Hmmm...

...I think the Addison Stripped Shirt guy turns into the sleeve-less guy somewhere in the middle of his mid-life crisis. About the time he buys a sports car and begins looking for the trophy wife so he only has to take care of the kid(s) 50% of the time.

That...or the late 20's, early 30's guy who is not married and insists to all his married friends how dumb they are and how cool he is.

I'll further bet that he's one of the famous Dallas $30k millionaires mortgaged to the hilt.

F karaoke!