LOS ANGELES, CALIFORNIA: A decades-old clip featuring Jimmy Kimmel playing a suggestive game called ‘Guess What’s in My Pants’ has resurfaced online.
The footage, originating from ‘The Man Show’ in the late 1990s and early 2000s, shows Kimmel encouraging women to grope his pants to identify a hidden object.
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Jimmy Kimmel’s cringe-worthy street pranks resurfaces
As per MediaITE, in the resurfaced clip, Kimmel approaches women on the street and tells them, “I’ve stuffed something in my pants, and you’re welcome to feel around on the outside of the pants. You have then 10 seconds to guess what it is in my pants.”
At one point, he even encourages a participant by saying, “Maybe it would be easier if you put your mouth on it.”
More gems from #Kimmel.
— Fleccas 🇺🇸 (@fleccas) October 11, 2017
Here he has women feel his crotch to guess what he stuffed in his pants.
KIMMEL: "You should put your mouth on it" pic.twitter.com/Yv0MVN9vPw
The video also includes a moment where Kimmel asks a woman her age, and after she replies that she is 18, he jokes, “Are you sure? ‘Cause Uncle Jimmy doesn’t need to do time.”
The clip concludes with Kimmel revealing the hidden object, a zucchini with a rubber band wrapped around it, and making another suggestive remark.

With the video resurfacing amid discussions on accountability in Hollywood, critics are highlighting the irony of Kimmel’s past behavior in contrast to his current stance on social issues.
Resurfaced clip of Jimmy Kimmel joking about Megan Fox at 15 sparks outrage
In a resurfaced 2009 interview on Jimmy Kimmel Live, Megan Fox revealed that director Michael Bay made her “dance underneath a waterfall” in a bikini at the age of 15 while auditioning as an extra for Bad Boys II.

At the time, Kimmel responded with jokes that many later criticized as inappropriate and dismissive of the situation. The interview gained renewed attention online, sparking discussions about misogyny in Hollywood and the treatment of young actresses in the industry.
Michael Bay also addressed the controversy, dismissing claims that he had exploited Fox. He praised her talent and reiterated that she was not inappropriately treated during her Transformers audition, which also became a subject of speculation.