in the beginnings of a relationship with a beautiful white girl who did not know that I had been bedded by this first man. I was at a large party alone ( peripheral work/school thing) when I met this very handsome Arab bodybuilder, clearly from money. He had sharp features, clean shaven, long jaw, very athletic, and with a crisp and expensive business suit. We struck up a conversation with me about working out/weightlifting amid the crush of people. We drank and he began to flirt with me, even after I told him I was seeing this girl, but I was very attracted to him, he was very charming, friendly, oozing confidence and sexuality. In all honesty, he was the first man to arouse me after that first man, and I did get hard as we talked, joked and flirted. Amid the din of loud music and confetti he asked me if I’d ever fucked a man, and at that moment I decided to cheat on my girlfriend with him, so I said yes, that I’d been with one man before. He asked me if I wanted to go back to his place and have casual sex and I said yes as long as our lovemaking was kept between him and myself. He wrote out brief, but clear directions told me to leave five minutes after he left. So I did.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? He was still in the parking lot when I left, so I ended up following him back to his place, a very nice and expensive home a short drive away. The night air sobered me a bit. I was a little nervous but still horny. I followed him into his dark, luxurious home. My heart was pounding. He slipped into the shadows and emerged nude, his handlebar member hard for me. His cock was bigger than mine, and he was shaven bodily. “Take off your clothes,” he whispered to me, and I began to undress. “Did your first guy buttfuck you?” he asked. “Yes,” I whispered as I slid off my briefs, revealing my own hard-on. “Can I fuck you in the ass?” He said, stepping to me, his boner boinging with his strides. “If you want,” I said, “I’m more aggressive with girls than I was with him-” and his mouth found mine.
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 made out nude in his dark living room, our hands sliding all over our bodies. His hand found my sex and he clumsily and aggressively ran his hand over my dick and balls. It hurt a bit, but I was too busy enjoying our deep French kissing to complain. I grabbed his bulbous ass while he ate my ears and neck, as he whispered in his language in his passion. “I wasn’t sure if he was just a one-time fling until I saw you,” I whispered. he came back up to me and we kissed more, as he led me through his home in the dark while we made out and fondled each other’s cocks. He was enormous muscularly, and I bit his pecs and biceps along the way. At last, we reached his room and his bed, and he pushed me down onto his waterbed. He slid on top of me and we made out for minutes while we caressed and kissed each other’s bodies. My mouth found his erection, and I gave him head while he laid back with his hands locked behind his head, his torso a magnificent sight to behold, even in the darkness. His mouth found my dick, and we began to give each other head 69-wise. He was much larger than me, as I said, and he tasted differently, and I detected an odor of cologne around the base of his penis, which was both somehow simultaneously charming and tacky for me. Our oral became feverish, our mutual mouths sliding over our members, and I remember him taking me completely into his mouth as he went down on me. I was more gentle with him, which made him moan, and we ended up orgasming into each other’s mouths in a froth of passion. I swallowed his seed as he did mine. I slid up to his face and we held each other in the dark night, kissing gently, our penis tips ebbing leftover seed along our respective thighs.
Our kisses became more passionate again, and our erections returned, though his was more prominent, and he slid off me and told me to roll over onto my back. I did so as he turned on a stereo, and foreign nightclub music wafted into the air. He slid on top of me and I felt lubricant clumsily squirt over my ass cheeks and anus, and I spread my legs, anticipating him. His muscular body was on me, and his legs slid over mine, and he entered me easily. He was so hard, and I moaned as he slowly began to penetrate me. I felt his condom on his shaft. We gasped sweet nothings as he, at last, was completely inside me, and he told me I was beautiful as he started to buttfuck me. The music mingled with his groin slapping against my ass cheeks, our bodies writhing in nude ecstasy. In his throes of passion he pulled me up to him, and I semi sat on his lap as he continued to fuck me. I slid my hands behind me along his gorgeous body, and his right hand somehow found my own hard-on and he briefly simultaneously buttfucked me and jerked me off! We gasped in heat, but his heat got the better of him and he pushed me back down and really began to ram himself into me until he shot his love juice into me in a few large, expressive squirts of sexual joy. He slid out of me and we lay again together, kissing and hugging and caressing. I was still turned on, so I sat up and masturbated as I looked his muscular god body over. I told him he was gorgeous and how many male lovers he’d had, and I, in turn, shot semen all over him as he told me about his first few experiences with men. We held each other for a bit more, then we showered, kissing each other as the water washed our semen off our bodies, and I drove home, satiated and aroused by the idea that no one else knew that I’d had sex with a beautiful male bodybuilder that night.
How sexually satisfying was this hookup? Very
Did you have an orgasm? Yes, 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? He turned me on, very much and he gave me his business card, but I saw him more as a one-night fling at that moment. I actually saw my girlfriend a few days later, and it did arouse me to an even larger and harder erection during sex with her to think of fucking him while I pounded her. She was very passionate with me, whispering my name as we came, she thought of me, me delighting that she did not know that a man had buttfucked me a few nights before. She clawed at me, told me she was falling for me. I ate her out, thoughts of 69-ing with an Adonis leading my mouth over her delicious clit.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Condoms
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, To feel more desirable, I was feeling lonely, Power / Dominance, Submission / Relinquishing power, Boredom, Just happened, I don’t know why, just went along with it, It was easy / convenient
How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it
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? No one. It was my secret. But I knew I was also interested in men, but a very specific kind of man: Older, and muscular though I did bed men my age as well later on.
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 taboo, the passion, the intimacy, the mystery, the raw sexuality.
What was the WORST thing about this hookup? Nothing. I did not regret cheating. It aroused me, in fact.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It just furthered the idea of my bisexuality, or at the very least my arousal at the secrecy of fucking men as well as women, just in secret.
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’ll post more experiences soon.
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? As long as no one is hurt, sex is fun and should be relished.
What do you think about the Casual Sex Project? Don’t really read much of the posts there, but hope my experiences encourage others to explore and enjoy. Sex is sex and delicious.
You have a hookup story to share? Submit it here!