David Letterman once showed Jennifer Lopez in a weird zoom shot — then she got her revenge years later

Currently, Jennifer Lopez is all set to flaunt her cowboy boots after purchasing a sprawling 2.5-acre estate in LA's Hidden Hills
Screenshot of Jennifer Lopez  and David Letterman from an episode of 'Late Night with David Letterman' (Cover Image Source: YouTube | Letterman)
Screenshot of Jennifer Lopez and David Letterman from an episode of 'Late Night with David Letterman' (Cover Image Source: YouTube | Letterman)

Celebrated for his iconic personality, David Letterman is a renowned name in show business. However, he has often been accused of favoring certain guests while showing a different side to others. Jennifer Lopez is one guest who seemingly found herself on Letterman’s wrong side. Letterman frequently seemed to show his dislike for Lopez, probing into her personal life and making harsh comments about her appearance. However, Lopez kept her composure and found a subtle yet satisfying way to get back at him, resulting in an entertaining moment, The Things reported.

Jennifer Lopez attends the Los Angeles premiere of 'Wicked' at Dorothy Chandler Pavilion on November 9, 2024, in Los Angeles, California (Amy Sussman/Getty Images)
Jennifer Lopez attends the Los Angeles premiere of 'Wicked' at Dorothy Chandler Pavilion on November 9, 2024, in Los Angeles, California (Image Source: Getty Images| Amy Sussman)

During one of her early appearances on 'Late Night with David Letterman', Lopez faced an uncomfortable and arguably disrespectful moment. As he introduced her, Letterman said, "Jennifer Lopez is here, and Matchbox Twenty," while the camera noticeably zoomed in on her chest. Instead of being frustrated, Lopez kept her composure, responding with a sarcastic but calm smile, "That's pretty good—that's pretty good," subtly acknowledging the awkwardness without directly addressing it, as per the outlet. 



 

While Lopez didn’t confront Letterman at the time, she seemingly hadn’t forgotten about it. Thirteen years later, she unknowingly got a bit of payback. While demonstrating her perfumes, Letterman asked her to spray some, saying, "Help me out here," to which Lopez responded, "I will." She then sprayed him in the face. Letterman joked that he hadn’t gotten enough and urged her to spray more, saying, "What do these go for? I still didn't get any. Shoot some up." Lopez obliged, spraying him again and laughing, "I'm so sorry." Letterman dramatically pretended his eyes were burning, making for a hilarious moment.



 

Now talking about Lopez, the actress and singer has been turning a new leaf after her marriage with Ben Affleck fell apart. Lopez and Affleck rekindled their relationship in 2021 and married in an intimate Las Vegas ceremony in July 2022, followed by a grander celebration in Georgia on August 20, 2022, as per People. However, two years after their Georgia wedding, Lopez filed for divorce on April 26, 2024, citing irreconcilable differences.



 

She filed without a lawyer at the Los Angeles County Superior Court, requested no spousal support for either party, and asked for attorney's fees to be split. The couple reached a divorce settlement on January 6, 2025, and the court officially dissolved their marriage on February 21, 2025, declaring them legally single. Currently, sources tell TMZ that Lopez has purchased a sprawling 2.5-acre estate in L.A.'s Hidden Hills. The main house spans an impressive 10,046 square feet and includes a barn, stables, a riding arena, a guest house, and a pool. Given that Hidden Hills is known for its equestrian-friendly community, it looks like J.Lo might need to dust off a pair of cowgirl boots.



 

Letterman, on the other hand, retired from CBS' 'Late Night with David Letterman' in 2015 and made a surprise appearance on 'The Tonight Show Starring Jimmy Fallon' on Monday, February 10, as per Today. As he walked onto the stage to thunderous applause, Fallon asked, “David Letterman, what are you doing here?” to which Letterman quipped, “Is this the 23rd hour of the TODAY show?” He then joked about his former bandleader, Paul Shaffer, saying, "Paul, what are you doing here?" Shaffer humorously responded, "You took too much Ambien and then you wake up somewhere with no clue how the hell you got there?" prompting Letterman to joke, "Wow. You've been reading my diary." The retired host also playfully claimed he had been busy on TikTok and "made an enormous deal with the Chinese government."

GET THE BIGGEST ENTERTAINMENT STORIES
STRAIGHT TO YOUR INBOX.

MORE STORIES

Caleb Groen faces off against Amber Born and Derek Vance in Friday's episode of ‘Jeopardy!’
4 hours ago
Beth and Rip’s next chapter is confirmed, especially after the fantastic Season 1 finale, and now the fans are already looking forward to Season 2.
13 hours ago
‘Dutton Ranch’ finale may not have revealed the whole truth about Rob-Will's death, leaving fans with more questions than answers and plenty to speculate about
13 hours ago
Rob-Will's death pushes the Jackson family into a new war as Carter's kidnapping forces Beth and Rip into their next fight.
18 hours ago
'Marshals' had received an early series renewal, as CBS had greenlit Season 2 after the release of the first two episodes.
18 hours ago
'Silo' Season 3 features a blend of indoor and outdoor settings as the narrative splits into two distant timelines.
19 hours ago
Streaming success gave fans hope that ‘The Hunting Party’ wasn't done yet. Here's the latest update on the show's fate after NBC's cancellation.
19 hours ago
The finale of 'Dutton Ranch' sets up a new rivalry for Beth and Rip to face off against in Season 2, as Beth and Rip take on cartel boss.
20 hours ago
‘Elle’ Season 1 is set years before the fan-favorite 2001 movie, 'Legally Blonde,' which first introduced fans to Elle Woods
23 hours ago
The latest season of the hit Apple TV series comprises 10 episodes that delve deeper into the mystery of the bunker's origins
1 day ago