Affair with Co-Worker

 

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What’s your gender? Woman
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? Florida
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Marketing/Sales
What’s your current relationship status? Engaged/Married (monogamous)
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)? 20
How many hookup stories have you here posted before? 1

Affair with Co-Worker

How long ago did this hookup happen? A few weeks ago

What was your relationship status at the time? Same as current status

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? My co-worker and I hooked up on a business trip 3 months ago. At the time, his wife was pregnant and he hadn’t had sex in weeks. I initiated and he was willing. Now, his wife has had their first child and we were sent on a trip to Chicago. I’m 46 years old, 5ft 3 inches, blonde from a bottle and fake 32DD boobs. I strive to stay in shape because my job is in sales so it requires that I maintain a certain appearance. I have two sons in college and overweight drunk husband that hasn’t had sex with me in 4 years. I’ve always worked hard to stay fit and people usually think I look like in my early 30s. My co-worker is 24 years old, tall and attractive.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We had a layover in Pittsburg so we got lunch. We were flirting as he was showing me photos of his 1-month-old daughter. We never noticed the weather was getting worse. However, I did notice he was checking out my legs so I kept crossing them to let him know I was wearing thigh highs and black lace panties. We flirted more and things were getting heated. He told me a few erotic stories before he met his wife. I told him a few of my stories and added I was promiscuous before my husband knocked me up. He was telling me his wife had never tried anything wild in the bedroom. Then we were interrupted.

An announcement was made, that all flights were canceled and everyone needed to check with their airline for information. We grabbed our carry on luggage and got in line. The girl at the counter thought we were together and booked us in one room at the hotel. He tried to clear things up but I whispered this would be fun. He called his wife on the ride to the hotel but didn’t tell her we were sharing a room.

During check-in, the front desk informed us the weather was so bad that they were on minimal staff and the hotel restaurant was closed. However, we could order room service.

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? We arrived in our room and it was huge! It had a king size bed with bathtub. I ran some warm water in the tub and turned on the jets. I noticed he was watching so I slowly took off my clothes and invited him to get in. He got undressed and his cock was already rock hard. He stood at the edge and I sucked him. He got in and sat down and I instantly straddled him. It didn’t take long and he got off inside me. I noticed he was still hard so I bent over the edge of the hot tub and let him fuck me from behind until we had an orgasm together.

We dried off and put on the hotel robes and ordered room service. The sexual tension was gone, so we ate. He mentioned his wife would never agree to try anal. I told him my husband and I did it often when we were first married but hadn’t done it in years. I noticed he was hard again so I stood up and dropped the robe and got on the bed. I was submissive and he was in control. I was very flexible so I let him try positions he had been interested in trying until he came inside me again. I went to the bathroom. I dug in my make-up bag and came out with some coconut oil. He was on the bed naked. I gave him another blowjob and when his cock was hard I rubbed the coconut oil on him. I took some pillows and placed them under my belly so my ass was in the air. I rubbed some oil in my butthole. He positioned himself and slowly entered my ass. His penis was long but not very thick so he went in easily. When he could tell I was relaxed he grabbed my hips and began pounded me hard until he came inside me.

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? The next morning, we were watching the news as they announced the airport would be closed one more day. We called to confirm our flights for tomorrow morning. I went to the main lobby for coffee so he could Facetime his wife and daughter. After breakfast, we spent the day having sex, mostly anal.

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

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), To feel better about myself, To feel more desirable, To feel more confident

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

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? Having sex again. My co-worker is the first person I’ve ever had sex outside of marriage with. However, I’ve had plenty of opportunities I never did.

What was the WORST thing about this hookup? I worry he will feel guilty for cheating on his wife.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It’s a fact that people that travel often due to work are more likely to cheat. When my marriage was young, I was tempted many times. Now I’m older and more willing to have sex but only with my co-worker.

I don’t think my co-worker would have begun this affair at first but I was very persistent the first time. Now it’s a regular event when we travel together.

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? For myself, I don’t want a divorce.

For my co-worker, I can tell he is a caring husband and father. However, He’s very curious and willing to try new things in the bedroom but his wife is not willing. That’s something that makes men eventually pounce when the opportunity arises. I think it’s best if he does decide to cheat while traveling, it’s with me. I’m willing to let him have full access to my body but I would never say or do anything to wreck his marriage.

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