This is a New York thing, and Rudy is the quintessential New Yorker. That's what New Yorkers do, they make self-deprecating jokes and poke fun of themselves.
Rudy also did the Letterman Top Ten list and acted out in Letterman's and SNL skits too. Oh the horror!
Except for one itty bitty problem.
Rudy ain't running for mayor of New York now.
I live in the Philly burbs. If that were my only background, I might be inclined to agree that videos of Rudy in drag ain't a big deal.
But I've also lived in Oklahoma. And I can guarantee that it won't play well there. Oklahoma just elected a Dem governor. The state is in play. And y'all think you can push a pro-choice, anti-gun, pro-gay and pro-amnesty GOP nominee out there - and top off that sundae with a made-for-YouTube video of him in drag?