High Maintenance Employee

by El Jefe

What’s your gender? Man
How old are you? Late 50’s
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? SE United States
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Manager
What’s your current relationship status? Single
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Active
How many sexual partners have you had in your life (including oral sex)? 80ish
How many hookup stories have you here posted before? 0

High Maintenance Employee

How long ago did this hookup happen? 7-8 months ago

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

How would you best classify this hookup? Short fling

How long did you know the person before this hookup? For less than a year

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 big girl and a pain in the ass employee. I hired her and never considered her as someone who I wanted to fuck. She is in her early 40’s (maybe 41?) and she is mixed race with great skin and actually very soft hair.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Laura worked 3rd shift and wanted a meeting to complain about something. There was some mandatory training that was being done on her shift and I was due for a visit so I decided to attend the 3rd shift training and also meet with her before. We had our meeting then walked together to the training. After the training, she came up alongside and hooked her arm through mine and rubbed up on me the way women do when they’re in heat. She totally hijacked me, which was a little annoying since there were several other people (e.g. other women) who I was interested in flirting with who was also in the training. Through the course of our walk, she made a couple of suggestive statements so I straight-up asked if she sucks my dick in my office and bends over my desk. She responded with an aggressive YES and proceeded to describe what a slut she was. At that point, it was too late because the day shift had begun and there were a lot more employees around. She had gone for my dick in the elevator and showed she meant business so she had my full attention.

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? A few weeks later after sending me numerous pussy pics and begging me to fuck her, I visited 3rd shift. As expected, she came into my office and after I closed the door she was on her knees. She sucked cock like a champ and very nearly took my whole cock (~7″). With limited time, I quickly had her remove her pants and bent over to fuck her. I was doing her hard and was almost there and someone knocked on my door. Mother Fucker. We had to stop but I was definitely going to hit this shit again. Since I lived near the facility, she would stop by on her way to or from work and was insanely talented in all facets of sex. Her body wasn’t as bad as I’d feared and she had some nice tats all over. I especially enjoyed fucking her ass and she loved to be chocked with her hair pulled while I pounded with full abandon.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? She knew I had a girlfriend and it was clear that she had one role, which was to service my cock. In addition to being pretty slutty, she was also somewhat of a sub and I took full advantage.

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

What were your motives for this hookup? Power / Dominance

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

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? My golf buddy – he laughed.

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

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? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? She was so into it and way better than I anticipated – with zero expectations.

What was the WORST thing about this hookup? She was an employee – very risky.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No.

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

All things considered, how NEGATIVE was this experience? Not at all negative

Anything else you want to add about this hookup? She finally found a guy to marry her and left the company – I was very relieved.

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 makes life worth living.

What do you think about the Casual Sex Project? I love it – there are some great stories here.

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