When Ryan Phillippe was on Leno promoting Stop-Loss this week, Jay couldn’t help himself from using Google to get a little background intel on this Phillippe kid, and what should he discover but that Ryan once played a GAY (gasp!) teenager on a Soap Opera! Can you believe it? Ever the relentless funnyman, Jay proceeded to riff his gay joke A-material for two-and-a-half minutes, hilariously examining homosexuality with his trademark nuance and subtlety, such as when he tells Phillippe to look into the camera and “make his gayest face”. Ryan seemed, well, uncomfortable to say the least (he should have just shot back “Jay Leno? More like GAY Leno!”), and predictably, certain members of the gay community are less than thrilled with Jay’s ham-handed ridicule of their sexual identity.

See the video, after the jump!

(via ONTD)