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
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Doctor
What’s your current relationship status? Engaged/Married (monogamous)
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 20
How many hookup stories have you here posted before? 0
How long ago did this hookup happen? 25 years
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? For less than a month
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? Penelope was a cute young blond girl, short hair and fit, not voluptuous. I knew her from school. She was working at a restaurant in New England for the summer and we had met just before she left our home town to go to this summer job. I was going to be nearby myself for the summer so she invited me to visit her if I could find a place to stay. A friend of my family offered to put me up so I embarked on the journey. I was excited to see this girl, as I liked her personality and was attracted to her.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I picked her up after her shift at work was over and we had a great day. We walked around town a little and went to the beach, laughing and having fun just hanging out. There was lots of friendly, romantic touching and hand-holding, and we occasionally would make out a bit with tongue kissing. She had really nice soft plump lips and was a great kisser. Eventually we wound up at the beach at night, we had a little picnic of bread and cheese and wine, and watched the sunset. We were on a pretty deserted cliff side beach and the one other couple there left after sunset. We stayed well into darkness, drinking most of the wine and smoking a joint, and that is when we finally hooked up.
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 started kissing passionately. She had me so turned on, and kept touching my hard cock through my pants. I was feeling her up, and down, and she was moaning softly in anticipation. I free her breasts and they were pert and firm. Her nipples had some little strands of pubic-like long and curly hair around them, which I found weird and erotic. Her nipples were small and hard, with not much areola. She moaned as I sucked on her breasts, flicking her nipples with my tongue and squeezing her gently. I moved my hand down into her pants and felt her soaked through her panties. I reached under the wet fabric and felt a juicy, smooth pussy that easily accepted my probing fingers as I found her clit and rubbed it, and slid my finger up and down her lips, squeezing around them, pinching them together over her hard clit. She came on my hand and I was surprised as I hadn’t ever made a girl cum that quickly with my hand. We quickly shed the rest of our clothes and laid down on the blanket. We were stroking each other and kissing deeply. I told her I needed to taste her and went down. She had the most amazing pussy. It was naturally almost hairless, with a little tuft of blond on her mound, and the juiciest, fattest lips I’ve ever seen, even since. She was swollen and dripping. As I buried my face I couldn’t help moaning she tasted so good. I ran my tongue all over her, lapping up her juices, sucking and flicking her clit, fucking her hole with my tongue. She was incredibly responsive, cumming over and over again. I have never been with a woman since who could cum so much, so frequently. I put a finger inside her as I licked her clit and she actually squirted. I was in heaven. I couldn’t wait any more and I told her so. She said not before I taste you. She swallowed my cock. I had never been deep throated before and it was amazing. I couldn’t believe how easily she took my rather large cock all the way in her mouth, and slobbered on it with her tongue sticking out. It felt so good I almost came and pulled her up to kiss her some more. I could taste precum on her lips. I laid her down and started fucking her pussy. She looked so beautiful in the moonlight below me as I stroked deeply into her. Wave after wave she just kept cumming on my dick; I couldn’t believe this woman could receive and give so much pleasure. It was already what would prove one of the best sexual experiences of my life, and it got even better. I gently turned her around and started fucking her from behind. Her ass looked amazing as I pumped harder, slapping my body into her butt cheeks. I loved caressing her ass as I fucked her, gently spreading her open, slapping her butt a little. She was so wet I put my thumb in her asshole while I fucked her and she went wild, cumming on my cock again. I pulled out and she queefed loudly, at which we laughed and she said she was embarrassed. I kissed her and pulled her on top of me. She slid onto my cock and started fucking me. I loved her being in control, and looking up at her and touching her breasts. At one point I slipped out and she put me back in. It felt different, so tight. She said, you’re fucking my ass! I had never done that before, and it felt amazing. She was so wet and tight I just couldn’t take it any more. She was saying oh my god, you’re fucking my ass, and I told her I was going to cum. She fucked me harder and shortly I exploded. I streamed multiple shots of cum in her ass as she yelled, bucking and squirting on my belly as she came yet again. She collapsed on me and we lay in sweaty bliss together, me gently spasming inside her as I softened, cupping her ass with my hands, and also stroking her head resting under my chin. After a while we rinsed in the ocean and made out a bit more before dressing to go.
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? I felt great afterwards. Because she was so orgasmiic I felt completely free in fucking her and it helped me be the best possible lover. We were in love and subsequently had a long distance relationship that ultimately ended because of that separation and our differing career needs.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s)
How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it
What substances did you consume? Alcohol, Marijuana, hashish
How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it
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 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? Fucking a beautiful girl who wouldn’t stop cumming on my dick made me feel like a stud.
What was the WORST thing about this hookup? Nothing.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It was so natural, and we ultimately fell in love so it’s hard to call the experience “casual.” Other experiences later in life that were casual were far less satisfying.
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? Not at all negative
What do you think about the Casual Sex Project? Great
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