David Letterman’s question that left Jennifer Aniston very uncomfortable

While Aniston always handled herself with grace, even she couldn’t hide her discomfort during a particular interview where Letterman seemed fixated on her legs.

But Letterman wouldn’t let it go. As the conversation moved on, he circled back with another remark: “Your legs, you’ve got something there.” The exchange left fans cringing then — and even more so now.

As if that wasn’t uncomfortable enough, he quickly shifted gears and began pressing her about her rumored relationship with Vince Vaughn. Letterman also pressed Aniston on whether it was Vaughn’s idea for her to ”appear naked in the movie.” Caught off guard, Aniston hesitated before deflecting, suggesting that Letterman should have asked Vaughn that question when he was on the show.

Couldn’t resist bringing up Aniston’s legs

Today, we know that Aniston started dating her co-star Vince Vaughn while filming The Break-Up. In a later interview, she revealed that he played a crucial role in helping her heal after her highly publicized divorce.

While speaking about Vaughn, Letterman couldn’t resist bringing up Aniston’s legs. ”I can’t get over your legs, I’m telling you. You got something there,” he remarked.

Later in the conversation, he made another comment that seemed to reference them, saying, ”I hope to God somebody at the house TiVoing this because I can’t stop looking at this shot.” While it wasn’t entirely clear what shot he meant, Aniston’s uncomfortable expression suggested it was yet another focus on her legs.

And this wasn’t the first time Letterman made Aniston visibly uncomfortable. In a now-infamous 1998 interview, he grabbed her neck and sucked on a strand of her hair. Aniston, visibly uneasy, wiped her hair with a tissue Letterman handed her.