Co-Worker Threesome

by Lolly

What’s your gender? Woman
How old are you? 49
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Washington, DC
Highest education received: Some college (not currently in college)
What’s your occupation? Legal Assistant
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 6
How many hookup stories have you here posted before? No, but my husband has

Co-Worker Threesome

How long ago did this hookup happen? 26 years ago

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

How would you best classify this hookup? Group sex

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? We had just moved from the Bible Belt to Washington, DC and I got a job at a large law firm. One of the other assistants asked me to join them for happy hour. She was young, pretty and had large breasts. When we arrived at the bar, we sat with one of the lawyers named Matt. He was tall, handsome and very good looking. I did not know much about them before that night, but I could not help but be attracted to both of them.

I should mention that up to this point I had only sexual experiences with my husband.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It was a Friday night and we were at the bar for about three hours. I had several cosmos and for the first time in my life was a little drunk. Ginger had placed her hand under the table and rubbed my leg for a while. Eventually, I returned the favor and we played with each other while Matt watched. At some point, he moved closer to me and now they were on each side of me. I placed my hand on his crotch and was surprised at his size. Much larger than my husband.

This went on for a while until Ginger whispered in my ear that they asked me here because “they wanted to fuck me.” I was startled, scared and excited all at the same time. This had never even crossed my mind, but I could not stop now.

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 went to Matt’s apartment. As soon as we entered, we all removed our clothes. At first, Matt watched Ginger and I play with each other while he rubbed himself. Ginger went down on me and I quickly came. Then I returned the favor…my first taste of another woman…and it was incredible. I was so into it that I did not even notice that Matt had moved behind me and was ready to fuck me.

Because of his size, it took a couple of minutes for him to get all the way in, but once he did I was in heaven. I screamed and begged him to fuck me hard and he did for about 20 minutes (my husband never lasted more than 5). When he was ready to cum he asked where I wanted it and I screamed “inside of me” because I was on the pill. As he filled me with his cum, Ginger reached up and kissed me.

I ended up staying with them all night and we repeated this several times. Even though I felt like a slut, I loved every minute of it.

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 day I told my husband what happened. To my surprise, he was supportive because he knows I had not had any other sexual partners.

Fast forward a few weeks and the three of us continued to have sex together. But eventually, Matt asked me out by myself. That was the beginning of a year-long relationship where we fucked several times a week. My husband became a cuckold and had no choice. Matt and I even went on a vacation together and I never felt sexier than being on a vacation with my boyfriend while my husband stayed at home.

I masturbate about this all the time. I’d love to see them again and have a repeat performance, but we all moved away and have families. But sometimes I would love to be a slut again.

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

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Intoxication, To feel more desirable, To feel more confident, Power / Dominance, Making new friends

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Alcohol

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Alcohol

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 told my husband and several friends of mine from our hometown, who were very supportive, but surprised because of our conservative upbringing.

How would you best summarize people’s reactions about this hookup? Mixed (Some positive, some negative)

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? Freeing myself from my inhibitions, experiencing a large penis and cuckolding my husband.

What was the WORST thing about this hookup? It had to end when we moved to another city.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? At the time it did. I was constantly thinking about sex, especially now that I was open to experiences outside of marriage.

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? Some days I long to be free and uninhibited again.

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 the society did not place such judgment on those who have sex outside their marriage. It actually strengthened our marriage in the long run and to this day my husband would be supportive of me if I hooked up with a man or woman again.

What do you think about the Casual Sex Project? Love reading all of the stories.

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