by Bill
What’s your gender? Man
How old are you? 50’s
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? Happily married. Played with bisexuality in my younger years, dating women openly, and writhing nude with men discreetly.
How many sexual partners have you had in your life (including oral sex)? 20-30-ish, mostly women and a few men. I was very handsome, athletic and muscular in my youth.
How many hookup stories have you here posted before? Three stories, about how older men seduced me in my years just out of high school. Search ‘mounted by an Arab stallion’ and ‘penetrated by an older bodybuilder’ and my experiences will come up.
Ferocious Lovemaking With A Passionate, Beautiful Yet Married Southern BBW.
How long ago did this hookup happen? This affair happened a few months after the Arab man had secretly seduced me, and after I had broken up with the girl I’d been dating publicly.
What was your relationship status at the time? Single
How would you best classify this hookup? One-night stand
How long did you know the person before this hookup? For less than a year
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? A few months after the Arab Adonis had bedded me, I had broken up with the girl I was dating at the time. I just saw no future with her. I had grown to be friends with an older, very plump, but very pretty blonde BBW at work. I was having my car fixed and she offered to drive me home after work that day but had to pick up her husband on the way home. We arrived, and to my surprise, they began to argue vehemently about money in front of me, with him storming away and her flipping him off. She was very upset, nearly in tears so I told her I’d take her to eat. We picked up my car, dropped her car off, and went to dinner. She was grateful as I sat there patiently while we ate and I heard her out. We went back to her place and continued to talk. She brought out some weed and we smoked and drank as we talked and watched TV. The phone rang and they argued some more, where upon he made it clear that he’d be gone for the weekend fishing with his buddies. She hung up and said she was sorry, crying a little. We hugged and she told me that I knew about her shit but she knew none of mine. She asked about the last girl I had been seeing and I said we’d broken up. We were a little gassed at that point so I thought what the hell and told her about the first guy who seduced me, but phrased it like we were drunk and it was kind of an accident. She was instantly interested, sat up on the couch, turned around to face me and began to ask me pinpoint details of the encounter. As I began to elaborate, it became clear to her that I was a willing participant, and her eyes were alive with curiosity. I see now, all these years later, they were also filled with arousal. She told me that it was okay to tell me the rest so I told her about the second encounter when he’d buttfucked me. She told me to go move my car down the block in case her husband came home. I did as I was told.
When I came back in, the house was dark, and she called me from the darkened bedroom. When I walked in she was lying nude on her bed. Her delicious, creamy form, competed with her natural blonde hair, and she drawled beautifully, “Fuck me.”
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I did not hesitate and started to undress. She told me I looked beautiful and no wonder that man and all the girls at work wanted to do me. As I slid onto the bed I felt a few condom packages along the way, but then she slid on top of me and began to kiss me deeply. Her mouth sliding all over mine as her manicured fingernails slid over my body. She went down on me and gave me head while squeezing the length of my erection, which made me moan. I was eager, horny and hard for her, and slid on top of her as she kissed me violently and aggressively. I had never had sex with a woman who was that confident and vocal before. “Fuck me.” Then my hands found a condom and my erection found her wet clit. She was shaved and wet and threw her legs open wide and I slid into her deliciousness.
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 thrashed around on the bed in missionary, fucking violently. Her fingernails clawing at me as she whispered curses and blessings into my ear. Her legs alternating between being wide open or wrapped around my waist and ass like a curvy, creamy vice clamp. We both came, the heat of our kisses melting our lips together. She called me by a name that was not mine nor her husband’s, then arched her back and lifted me off the bed as a rapturous orgasm took hold of her. I shot my semen into her, aroused by her passion and aggressiveness. We laid there in each other’s arms for a while, then began to kiss again, deeply. I still remember her lifting her beautiful, curvy leg up into the air and seeing it against the street light from the window. She asked me more questions about the older bodybuilder that fucked me, and it aroused us even more. We ended up 69-ing; her enormous pussy sloshing against my face as she tried to suck my soul out from the inside of my testicles. She came again, and amid her thighs and cries she called out her husband’s name and I shot my love into her mouth. We lay together afterward intertwined, and she said that this was a one-time thing, and as long as no one else ever heard about our fucking that no one else would ever hear about the handsome bodybuilder that fucked me on a boat. Late in the night, she said to dress then climb out the window. She kissed me, pushed me out of bed, and watched me dress. I opened the window, slipped out onto the wet grass and made my way to my car and drove home.
How sexually satisfying was this hookup? Very
Did you have an orgasm? Yes, more than 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? Nothing else ever happened between us. We remained friends for a while, then they moved and we lost touch. She was very passionate and taught me more about how women could be aggressive in bed, and I hope she’s well.
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, Emotional intimacy, closeness, connection, Thought it was an important experience to have, Intoxication, Just happened, I don’t know why, just went along with it
How intoxicated were you? Drunk/high but not wasted
What substances did you consume? Alcohol, Marijuana, hashish
How intoxicated was your partner? Drunk/high but not wasted
What substances did your partner(s) consume? Alcohol, Marijuana, hashish
How wanted was this hookup for you at the time? Very
Did you consent to this hookup at the time? I didn’t give a clear ‘yes’, but I didn’t give a ‘no’
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? We kept our own secrets, she was very kind and proper that way.
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? When she was giving me head, she slid her index finger up my ass in one thrust, which nearly brought me to orgasm.
What was the WORST thing about this hookup? Nothing. She was an amazing teacher.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Only that I had only bedded women my age at that time, and she basically gave me sex lessons while we fucked.
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 wish we’d continued with an affair, but she was very kind yet firm about that it was a one-time thing.
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? Sex is wonderful and as long as no one is getting hurt, is pretty delicious to explore.
What do you think about the Casual Sex Project? Grateful for the opportunity to post my experiences.
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