High Heel Hurt

High heels are arguably a quintessential part of being a woman. They're stylish, they give a normally short-statured woman a boost, and people wearing it tend to walk in a unique stride.

The problem with it: it hurts. On top of podiatrists and general practitioners dissuading females from wearing extremely high heels out of health and posture concerns, heels break easily, and that makes for a rather humiliating sight.

This trope can show up as part of a tomboy's Femininity Failure.

Comic Books

 * The 2006 incarnation of Wonder Woman had Diana complain about the stilettos as part of the disguise Canary issued to her.

Film

 * In contrast to Elsa being very much used to strolling around (and running) in stilettos, her sister Anna is clearly uncomfortable with wearing them all day in Frozen II, when she took off her heels after the "Some Things Never Change" musical number.
 * Daniel in Mrs. Doubtfire was incensed at the idea of high heels, muttering that he'd kill the "misogynistic bastard" who invented them.

Web Original

 * During the party at Beacon in episodes 6 and 7 of RWBY Volume 2, Ruby has problems walking in high heels (and later fighting in them), and is visibly close to twisting her ankle at one point, after which she mutters, "How can Weiss fight in these things?"