Tallit

Hiding before God Jonathan Sacks, Algemeiner. "The tallit [prayer shawl] hides the person we are and represents the person we would like to be, because in prayer we ask God to judge us, not for what we are, but for what we wish to be."

What's Wrong with Cross-Dressing? Michael L. Satlow, Then and Now. Although the Torah prohibits cross-dressing, it never explains why—and there is no consensus on the reason among Jewish sources in antiquity.

Can A Woman Wear A Tallit? Michael J. Broyde, Torah Musings. Jewish tradition offers little precedent for a woman’s wearing tallit.  But the idea that wearing one is an act of rebellion is even less well founded.