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I'm not obsessed with the movie Juno, but this is a positive representation of a woman. The story isn't ALL about getting a guy, which is pretty cool. She also meets and connects with a man with whom she doesn't end up having a romantic relationship. Juno is wildly imperfect, but is smart and funny and makes her own decisions.
Jessie: A doll whose personality has been branded by manufacturers as bright & bubbly, is driven by a jilted reality to be desperately sad. (Toy Story 2, 1999, John Lasseter. Voiced by Joan Cusack).