Should I still be with him?

I don't know where this relationship is going to go. I really like this guy when we're together but I have a hard time dealing with the fact that he has a felony on his record. He's soon to be 19 and it will be removed/expunged when he's 25. But in the meantime, he's going to be attending college and playing football. He's so sweet to me but it's a load for me that he won't be able to get a descent job, and I work my *** off. I don't want to end up taking care of him. I usually find myself taking HIM out. I don't mind it at times, but I don't want him to get comfortable to the idea of me doing this. My mom has a problem with his living standards and income. She says that he won't be able to provide and that there's not anything he could do for me... I'm just so confused. I had an ex that bought me everything, and always took me out, but we were emotionally disconnected. I'm soooo lost.