by Brian

Gender: Male

Age: mid-40s
Race/ethnicity: White
Location: Northeast
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
Occupation: Finance
Religious affiliation: None
How religious are you? Not at all
Sexual orientation: Heterosexual
How many hookup stories have you here posted before? None

Met at the Gym

How long ago did this hookup happen? Two years ago

How would you best classify this hookup? Fuck-Buddies

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? Two years ago I joined a gym to tone up and lose some of the middle-aged softness that had set in. After going for several weeks, a new trainer, Jen, came up to me one day to correct my posture on one of the weight machines. From the start, I thought she was incredibly sexy. She was 26, had chestnut hair and olive skin, a great smile and she was toned, but not muscular. I would go to the gym 3-4 times a week and Jen would always come over to make small talk with me. I definitely felt some tension between us.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Jen knew I had an accounting/tax background, so when April rolled around she asked if I would help with her tax return. I agreed and we set a time to meet at her apartment. I didn’t tell my wife where I was going, she just assumed I was at the gym. I thought Jen was going to sit with me to understand what I was doing, but she just gave me her documents and was on the phone with a friend the entire time I was working. When she saw I was getting up to leave, she got off the phone and thanked me with a hug and a kiss on the lips.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? Did you have an orgasm? Did your partner(s)? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? Jen’s an amazing kisser and we got naked pretty quickly. She’s the first woman I’d been with who completely waxed her vagina. I went down on her until she had an orgasm and then we had intercourse changing positions several times; I finished inside her. Afterward, she took me in her mouth to clean me off, I was in heaven. We both agreed the sex was hot and made plans to hook up again.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? We didn’t use any protection the first time, but Jen assured me she was STD free, on birth control and not sleeping with anyone else at the time. We used a condom the second time, but I didn’t like the feeling and we ditched them.

What were your REASONS for having this hookup? Jen was young, sexy and flirtatious and I wasn’t getting enough sex at home.

Were alcohol or drugs involved? If so, how much? No.

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? I felt energized after our initial hook-up. My expectation was to make it a regular, casual thing and it was for almost half a year until Jen started dating someone seriously. We continued to make small talk at the gym, but she ended up moving away with her boyfriend. I have no real feelings for her, just think back on the experience once in a while.

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

Was this a consensual and/or wanted experience for you? For your partner? Consensual for both of us.

Do you regret this hookup? If so, why? No.

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? Jen was great at giving oral and willing to try any position. Nothing bad about this experience at all. I never understood cheaters and how they were able to compartmentalize, but now I get it. It’s very easy to separate casual sex from love, for me at least.

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

Anything else you want to add about this hookup or anything else? Sadly, my wife didn’t find it suspicious that I wasn’t hounding her for sex during that time.

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