Not sure if you've ever done it, but I was just thinking about movies where an actor plays a fictional celebrity (not themselves, and not some other real world figure) and thought it would make a good Top 5 theme.
I'm thinking of Eddie Murphy in "Bowfinger" and Julia Roberts in "Notting Hill". While watching these kinds of movies, viewers have to suspend their belief even more than they do for biopics. It's a unique challenge to make the viewer look at Julia Roberts, believe she's a character - but that the character is a celebrity as big as the real Julia Roberts. Know what I mean?