by Handsome Exec Virginia

Gender: Male
Age: 47
Race/ethnicity: White
Current location: Virginia
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
Occupation: Executive
Relationship status: Married
Religious affiliation: None
How religious are you? Not at all
Sexual orientation: Heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? Straightforward, nothing kinky
How many sexual partners have you had in your life (including oral sex)? 130+
How many hookup stories have you here posted before? 1

Conference Hookup

How long ago did this hookup happen? Fall 2011

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 was at an international conference of my professional organization. After the second day I was strolling along a small lake at sunset in between two hotel resorts when two women stopped me to ask if I knew what kind of bird it was we saw. I said hello, fought off the sun in my eyes and told them politely I wasn’t sure. One of them had a sexy accent. I said goodbye and sat on a nearby bench to take care of some emails and phone calls for work. Afterward, I walked back to the resort, where dinner was starting to be served outside — a very pleasant evening. I spotted the same two ladies taking a table so I decided to join them. What a great decision. At first I was interested in getting to know the taller one, who lives in Guam. But she was married. So I chatted up the other one, from Australia. Hence the accent. She was short, very fit, quite pretty, brunette and very accomplished professionally, which is a turn-on for me. We had a great conversation — hours long — and after dinner we walked the resort, settling on a pair of  lounge chairs. We exchanged contact info and touched each other lightly. It was late and I walked her to the lobby, where she grabbed a cab to her hotel. We kissed quickly.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The next day we made plans to attend seminars and have lunch. I invited her to dinner that night, eager to get to know her better. After a few glasses of red wine, we walked the romantic pathways of the resort to the same bench mentioned earlier. After a while we started kissing — first gently, then passionately. Later, she sat on my lap and I started stroking her strong and sexy legs under her skirt and I touched her ample C cups. She then reached down and — still in public, mind you — started feeling my hard cock. “Oh,” she said. “That is lovely.” At this point we were publicly visible so I suggested we go to my room. She told me she didn’t want to have sex right away but agreed to join me upstairs. We strolled through the lobby hand in hand and made out in the elevator. The sparks really flew once the room door closed.

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? The clothes flew off, revealing her magnificent body. Perfect legs, flat stomach, natural breasts and an amazing ass. Truly remarkable. We made out and stroked each other, then took turns giving oral. “What a magnificent cock” she kept saying. It didn’t take long for her to roll on top of me and grind her clit against my rod. At this point I offered a condom but she said no. A few minutes later she surprised me by arching her back and sliding my cock into her wet pussy. “Just don’t get me pregnant” she moaned. She really got into riding me and we tried numerous positions. I finally lost it at doggie style, pulled out and sprayed all over her awesome ass. Afterward, we cuddled and she agreed to stay the night. We made love 8 times that night, finishing with a sensuous session on the bathroom vanity. It was there when I saw her glorious body in full light and the finest pussy I’ve ever seen (and I’ve seen a lot). The next day, last of the conference, we said our goodbyes and promised to be in touch. She left for the West Coast, me for home. We’ve been Facebook friends ever since but never got together again. She said numerous times afterward how much she enjoyed it.

Did you have an orgasm? Did your partner(s)? Yes for both, many times that night.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? None. I was surprised she didn’t even mention STI history.

What were your REASONS for having this hookup? We were both unattached, attractive people in a nice setting.

Were alcohol or drugs involved? If so, how much? None. Just two glasses of wine each over dinner.

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 felt great about it and continue to feel good knowing what we did. We’ve moved on in our lives but have remained in touch.

To whom did you talk about the hookup? How did they react? None

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

Do you regret this hookup? If so, why? Not at all

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?: Best was the whirlwind of it all. Coming off a divorce at the time, this gave me the confidence to date and meet women. It started quite a tear of trysts!

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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