50 Absolute Worst Things WWE Has Done In The 21st Century
44. Donald Trump “Wrestles” Rosie O’Donnell (2007)
Some of the best to weave comedy into wrestling include The Rock, Kurt Angle, Eddie Guerrero, R-Truth and even the aforementioned Crash Holly. The worst? WWE's writing teams from down throughout the years. They've been responsible for some utterly reprehensible content that should've been binned before it wasted paper by being printed onto format sheets for TV.
Case in point: What happened on the 8 January 2007 Raw.
Kicking off the new year with a fake fight between people dressed up as Donald Trump (complete with even less convincing hairpiece) and Rosie O'Donnell should've been enough to send someone back to Hollywood on the creative staff. This wasted valuable airtime on WWE's number one weekly show - it was an abominable bit of business that tanked from beginning to end.
Vince McMahon kicked things off by introducing the O'Donnell impersonator's "lesbianic fury" (?!), then WWE set about the task of delighting precisely no-one by having the pair of actors roll around working one of the worst matches ever committed to tape. Things were so bad that TNA chants started to ring out around the Scottrade Center in St. Louis when "The Donald" cupped his ear like Hulk Hogan.
Weirdly, this was long before Hulk's reign of terror on TNA had kicked into high gear as a full time concern, but he had been connected to the upstart promotion by '07. Nobody in wrestling called for this, and nobody in wrestling wanted it. On the plus side, at least it wasn't for one of WWE's titles, and you probably won't see Triple H run this sort of segment by wasting time on Netflix now he's in charge.