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: Writer
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)? 78
How many hookup stories have you here posted before? 3

Once Bitten Twice Shy

How long ago did this hookup happen? Seven 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 placed an add online seeking a fuck buddy and she responded. She was bright, mid thirties, with pale skin blue eyes and very light blonde hair she had a chunky build with a nice big round ass and smallish tits. After chatting on the phone we agreed to meet at a local restaurant for dinner to see if there was chemistry. She was shy at first but we had a fun conversation and at the end of the meal she suggested we go back to her place and get better acquainted.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We went back to her place at her suggestion. She lived in a modest studio apartment. When we arrived she headed straight for the bed and I followed.

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 had assumed we were going to fuck, and this was reinforced when she immediately began taking off her clothes. I did likewise and in my excitement wound up all the way naked before she was undressed. She left her underpants on however and informed me they would be staying on tonight. She did not explain why but I thought perhaps it was her period so I did not ask. In retrospect it’s possible that she was still a virgin.
We kissed and cuddled and then she began sucking on my cock. She did this for a very long time and while it felt great she somehow was unable to make me climax.

Did you have an orgasm? Did your partner(s)? Eventually she said her jaw was getting tired and she stopped giving me head. It had gotten quite late and yet I really wanted to shoot my load. I told her I had really enjoyed what she had done and I wanted to stroke myself to push it over the edge and to have an orgasm but before I did that I needed to know where she wanted me to cum. She gave me three choices, I could lie back and shoot it all over her hands, I could come all over her tits or I could cum in her mouth. Are you kidding? Like any sane fellow I opted for the mouth. I told her she could tell I was getting close by the way my balls pulled up and had stopped hanging low, and she stroked them as this was happening. The I reached the point of no return and told her I was about to cum. She took the tip of my cock in her mouth and then instead of cumming I felt intense pain and my cock went numb. She had bitten me! This short circuited the entire orgasm response and instead I went limp. I was shocked by this, got dressed and quickly left.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? Nope. In retrospect we should have discussed our pasts a bit because then I would have realized she was quite inexperienced and then I would have handled things a bit differently.

What were your REASONS for having this hookup? We both felt horny

Were alcohol or drugs involved? If so, how much? She may have had a glass of wine.

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? I was really eager to fuck her and I expected that this would happen during a follow up meeting but when she bit me this freaked me out and I never even called her back. Months later I realized that this bite had probably been an accident brought on by nervousness and probably not knowing what it would be like when I came in her mouth. I realized that if I had explained my reaction the following day she probably would have been up for giving it a whirl again and we would have most likely fucked, but by then I had misplaced all of her contact information so we never spoke again.

To whom did you talk about the hookup? How did they react? Nobody

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

Do you regret this hookup? If so, why? I regret not getting to know where she was coming from experience-wise. We could have ended the evening in glorious fashion shooting a massive load all over her boobs, and this would have set the stage for future encounters and even perhaps an ongoing relationship.

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? The best thing was realizing that I was more experienced than I had thought and yet that I still had things to learn.

All things considered, how POSITIVE was this experience? A little positive

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

Anything else you want to add about this hookup or anything else? Ladies, be sure to keep your teeth out of the way!

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