Bouncing from Friend to Friend (Pt. 3 of 4)



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? More than a dozen

Bouncing from Friend to Friend (Pt. 3 of 4)

How long ago did this hookup happen? 12 or 13 years ago

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 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? I’ve submitted a few stories about “Betty” here before, although I can’t recall the pseudonym I gave her. We were fuck buddies for about 2 years in college. Betty, by far, had the most amazing body out of the 50 girls I’ve had the pleasure of sleeping with. The best way I’ve been able to describe her body is by comparing it to that which you’d see in a comic book. Her proportions- although 100% natural- were almost unbelievable. She had thin arms, thin legs, and a teenie-tiny waist, but an enormous ass and huge tits. This is by no means a tall tale.

She was a 32 D or DD, had a 22″ waist, and 36″ or 38″ balloon ass. Girls who knew I was sleeping with her would ask me, “are her boobs real?” “is her ass real?” I could get carried away talking about her body. Whew. Anyway, the sad side of her appearance was her face. She wasn’t “ugly,” but I’d put her a shade under cute. She was “alright” in the face. She had long, dark brown hair, brown eyes, a Roman nose, and big ears. Her lips were thin and her teeth were a bit yellow. Her personality was cute, innocent, and bubbly.

To pick up from “part 2” of my story, me, Sydney, and Jess (both of whom I’d been sleeping with) were at a random house party in college. And out of nowhere, in walks 4 people. I recognized 2 of the people from middle school whom I didn’t get along with when we were 13 (Betty and her male, gay best friend & roommate), 1 from high school (a guy I found annoying but was sort of friends with), and some guy I’d never seen before (who I quickly deduced was Betty’s boyfriend).

Because the guy from my high school and I knew each other, we began talking. By the end of the night, Betty, her gay roommate, and I had put aside our middle school differences and got along rather well. Sydney and Jess got along with them, too. I even got along with Betty’s boyfriend, despite him being an angry, ‘roid-raged alcoholic. Our group of friends was growing.

Naturally, the very first time I saw Betty walk into that party, I wanted to fuck her. Her body wasn’t something to be overlooked. But what I wasn’t sure about was whether or not she was interested in me (especially considering she had a boyfriend). And given that her boyfriend was always looking for an excuse to get into a fight, I had to play this one carefully. It took me an entire 6 hours before Betty was naked, spread eagle in my bed. But I digress…

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? After the house party became somewhat boring, the 7 of us decided to go to some other house party which Betty’s boyfriend knew of. Rather than riding in two separate cars, we quite foolishly all got into the same car and rode together. I sat in the backseat with Jess on my lap, Betty to my left, and Sydney on her lap. I was sandwiched in. Being that we were all drunk (and Betty’s boyfriend was focusing on the road) I was able to put my hands all over each of the girls in a playful way, blaming the conditions of the road. It was around this time that I started to get some smirks from Betty.

The party wasn’t eventful except for the fact that we all got a lot more drunk and stayed there until the sun started to rise around 6 am.

Betty’s boyfriend was passed out and everyone else wanted to go home. Betty agreed to take his car and give me, Sydney, Jess, and her roommate a ride home. Thank goodness for our geographical location. Because Betty lived closest nearby, she dropped her roommate off first. Then, next on the stop was dropping off Sydney and Jess. They asked if I was going to come with them, but since it was already the morning of the next day, I told them I was going to go home. Then left me and Betty in the car by ourselves for her to drop me off last.

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 can’t really recall how I convinced Betty to accompany me to my dorm, but she did. My dorm roommate was gone (as he usually was) and I took no time in trying to put the moves on Betty. She reciprocated effortlessly. She must have wanted me and been thinking about it because there was zero hesitation on her end once I started reaching for her and pulling her in.

We kissed, we pulled one another’s clothes off, and we got onto my bed. Betty was extremely shy in bed. She was coy, embarrassed about sexuality, and pretty bottled up overall. Regardless, we had unprotected sex in a few positions and she was really, really easy to make cum. Her face and chest got really red whenever she was getting ready to orgasm and she orgasmed A LOT. I’m talking about every 2 to 3 minutes. I don’t know if it was me, our compatibility, or if everybody could make her cum this easily. No matter; I loved it.

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, not even close

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? After our morning sex, Betty went home. Word quickly spread to our small circle of friends that we were sleeping together and numerous things happened pretty simultaneously. For starters, the guy I knew from high school stopped talking to me. He had a crush on Betty, was waiting in the wings for her and her boyfriend to break up, and was really pissed off (jealous?) that she jumped in my bed the very first night we talked. No loss.

Around the same time, Sydney and Jess had a falling out. Jess was pissed off that I slept with Betty and tried to get everyone to join her in hating Betty. Sydney, being totally chill, gave Jess a lot of shit for trying to create drama. In theory, I’m pretty sure Sydney would have been cool sharing me with both other girls, but Jess sort of ruined it for everyone. Sydney decided to separate herself from everyone and I only saw her a handful of times throughout the rest of college (never again sleeping together).

Since I had already been banging Jess for a few months, I was ready for something new. It was clear that I was going to continue sleeping with Betty if I had to choose between the two. Jess tried to call me her boyfriend. Everyone mocked her knowing that it wasn’t true, and then pointed out that she still had an actual boyfriend back home. Jess and I didn’t talk again for years, and when we finally did, it was cordial, but we never slept together again.

Betty’s boyfriend got wind of us sleeping together one morning when I was still laying in her bed naked one morning, having fucked her the previous night. He was banging on her front door, denting it, threatening to kill her, kill himself, and surprisingly never threatened me. We never opened the door for him and her roommate wound up calling the cops (who arrived after he had already left). Ultimately, she dumped him via phone call and we became fuck buddies for the next 2 years. Being friends with Betty and her roommate was really rewarding. Their circle of friends was enormous and they introduced me to a ton of new people. And because her roommate was a cool gay guy, he happened to get flocked by straight girls everywhere he went. Being friends with him in college automatically gave me “nice guy” and “trustworthy” labels. It was magical. Needless to say, befriending him resulted in meeting and sleeping with a lot of girls. He knew Betty and I weren’t serious, so he never ratted me out to her. On the contrary, he actually played wingman quite often and got hot girls to approach me!

And that’s where “Tanya” came in. Tanya was friends with Betty and her roommate. She’s the focus of the final chapter, part 4!

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 better about myself, To feel more desirable, To feel more confident, To cheer myself up, Power / Dominance, Making new friends, 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 gave enthusiastic consent

How would you best summarize people’s reactions about this hookup? Mixed (Some positive, some 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? Very

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? By far it was Betty’s body. The hardest thing about letting her go (eventually) was knowing I wouldn’t get to see and feel her perfect, naked body ever again.

What was the WORST thing about this hookup? I wish Betty was prettier. It sucked that I had to trade in two cute fuck buddies for this one. It sucked that her boyfriend caused a big scene. But ultimately, it was worth it. I must have met at least 10-20 girls through Betty and her roommate that I wound up sleeping with. I’m telling you, that guy was a gold mine for meeting beautiful women.

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

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

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