7 funniest and most iconic celebrity appearances on Jimmy Kimmel Live so far

Iconic celebrities on Jimmy Kimmel Live | Images via Jimmy Kimmel Live
Iconic celebrities on Jimmy Kimmel Live | Images via Jimmy Kimmel Live

Jimmy Kimmel Live, a popular American talk show created and hosted by Kimmel, airs on ABC from the El Capitan Entertainment Centre in Hollywood. The show premiered on January 26, 2003, right after the Super Bowl, and features a diverse range of guests, including comic veterans and music superstars.

Recently, ABC stopped airing the show. This happened after Jimmy Kimmel made comments about Charlie Kirk's murder. Many people found his words hurtful and wrong. Nextstar Media Group, which manages many ABC stations, decided to remove the show. The head of the FCC also spoke out against Kimmel's remarks, saying that actions might be taken. Later, the White House confirmed that the show was suspended.

This article will help you remember the 7 funniest moments of the celebrities who appeared on the show.

Disclaimer: This article is based on the author's opinions. Reader discretion is advised.


Here is the list of the 7 funniest and most iconic celebrity appearances on the Jimmy Kimmel show:

7. Ellen DeGeneres

Ellen DeGeneres on Jimmy Kimmel Live | Image via Jimmy Kimmel Live
Ellen DeGeneres on Jimmy Kimmel Live | Image via Jimmy Kimmel Live

Ellen DeGeneres has appeared on Jimmy Kimmel Live several times, and she never fails to bring fun and love into the chat show. During one appearance, she talked with Jimmy about her successful show and the challenge of having to miss work due to illness. Ellen humorously said,

"The show must go on"

Her warm chat with Jimmy explained why her viewers enjoy her sense of fun. In another appearance, Jimmy & Ellen played fun games together and competed in a friendly "Nice Off" competition. They even teased each other about showing humiliating personal yearbook photos during the presentation.


6. Justin Bieber

Justin Bieber and Diddy | Image via ABC
Justin Bieber and Diddy | Image via ABC

Justin Bieber appeared on Jimmy Kimmel Live as a teenage pop star, and it did not take long before he became the most discussed celeb on the show. His appearance attracted large crowds of ecstatic fans outside the studio. In one of the most famous interviews, Justin sat next to rapper Diddy and recalled how Diddy taught him how to navigate the challenges of early popularity and the pressures of the music industry. The conversation was pleasant, with Justin's nice side highlighted.

Justin also took part in prank games and relished the stage on multiple occasions, projecting a lighthearted and comfortable demeanor. Relationships established with Jimmy and other guests have made every Bieber appearance a special occasion for the audience.


5. Dr. Dre, Snoop Dogg & 50 Cent

Dr. Dre & Snoop Dogg | Image via Jimmy Kimmel Live
Dr. Dre & Snoop Dogg | Image via Jimmy Kimmel Live

When Dr. Dre, Snoop Dogg, and 50 Cent appeared together on Jimmy Kimmel Live, the show became a night full of humor and interesting stories. Dr. Dre made his first late-night appearance in decades, discussing his career from its inception to receiving a plaque on Hollywood's Walk of Fame. The discussion covered Dre's music collaborations, creative inspiration, and amusing encounters with fans. Check out their appearance on the show in a verified Instagram post from "Complex."

Snoop Dogg joined Dre to discuss shared experiences from their music careers, like creating the classic album "The Chronic" and releasing new songs. 50 Cent later contributed by sharing his own account, discussing meetings he had with Dre at the beginning and his experiences of making his first million dollars. The three discussed performing together at the Super Bowl and their camaraderie as friends and music icons. Their stories and jokes made the episode lively and memorable for viewers of Jimmy Kimmel Live.


