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Fucking my Boss's 18-year-old Daughter

BedtimeStoriesNoSleep
10 min readMay 14, 2024

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I worked downtown as an intern or junior salesman when I was just 21 years old. There was a bar in the lobby of the big building where we worked, and some of us would go there every Thursday and Friday night after work for a drink before going home.

I had worked at the company for almost a year, and my boss liked me enough to go out to drinks with me and some coworkers from nearby companies from time to time. When Friday came around, my boss Ron asked if I had plans to go out for drinks after work. I said I would, and my friend Paul, who worked close, would also come along. Ron told us that his daughter would be coming with us because she was staying the night in the city with some friends to go to a show.

When 5 o'clock came around, we went to the bar. I met Paul there already, and we sat at a table outside. It was really nice outside, I remember. After our first round of drinks, we talked about work and our plans for the weekend, as we always do. I saw a girl walk around the corner to the outdoor sitting area and look at every table for someone to talk to. She was really beautiful. She was short, maybe 5 feet 5 inches or so, had dark brown hair, and was wearing a pinkish-purple summer dress that showed off her breasts. Her hair was pulled back into a ponytail, and the first thing that caught my eye was that she had really big, pretty puppy-dog eyes.

I didn't connect the dots, and just as I was about to say something like "Check out that girl!" my boss waved at her and said, "Jenny!" Oh, no…

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BedtimeStoriesNoSleep
BedtimeStoriesNoSleep

Written by BedtimeStoriesNoSleep

Bedtime stories that either made you horny or being haunted.

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