by Jay

Gender: Male
Age: 30
Race/ethnicity: White/British
Current location: Italy
Highest education received: Post-graduate degree (currently pursuing)
Occupation: Scientist
Relationship status: Girlfriend
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)? 20
How many hookup stories have you here posted before? 0

Two Firsts

How long ago did this hookup happen? 10 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…)? Friends-with-benefits

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 had been my friend around a year – we met at university. She was Norwegian, almost as tall as me, extremely pretty, with a great figure – slim, pretty face, large, light blue eyes, modest breasts and nice long hair. We had quite a lot in common and had many mutual friends, but we only ever met up when there were many other people around.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was unaware she even had my phone number, but one day I got an SMS from her asking me for help. I replied that I was happy to help – but didn’t know what I had to do…she told me come to her house the next day.

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 I got to her house she explained she needed someone to talk to. She had been feeling down and I guess she didn’t get on very well with her housemates – anyway, we opened some wine and talked for hours…it got dark…and late – after 11. Suddenly she began to thank me for coming over – quite profusely. I thought she was trying to tell me it was time to leave, so I began getting ready to go.
She smiled and grabbed my arm, saying she wanted to show me something. She led me upstairs – where I hadn’t been before – to her room, and swiftly closed the door behind me. She then moved up to me and began kissing me passionately. By this point I had an idea of what was going on, but even so, I was surprised when she grabbed my crotch. We continued kissing for some time, then she began undressing – I did the same, till we were both naked. She pushed me back onto her bed, asking what I wanted. I was still a bit overcome – remember we had never done anything like this before, or even been alone in the same room…so I told her just to relax. “Good idea!” she said and told me to close my eyes. I lay there, heart pounding…I honestly had no idea what was going to happen. Then I felt the most amazing feeling and bucked with pleasure. Looking down, she was going down on me, in the most amazing way. I had had oral sex before, but this was in another league, a first for me – she was taking virtually all of my penis into her mouth (and I’m quite long), and I could feel her tongue flicking over the end of my penis as she bobbed up and down. I have very good stamina normally, but not that time! After perhaps only 3 or 4 minutes, I stroked her shoulder and told her I was going to finish. Her reaction was just to increase the speed and bob even deeper down my penis. Taking that as a green light, I thrust upwards into her mouth, shuddering and calling out as I came. I had finished in a girl’s mouth before, but what happened next was a first – she gulped and swallowed what I had given her, then continued licking and sucking…it was great, but painful as I was so sensitive there.

In awe I reached out and hugged her. She came up to lie next to me and we gently touched and kissed for some time, eventually falling asleep naked.

Did you have an orgasm? Did your partner(s)? I most certainly did!
She didn’t that time, but other times I paid attention to her the same way she had done to me. We also had intercourse later.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? There was no intercourse – we didn’t discuss the topic until later.

What were your REASONS for having this hookup? Her invitation!

Were alcohol or drugs involved? If so, how much? Some wine, but we weren’t drunk.

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? We spent a few more nights together, having a lot of oral sex and mutual masturbation. We had penetrative sex twice, but it wasn’t as satisfying for either of us, for some reason.

To whom did you talk about the hookup? How did they react? No one really…

Was this a consensual and/or wanted experience for you? For your partner? Very much consensual/wanted

Do you regret this hookup? If so, why? Perhaps a little – that we were just friends…but she insisted it was OK

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 things: getting deepthroat oral and having her swallow everything

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

All things considered, how NEGATIVE was this experience? Not at all negative

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