My boyfriend and I have been dating for almost 2 and a half years. We come from very different familys (he has had a rough childhood, his parents were divorced when he was seven, then an ugly custody battle, his mom isn't really in his life); however, we are in love. We are both freshmen in college (we go to the same one). These days you have to go to college, so I pushed him in to college even though he said it wasn't for him and I told him I would help him. I write all of his papers, help him study for tests, do his laundry, and countless other things. If I don't do these things he does not do them at all. He is passing only because of me. I am in college also and I can't continue to do this because I also have a job. He has an OK job for someone who is 18, but it would never support a family. I have broke up with him countless times, but it neve lasts. One of us just end at the others doorstep. I really care about him, but fear that later on life I won't continue to be able to do everything by myself. He respects me, and treats me all right. (not perfect). Should I stop wasting my time with this guy? And when we do break up, I think one of us would just call the other a week later and say I miss you. His brother is the same way with his girlfriend... is it family issues?? What do I do?

Quit enabling him and accept that maybe he will never have a fantastic career or be the main source of income if you ever got married. Otherwise if you can't deal with that you maybe should go your separate ways. If you can accept him on his own potential and merit then you probably have a chance making it with him.
Helping him with college is definitely a waste of his time if he doesn't get anything out of it. After all you won't be able to do his job and your job once you graduate and find work.

RUN! This guy is a looser and will only hurt you in the long run. Look at it this way, in 10 years and you have three kids and no money, he is drunk all the time. What kind of life will you have? NONE! Move on. Refuse to do for him. If he wants to succeed in life he is the only one that can make it happen. Not you, not his parents, no one but him.

That's kind of harsh 450donn. Why would you assume he will be a drunk?