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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? 15 to 20?

Red-Headed Compulsive Liar

How long ago did this hookup happen? Junior Year of College when I was 21…?

What was your relationship status at the time? Single

How would you best classify this hookup? One-night stand

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? “Carly” was my first stereotypical-looking redhead. She was a thin ballet dancer with what I would safely assume were 32 B breasts and an ass that was a bit bigger than what you’d imagine a tiny ballet dancer was carrying around. Her skin was paper-white; her hair was a shoulder-length, fiery red; and her eyes were green. And although pale-skinned red-heads aren’t my type, she was quite pretty. One of the things that drew me to her was that she didn’t have any visible freckles. Redheads seem to so often be covered with prominent freckles that it was nice to be able to find one who didn’t have any.

We met via Facebook during my junior year at university. I was in the pursuit to branch out from “my type” and attempting to sleep with girls of every nationality and variety. When I messaged Carly, it was because she checked the boxes of a pretty, stereotypical redhead.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? When we started talking, it was already nighttime. After chatting online for less than an hour, we decided to meet in person. She lived on campus and I lived across the street from campus, so it was a quick walk for both of us to get together in person.

Carly’s personality could definitely be described as “attention seeking.” In the hour or so we walked around campus, she told me how she was a published author, that she was photographed for an upcoming issue of Playboy magazine, that she dated some famous guy I’d never heard of, and a bunch of other tall tales that I could safely assume were made up.

Ultimately, the only thing I care about was her looks. She was as pretty as her pictures and her desire for attention indicated to me that she was trying to impress me. Perhaps she tried to impress everyone she met, but regardless, I took it as a sign that I would have a fairly good shot of getting her into bed.

As we neared the part of campus which was near my apartment, I asked Carly if she wanted to come inside to get warm. She agreed. We got inside my apartment, took off our coats, and I immediately noticed that she was wearing a rather revealing, low-cut tank top. Now I was feeling really secure about her intentions aligning with my own.

We walked into my bedroom and sat on my bed (nobody used my living room, so this wasn’t necessarily sexually-motivated). I put on the television where a moving was playing. We moved closer to one another on the bed and I reached out and kissed her. She responded by haughtily saying, “I knew this was what you really wanted.” I gave her some sarcastic response telling her that she was full of herself, but made it perfectly clear that she was right. I wanted to sleep with her.

Rather than getting offended, I think her ego was inflated by the fact that I was so forward with her. She told me, “I don’t sleep with people on the first date” so I told her to walk out the door and come right back. She laughed and we continued to kiss.

We reclined together on the bed, continuing to kiss, and I take my shirt off. I wasn’t sure how she would react to me trying to undress her, so I decided to make the first move. She opened her eyes, smiled a bit, went back to kissing me, and started to rub her hands on my stomach (which still had a six pack at the time!).

Successfully progressing forward with my intentions, I put my hands up the back of Carly’s shirt and began rubbing her skin. I feel like any type of skin on skin contact is a turn on if sensual enough and a great way to slowly make progress without ruining things by rushing into them. So after a while, I caressed my way up Carly’s back and undid her bra. With no objections and the making out becoming much more passionate, I took the liberty of pulling her shirt over her head. The straps of her bra slid off of her shoulders and her bra fell to her lap. As I pulled back to admire her breasts, she leaned forward and began to undo my belt.

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? With my belt unbuckled, Carly undid my pants and pulled my cock out from under my boxers. Her eyes hadn’t met mine since we stopped kissing. She was fixated on my dick. As she took it in her hand and started stroking it, I reached out and grabbed Carly’s breasts. I caressed them, squeezed them gently, and ran my thumb around them as I used my other hand to move the hair out of Carly’s face. Moving her hair out of her face was my subtle way of indicating I wanted a blow job. Girls always get their hair out of their face before going down on you, so I felt perhaps this was a good psychological connection her body might pick up on. (I tend to over-analyze these things, I guess.)

