Tennis to Sex



What’s your gender? Man
How old are you? 34
What’s your race/ethnicity? Southeast Asian
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 occupation? Consulting
What’s your current relationship status? In a serious relationship (monogamous)
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 10
How many hookup stories have you here posted before? 1

Tennis to Sex

How long ago did this hookup happen? 4 years

What was your relationship status at the time? Single

How would you best classify this hookup? Short fling

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? We met on a dating website. She was white from the Midwest. I mentioned I played tennis so we met up to play tennis on our first date. She was wearing a tight sport top, a white visor, and matching white tennis shorts. Cute girl in her mimid-twenties

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? No planning at all. I waited for her in the public courts in a nicer part of town close to where I live. It was a gorgeous spring day so the courts were full and I was practicing my serving holding the court, holding off a couple people wanting to take the court. When she showed up, I was a bit upset since she was so late, but she had to drive into town so she complained about traffic. We started to hit around and she was not good a tennis at all! However, she was cute so I didn’t mind helping her out on form. I was calm and cool however I could tell she was nervous because she incessantly kept talking and chatting in between playing. Eventually, another group took out court while we were chatting and I got the cue to leave. I didn’t really see a future since there wasn’t intellectual compatibility. I mentioned that we should get some food so we took my car to a local restaurant. I mentioned that I was really into Breaking Bad which she was too and she was impressed with my knowledge of the show on the way to the Thai spot and then said she was very happy that I was “so hot.”

After the restaurant, I dropped her off at her car and she said how about we go to your place and watch the show. In my head, I knew it was on.

At my house, we got to my couch and I barely got to even turn the tv on and we started making out. It was tough to say who initially instigated it because she gave me this longing look on the couch and I took this cue to start making out. I feel that women can communicate so much through their eyes and her look was so convincing and sexy. I remember that she tasted like milk, which wasn’t the first time this has happened with women. I’ve noticed when girls are very horny and when I first kiss them they tend to taste the same. Maybe I’m crazy.

I took off her shirt and sucked on her nipples a bit going very slowly. I loved the tennis skirt so I kept massaging her legs up to the point of her crotch but waiting for the right moment. She then started sucking on my dick and I got up on the couch and started face fucking her which she didn’t mind. Nowadays I wouldn’t have done that, but at the time I watched way too much porn.

We then took it to my bedroom where I escalated things and had sex in missionary. She was so wet. Thinking back, I should have used a condom but she told me her sexual history, so I didn’t feel too bad. She said she had an issue and could not have kids, so I came inside her, which was fantastic.

I remember pounding her hard and lifting up her back while we were missionary to go in deeper.

All in all good sex. Although VERY fast for me.

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? Vaginal / oral

she had a nice shaved pussy

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

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? After we exchanged numbers and had more sex. She wanted to date and I was slightly embarrassed about our hook up. One night, I was drunk and we had wild sex and she was bleeding all over my bed. I started to date another girl from college and we lost contact.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Discussed STI testing history

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? Somewhat

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? Couple friends. They were not surprised and have crazier stories.

How would you best summarize people’s reactions about this hookup? Relatively positive

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

Did your partner get emotionally hurt as a result of this hookup? A little bit

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Spontaneous sex. I’m very easy going and not cocky which puts girls at ease I feel.

What was the WORST thing about this hookup? That she developed feelings and wanted to date. She later felt we should not of had sex so quickly.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes. I’m more open to casual sex but with partners who want sex to enjoy sex not for a partnership. It helped me realize even if a girl is attractive and sexy there much more to a meaningful relationship.

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? I hope she found someone. I see her on Facebook teaching at a high school. I would not be surprised if she had see with the students, she seems very docile and lacks forthought. I kept having to give career advice which is weird after 2 dates.

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? Positive if both partners are consensual and no deceitfulness is abound

What do you think about the Casual Sex Project? Great medium to share life’s taboo stories

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