Complecated question involving teenage guy late at night asking me to sleep with him?

You kept your self-respect and dignity by not going any further than you did. Should you have done more? Only you can answer that question, based on your upbringing, ethics, and morals. As to whether a "couple of beers" are okay, that depends on how many it takes you to use as an excuse for losing your self control. By the way, if I had a 16-year old daughter who slept with a 17-year old man, regardless of what went on, I would seriously chastise and discipline her. I would like to think that I raised my daughter with better morals and values.