4. Jim Carrey

Jim Carrey with his beard on Jimmy Kimmel Live | Image via Jimmy Kimmel Live
Jim Carrey with his beard on Jimmy Kimmel Live | Image via Jimmy Kimmel Live

Jim Carrey's appearances on Jimmy Kimmel Live were full of witty jokes that caught the host and viewers off guard. During one popular appearance, Jim started by making a hand gesture and joking that it was a secret sign known to every TV host. He kept joking by pretending to share TV and acting secrets, and his unconventional ideas made everyone laugh. According to Jim, he was tired of secrets in the movie industry and wanted the audience to be in on the prank.

Audiences loved his quirky humor and ability to turn mundane moments into show highlights. On another appearance, Jim spoke about taking a break from films and joked about his evolving look with his famous beard. Every time on Jimmy Kimmel Live, he kept it light, showing why he's the comedy master.


3. John Krasinski

John Krasinski with Jimmy Kimmel | Image via Jimmy Kimmel Live
John Krasinski with Jimmy Kimmel | Image via Jimmy Kimmel Live

The most famous Krasinski acts on Jimmy Kimmel Live involve his massive prank battles with Jimmy Kimmel. They became close friends because of their playful bond while living across from each other. Their friendship led to a series of mischievous activities that grew bigger and more creative over time. John once packed Jimmy's car with large Christmas decorations and wrapped his entire office in wrapping paper. He even brought in a real reindeer to surprise them during a holiday. The tricks didn't stay small and simple.

Both Jimmy and John competed against each other, especially during the holidays, turning every prank into an event fans wouldn't want to miss. One year, John decorated Jimmy's Brooklyn home with road construction signs, a gospel choir, and large inflatables. He also invited neighbors to tour Jimmy's house. A memorable part of the show that made viewers laugh was the friendly rivalry between Jimmy Kimmel and John Krasinski.


2. Rihanna

Rihanna & Jimmy Kimmel | Image via Jimmy Kimmel Live
Rihanna & Jimmy Kimmel | Image via Jimmy Kimmel Live

Rihanna's appearance on Jimmy Kimmel Live became widely known not just because of her creative and daring prank on the host. On April Fools' Day, Rihanna and her team, with help from Jimmy's wife, broke into Jimmy's home in the middle of the night. While Jimmy was asleep, Rihanna set up bright lights and music equipment in his bedroom. She even played her hit song loudly right next to his bed, startling him awake.

Jimmy's confused and exhausted remark made the audience giggle. The prank was elevated to fame by Rihanna's mischievous nature, turning it into a legendary moment on a late-night TV show. After the prank, Rihanna and Jimmy talked about the joke on his show, with Rihanna admitting she loves to prank friends and her touring crew. Rihanna's bold sense of humor won over fans worldwide as the video went viral. Her prank is now considered one of the most brilliant surprises Jimmy Kimmel Live has ever seen.


1. Matt Damon & Jimmy Kimmel

Matt Damon Confronts Jimmy Kimmel After Emmys Loss | Image via Jimmy Kimmel Live
Matt Damon Confronts Jimmy Kimmel After Emmys Loss | Image via Jimmy Kimmel Live

The on-air feud between Matt Damon and Jimmy Kimmel is the most well-known running joke in the history of Jimmy Kimmel Live. Jimmy decided to end a show years ago by saying,

“Apologies to Matt Damon, we ran out of time,”

This humorous prank turned into an imaginary competition that lasted over ten years. Matt Damon appeared on the show regularly, but Jimmy didn’t acknowledge him or try to embarrass him, keeping the joke going. The prank got even funnier when other celebrities joined in, like Ben Affleck, who secretly brought Matt to the set to show his frustration at being left out. They would pull pranks on each other, plan tricks to catch each other off guard, and perform comedy sketches based on their rivalry. Their routines included music videos, appearances at award shows, and even therapy sessions.

The competitive fun was entertaining for the audience, and Jimmy Kimmel Live became a must-watch event whenever Matt Damon was scheduled to perform, as their running joke turned into one of the most memorable moments in late-night TV.

Although the show was canceled, its legacy was still positive. Fans were reminded of the laughter, the games, and the witty interviews.

Edited by Yesha Srivastava