The 40-year-old comedian sat down with host Kimmel to discuss his new film, Uncle Drew -- where he plays the self-identified "token white guy" in the comedy, which also stars NBA players Kyrie Irving, Nate Robinson, Reggie Miller, Chris Webber and Shaquille O’Neal. While recounting getting the chance to play hoops with Irving, Kroll's pants split right down the middle.
"I got to play basketball against him. You don't think I'd hold up well against Kyrie?" he asked the laughing crowd. "I was literally like, 'I know I'm not in the NBA, but, you know, I was pretty good on my Jewish day school team.' I was like, 'I'm going to hold my own.'"
Kroll then recalled playing some decent defense and even scoring a layup on Irving, but his cockiness didn't last long — neither in the story he was telling nor on the stage with Kimmel.
Nick Kroll out and about
Nick Kroll out and about
LOS ANGELES, CA - JUNE 20: Nick Kroll is seen at 'Jimmy Kimmel Live' on June 20, 2018 in Los Angeles, California. (Photo by RB/Bauer-Griffin/GC Images)
SAN FRANCISCO, CA - JUNE 01: Nick Kroll performs on the Bill Graham Stage during Clusterfest at Civic Center Plaza and The Bill Graham Civic Auditorium on June 1, 2018 in San Francisco, California. (Photo by Jeff Kravitz/FilmMagic)
LOS ANGELES, CA - MAY 21: Nick Kroll speaks onstage at the #NETFLIXFYSEE Animation Panel Featuring 'Big Mouth' and 'BoJack Horseman' at Netflix FYSEE at Raleigh Studios on May 21, 2018 in Los Angeles, California. (Photo by Phillip Faraone/Getty Images)
LOS ANGELES, CA - MAY 06: Nick Kroll attends the Netflix FYSEE Kick-Off at Netflix FYSEE At Raleigh Studios on May 6, 2018 in Los Angeles, California. (Photo by David Livingston/Getty Images)
LOS ANGELES, CA - MARCH 24: Nick Kroll attends the 6th Annual Hilarity For Charity at Hollywood Palladium on March 24, 2018 in Los Angeles, California. (Photo by Greg Doherty/Patrick McMullan via Getty Images)
SANTA MONICA, CA - MARCH 03: Nick Kroll attends the 2018 Film Independent Spirit Awards - Arrivals on March 3, 2018 in Santa Monica, California. (Photo by David Crotty/Patrick McMullan via Getty Images)
SANTA MONICA, CA - MARCH 03: Co-host Nick Kroll celebrated with a Bulleit cocktail at the Bulleit Frontier Works Whiskey Experience during the 2018 Film Independent Spirit Awards on March 3, 2018 in Santa Monica, California. Bulleit toasted Nick Kroll for his achievements and contributions to the film community, honoring their independent spirit on the cultural frontier. (Photo by Stefanie Keenan/Getty Images for Bulleit Frontier Whiskey)
SANTA MONICA, CA - MARCH 03: Actors Nick Kroll and John Mulaney attend the 2018 Film Independent Spirit Awards on March 3, 2018 in Santa Monica, California. (Photo by Rich Fury/Getty Images)
SANTA MONICA, CA - MARCH 03: Hosts John Mulaney (L) and Nick Kroll speak onstage during the 2018 Film Independent Spirit Awards on March 3, 2018 in Santa Monica, California. (Photo by Tommaso Boddi/Getty Images)
LOS ANGELES, CA - DECEMBER 13: Comedian Nick Kroll performs onstage at The Fonda Theatre on December 13, 2017 in Los Angeles, California. (Photo by Scott Dudelson/Getty Images)
NEW YORK - SEPTEMBER 27: The Late Show with Stephen Colbert and guest Nick Kroll during Wednesday's September 27, 2017 show. (Photo by Scott Kowalchyk/CBS via Getty Images)
NEW YORK, NY - SEPTEMBER 27: Actor Nick Kroll visits the SiriusXM Studios on September 27, 2017 in New York City. (Photo by Cindy Ord/Getty Images)
LOS ANGELES, CA - SEPTEMBER 20: Nick Kroll arrives at the premiere of Netflix's 'Big Mouth' at Break Room 86 on September 20, 2017 in Los Angeles, California. (Photo by Michael Tullberg/Getty Images)
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"So now I'm cocky, I'm going back on defense and I'm like, 'I got Kyrie. I got Kyrie.' I'm hitting the ground and then," Kroll started, bending over to act out a motion before suddenly announcing, "I just fully split my pants!"
The giggling crowd and Kimmel both had a laugh at Kroll's expense, while the comedian turned it into a joke of its own.
"Wouldn't it have been amazing if there was a full-on poop stain?" he quipped. "So, basically I did the physical equivalent of splitting my pants playing defense against Kyrie."
Kroll continued his self-deprecating humor following the show on Instagram.
"And thanks to my stylist @jeanneyangstyle not only for the pants that split but for sending me these beautiful pics taken right after they split on #jimmykimmel," Kroll wrote alongside photo collage of his split pants.