The National Caricaturist Network just started holding monthly caricature contests in which artists must finish a piece according to the instructions given at the beginning of the month. This month's contest had to involve the Lord of the Rings characters in a musical setting. Some people came up with ideas where the Lord of the Rings cast was performing a 70s musical review (Frodo as Annie, Gandalf as the Fiddler on the roof, Gimli in CATS, etc.) I thought about the musical RENT, which is a modern-day musical about AIDS and homosexuality.
For my piece, I mimicked the movie poster for RENT, using each character from the musical and coming up with a good Lord of the Rings counterpart.
Here's the painting:
and Here's the movie poster: