I'm not sure this is even the right category, but I'm certainly embarrassed. I'm 28 years old and work as a personal assistant to a very successful businesswoman. She recently pressured me to be a date for her 17-year-old nephew's prom. She even told me how I should dress. I tried to argue that it wouldn't be appropriate, but she left no doubt that my job might be in jeopardy if I didn't agree. The kid is chubby, and looks like the kind of kid who never got a date or even been kissed. I picked him up in my car. It was embarrassing meeting his parents. His father leered at my dress. It was tight, black and short. Just as my boss suggested. His mother said she expected ME to behave appropriately with her son. When we got to the prom one of the chaperons asked me if I was an escort. The other kids scoped me out the whole time. I guess that made Chubby feel like a big man for the first time in his life and he started to get a little fresh with his hands. Later we had a late dinner at a restaurant Chubby's aunt had selected.. The other patrons keep looking at us wondering what I was doing out with this kid. Finally it was time to go home, but once we were in the car Chubby said he wanted to make out with me. I said that wasn't part of the deal, but he said his aunt would be pissed off if he gave her a bad report. So, I agreed to a few kisses. But then his hands were under my dress, squeezing my breasts and my thighs. He said he wanted me to have sex with him, and when I said no, he said I should just let him rub his prick on my tits. I said OK, but that's all. He already had his dick out of his pants when I unzipped my dress, but when he saw my bare boobs he came in his hand. This embarrassed him and he didn't press me to do anything else. I drove him home then. The next day my boss told me her nephew told her he had a really good time with me. So far there have been no repercussions, but I feel like an awful slut for letting my boss pressure me into this. I just pray I never run into any people from that night again. But to be honest, when I think about it some times, I feel really horny and dirty.