David Lettermans question that left Jennifer Aniston very uncomfortable!

2006 encounter, however, was not an isolated incident. To understand the full context of Aniston’s history on The Late Show, one must look back to an infamous 1998 interview that remains one of the most surreal clips in late-night history. During that segment, Letterman leaned in toward Aniston, placed his hand on the back of her neck, and proceeded continue reading …