Well, I hope he has an "Iron-Clad" Prenup. Not to mention if they do get married and then divorce, she'll unfortunately sell a million or more copies of a "Tell All" book about their relationship. Additionally, when my oldest son was in his 20's (he's now in his early 30's), he was less than enamored with women in his age group, even then. I just turned 60 early in October and my wife turned 50 this past May. Anything beyond 10 years is pushing it (with some exceptions). Fortunately, my wife was raised like I was and has the same likes and dislikes, values, etc. I wish Bill well, but these situations rarely work out well.