Have you ever slept with someone and later find out they were a mutual acquaintance?

Around five years ago, I used to get happy ending massages from this attractive Irish woman. She had just graduated from college and was doing it for extra money in the evenings. She was tall and thin with jet black hair, pale skin, freckles and blue eyes. She had an innocent look to her, which made it more exciting that she was doing this sort of thing. I would go see her every Friday after work. We got along well and if she didn't have any appointments after I was done, we'd often chat for half an hour or so. Once we even went out for a drink, but it felt like two friends talking and wasn't anything romantic.

During this period, I met this woman who became a FWB. Our relationship was mostly along the lines of when we were both out and it was late, we would text each other and she would meet me at my place. We would have a glass of wine, she would spend the night and leave in the morning.

One night, my FWB texted me to tell me that she was at a nearby bar and wanted to come over. Since I was walking home from somewhere else, I said I'd meet her at the bar and we could go back to my place. I got to the bar and spotted my FWB with her friends. I approached them and the Irish woman was there. This surprised me so much that I was speechless. When we were introduced, the Irish woman held out her hand for me to shake, smiled warmly and said it nice to meet me.

This shocked me so much that I didn't go see her again for about a month. During my next appointment, she teased me about how surprised I looked and everything went back to normal.

/r/AskRedditAfterDark Thread