David Letterman was once a late-night TV icon, but some of his old interviews haven\u2019t aged well.<\/p>\n
In 2006, Jennifer Aniston appeared on The Late Show<\/em> to promote The Break-Up<\/em>. Instead of focusing on the movie, Letterman repeatedly complimented her legs, even saying, \u201cI can\u2019t stop looking at your legs.\u201d<\/p>\n He also pressed her about Vince Vaughn and her nude scene in the film, making the interview increasingly awkward.<\/p>\n It wasn\u2019t their first uncomfortable moment. In 1998, Letterman famously grabbed Aniston\u2019s neck and sucked on a strand of her hair.<\/p>\n Aniston later returned to the show, but resurfaced clips of these interviews continue to spark debate over how differently late-night humor is viewed today.<\/p>\n