Awkwardness to the nth degree

Today is my ex-boyfriend's 21st birthday. Because the 'ex' part is new, and because we are trying to stay friends, I told him I would go out to dinner with him. While there was a lot of crying (on his part, again), he seems to be getting better, which makes me feel a lot less bad about the whole situation. He seems to even be re-discovering an old crush, which means he is starting to move on. I feel like I can be happy about being happy now, if that makes any sense.