What’s your gender? Man
How old are you? 50
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? Married now, but slept with men and women when I was younger.
How many sexual partners have you had in your life (including oral sex)? 20-30, mostly women, a few men.
How many hookup stories have you here posted before? Three. Search ‘seduced by an Arab Stallion’, ‘Mounted by an older bodybuilder’ and ‘Ferocious sex with a beautiful, married, southern BBW’.
Passionate Motel Sex With A Hairy, Muscular Stud Out Of A 1970’s PLAYGIRL Centerfold.
How long ago did this hookup happen? In my late teens/early twenties, decades ago.
What was your relationship status at the time? Single
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? I was laying out at the beach during the week, and since no one was around I slid off my trunks and sunned nude, careful to slide them over me whenever anyone happened by. Aside from the water and the sand I was mostly alone, which I enjoyed. About half an hour into my session, I sensed someone near me and saw this incredibly handsome man who I can only describe as a hairy, more muscular version of Tom Selleck, mustache and all, laying down a beach towel a few feet from me. He said howdy! He started chatting me up and was very folksy, friendly, charming as he lay out on his towel, an incredible physical specimen. Since the BBW Southern married women I had not been with anyone, and he noticed I had laid my trunks over my hips. I had to admit that there was chemistry between us instantly. He said he owned a small construction company and had been divorced three years. He asked me if I had a girlfriend at the moment and I honestly answered no, then he looked around before rolling on his side and staring at me as he said, “Do you date men at all?” and before I could answer he added, “I date women and younger men, and you’re pretty damn good lookin’. Would you be interested in goin’ out with me sometime?” I was taken aback at his boldness but turned on as well. He’d made me horny. I told him I’d seen two men lately as well as women, and he said, “I knew you were into men when I saw you have your shorts over you like that.” He was clearly much older than me, and it intrigued me. “How about now?” he said, and I said, “What do you have in mind exactly?” He took my double meaning and drawled, “Well, some lunch for starters. On me. Wanna follow me to the place?” I said sure. We packed up our things and made our way to the parking lot and our cars.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I followed him until we got to a small corner shopping center I’d never been to. We had lunch at the diner and we told each other our stories, his being that he divorced his older wife, then shortly thereafter began seducing young women and men. Over a tuna sandwich, I asked him how many men he’d bedded, and he said, ten to fifteen, all races. He asked me about the men I’d been with and after I was done he drawled, “Ya got me hard.” We were both turned on, and the chemistry was palpable. We walked out of the restaurant and expected him to ask for my number, but instead, he pointed to a small motel across the street from the shopping center and said, “Hey, I’ve got nothin’ to do this afternoon, wanna go get a room and get naked with me?” I was really aroused and said, “Sure.”
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 waited for him to get the room, and he came out and motioned me to follow, which I did. I was wearing a t-shirt, shorts, and flip-flops. He opened the door, gave a look around and motioned me in. I jogged inside. He closed the door behind him, the room was dark, warm, and I stood there as he said, “Let’s take our clothes off,” which we did as we oogled each other. I’m 6-7 inches, uncircumcised, and he was bigger than me by at least an inch, with a hairy late 70’s bush of pubic hair. We both stood there nude for a plit second then came to each other and embracing into a hot, open-mouthed kiss. Our hands were all over our bodies. We kissed deeply, his mustache feeling different and alien to me. I found his raging erection with my hand and started to jack him off, bringing moans out of him. He found my dick and began to jerk me off as well, but then pushed my hand away from his and then guided our tips to each other and began to rub the ends of our cocks together! I moaned out of our kiss and almost shot semen right there! We fell onto the bed and I took his enormous dick into my mouth and gave him head, massaging his balls while I did that and jerking myself off at the same time. “Take it slow,” he whispered in the late afternoon semi-darkness as he began to rythmicly gyrate his hips to my up-and-downs. His cock was huge and pulsed in my mouth, his flat mushroom tipped penis contrasting with my longer tip. He pulled me up to his face and said he did not want to cum yet, wanted to enjoy our passion. I was so hard for him, and it was delicious as he semi-rolled me over and started to give me head as well. I ran my hands all over him as he went down on me, biting my dick here and there along my shaft. I shuddered as he sucked my balls while jerking me off until I whispered that I was about to cum. He took me into his mouth and I shot my semen into him, I came a lot, then amazingly again, and he sucked all of my semen down. He then came back up to me and we began to make out incredibly passionately on the bed, rolling over, our hands on each other’s asses. “I wanna fuck ya in the ass,” he gasped in our heat as I sucked on his neck while sliding my dick along his, violin style. “Okay,” I said as I rolled over and spread my legs. He stood and walked over to his bag and pulled out a rubber and some jelly. I watched him slide the condom over his hairy cock and it aroused me even more. He slid onto the bed and over me, then I felt the wetness of his erection slide over and into my ass. He was big, larger than my other lovers, and it felt painful and exhilarating at the same time. By that time it was dark in the room and we fucked to the sounds of the night around us. He boned me hard and very passionately, and called out my name when he shot his wetness into me, or the condom, rather. We laid nude on the bed afterward, he said that I should leave first, that this part of town we had to be careful. He asked if we could see each other again and I said yes, as long as he understood that we could be secret and that I dated women publicly. He agreed, we exchanged numbers, I got dressed and slipped out into the early evening.
How sexually satisfying was this hookup? Very
Did you have an orgasm? Yes, more than 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? We would meet for sex secretly for a few months after that, and will perhaps elaborate upon that later. I started to date a woman my age after that while sleeping with him secretly when we could connect.
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), Learning new things, experimenting, Power / Dominance, Submission / Relinquishing power, Just happened, I don’t know why, just went along with it, 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? No one. This was all my secret, juicy life.
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 sex was incredible, he was very passionate and fucked me hard, almost violently, which turned me on.
What was the WORST thing about this hookup? I feel like I perhaps came off as easy, but we spent time together after that, so the feeling wore off.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Nope, sex is delicious as long as no one is getting hurt.
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 realized at this point that I’d had sex with three men but had not fucked any of them, which began to intrigue me, the sensation of entering a man.
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? Enjoyed casual sex when it happened upon me, and relished that time in my life.
What do you think about the Casual Sex Project? Appreciate the forum for airing my secrets secretly.
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