This post is sponsored by The T Bar.
What’s your gender? Man
How old are you? 52
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Ohio
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Lawyer
What’s your current relationship status? Single
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 12
How many hookup stories have you here posted before? None
Losing my virginity was great
How long ago did this hookup happen? 32
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? For more than 3 years
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? She was about 6 inches shorter than me, very slim and fit, for a white girl she had jet black hair and a tanned light brown complexion. Her breasts were on the medium side, but she had the most fascinating dark brown prominent nipples and huge areolas, that contracted when she was aroused. She had a teasing nature as she seldom wore a bra, and always seemed to position herself so you could look down her top to see them. I discovered that she had this jungle of a bush, hip to hip from her belly button to her asshole.
Went to school with her for 6 years but got to know her well for 3 years, as she had a crush on a friend of mind and used to ask me questions about what he was up to, who he was seeing. On occasion she used to flirt with me.
I was going with an underclassman at the time and she’d flirt with me, just to see me blush as our senior year she was going steady with an older guy, and she didn’t say that she was sexually active, but you could sort of tell that she was. She’d ask me pointed questions where I was in my relationship, because when I flirted back with her she’d laugh and say that I must not be getting any yet.
For a time in your teenage years when you wanted to get out there and find out what sex was all about, she was this refreshing breath of liberation. Funny, good looking, open, I had many fantasies about having sex with her. I honestly used to envy her boyfriend
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Her boyfriend was away. I think that she was getting horny and missing him as her flirting escalated from innocent touching to letting her hand linger here and there. I was not so adept at reading body language then but looking back she certainly was sending me signals, whether deliberately or subconsciously.
I guess it is more special memory for me is because it felt so impulsive at the time
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? She went to this class party, her girlfriends talked her into going, they told her that she needed to get out. Like most parties of that time, there was alcohol to drink, some pot, and after you caught a buzz you either socialized or paired off. I noticed that she was in the corner by herself and went over to talk to her.
She told me that she felt uncomfortable, that everyone seemed to be having fun and all she could think about was her boyfriend. I sort of imaged myself as the hero riding in on a white horse and tried to cheer her up, it must have worked because her mood changed and she lighten up, laughing, joking and then flirting with me.
She excused herself for a moment and when she came back, but instead of sitting next to me she sat in my lap. I know that she was saying something, but for the life of me I don’t know what. All I could think of was how she was grinding her butt into my crotch and how uncomfortable my dick felt as I was getting an extreme hard-on. Also she had put her arm around my neck and was giving me a great view of her breasts.
I think that she began to notice that I wasn’t responding to her conversation, and saw that I was looking at her breast and she laughed and said did I like what I was looking at. I must have blushed because I stuttered an intelligible answer that amused her and ground her butt into me harder while looking me in the eye and asked if I was comfortable or did I want her off my lap. I didn’t know what to say but she reached between her legs got a hold of my erection and maneuvered it so it went straight and asked if that was that better.
Well I had done a pretty good job of restraining myself, after that I slipped my hand up her skirt and touched her thigh, she didn’t protest, but opened up her legs a bit more to make it easier for me. I could see that she was enjoying my caresses but I was in some new county here, so I rubbed her pussy on the outside of her panties. Suddenly she pulls my hand away and whispered in my ear to stay there until she came back.
When she came back, she took me by the hand and told me that we had to go, that she told her friends they needed to find a ride home. Then we went out to her car, well she had her boyfriend’s car, it was a 69 barracuda fastback. She told me to drive and got in the passenger seat, where she immediately rub my dick through my pants. I asked where to go and she laughed and to me to go to someplace quiet. It was a short ride to a secluded spot. During this time she had unzipped my pants and was playing with my dick.
Now we are parked and we get in the back of the car. The back seat was folded down and it was like this big bed, with cushions and everything. We were making out like crazy, god could that woman kiss, and her hands were all over me. She had me undressed and I suppose that she was expecting me to undress her but I didn’t know where to start.
I will never forget her words, but she said “baby, this is your first time isn’t it ? Don’t worry I won’t hurt you.” Then she sucked my dick until I came, and swallowed. She finished undressing and we kissed and I played with her pussy, she showed me where to put my fingers. Don’t get me wrong I enjoyed it but I had to maneuver through a tangle of pubic hair.
I went down on her, she helped by parting her hair and I can laugh now but she gave me instructions where to go, to be gentle, what she liked and honestly all of her coaching, she became very vocal, just turned me on more.
She started to rhythmically push her pussy into my face until she came. We lay in each other’s arms and kissed some more until she rolled on top of me. I was hard and she rode my cock between her pussy lips and leaned forward so I could suck her boobs. She did one long stroke and my cock slid in the opening of her pussy, she hesitated a bit and wiggled her hips then with a husky sensuous moan, brought the length of my inside her. She was in complete charge, hat car had a huge back window and there was a full moon that illuminated everything. I lay there watching her face and playing with those beautiful breasts. She started orgasm, squeezing my chest, arching her back, moaning and panting, then I started to come and she pushed herself down on me, then collapsed on top of me.
It was great, we lay there for a while before anything was said. She asked me if I had enjoyed myself, silly little after sex talk which I wasn’t to adept at, because I said that I loved her and she only chuckled at that told me not to worry, it was something that we both needed.
We did have sex one more time as she got me on top of her and I rode her to several more orgasms, she’d made sure I knew that she was coming, moaning panting and squeezing me each time till I came, where she wrapped her legs and arms around me, it felt like she was trying to draw my whole body into her. It was fantastic.
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? I was infatuated with her so much that I thought that I was in love. She soon straightened me out on that. All of these years later it is still the fondest sex memories that I have.
I friended her on Facebook several years ago. I am divorced now, she is still married to that guy. I don’t know how happy her life is as several times a week we exchange some seriously erotic message sessions and if we didn’t live in separate states I’d be tempted to see her.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Now what horny 17 year old in 1975 thinks about birth control or STD’s
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Emotional intimacy, closeness, connection, Thought it was an important experience to have
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? I didn’t talk to anyone about it, i was dating someone else and didn’t want it to get around especially since she said it wasn’t going anywhere.
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? A little bit
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? I don’t think that anyone could have a better introduction to sex
What was the WORST thing about this hookup? That it didn’t go any further
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? She certainly opened up my eyes. I certainly went into college experienced
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? A little negative
What do you think about the Casual Sex Project? I think it is a great forum to see people’s view on sex in general
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