Conan O'Brien, David Letterman Gang Up on Jay Leno on 'The Late Show'

On May 17, Conan O'Brien returned to David Letterman's Late Show for the first time in 13 years, and, well, it didn't take long before talk turned to Jay Leno.

After a comedically uncomfortable pause, Letterman's very first words were "I think the longer we just sit here, the more uncomfortable it will make Jay."

To which a more-than-game O'Brien replied (once he stopped laughing), "You know Jay's watching right now." He would later refer to Leno as "a bit of a brat."Ouch.

It's no secret that the two late-night hosts are allies in the War on Leno, and the segment provided them with a rare opportunity to quasi-gang-up on Leno and mock his "reclaiming" of the Tonight Show reigns from O'Brien. Of the 2010 NBC debacle, Letterman said, "I was delighted by everything that happened — except you losing your job."

It was just the latest development in a long-standing contentious relationship between the trio — although, again, Letterman and O'Brien are basically on the same side of the fence. The Leno-Letterman feud dates back to the early '90s, when Letterman, the assumed post-Johnny Carson host of The Tonight Show, was passed passed over by NBC in favor of Leno; it was most recently addressed in a 2010 Super Bowl commercial starring the two hosts alongside Oprah. 

Soak up the awkward goodness with this clip from the O'Brien interview: