My best friend "dated" this guy last year. He tried to get her to go out with him for years, and finally got up the courage to ask her. She said yes even though she didn't like him, they went out twice and then she broke up with him. He and my friend have been avoiding each other for the last six months. He and I have been hanging out for a couple months now as friends but I like him as more than that. Is it possible that he likes me? And would it cross the line to go out with him if he asked?