by Philip



Gender: male
Age: 30
Race/ethnicity: Causasian
Current location: Korea
Highest education received: College degree (eg., BA, BS)
Occupation: Teacher
Relationship status: Married
Religious affiliation: Formerly Christian
How religious are you?Not at all
Sexual orientation: Mostly heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? Bisexual enough to enjoy a threesome with another guy in it, but strongly prefer women.
How many sexual partners have you had in your life (including oral sex)? 5
How many hookup stories have you here posted before? 0


She Called Me “Teacher”


How long ago did this hookup happen? 3 years ago

How would you best classify this hookup? Affair

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? She was a student of mine, a freshman in college when I first met her. She was obviously attracted to/interested in me from the start. She was young and cute, and I appreciated her attention but didn’t have any interest in her at the time.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It wasn’t until the end of the year that I started thinking about her in a sexual way. I ended up emailing her, which led to texting, which led to us meeting and going on several dates, most of which involved a bit of kissing but not much more. 

She had a boyfriend of 3 years at the time, and I was happily married. We both felt guilty about what we were doing, but we enjoyed being around each other a lot.

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? When we did start having sex, I experienced something for the first time–impotence. Despite the fact that I typically have a hard time keeping it down, the guilt and nervousness I felt made it pretty difficult for me to get it up when the time came. 

So, we got off to a slow start, but we did end up having sex. A lot. We were both shy, but we were both also incredibly horny pretty much all the time. We would go to hotels during the daytime for sex, and we started getting bolder about going out in public on dates, as well. 

The sex was great. She was very passive and submissive, though. Sometimes I wanted her to show a little more aggressiveness. She had these lips that just blew my mind. All I could think about sometimes was how amazing it would feel to have them wrapped around my dick. When she did eventually give me head (in my office at work, which was a major turn-on), it was so hot that I came really quickly, which she wasn’t ready for. She ended up swallowing it, for lack of any other available options, but she obviously wasn’t into it, so I refrained from ever asking for it again.

Did you have an orgasm? Did your partner(s)? Every time we met and had sex, I would cum 4-6 times, but she never orgasmed. She had never had an orgasm in her life, unfortunately.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? We were both clean, and we used a condom most of the time. There were times, though, when we didn’t. She was on birth control, so sometimes I would cum inside her. She seemed to love it as much as I did.

What were your REASONS for having this hookup? I’m still not completely sure. An early mid-life crisis, my overly active curiosity, my being constantly horny when my wife wasn’t–there were a lot of factors, but there was no specific reason.

Were alcohol or drugs involved? If so, how much? None at all.

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 continued hooking up off and on over the course of a couple years. Eventually, her boyfriend caught on and threatened to tell my wife if I didn’t stop talking to the girl. I still tried contacting her sometimes just to see if she was okay (her bf cheated on her constantly, slapped her, and was very controlling–they did eventually break up, I heard), at which point I got messages from her telling me to never talk to her again. Those messages, I’m pretty certain, were written under some kind of threat from her boyfriend. From then on, for her safety, I stuck to asking mutual friends about her to see if she was okay.

To whom did you talk about the hookup? How did they react? A few drinking buddies of mine. They were a little jealous and thought it was awesome.

Was this a consensual and/or wanted experience for you? For your partner? Yes, it was mutually consensual.

Do you regret this hookup? If so, why? Yes and no. Yes, because it damaged my marriage eventually and put the girl’s safety at risk. No, because we genuinely and thoroughly enjoyed each other.

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? The best thing was one particular day we spent in a hotel. We spent hours having sex, and we washed each other in the shower and bathed together. It felt like we were in another world. Our own private little reality where everything felt good and was ours.

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

All things considered, how NEGATIVE was this experience? Very negative

Anything else you want to add about this hookup or anything else? Before this experience, I’d never thought myself capable of actually cheating on my wife. Now I know better.

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