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Six Other Cringeworthy Moments From Jimmy Kimmel

Jimmy Kimmel’s career has included blackface skits, The Man Show’s “Girls on Trampolines,” and mockery of the Catholic Church.

By Matt McDonald and Tom Joyce

September 18, 2025 · 4:13 PM EDT · 5 min read read

Six Other Cringeworthy Moments From Jimmy Kimmel

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Jimmy Kimmel’s career has included blackface skits, The Man Show’s “Girls on Trampolines,” and mockery of the Catholic Church.

About the reporters

Matt McDonald

Matt McDonald, a Boston-area native, has decades of experience as a reporter, editor, and copy editor. His work has appeared in The Mashpee Messenger, Cape Cod News, and The Norfolk Boomerang.

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Tom Joyce

Tom Joyce is a seasoned journalist and political commentator with a rich background in covering politics, sports, and pop culture. Since 2019, Tom has been a prominent contributor to NewBostonPost.