Keeping It a Secret



What’s your gender? Man
How old are you? 19
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Canada
Highest education received: High school diploma
What’s your occupation? Unemployed
What’s your current relationship status? Single
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? None
How many hookup stories have you here posted before? None

Keeping It a Secret

How long ago did this hookup happen? March 2016

What was your relationship status at the time? Single

How would you best classify this hookup? No hookup

How long did you know the person before this hookup? For more than 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? she’s was my school aid for quite a long time. She’s mid 40’s and is a wonderful girl. has a very attractive and sexy body for her age.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Me and my aid had a spare class and since it was nice out we decided to go relax outside and do a reading project. I sit and leaned against the school building while she sat a few inches in front of me. She decided to hold her textbook on her lap and read me the chapter while I Follow along. I was wearing a blue t-shirt and loose gym shorts. She was wearing a blue tank top and jeans. her tank top really made her breasts extremely perky and sexy and from one look, I was getting extremely hard. it was bulging out of my shorts and I had to put my textbook in the way so she wouldn’t see. my mind was fogging up and the only way I was going to focus is to masturbate. but I didn’t want to interrupt her to use the washroom so instead, I went with something extremely risky. I put my textbook on my lap upwards like she has it. then I moved my hand to my lap when she wasn’t looking. then, I began to stroke my cock through my shorts.

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? The next 20 minutes was me masturbating to my aids breasts while she was inches away from me. I was blushing insanely. I was so scared she was gonna see, but it felt so good so I kept going, she looked at me while reading and for some reason, my hand kept going, but she smiled at me and then kept reading, she asked me a few questions and I did everything in my power to answer them without moaning, the worst part was I had to answer a question mid-orgasm. then she decided I did good enough and decided to call it a day.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? No

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? We packed up and she told me she’ll she’ll see me at math. before I walked away, she asked if she could say one more thing and I said sure. She then told me she knew about me masturbating the whole time and said it’s perfectly ok and that to change shorts cause my cum left a stain on my crotch. I hope next time instead of me masturbating, she would stroke my cock for me. We are still great friends to this day.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) No penetrative sex happened

What were your motives for this hookup? Just happened, I don’t know why, just went along with it

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? I don’t know / I’m not sure

Did your partner(s) consent to this hookup? I’m not sure / I don’t know

To whom did you talk about the hookup? How did they react? I haven’t told anyone.

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? Not at all

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

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The fact that she knew I was masturbating to her breasts and she was happy and let me do it.

What was the WORST thing about this hookup? the fact that it took me more than 20 mins to cum.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? not really.

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’ve had wet dreams about her in lingerie for 3 days after this hookup.

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? It’s not something I think about every day.

What do you think about the Casual Sex Project? I think its great for me to share this sexy story with everyone.

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