Jimmy Kimmel pulls ultimate birthday prank on Guillermo Rodriguez that gets him ‘very high’

Jimmy Kimmel took Guillermo Rodriguez on an unexpected adventure as a birthday gift
PUBLISHED JAN 29, 2024
Jimmy Kimmel pranked Guillermo Rodriguez on his birthday as the 'surprise' turned out to be a nerve-racking adventure for Guillermo (Jimmy Kimmel Live!/YouTube)
Jimmy Kimmel pranked Guillermo Rodriguez on his birthday as the 'surprise' turned out to be a nerve-racking adventure for Guillermo (Jimmy Kimmel Live!/YouTube)

LOS ANGELES, CALIFORNIA: In a recent episode of 'Jimmy Kimmel Live!,' the late-night host orchestrated a birthday surprise for his trusted sidekick,Guillermo Rodriguez.

However, the unexpected twist took Guillermo on an adventure that left him visibly uncomfortable and, in his own words, made it the "worst birthday ever".

Jimmy Kimmel started innocently, asking Guillermo about his ideal birthday gift, to which Guillermo mentioned dinner with Charlie Staran. Unbeknown to Guillermo, Jimmy had something entirely different in mind.

Jimmy Kimmel's sneaky birthday surprise takes Guillermo to new heights

Presenting Guillermo with an envelope, Jimmy teased a "very special" surprise. With an air of nervous anticipation, Guillermo opened the envelope to reveal the unexpected birthday gift – an invitation to go skydiving.

"Open that up and read it aloud," Jimmy urged, revealing the prank. "For your birthday, we have a surprise. You're going to get very high with Snoop Dogg."

Guillermo, visibly uneasy, muttered a hesitant "Oh no" as the reality of the surprise sunk in. The prank involved taking Guillermo wind-surfing, a thrilling yet anxiety-inducing experience for someone who had never attempted it before.

Guillermo's unforgettable skydiving birthday surprise

As Guillermo reluctantly embarked on the adventure, his discomfort was palpable. "I'm nervous," he admitted.

The nerves only intensified as they headed towards a sky-high experience, with Guillermo realizing that "get very high with Snoop Dogg" meant an aerial escapade.

The birthday prank reached its peak as Guillermo found himself strapped into a parachute, preparing for an unexpected skydiving session. The discomfort was written all over his face, and as they ascended, Guillermo couldn't help but express his apprehension.

"This is the worst birthday ever," Guillermo exclaimed, capturing the essence of the unexpected turn of events. As they soared through the air, Guillermo's nervous laughter and distressed expressions painted a vivid picture of his discomfort.



 

The prank culminated with Guillermo taking an unintentional dive into the water, further adding to his discomfort.

Despite the initial shock and discomfort, Guillermo managed to see the humor in the situation and thanked Jimmy for the "f**ked up birthday gift," albeit in a state of cold and wet discomfort.

Jimmy Kimmel's birthday prank showcased his talent for surprising and entertaining his audience, even if it meant making Guillermo's special day a memorable, albeit uncomfortable, experience.

MORE STORIES

The post Khloe Kardashian liked featured Charlie Kirk speaking with a fan at an event about his devout Christian faith
Sep 13, 2025
Whitney Cummings sparked widespread outrage after posting a controversial tweet about the killing of conservative activist Charlie Kirk
Sep 13, 2025
Prince Harry was spotted entering King Charles’s London residence, months after saying his father had ignored his calls
Sep 11, 2025
Rosie O'Donnell said Ellen DeGeneres’ friendship denial hurt so much she printed T-shirts for her staff reading, 'I don’t know Rosie, we’re not friends'
Sep 10, 2025
A post alleged that Karoline Leavitt called Patti LaBelle 'just a singer,' leading LaBelle to deliver a seven-word response that froze the studio
Sep 10, 2025
Jennifer Lopez feels free channeling emotions into music, but Ben Affleck is embarrassed and sees it as crossing a line, according to the source
Sep 9, 2025
Howard Stern added that he missed last week’s show due to illness, not contract talks, and addressed rumors of being fired from his own show
Sep 9, 2025
Taylor Swift and Travis Kelce’s engagement in August 2025 triggered a wave of pregnancy chatter after an ultrasound photo went viral
Sep 9, 2025
Ed Sheeran, 34, revealed that he was leaving Suffolk with his wife Cherry Seaborn and their two daughters, Lyra and Jupiter
Sep 9, 2025
From Ice Spice’s chaotic corset to Paris Hilton’s flame dress, see the celebs who landed on the worst-dressed list at the 2025 VMAs
Sep 8, 2025