The Pilot

by dasigster

Gender: Male
Age: 33
Race/ethnicity: White
Current location: New Jersey
Highest education received: College degree (eg., BA, BS)
Occupation: Banker
Relationship status: Attached
Religious affiliation: None
How religious are you? Not at all
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 80
How many hookup stories have you here posted before? 0

The Pilot

How long ago did this hookup happen? 3 years ago

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? One-night stand

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? She was medium height, brunette, medium length hair, 25 or 26 (I was 30) sexy sparkly green eyes, not thin but not fat, other than some softness at the belly. I was in a somewhat hip divy/Irish bar with good beer in NY, lower east side, alone. I had my current girlfriend but didn’t live with her yet.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? So, this girl came in to the bar with friends. They were rowdy, especially this one. They knew the bartenders well. I was fairly tipsy already. She essentially came up to me without prompting and told me she thought I was hot. I was tipsy and proceeded to get closer to drunk, drinking Arrogant Bastard Ale. She was very quick-witted and funny and had a huge smile. She was also a little nuts. I got the sense of after listening to them that they liked coke more than your average girl. This girl didn’t take long to start kissing me right there at the bar. Then she said follow me and we went into the girl’s restroom together and locked the door. She pulled out a thing of coke (which I never do, not in 15 years) and we snorted some bumps (hell, if I’m gonna cheat on my gf why not go all the way with the debauchery, right?) quickly. Then we started kissing and feeling each other and I pulled down her top and her bra along with it to just below her perky small nipples. She had b-cups, but firm and perky and well-positioned. Reminded me of a flapper girl for sure for some reason. I licked her nipples and then someone started knocking so we left the restroom. My dick was so hard it was embarrasing. Her friends left to go meet up with some coke guy and we left the bar for her place which was conveniently on the same block. It had been maybe 2 hours since I met her.

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 to her place we drank something, I forget what. I got a tour of her place and pretty quickly we ended up kissing in her bed. Instead of taking the sex slow as I normally do something flipped in me and I remember stripping her really quickly, very aggressively, until she was naked. I stripped off my jeans and underwear and went immediately, no detours, to 69ing with us both lying sideways. I only waited maybe 2 minutes before I took her face off my dick, sort of threw her backwards on to the bed, and just plopped right down onto and inside her missionary, all in one motion. No condom (I know, not good, but it was one of very few times I’ve done that). We only fucked for 10 minutes maybe when she must of realized how drunk and stupid we were being because she then said let’s not do this right now. I was disappointed but stopped immediately of course. We went out to her kitchen. Me in my boxers and her in a long shirts. She rolled a joint, Everything was actually just as cool as it had been before we fucked, except we were talking more and listening to music and she was maybe dancing a bit, swaying, having fun. I of course got horny again as I had never cum and waited for a time to push the issue. At one point we had smoked already and she was standing and I was sitting on a kitchen table chair. I kissed her hips and turned her facing away from me. I pulled up her long shirt to reveal her cunt and ass. I pushed her upper back forward a bit and she had to grab onto the table for support. I licked my fingers on my right hand and started finger-fucking her as she stood there. Somehow that’s all we ended up doing sex-wise that night, but when we woke up with raging hangovers next morning I quickly ended up with my mouth on her pussy. I got permission to fuck her and she got a condom out and I just laid her back on her bed and fucked her, nothing fancy, hard and slow. I could have done anything but just really wanted to focus on her pussy and how it looked and how cumming was going to feel after having been denied an orgasm the night before.

Did you have an orgasm? Did your partner(s)? Yes, in the morning. I don’t know if she did.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? No condom, no discussion the first time. Condom and still no discussion the second.

What were your REASONS for having this hookup? I love fucking girls. Why not? Oops other than the girlfriend.

Were alcohol or drugs involved? If so, how much? Yes. Lots of beer, some liquor, coke, and one good-sized joint of nice NYC bud.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? It was a big snowstorm that day actually (the morning after). I think we were both pleased as punch with the sex but hungover and tired too.  I expected nothing but got her number anyway. I saw her again but we never ended up alone so didn’t fuck.

To whom did you talk about the hookup? How did they react? I told no one but closest friend.

Was this a consensual and/or wanted experience for you? For your partner? Yes.

Do you regret this hookup? If so, why? No.

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Doing coke with her as I licked her nipples in the women’s restroom of a bar was fun. As was 69ing her immediately when I got her in bed, fingering her at the kitchen table later, and then of course finally getting to cum the second time I fucked her.  This was a sort of wild dream sort of hookup that really was just over the top fun for the most part and is the kind of hook-up that leaves you wanting more such adventures in life – realizing, though, that they just won;t happen too often quite this randomly.

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

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