Tonight Show host Jay Leno was interviewing Ryan Phillippe last week and asked the movie star to give him "your gayest look." To facilitate this, Leno suggested the actor, who got his big break by playing a gay teenager on a soap opera, imagine the camera as a strapping hunk. Continuing in his awkward sexualization of Phillippe, Leno then eagerly asked him about a nude Armani Jeans commercial he did. Phillippe threatened to leave, repeatedly and only half-jokingly, and Avenue Q playwright Jeff Whitty, who had already tangled with Leno over homophobia, is raising hell. "I've gotta ask: would you ask a guest to make their 'blackest face?' Their 'Jewiest face?'" After the jump, Leno's video, and a recollection by Whitty of something dumb Leno supposedly said in a phone call two years ago.

Whitty's recollection of one thing Leno said to him in a phone call two years ago (sketchy!):

I have to say, I really think gay people have made a lot of progress. There used to be a time when a straight guy would never go to a gay guy for advice on how to dress or look good, but it's totally different now.

Longer video at Whitless.com.

[via TMZ]