Bill Maher – Age 65 – Comedian
The controversial comedian Bill Maher has been one of the best in the game for decades now, known for his corrosive sociopolitical commentary and scandalous take on the subject of political correctness. When it comes to his love life, Maher is as explicit as ever and has once described himself as an “escaped slave.”
The expression refers to the fact he was never married, unlike most of his guy friends. The perfect embodiment of a proudful Hollywood bachelor, Maher’s been romantically involved with the likes of hip-hop model Karrine Steffans and singer Anjulie.