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What’s your gender? Man
How old are you? 32
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? South Florida, USA
Highest education received: College degree (eg., BA, BS)
What’s your occupation? IT
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 50, 55-60 if counting oral
How many hookup stories have you here posted before? A lot. I lost count a long time ago.

Bouncing from Friend to Friend (Pt. 4 of 4)

How long ago did this hookup happen? Probably 12 years ago.

What was your relationship status at the time? The girl I was with thought we were exclusive, but because it had never been stated as such, I pretty much acted single.

How would you best classify this hookup? Friends-with-benefits

How long did you know the person before this hookup? For less than a week

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? Tanya was wild. She was a nerd in high school who must have had a bunch of pent up sexual aggression. In college, where I knew her, she was one of those “sexually liberated” females who didn’t let social stigmas of sleeping around affect her at all.

She was thin, white, and had some freckles. Her hair was naturally reddish brown, but she dyed it so that it was a brighter red with some blonde streaks. There’s probably a term for her hairstyle, but basically it was shorter in the back and got longer toward the front. It’s a bob- I had to look it up. Anyway, she wore heavy mascara and eye shadow. Her face was stunning. She was incredibly beautiful. Her body was average, probably a 32 A and a small “white girl” butt.

I met her at one of the many house parties that was hosted by Betty and her gay roommate (see Part 3). There was an instant sexual connection between the two of us, but since she wasn’t sure if Betty and I were together, Tanya kept her distance.

Before we hooked up, I wanted her. Since I was still pretty new to the circle of friends that Betty and her roommate were the center of, I wasn’t sure if sleeping with Tanya was going to be “no big deal” or make everyone stop talking to me. As parts 1 through 3 may lead you to know, I threw aside any concern for other’s feelings and decided to pursue her.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? After getting extremely wasted with Betty, her roommate, Tanya, and a few other people in their close-knit-circle, everyone made their way up to Betty’s roommate’s (“John’s”) bedroom. Since John was an instigator at getting people to do outlandish shit when they were drunk, it was no surprise that he started taking the girls’ clothes off. Pretty soon everybody was shirtless; some people weren’t wearing pants; and everyone was having a drunken good time.

When the party died down, Betty and I went to her room like we had now become accustomed to doing and had a long session of sex. After her multiple orgasms, she passed out, and I decided to see if Tanya was still downstairs or had gone home.

To my delight, Tanya was still there with a few people. John said he was going to go to bed and told us that we were free to sleep on the couch if we wanted to. He knew the chemistry between Tanya and I and was being a team player giving us an opportunity to be alone. That guy was a champ. Anyway, Tanya said she’d rather go home and offered to give me a ride back to my place. I agreed.

When we got back to the parking lot at my place, I asked her if she wanted to come inside. And she did.

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? When we got into my room, there was no question about why she was invited inside. The clothes immediately came off, the kissing began, and she was stroking my cock trying to make me hard. “Trying.”

Unfortunately, I drank too much. I had whisky dick. I couldn’t get it up! She tried blowing me, stroking me, masturbating in front of me, and no matter what happened, I couldn’t get it up long enough to fuck her for more than a few strokes and then go soft. It was so embarrassing.

As luck would have it, Tanya wound up spending the night rather than going home. This gave me a new opportunity to try and fuck her in the morning, and…success. Wood was achieved and access was granted. The sex wasn’t bad. I’m not sure if Tanya came or not, but I know I did. When it was time for me to cum, I pulled out and shot a jet of cum across her stomach and on to her tits. She cleaned herself off in the bathroom and we said our goodbyes.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? I don’t know

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? From then on out, Tanya had no problem being the “other” girl. Betty was my number one, go-to fuck buddy given her unbelievable body. But whenever I was feeling the need for a beautiful face or just wanted to switch things up, I’d have Tanya give me a ride home and we’d fuck like rabbits. Getting it up wasn’t a problem any more after that.

It got to the point where even though I wasn’t in a relationship with Betty, Tanya and I had a lot of fun sneaking kisses with one another at parties behind Betty’s back. We knew she would be jealous, so we never told her about her escapades. I can’t even count how many times I either fucked Betty and then Tanya a few minutes later; or fucked Tanya and then Betty a bit after that.

And that’s how I got bounced back and forth among four girls who- at one time or another- had been pretty good friends with one another. God, I miss college.

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), Thought it was an important experience to have, Intoxication, To feel more desirable, To feel more confident, To cheer myself up, I was feeling lonely, Power / Dominance, It was easy / convenient

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Alcohol

How intoxicated was your partner? Drunk/high but not wasted

What substances did your partner(s) consume? Alcohol

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 didn’t give a clear ‘yes’, but didn’t give a ‘no’

To whom did you talk about the hookup? How did they react? Tanya told John all about it. Like I said, he was an amazing wing-man. Betty was his best friend and he never squealed on us. He continued to set me up with numerous other girls he knew, always talking me up to them and telling them whatever he thought would make them want me. That man deserved a medal.

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? The best part was being able to have sex with Tanya whenever I wanted. Whether I just came out of Betty’s room having fucked her, or whether I left Tanya right afterward to go fuck Betty, she was cool with all of it.

What was the WORST thing about this hookup? I didn’t make a good impression the first time I tried fucking her because of whisky dick. Luckily she gave me another chance and everything worked as it should have.

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

All things considered, how NEGATIVE was this experience? Not at all negative

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