Here's mine, and how he would develop:
Alessandro's problems all started with his father. His parents separated when he was still very young and although he now lives with his mother he spent a lot of his early life, into his late teens, around his father and his father's friends. This was where he acquired his charisma and comfortable attitude, qualities that would tend to attract to him whatever he wanted from life. Unfortunately when faced with such abundance he also found it easy to take these things for granted, as disposable; another inherited quality. He could have whatever he wanted, but he had no idea what he wanted.
Then he met her, the woman who would change everything. It wasn't as though she stood out physically from the crowd of one night stands, and yet there was just something about her that reached into him and touched parts of soul that had never been uncovered before. This scared him, and out of fear he ran, hurting her deeply in the process. She told him that he had turned out just like his father and disappeared from his life.
He looked everywhere but couldn't find her. Exhausted and feeling alone for the first time in his life he confronted his father. He was angry that his father could have taught him so much about life but not how to be happy; not how to be a man capable of making her happy.
He's changed. He's learned that in order to understand what some things are truly worth you have to experience losing them. Who knows if he'll ever find her again.
This was quite fun. The group is predominantly female, so I chose the above character image just to see what the response would be. I'm intrigued by the very common female fantasy that whatever an attractive man's flaws are, meeting the right woman is always the solution. I guess it's what forms the basis of the romance genre.
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