I am 44 and my boyfriend is almost 39. We live separately, and he has a much younger male roommate who is 26 and still in school.

The roommate tends to drink too much and has also had problems with fighting when he's intoxicated. He's also behind on his rent and owes my boyfriend quite a bit of money.

My boyfriend does not really socialize much with his younger roommate (he's mostly at my house on weekends), although they are from the same country and are friends. Because of additional house guests, my boyfriend has only been spending one night a weekend at my house for the last month or so.

On two separate occasions now, I've gone out with my boyfriend on a Friday night only to find out the next morning that he's gone out with his roommate later the same evening following our date (as in leaving to go out at 1 a.m. or so). The roommate has been drunk on both occasions and "convinced" my boyfriend to keep the evening going by going out late night.

Knowing that the roommate likely has a drinking problem (and is behind on his rent for 4 months), this has made me pretty annoyed, even angry. I feel as if my boyfriend has no boundaries with certain people in his life, even to his own detriment. I've told him that if he wants to get paid the back rent, he cannot be this guy's friend....in addition, if he's concerned about the excessive drinking, he cannot condone it by going out with him and drinking. I also just find this friendship to be very odd....I don't think of them as peers even though I have a number of younger (and older) friends.

I'm not sure if I'm just jealous that he's going out without me and without my knowledge or if I feel as if my boyfriend is starting to have some kind of Peter Pan syndrome. All I know is that it makes me very uncomfortable. I'm at the age when my friends have kids in high school or even starting college and am way over this kind of thing. Been there, done that. He said that he went out with him most recently to keep an eye on him. The kid was so drunk and he couldn't convince him to stay home, so he just went out with him to keep him under control.

By the way, his house guests right now are his parents. So, this seems even stranger to me that he allows this thing to go on while they are there.