"the Spring Fling sounds like it's his attempt to ask you out. Have you asked him is this? ...friends greg ...going together or a real date? Curious if you two have ever kissed? Some of his actions makes it seem like he's in a relationship already. And I think it's strange when guys call guyls "Babe" or "Baby" when they're not dating them. But maybe that's me. Maybe he thinks that he is in a relationship with you already lol. But, dating your best friend, doesn't mean that you two will no longer be friends. Yes, if you do it can change the relationship, but it doesn't have to end badly. You two can still work it out. A friendship should be the foundation to any good relationship. It's how you handle things. I had a similar thing happen to me. We were in college, not high school. He told me how he felt, and we tried dating but it didn't work because I just wasn't attracted to him in the same way. But when he went for one of my friends, I was..jealous. And it was so weird..to feel that way. It worked out and we are still best friends to this day. Went to his wedding recently. You hit the nail on the head about how you feel..Do you like him or Do you like the way he treats you. You have to figure that out, and just be honest with your feelings."