Whether my subliminal tactics were to thank or not, Carly did indeed go down on me. I leaned back on my elbows, enjoyed watching her fiery red hair bob up and down, and couldn’t help but watch the movie on in the background. “Now this is the fucking life,” I thought to myself.

After a few minutes of getting sucked and playing with her tits, I sat her up and laid her on her back. She was still wearing her jeans, so I began undoing her belt and pants and sliding them off of her body. They were extremely tight, so she had to raise her ass in the air and shimmy from side to side in order for me to peel them off. When they finally got past her ass, I grabbed the sides of her panties and slid them down with her jeans.

Tossing her clothes to the side, I grabbed each of Carly’s thighs in each of my hands and pulled her right in front of me. She was now spread eagle with her pussy less than a foot away from my erect cock. Her pussy was shaved but the lips were bright red. With her calves resting on my thighs, I put my thumb on the base of my dick to aim it towards her, and pushed the head of my cock into her. She sucked in a large breath of air and moaned. She raised herself onto her elbows (still lying on her back) and then reached forward with one hand to pull me by the base of my dick deeper inside her. So much for not sleeping with guys on the first date.

Having the green light and no longer needing to take it slow, I began rhythmically thrusting into Carly’s pussy. Because of her extremely sexual moaning, I was rock hard. Contributing to my arousal was Carly’s tits slamming upward and downward with every thrust. And, to my surprise, her skin was also turning me on. Within minutes of thrusting into her, her cheeks, forehead, and chest were blushing and bright red. It was a huge turn-on to visually witness the physical effects my dick was having on her body.

After a while, I put Carly in different positions. I held her ankles together high in the air while fucking her missionary; I flipped her over doggy-style and railed into her from behind; we finished with her hopping up and down in a reverse cowgirl position. Being in control, she was able to achieve the angle and positioning she needed to make herself cum. Her orgasm was strong, she screamed in pleasure quite a bit, and her thighs shook with weakness as she raised herself off of me.

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, not even close

Did your partner have an orgasm? Yes, one

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 she climbed off, we sat on opposite sides of the bed in mostly silence and just enjoyed the aftermath of what had occurred. There was no kissing, affection, or even skin contact and this clearly communicated that we both knew it wasn’t an emotional hookup. It was raw lust and passion.

When we finally started to get dressed, I offered to walk Carly back to her dorm. She insisted that it wasn’t necessary to walk her home, using a tone of voice that indicated she was mocking the chivalry of it, and said she’d be fine on her own. Having got what I wanted from between her legs, I didn’t argue.

Carly slipped on her jacket and I walked her to the door, closing it behind her as she left. There was no goodbye kiss.

I only saw Carly once more a few months later at a bar. It turned out that we had a few mutual friends and were forced to interact with one another. Since she had brought a date with her, I gave her a hard time when he was out of earshot by saying something like, “If he doesn’t put out tonight…you know where I live.” And behind the back of her date, she replied (paraphrasing), “If he doesn’t put out tonight, you and I are going for round two.” My ego loves the idea of a girl doing something with me behind her guy’s back, but unfortunately, Carly never showed up and I never saw nor heard from her again.

Oh, and I checked every issue of Playboy for the next few months and never saw her face….That liar.

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), Learning new things, experimenting, Thought it was an important experience to have, To feel better about myself, To feel more desirable, To feel more confident, To cheer myself up, I was feeling lonely, Power / Dominance, Boredom, 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 didn’t give a clear ‘yes’, but didn’t give a ‘no’

To whom did you talk about the hookup? How did they react? This is one of the many girls I met, slept with, and never spoke to again whom nobody ever found out about.

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? 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 not having to figure out a way to stop communicating with Carly afterward. She wasn’t clingy and accepted the sex for what it was: just sex.

What was the WORST thing about this hookup? Although pretty, Carly wasn’t my type. Her fair-skin and red hair was probably the worst thing, but it was by no means a negative.

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!