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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? Palm Springs
Highest education received: College degree (eg., BA, BS)
What’s your occupation? RN
What’s your current relationship status? Engaged/Married (monogamous)
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 50+
How many hookup stories have you here posted before? about 10

Virgin Gives It Up To Me

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? Fuck-buddies / Booty call

How long did you know the person before this hookup? For less than 6 months

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 wrote about Alice before; she was a virgin when I met her and was cute with a hot, tight teen body. We had been dating for several weeks when this happened. All of the contact we had up until this night had been touching, dry humping, and oral on each other. She told me that she wanted to stay a virgin until she was married.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We were at my apartment and as usual, we were in my bed making out. We were also touching each other and I was sucking on her nipples as she was stroking my cock then later sucking on it but not letting me cum. I would also finger her getting her wet.

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 had, on many occasions, laid in bed with her on top as we made out. She would place my hard cock under her pussy lips and slide her clit up and down my cock shaft stimulating herself as I held her tight ass with my hands, encouraging her, and sucking on her nipples as she brought them up within reach of my mouth. She would ride up until my cock head separated her pussy lips slightly and she would slide my head ever so slightly between her lips before pulling back up to continue sliding up and down my shaft. I had cum in her mouth already so I was up for a long ride. She kept sliding my head between her lips and over time she would take a little more and a little more into her. I would guess she only had maybe an inch inside of her most of the time, but occasionally she would push down and take a little more. After about 10 or 15 minutes of this, she pushed down extra hard and I felt the resistance of her hymen and she pushed on down and gasped as her hymen broke. She looked down at me and said: “oops, I didn’t mean that to happen.” I told her, “well that’s gone, let’s go ahead and enjoy.”

She pushed all the way down on me and stopped. She said “it hurts,” I told her to just rest a bit and it will feel better. I let her lay on me with my cock balls deep in her as I throbbed my cock inside of her. She felt so good wrapped tightly around my cock. She was the first virgin I had had in many years that’s another story). She finally started riding me rocking on my cock pushing down hard grinding until I felt her pussy tighten around me and spasm as she came. She just made little squeaking noises as she came on my cock. I rolled her over and, gently, at first, slid my cock in and out of her. Picking up speed, I felt her cum once more before I felt my balls tighten. I pulled out and came on her belly. She said that was amazing and told me that she wished we had done it earlier as she loved my thick cock inside of her. We fucked several more times in the 3 or 4 hours before I had to take her home, each time pulling out and cumming on her pussy or breasts, and she sucked me off once more. She started on the pill and we fucked without condoms 4 to 5 nights a week for the next 7 months until I rotated out of Wichita to my next duty station

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? We fucked every chance we got until I rotated out to my next duty station.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Withdrawal, Birth control pill / patch / ring / injection / implant

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more, Thought it was an important experience to have, Power / Dominance, 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? My roommate, he thought it was great and that she was a hot little number.

How would you best summarize people’s reactions about this hookup? Relatively positive

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? Great ongoing sex with a hot little thing.

What was the WORST thing about this hookup? It had to end.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No. I knew that I would rotate out of the duty assignment. She did too, but she had developed feelings and was upset that I was leaving.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? A little negative

You have a hookup story to share? Submit it here!