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What’s your gender? Man
How old are you? 48
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Virginia
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Sr. VP
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Atheist
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 162
How many hookup stories have you here posted before? Numerous

Conference Cheating

How long ago did this hookup happen? This week

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? Just met that day

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? Work conferences are becoming somewhat of a pussy party for me. Whatever it is — away from home, discussing leading-edge material in my field, attractive women — I’m always on heightened alert for the potential to hook up. It happens nearly every time although I don’t plan for it. I attended an opening reception in a big city. They grouped us by region so attendees can chat with each other based on where they’re from. I was talking to a few guys I knew, sipping wine at a standing table, when I noticed a very attractive and petite blonde walk in. Later, she came by our table to drop off her glass and disappeared after she saw a friend. A few minutes later she was wrapping up her conversation when I came over to her, with her glass in hand, to say something to the effect of “hi, here’s your glass.” I was struck by her wavy blonde hair, cute face and small frame. She was barely 5 feet tall — more than a foot shorter than me. She appeared really fit and intellectual, a combination I adore. We learned we live in the same state and ended up talking a good half hour before it was time to move to the conference opening reception. She sat next to me, giving us a chance to size each other up. During the session I asked a question in front of hundreds of people and she commended me on my question when I returned to my seat. After the session we talked some more. I asked her what her plans were. She had dinner with colleagues planned and I had a dinner set with clients. We agreed to meet in the hotel lobby after dinner. I gave her my card and cell number, not knowing what would happen. I mean, she had a wedding ring on and all. I told her I was leaving the next day after a presentation I was giving. She said she was planning to attend the presentation but agreed to meet for a drink after dinner.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? My dinner took longer than I expected. So did hers. She texted me to set a time for a drink — much later than I was hoping for. She finally showed up but by this point it was quite late. I wasn’t sure why I was even bothering to meet — after all, I had a presentation to prep for. Turns out it was a lot of fun. We talked until the hotel bar closed. By this time she was a bit tipsy but not drunk — nothing that would say I could have taken advantage of her or anything. Yet there was this palpable sexual tension. Even though she was 27, 21 years younger than me, and recently married, there was something there. So I put my hand on her thigh under the table, then used the other hand to hold her hand. She didn’t balk. We talked some more when I asked her point blank — want to go to my room? She agreed and we walked to the elevator together to my room with a view of a great city.

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 were slow to warm up when we got to the room. I offered her some water and she needed a potty break. I sat down on a lounge chair and waited for her to come out. By this time it was 1:30 in the morning and I was wondering what was going to happen. She walked out of the bathroom — still dressed in tight jeans accenting great legs — and a blouse. She walked up to me and sat on my lap, quickly straddling me. Things heated up in a hurry. We made out like crazy. I kissed her neck and face. She purred in delight, clearly enjoying the attention. It accelerated from there. She unbuttoned my shirt, flung it off and started to unbutton my pants, revealing a giant bulge. She touched my cock, still in underwear, and said, “I don’t know how this is going to fit.” I’m always up for a challenge. She pulled down my underwear and sucked me for a good 5 minutes. Then it was my turn to undress her. Her tits were disappointingly tiny (curses, padded bras!) but her in-shape body and cute ass were more than enough for me. I picked her up (only about 95 pounds!) and flung her onto the bed, kissing her head, then her lips, then her chin and neck. I moved down, paid attention to her breasts and nipples, then her beautiful legs before pausing to admire her pussy. I spent a good 10 minutes there until she came, screaming loudly. At this point she was so ramped up. I flipped her around so she was on top of me. She kissed me profusely and rubbed her clit against my cock. Before I could even mention the word “condom” she grabbed my cocked and stuffed it in her. Boy was she tight. We tried missionary, doggie and cowgirl. I also picked her up and wandered around the room with me inside her. It didn’t take long for me to feel like I was cumming. I told her I’m about to come but she held on to me tight. But not wanting any trouble I pulled out and sprayed my cum on her stomach. We collapsed in a heap. It was 3 a.m. — way past my bedtime!

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? She said point blank “That was the best fuck I’ve ever had.” She then paused and started to visibly feel guilty about cheating on her husband. I cheated too so we chalked it up as a conference hook-up that will always be remembered. She left my room and went to her room a few floors down. She came to my session the next morning and we exchanged smiles, knowing we’re keeping a great secret!

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Withdrawal

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s)

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

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? A little bit

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

Did your partner get emotionally hurt as a result of this hookup? Not at all

What was the BEST thing about this hookup? I know it’s not safe, but the idea of barebacking a stranger — let along someone’s wife — is mesmerizing to me.

What was the WORST thing about this hookup? It was very late and I would have hoped for another night with her.

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

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

You have a hookup story to share? Submit it here!