Bill Maher – 64
Kids nowadays aren’t too familiar with Bill Maher and his work, but he’s actually made a name for himself due to his famous talk show with HBO called Real Time with Bill Maher. The show first aired in 2003 and continues to rule the airwaves – his comedic ways are just too funny to miss!
Meanwhile, Bill’s personal life has been a hot topic as he typically led a bachelor lifestyle for most of his life, with a couple of questionable conquests. Maher’s relationship with model Heather Hunter became publicized after he apparently failed to fulfill his wedding promise. It seems some guys can’t shake off singlehood!