There isn't anything *wrong* with these relationships, as the words read. But ... if "to date" means what it often means these days: "to hook up", i.e., "to screw each other's brains out", then no, it's not okay. He'd be committing a crime in most of the states in the USA. He could go to jail for a long time, and be labeled a "sex offender" for the rest of his life. Keep in mind that even if you don't have sexual intercourse, there are a lot of "sexual activities" that would count in a prosecutor's eyes as "enough for a conviction". And a prosecutor who'd get that conviction would get a name for himself and go places politically, so don't think that it can't happen because you're careful not to get caught. This guy is open to a ton of potentially life-changing hurt if he starts a serious relationship with you. Frankly, I'd be wondering if his head is on right -- or if he just doesn't care. Neither of those options bodes well for you. I recommend that you both wait, for a couple of reasons: 1. You're still young. As mature as you may be for your age, and I'll grant you the benefit of the doubt: let's say that you're already wise and mature beyond your years. Still ... you're 16. You're going to learn a lot more -- a *LOT* more -- about yourself, about your body, about life and love, and about men. Why not give yourself the chance to grow up more normally? There's a very good reason why the age of consent is as old as it is in most states: most girls don't mature enough in 16 years to be competent to make such serious choices for their lives, and this is a serious choice. 2. If he's in love with you -- and if you're in love with him -- then two years isn't a long time to wait. If you jump the gun, start too early and something bad happens -- or if someone in your life thinks something 'might' happen or 'might have happened' or 'almost happened', then this guy could go to jail for ten years or more if a case is proven. That doesn't mean that anything even has to happen, it just means that something can be proven to happen, even if it didn't, really. If you get to be a legal adult in your state, if you're living outside of your parents' home, or if they approve when you're "of legal age", then I'd say -- "see what happens", but still "be careful". A 30-year-old man should have better sense than to get involved with a potentially underage female. That's just not smart behavior in this day and age -- these aren't your grandparents' times!