10 All-Time Craziest WWE Match Stipulations

1. Evening Gown Match

Divas in evening gowns... Phwoah. Sadly, the reality of this couldn't be further away from the fantasy of the opening sentence. Pat Paterson and Gerald Brisco, Vince McMahon's infamous stooges of the 1990s, battled for the Hardcore Championship dressed as women following orders to do so by McMahon himself. The reason for this is still unclear to this day. The pair did a backstage segment dressed as women soon before and presumably McMahon liked what he saw. This match was at 2000's King of the Ring event and was during the Hardcore Championship's 24/7 ruling run. Weapons in this bout included all your favourites plus a banana, God knows why. Thankfully, Crash Holly interfered to claim the win and put us all out of our collective misery. If you want to watch it, it's there for you below. Beware, you do get to see two older gentlemen in full lingerie, such scenes could mentally scar you for life. https://www.youtube.com/watch?v=3tdOJw0AGqs
Content Producer
Content Producer

Video & written Content Producer for WhatCulture Wrestling. NCTJ trained journalist. BA Hons, Sports Journalism.