Got My 19-Year-Old Employee Pregnant



What’s your gender? Man
How old are you? 46
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? California, USA
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Manufactorer
Religious affiliation: Christian
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)? 8
How many hookup stories have you here posted before? 0

Got My 19-Year-Old Employee Pregnant

How long ago did this hookup happen? Two years ago

What was your relationship status at the time? Engaged/Married (monogamous)

How would you best classify this hookup? Short fling

How long did you know the person before this hookup? For less than 6 months

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 an awkward and fairly unattractive nineteen-year-old girl who came to work for my company as an administrative assistant. She was a bit on the plus side, and very plain looking. Though she wasn’t a looker, she had a sweet personality and was a very hard worker. She didn’t have any friends and of course had never had a boyfriend. I felt very sorry for her and tried to give her compliments about her looks and her work quality (a mistake I realize now).

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? She came over, while my wife was away with the kids, to deliver some office paperwork on the weekend. I suspect that she had planned to see how far she could get with 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? She was in a casual dress that showed a bit of her cleavage and flipflops. I admit that I was weak at the moment as my wife and I hadn’t been having regular sex for years now and she was always complaining about some small things about me.

With my teenage assistant, she made me feel very good about myself. I even asked her to stay for a bit so we could just talk. Well, somehow the conversation got to my wife and her lack of interest in me and I found out (to my surprise) that she had a boyfriend about two years prior and that she wasn’t a virgin.

I was surprised at myself at the things I was saying and soon I was beginning to wonder if I should take her to bed. I really didn’t find her attractive at all, but she was paying attention to me, which is what I was craving at the moment.

An hour or so later I found myself in my marital bed holding her in my arms and kissing her deeply. For a moment I had a full revelation of what I was doing and that there was still time to stop, but that passed and I spread her legs, got on top, and entered her.

She cried out in pain for a moment and I asked her if she was all right. She told me that the last time she had sex was two years ago and that she wasn’t used to having a man inside of her. I let her get used to me before I started thrusting. Foolishly, I didn’t use a condom. Years before, my wife and I tried to have one last baby and it didn’t work. A check of my sperm showed that I had some issues, even though I had two children. It wasn’t that I couldn’t get a woman pregnant, it was just harder. And now, as I was moving inside of this young lady, I believed I was still infertile.

She was able to come once during the oral sex I gave her but not while I was inside of her. When I was ready to come, I had a warning in my head to pull out of her, but I didn’t listen and a few moments later I was flooding her with my sperm.

She spend the night with me and we had unprotected sex again in the morning and she did orgasm this time with me inside of her.

We continued to meet everyday for a week but I told her that once my wife got back we’d have to go back to just being friends.

I almost felt a bit of sadness that last night after I’d made my final release of sperm inside of her. But we both knew we had to end it and we did.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, one

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? A month later a bombshell was dropped on me when my young friend told me that she was pregnant. I couldn’t hide the fact and my wife soon found out.

Here I am, two years later divorced and paying child support to both my ex-wife and the girl I got pregnant. She didn’t want anything to do with me afterwards.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? 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? No one.

Did you get emotionally hurt as a result of this hookup? Very

Why do you regret this hookup? She got pregnant and I lost my family and business. I now pay child support to both my ex-wife and this young lady.

What was the BEST thing about this hookup? At the time the closeness and intimacy that I so desperately wanted.

What was the WORST thing about this hookup? Her pregnancy and the break up of my family.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes.

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

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

Anything else you want to add about this hookup? Don’t have sex with anyone but your spouse. And if you do, always use birth control.

What do you think about the Casual Sex Project? Interesting.

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