Surprise

by Steve

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, USA
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)? About 60
How many hookup stories have you here posted before? over 10

Surprise

How long ago did this hookup happen? I was 21

What was your relationship status at the time? Dating casually

How would you best classify this hookup? Group Sex

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 didn’t know her and I didn’t get her name. I had 2 roommates at the time, we will call them Mel and Hank. I was taking Hank to work, and on the way, I saw his really cute thing walking down the street. As I was looking at her, she was looking at me and said something. I turned around to find out what she said. She was about 5 feet tall, had huge breasts, a nice flat belly, and just a perfect ass, with shoulder-length black hair, and brown eyes. I was hitting her up and flirting with her and she was flirting back when Hank said: “I really have to get to work”. So, I told her where we lived and to stop by sometime.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It took me about 45 minutes to get Hank to work and get back to the apartment. I could tell my other roommate Mel was home since his car was out front. I let myself in and found Mel balls deep in the young lady, pounding away at her. I went into the kitchen and about 5 minutes later Mel came in and told me that she had come to the door and told him that I had said to stop by sometime. He said things just progressed really rapidly from there. He told me that I should go out and “get some” since she was really horny and hot for it.

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 went out to the living room and she was still on the couch, legs spread and looking like she wanted more. I started talking to her as I walked toward her. When I got to her she reached out and grabbed my stiffening cock through my pants. She said “nice and big, I need some” and proceeded to unzip me and take me into her mouth. She ran her tongue up and down my shaft and took my head into her mouth and began sucking really nicely. I then took her by the hand and led her to my room, put her on her back, and spread her legs. I could see Mel’s cum leaking out of her, so I was not going to go down on her. I placed her ankles on my shoulders and slid into her nice, tight pussy that was sopping wet and pushed some of Mel’s cum out as I bottomed into her. I began stroking nice and slow since I wanted to enjoy her.

Her breasts were, in fact, huge and she had firm, hard nipples. I took one nipple in my mouth and sucked as I thrust in and out of her pussy. I felt her have an orgasm as I was sucking her nipple so I pushed in deep to feel her pussy clamping down on my cock. I rolled over on my back and had her climb on cowgirl style because I last longer that way. I could feel her rocking on my throbbing cock as I mauled her large breasts. She would lean over so I could suck and bite on her nipples and I felt her cum again. I was getting close, so I rolled her over and had her get on her knees. I entered her doggie and plowed away at her hot pussy. I felt my balls get tight and unloaded a huge load into her pussy, adding to Mel’s load.

We cuddled some while I played with her tits and she stroked my cock. She asked if I thought Mel was still around. I went out and Mel was still there and I had him come into the bedroom. He had her suck him hard and entered her pussy. I took the opportunity to have her suck my cock and balls while Mel worked her pussy over. She got me good and hard and I started face fucking her while Mel kept her busy at the other end. She pulled off my cock and said she wanted both of us in her. I laid down on the bed and she pulled off Mel and straddled me. She stn down on my now hard cock and told Mel to get some lube. I told him there was some in the drawer. He lubed her ass up and slid in. We got into a rhythm and felt her cum several more times. I sucked on her tits and felt Mels smaller cock working her ass through the thin membrane between her ass and pussy. I felt Mel unload in her ass and shortly after I unloaded in her pussy. Mel got up and left. She rocked on my cock until I fell out. After a while, she got up, cleaned up, and left.

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? Mel told me that he ran into her a day or two later and as they were talking she disclosed to him that she was on her way to High School and that she was under 18. When he told me this I almost shit. We agreed to be polite and not piss her off, but to make sure she didn’t get back into the apartment again.

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), Hoping or expecting it would lead to something more, Thought it was an important experience to have, Power / Dominance, Making new friends, 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? Just Mel and Hank. We were all shocked that she wasn’t 18.

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

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? I don’t know / I’m not sure

Do you regret this hookup? Somewhat

Why do you regret this hookup? She was underage.

What was the BEST thing about this hookup? Really great sex with a hot girl.

What was the WORST thing about this hookup? We couldn’t get it on with her again, and we were worried that she would go to the police or her mom.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I make sure they are legal before we get it on.

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

All things considered, how NEGATIVE was this experience? Somewhat negative

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