Paul Shaffer once asked Julia Roberts a bizarre question during Letterman interview: "Are you getting..."

What is wrong with you? What is the matter? Are you just nuts?" a surprised Letterman asked Paul Shaffer.
PUBLISHED MAR 11, 2025
Screenshots of David Letterman with Julia Roberts from 'Late Show with David Letterman' and another of Paul Shaffer from 'Letterman'. (Cover Image Source: Letterman | YouTube)
Screenshots of David Letterman with Julia Roberts from 'Late Show with David Letterman' and another of Paul Shaffer from 'Letterman'. (Cover Image Source: Letterman | YouTube)

Julia Roberts has appeared on the 'Late Show with David Letterman' multiple times, and each time her unmistakable chemistry with the late host has led to comedy on the sets. In 2001, right after winning an Oscar for 'Erin Brockovich,' Roberts came on the show to discuss her early achievement; however, Paul Shaffer, Letterman's sidekick and bandmaster, was more curious about her romantic life. During the segment, Letterman allowed Shaffer to quiz the 'Pretty Woman' actress; the musician paused and then dramatically asked, "So Julia, um, are you getting laid these days?" The cringe question startled Roberts and infuriated Letterman. 



 

"Wasn't that what I was supposed to say?" Shaffer added quickly, trying to deflect the situation after sensing that his remark backfired. The 'Ocean's Eleven' actress sat gasping while Letterman got up from his seat and walked towards the bandmaster. "What is wrong with you? What is the matter? Are you just nuts?" the veteran host repeated consistently, visibly irked. As per The Things, at that point, Roberts approached Letterman and restrained him from his shoulders in a mocking way. "Bad, bad, Paul. On seven levels, that is wrong," she said while pointing a condescending finger at Shaffer and leading the host back to the stage. 

Julia Roberts and Benjamin Bratt arrive for the 73rd Annual Academy Awards on March 25, 2001, at the Shrine Auditorium in LA. (Image Source: Getty Images| Photo by David McNew)
Julia Roberts and Benjamin Bratt arrive for the 73rd Annual Academy Awards on March 25, 2001, at the Shrine Auditorium in LA. (Image Source: Getty Images| Photo by David McNew)

Shaffer's comment was linked with Roberts' breakup with actor Benjamin Bratt the same year. The couple met in 1998 and dated for almost four years before calling it quits. Addressing the issue on the show, the 'Wonder' actress blamed the media for blowing their relationship out of proportion. "It's come to a kind and tenderhearted end, and my only regret is that the media can't accept that it's tenderhearted and kind," she said, adding. "The media has to make it messy and ugly." As per InStyle, she then went on to praise her ex diplomatically, saying that he was a kind man and "we're both just two kids trying to find our way in the world." 



 

Roberts exchanged a lip lock with Letterman for each of her 26 appearances on the late-night show, which eventually became their signature move. As per ETOnline, during her last appearance, she acknowledged that at first, she had no desire to be a guest on the hit CBS show. "The first time I was on this show was to promote Mystic Pizza, and I, as a fan of the show, did not want to come on because I had seen you absolutely dismember young actresses of my peer group," she confessed to Letterman.



 

Roberts stated that she thought it would be awkward going on a show that left her feeling embarrassed. "And I thought, 'I'm going to go on, and he's going to know, within 10 seconds, what my IQ is, and [he] is going to, like a samurai, just Benihana me into pieces. And I'll be left for dead and forgotten," she added. However, she clarified that she didn't feel humiliated by Letterman in any manner, which is why she kept appearing on the late show. "You didn't behave that way to me," she concluded. "Thus the 26th appearance." 

GET THE BIGGEST ENTERTAINMENT STORIES
STRAIGHT TO YOUR INBOX.

MORE STORIES

'NCIS: Sydney' was supposed to air the ninth episode of its third season on Tuesday, December 16
3 minutes ago
The new season will premiere January 8 with plenty of chaos in the ER
12 hours ago
The sitcom premiered this November, and has fast become one of the network and streamer's best shows
13 hours ago
The Bethesda boss was widely expected to make an appearance at some point in season 1
16 hours ago
After months of setbacks, CBS has finally unveiled the first trailer for 'CIA', signaling the 'FBI' spinoff is officially back on track
20 hours ago
Emily is heading to Rome in 'Emily in Paris' Season 5, and the drama promises to be spicier than ever
23 hours ago
Netflix cancels ‘Boots’ after one season, ending the coming-of-age queer military drama despite strong viewership and cultural buzz
23 hours ago
Dexter is coming back sooner than expected, and a new serial killer is about to cross his path
1 day ago
The hit series starring Ella Purnell now releases a day earlier than the originally announced date
1 day ago