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1.
To be a obvious lesbian but pretend to like men and occasionally date them.

Based on the Animated series created by Sue Rose in the late 90's (1997) starring a teenage girl of the same name.
Becky: I think Sam looks really hot today in his cargo shorts carry that K.D. Lang album.

Sarah: You're such a Pepper Ann...Lesi.
by gyentruoc April 24, 2009
 
2.
A cool red-headed, bespectacled 7th grade cartoon character.
Pepper Ann rox!
by Gwen Stefani Grrl September 22, 2003
 
3.
Some ugly red headed ho with big ass glasses. She dresses like she's trapped in a bad vortex.
Look at that carrot headed ho, Pepper Ann.
by OOLABAGAH August 01, 2008