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What’s your gender? Man
How old are you? 40
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 occupation? Entrepreneur now
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
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? 0

My Secret Girlfriend

How long ago did this hookup happen? 8 years ago and currently

What was your relationship status at the time? In a relationship (monogamous)

How would you best classify this hookup? Fuck-buddies

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? I will call her Taryn. When we first had sex she was 28 and I was 32. She is about 5’4, 110 lbs with sandy blonde hair and the most beautiful girl next door face. Beautiful lips, cheeks, eyes, she is just gorgeous and she really doesn’t even know it. She has a really nice petite body, small breasts, and a tremendous ass. I had gone to school with her for a couple of years and I would say we were semi-close friends for us both being married with kids. I always liked her; I think we flirted a little in classes but not too much.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We really started to be something more as classes were ending for us. We were attending a graduation party for one of our classmates and the way things were we were kind of stuck together (alone) most of the night. That night was kind of magical in my memory and nothing sexual even happened. We just got to spend time alone, talking and I realized that I was more attracted to her than anybody I can ever remember. I could tell the feeling was mutual. We just fit. The attraction for each other was extremely strong. So at the end of that night, we exchanged numbers. After that, we would chat a little bit on Facebook and flirt a little on texts. Eventually, we talked about what it would be like to kiss each other, so found a time to meet up.
We met on a beautiful summer night along a river path. It was after work and she was wearing her scrubs. The sun had already set. I think she’s the only girl in the world that could make scrubs look hot. They were white and had some frilly blue design or something.
We basically made out for 30 – 60 minutes under a bridge along the river. I remember a few things. I loved her lips and kissing her was the most wonderful natural feeling ever. Everything about us fit so perfect. Also, I was shocked at her body. I was feeling her up and I had no idea just how amazing her ass was, and everything else. We completely melted into each other. I wanted her.
After that, it was a while before we could meet again. She told me her husband was going to be gone and I should come oveknewI new what that meant but was naive enough to think that we might just make out with less clothes on – so that was what we were doing for a while. She was so sexy. I loved being on a bed with her. Our bodies on each other, mostly skin to skin, was out of this world. Her legs were slender, long, and curvy at the same time. Her ass was too good to be true. She had her bra and panties on and I had my boxer briefs on. I didn’t think much more was going to happen. But then she said something. “I wonder what it would feel like? What you would feel like?” I was so stupid. For a second I actually thought she just wondered. Was she saying she wanted it? Inside I was jumping for joy. I wanted her so badly and I think she was just telling me to go ahead. So I said, “maybe I should just stick it in a little bit” She agreed. Wait! We don’t have a condom! It passed both of our minds but we needed each other now. Oh well. So it wasn’t long and I was gently rubbing my bare cock-head up and down against her opening. I remember entering her for the first time – the look on her face was so sexy. I also remember how tight she felt. We fit together perfectly.

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? Sex with Taryn was unbelievable. I went down on her and she enjoyed it but that’s not her favorite thing. She did not go down on me as that was not what I wanted. During that time we were only in the missionary position. In the future, sex got even better with her. I think that is the only time that I did not have an orgasm with her.

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, but I was close

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? The next day? Hmmmmm. I was hooked.
Our love affair had begun. It didn’t take long to fall for her on every level. Our sexual chemistry is completely off the charts. We have made love, had sex, and fucked all over the place in the last 8 years. Some of them include:
In Her bed
Bending her over her bed
Her basement couch
Her living room couch
Her husband’s mother’s bed
Bending her over her husband’s mother’s bed
Her husband’s mother’s couch
My bed
My old house’s bedroom floor
Vacant property bathroom sink
Vacant property bedroom floor
Vacant property living room floor
Her car
Bending her over against tree in the woods
On a blanket on a walking trail in the woods
Motel Bed

My hopes for the future? I’m not sure, but I can’t imagine not seeing her and being with her in some capacity.
How do I feel about her now? I’m in love with her.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply)

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection

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? I have not told anyone.
She has told her sister.

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? A little bit

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? Hmmmm. Taryn. She is the sexiest most wonderful girl in the world.

What was the WORST thing about this hookup? Not being able to come home to her every night.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? She has changed everything and nothing at the same time. In a fantasy world, we wish we were together right now.

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? We are both still married with multiple kids.
8 years after we started, we are more into each other than ever.
I don’t ever want to stop seeing her.
I think we trust each other. I know I do.
I think we love each other.

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? I wish people would not judge.

What do you think about the Casual Sex Project? It’s good for me because I got this off my chest.

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