Geraldine

Geraldine is a 2000 French animated short film written and directed by Arthur de Pins.

Plot
Geraldine wakes up to discover that she is a woman, having previously been a man named Gerald when going to bed. She now has to deal with her newfound life dealing with the trials and tribulations of being a woman while putting her status with her girlfriend in jeopardy.

Good Qualities

 * 1) The idea of a man turning into a woman through mysterious circumstances overnight is pretty original.
 * 2) It showcases common issues women face everday such as male gaze and sexual harrassment.
 * 3) Colorful, stylish animation.
 * 4) It presents a nuanced depiction on what is like being a woman through putting oneself in their footsteps.
 * 5) The title character is a likeable protagonist since she initially resents her transformation, especially with the constant advances she gets from men until she accepts her new identity where she uses it to her advantage for good.
 * 6) Arthur de Pins made this short just for fun and was curious about what is like being the opposite sex and needless to say, he succeeded.

Bad Qualities

 * 1) The animation, while stylish, is a bit smudgy.