10 WWE Superstars Who Gambled On A New Look

10. Shawn Michaels Wears Baggy Pants

The sartorial manifestation of a midlife crisis - or a fiercely intelligent long con?

If not those specifically, many questions were asked of Shawn Michaels' attire at Survivor Series 2002, the site of his euphoric World Heavyweight Title win at Survivor Series 2002, at which he wore drab brown tights which, in unison with a striking bob of a haircut - for a bespectacled, adorkable girl at the indie-pop disco - proved fairly distracting. It wasn't a great look, and so Michaels abandoned it very swiftly. For the next few years, Michaels continued to wear his trademark skin-tights, in colours that were not redolent of faeces, until the accumulated damage to his knees necessitated a rethink. The heavy knee braces looked noticeable, painting an inaccurate picture of a broken man, and so Michaels experimented with an early-ROH, nu metal-adjacent set of baggies.

The masterstroke here was that anything looked sharper than his Survivors garb, and it helped considerably that this version of Michaels was at his psychological peak as a legendary performer with an eternal bond with the audience.

He even pulled them off.