The Nasty First Time

by Rocco

Gender: Male
Age: 48
Race/ethnicity: White
Current location: California
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
Occupation: Researcher
Relationship status: Engaged
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)? 81
How many hookup stories have you here posted before? 5

The Nasty First Time

How long ago did this hookup happen? 25 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? I met her through a personals ad. I had been a late bloomer and yet something clicked before we met up for dinner where I just basically decided that I really wanted to get laid, even though we had not actually met yet. She was short, smart and cute, if a bit chunky. She had an awful haircut and a bad dye job and she wore too much goth make up. We had fun chatting over dinner, we went for a walk on the beach and then we lay down on the beach – it was dark and we kept talking. Somehow I turned on the charm, and she invited me back to her place.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We went back to her apartment and headed to her bedroom.

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? We got naked and while I had no actual experience to speak of yet, I had read a great deal, so after kissing and making out I started to go down on her. Her pussy was soaking wet and had a nasty rank odor, but I had nothing to compare this to so I just kept right on licking. She had a shuddering orgasm and was practically crying because this was the first time a guy had succeeded in giving her an orgasm. Then we tried to fuck. I had a hard time getting it up so we slept for a bit and then I got an erection and we fucked for a good long time, but I did not cum.

Did you have an orgasm? Did your partner(s)? I did not; she did.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? We used condoms

What were your REASONS for having this hookup? I felt horny.

Were alcohol or drugs involved? If so, how much? Not much.

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? A few days later I called her up and I explained that it had been my first time. She was relieved to hear from me because my failure to call her back the next day had put her on an emotional roller coaster, where she had apparently really had a great time but then when she did not hear from me, she got very angry. She was surprised it was my first time and actually she seemed rather affectionate. I thought about seeing her again but we never saw each other again.

To whom did you talk about the hookup? How did they react? I told my friends a few days later and one of them asked if I had called her back yet. The thought has not occurred to me.

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

Do you regret this hookup? If so, why? Not really.

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? Finally losing my virginity was a relief. I gained confidence when I discovered I could make her cum. The worst thing was that I did not know that a really stinky pussy was unusual or a sign of a problem. It was a factor in not repeating the experience with her.

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

All things considered, how NEGATIVE was this experience? A little negative

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