Is he mature enough for this?
If he has enough in common to hold an intimate conversation with a girl young enough to be his daughter, we're guessing he's not the most mature. Don't hate, we just sincerely doubt you're as mature as a guy in his late 30's, 40's, or early 50's - or at least as mature as he should be. He can tell you all he wants that he's into you because "you're so mature for your age," but at the end of the day, he's just happy that a girl your age is actually into him despite his baggage, wedding ring tanline, and hairline, which is in ever deepening Jeopardy at this juncture. You don't want to be as mature as someone who is middle aged anyways, you're only young once, right?
[Photo via @penelopedisick1]