My boyfriend was cheated on in his only previous relationship, which was many years ago. He told me he would never tolerate cheating, and told me it's wrong, which is how I feel, too. But he's had a friend online with a lot of health issues that I'm not particularly worried about, even though he told me he thinks she is romantically interested in him. He says he wouldn't want to be with her because of her many problems even if she was single. So, I don't worry too much there, but there's another woman he went to school with years ago who he has been taking dinner to and giving her rides. He often goes out late at night (like right now) just to drive (he says) even when he has work or church the next day. It's 1:17 a.m. right now. He's a friendly and nice guy, so maybe it's nothing, but I can't help wondering, you know? He tells me about these women, so that makes me worry less that he's cheating, but I also know that's not proof.

My sister disapproves of his behavior, but since she thinks I can't take care of myself--and I can't right now, but I think I could learn, although I don't have the financial means to do so--she doesn't think I should bring my concerns up with him. Don't rock the boat, open that can of worms, so to say. What do you all think?