34. Norma Desmond
Played By: Gloria Swanson
Movie: Sunset Boulevard
Bagging cougars is always cool, but the novelty wears thin when they're as self-conscious and deluded as Norma Desmond. Unable to cope with the fact that she's no longer hot in the Hollywood Hills, she clings to screenwriter Joe Gillis (William Holden) as she plots her comeback, and he reluctantly goes along with it because he's got no better option at the moment. She's rich, and she still looks good.
The more time spent in her lavish Sunset Blvd. mansion, the more he gets sucked into her self-destructive orbit, until he finally pays the ultimate price for underestimating just how nuts she actually is.