by Business traveler
What’s your gender? Man
How old are you? 46
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? SoCal
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Investment Banker
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Off the charts sex drive
How many sexual partners have you had in your life (including oral sex)? 100
How many hookup stories have you here posted before? 2
Hot Convention Hook-Up
How long ago did this hookup happen? 1 month ago
What was your relationship status at the time? Same as current status
How would you best classify this hookup? One-night stand
How long did you know the person before this hookup? For 1 to 3 years
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 had met Elle through a networking group in my hometown. Barely knew of her but knew her and her partner. She is Asian and about 12 years younger than me. She has beautiful curves, a pretty smile, seductive looks, and witty personality.
We saw each other on the first day—a Tuesday—at a wine tasting for the group. About four hundred people were at this event, so it was random that she came to a wine tasting with 10 people because she knew one of the women there. I saw her over the next day or so; but it wasn’t until Thursday that we chatted and I said “maybe we can grab a drink later”. She said sure.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I saw her at the event party that night at about 9 pm and we had fun chatting. I was also chatting up another woman and later Elle told me she thought I was hitting on the other woman. And Elle mentioned her longtime BF a few times. We hung out in a group for the rest of the night and about 11 pm the two of us went out with three others for drinks. At one point she put her hand on my back…I reciprocated. About midnight we went back to the hotel. We were both staying at and hung out in the lobby. Once everyone had gone up to their rooms I started to rub her neck and rub my hands through her hair. She said “this is sort of public”. And I said “maybe we should go somewhere more private”. We both headed to the elevator. I pressed my floor and away we went.
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? Once in the room, we started making out right away. Deep kisses with our tongues exploring each other’s mouths. We were feeling each other’s bodies above our clothes and this went on for a few minutes. She said she needed to use the bathroom. Two minutes later I was surprised that when she came out of the bathroom that she had stripped to her bra and panties. Game on!!
She looked amazing. So f’ing sexy and I could barely contain myself. I walked right up and took her in my arms and we embraced in a long kiss. She ran her hands under my shirt and I took it off over my head. I reached around to unhook her bra but it was a front clasp—lol. I took it off and her breasts were perky and large B’s and I’m pretty sure fake. But they were amazing and she seemed to love it when I sucked and lightly bit her nipples. She reached down to undo my belt which is tricky and we both laughed. I helped her and stepped out of my jeans and pulled her underwear down to her ankles. I helped her to the bed and immediately went down on her. She tasted amazing and I ran my tongue up and down her clit and then inside her pussy. She arched her back and moaned my name. Is was bursting out of my underwear at this point and ready to let loose. After about 3-4 minutes of loving her pussy, I stood and took off my boxers and she immediately took me in her mouth. She attached my 7 inches and used her hands on my shaft as she sucked me. I rubbed my hands through her hair and told her that she was so f’ing hot. Finally, I couldn’t take it and pulled her up and started out missionary. I teased her with the tip of my cock and she smiled and tried to move me inside her. I kissed her deeply and slid all the way in. We fucked like this for about 5-7 minutes and the whole time our mouths together or licking the other persons neck or ears or breast. She then told me she wanted to be taken from behind and I flipped her over and entered her. She told me it felt amazing and to go harder and harder. I was nailing her pretty hard and our bodies were slapping together and I put her head in the pillow as I fucked get deeper and harder. She gasped as a lifted her ass up by holding her thighs and I entered her at a downward angle. As she was screaming my name as I lasted for way longer than I usually do (maybe the alcohol or maybe my subconscious just didn’t want it to end), I knew that she was on BC bc she told me she didn’t want kids so I unloaded inside of her and she yelled “yes, yes, yes!!!” It was amazing. We chatted and had sex two more times that night and once in the morning. She said she was amazed at how hard I would get for her and how many times. It was amazing!!! She was amazing and uninhibited and it was such a turn on. After the morning session she left and I saw her a few hours later. Unfortunately, I had to leave the next night so session two would have to wait until back in our city.
Also, it was amazing porno sex. I haven’t had this type of amazing sex in a long time. 3 times in a row and being able to last each time. Amazing confidence booster.
How sexually satisfying was this hookup? Very
Did you have an orgasm? Yes, more than one
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? I felt fulfilled the next day!!! I hadn’t hooked up outside the marriage in a long time. And the trip was the perfect opportunity. And the best part is that I wasn’t looking, it just happened.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) IUD (Intrauterine device)
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Intoxication
How intoxicated were you? A little tipsy/high
What substances did you consume? Alcohol
How intoxicated was your partner? A little tipsy/high
What substances did your partner(s) consume? Alcohol
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 gave enthusiastic consent
To whom did you talk about the hookup? How did they react? A girlfriend in another city knows about it. We met on website about 6 years ago and have a lot in common. We share stories about this stuff and she was excited for me.
How would you best summarize people’s reactions about this hookup? Other
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? Amazing sex and boosted my confidence bc my performance was awesome.
What was the WORST thing about this hookup? I am conflicted bc I’m dying to hook up with her again and love the option to do that…but really don’t want the complication in my life right now.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I have more confidence because my performance was amazing. Sometimes I can be hard on myself because I won’t last as long as I want. I love casual sex and think the whole world is too uptight!!
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? A little negative
Anything else you want to add about this hookup? Only negative is that it’s a little complicated to my life. But it was worth it!! Amazing!! And Elle is awesome.
What do you think about the Casual Sex Project? Amazing site and love the stories.
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