1) After the "incident" which first had Ash and Michael meet, Michael wanted to have nothing to do with her. It was their second meeting (a dual mission with the YJLA and Titans East) that he began to appreciate having her around
2) Ash, for as much as she tried not to think about it, found herself crushing on the older boy. She didn't know why at first. Then when she was captured by Sea Devil and she learned Michael was the first to volunteer, she knew why.
3) When the friendship seemed to inch closer and closer to romance, Michael kept denying it. He would say "she's too young", "I'm not ready for a relationship", or "we're friends; it's fine".
4) When Ash confessed her feelings, several of Michaels arguments were moot: Ash was now 18, Michael was over his interest in Traya, and they had all but been dating for a few months. Ash confessing made their relationship official.
5) A year into their relationship, there were bets placed on the two getting married within the next year. The two would have been fine with putting off for a little bit longer, if it weren't for Sea Devil almost killing Ash. As soon as Ash recovered, Michael asked her to marry him
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