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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? USA
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your current relationship status? Engaged/Married (monogamous)
What’s your sexual orientation? Heterosexual
How many hookup stories have you here posted before? 4

Christina

How long ago did this hookup happen? 1 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? 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? Christina is a MILF in every sense of the term. She has a pretty face and I would describe her body as “pleasantly plump” — nice full breasts, nice round ass, and a little paunch for a stomach. Her son and my son play on the same youth soccer team so I see her regularly at practices and games. I’ve always been attracted to her and although we were friendly to each other, she never showed any indications of wanting anything more than being friends.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? One day at practice, we started talking and I asked her what she did besides being a “soccer mom.” She laughed at the reference and told me that she was a family and marital therapist. Turns out her office is in the same building as mine, and it’s amazing that we hadn’t run into each other at work. Somehow in the course of our conversation, we started talking about marriage therapy and infidelity. She shared her thoughts about why men and women stray in their marriage and offered some speculations, based on her experience, that men and women have different reasons for doing so. Practice was soon over and we exchanged cell phone numbers and agreed that we’d try to get together for lunch someday soon and continue the conversation.

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 called her a few days later and asked if she was still interested in having lunch. She said she was aching for some sushi because no one in her family but her liked it, and would I be interested. I told her that I love sushi and have it at least once a week. We agreed to meet at a small sushi restaurant in town that we bought agreed was excellent. Over a variety of tasty sushi and hot tea, our conversation flowed smoothly and soon we were sharing stories about our experiences that I would not have imagined ever doing with her. I learned that she had had three affairs, and I confided that I had had two myself. She told me that her affairs were driven by the “excitement of the chase” so to speak, but once the sex began, the excitement soon waned. I told her that both of my affairs involved “feelings” for each other and, as such, ended badly in both cases because I was unwilling to leave my wife for the other woman. She laughed and told me that I was definitely a BAD CANDIDATE for an affair. Time seemed to fly by and we realized that we both needed to get back to work. The parking lot for the restaurant is in the back and when we went to our cars, there was no one there except us. We hugged each other goodbye and then very unexpectedly, she kissed me on my lips. At first, I was startled, then I opened my mouth and she did likewise and we started to engage in a deep french kiss that got me hard instantly. She broke the kiss as quickly as it began, looked around to make sure no one was watching, and then opened her car door and went in. “See you at soccer practice,” she said cheerfully and drove off. That afternoon, I saw her at soccer practice and she acted as if nothing had happened. “Nice lunch,” I said. “Yes,” she said, without looking at me, “I especially liked the dessert afterward.” “Me too,” I said, playing along, “I sure wouldn’t mind more of it someday.” She didn’t respond so I assumed that was that. Just as practice was ending, she asked me if I was free for lunch tomorrow. I told her that I could adjust my schedule and meet her for lunch. She told me to meet her at “Spencer Park” at noon. She said she would bring a picnic lunch, and I was responsible for bringing dessert. I wasn’t quite sure what she meant by dessert, so I brought a small lemon cheesecake with me when I went to Spencer Park to meet her for lunch the next day.

The park is a large acreage with a number of roads that went to different locations in the park. When I saw her, she motioned to me to follow her in her car and we drove to a remote location of the park. Once there, she told me to follow her and we walked to a clearing behind thick bushes and trees. She laid out a blanket and we sat down to enjoy her picnic lunch of cold fried chicken, potato salad, and coleslaw. I showed her the cheesecake and she laughed — “hmm, double dessert today.” We quickly finished our meal and then she said, “Ready for dessert?” I reached for the cheesecake but she pushed it aside and leaned in to kiss me. We quickly engaged in passionate kissing and touching and soon she was stroking my hard cock using my pre-cum as lubrication, and I had my middle finger in her wet vagina massaging her clit. Without saying a word, she pushed me on my back, removed her panties, and sat on my pulsing cock. My cock slid into her effortless and she started riding me up and down — slow at first, and then faster. She bent down to kiss me as she rode me, and I played with her nipples as we kissed and screwed. All too quickly, I felt the urge to cum and told her. She told me to hang on a little longer as she was close. I bit my lip and tried to think of other things as she rode me faster and moaned louder. Just as I was about to bust my nut in her, she groaned, “Oh shit, I’m cumming!” and I literally came as she said it. “Oh! oh! oh!” was all I could say as I shot in her. After we calmed down, I apologized for cumming in her and she said that it was fine — “no more soccer players” she said with a laugh. We kissed again, cleaned up, and made our way back to our cars. “Think this could happen again?” I asked her. She looked at me, and said, “Only if you promise never to use the L-word with me.” And with that, she got in her car and drove off.

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? I saw Christina at soccer practice that afternoon and she acted again as if nothing had happened. We chit-chatted like normal but didn’t say anything about our picnic lunch and dessert afterward. I’ll call her in a few days and see where we stand.

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

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

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

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? No one.

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

Did you get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The sex was AMAZING!!!

What was the WORST thing about this hookup? That it didn’t last longer because of time limitations.

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

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

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

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