David Letterman, once a late-night TV icon, is facing renewed scrutiny over uncomfortable moments from past interviews, particularly with Jennifer Aniston. In a 2006 appearance to promote The Break-Up, Letterman repeatedly complimented Aniston’s legs, even having the cameraman zoom in. This made Aniston visibly uncomfortable as she downplayed the comments, explaining she wore shorts due to the heat.
The awkwardness continued when Letterman shifted to personal questions about her relationship with co-star Vince Vaughn. The incident has resurfaced recently, reigniting discussions about the boundaries of late-night humor.
Aniston, known for her grace, also experienced discomfort during a 1998 interview when Letterman made an inappropriate physical gesture. Despite these moments, she returned to the show years later, handling each situation with poise.
