[F]irst time I made the plunge and had an affair.

We had a company party/outing on Friday night celebrating different company and individual achievements. Nice dinner and open bar. The guy I have been flirty with in the past was there. We were sitting at different tables and didn’t talk much while at the main party. He made Presidents club within the Sales department and as a prize he got a very nice hotel room at a hotel in the city where we live along with many other people at the company.

After the Dinner party started to slow down around 9pm people started to make moves to another bar. I have the same group of work friends as him so I knew we would most likely end up at the same place.

I got in a cab with a few other coworkers and headed to a different bar. We got a few high top tables knowing more people would be showing up and started drinking. More and more coworkers started to show up including “Connor” the guy I have been flirty with.

People started to get quite tipsy including me. Connor and I started talking as we usually do late nights at work events. He would continuously put his hand on my thighs while leaning in to tell me something.

Around 11pm people decided to go back to the hotel bar where many of them had the free night stay. Connor asked me if I wanted to take a cab back with him and I said yes.

In the cab, both pretty tipsy, Connor again put his hand on my thighs but this time went in to make out. I didn’t push back. He was squeezing my thighs under my skirt my hands at my side. (I was wearing a black leather skirt, black tights with black ankle booties and white blouse.)

We got to the hotel and sat at the bar for a little bit with a few other coworkers and had a couple more drinks. He texted me on my phone asking if I wanted to come up to his room. I replied yes. We didn’t want to go up together so he said he goodbyes and I went up. I stayed back for about 20 min and pretend to leave as well but snuck towards the elevator me and made my way to his room.

Source: reddit.com/r/gonewildstories/comments/fk5jon/first_time_i_made_the_plunge_and_had_an_affair

5 comments

  1. Love this. I’ve been this guy too, and it’s so hot. Nice move staggering your exits.

  2. I can’t wait to see what happens. Please be descriptive, what size are your breasts, what are you wearing under that skirt and blouse. Are you shaved clean?

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