Q: My boyfriend is 23 and in college. He lives on his own, rents two apartments, one in the city (kind of in the hood) and the other at college. He's not rich or anything, but he has enough money to get by on his own with no help from anyone. He used to be a drug dealer, but he's not anymore he tells me, and I believe him. The thing is, when I ask him what he does for a living, he says he's just a college student. I've asked him numerous times if he does something illegal, and he says no.
There's a few suspicious things about him, like he has to go to the city every weekend (although he did invite me to come along once). He is constantly selling his car and buying a new one, and always tints the windows. He has two separate phone numbers, one for "business" as he calls it, and one for friends. He was adamant about not filling out the US Census. He's very private and doesn't like sharing details of his life (although we have a lot of very intimate talks, that's just when it comes to other people).
I know he's a good guy (he goes to class, he's come to my rescue every time I've needed him, he takes care of his mom, etc) and it breaks my heart that he could be doing something that's immoral to get money (oh and I forgot to mention, he takes out loans for school, and he's on food stamps, maybe that enough money for him to get by on?). Right now, its a touchy subject with him, and I make sure I am never dependent on him, especially financially. I also avoid going to the city with him because I know that if he does something that's illegal, he does it in the city, and I don't want to be in the wrong place at the wrong time.
I've known him for nine months now. I love him, and because there's no proof that he's doing something illegal, that's why I'm still with him. This is the only weird thing about him, in regards to everything else, he's just like any other regular guy.
Any tips or advice?