Embarrassing Moments: Celebrities Who Tried to Be Funny and Failed

Are you ready to cringe at the failed attempts of some celebrities trying to be funny? From Ashton Kutcher’s million-dollar prank gone wrong to Ellen DeGeneres’ tone-deaf jokes, these celebs definitely missed the mark. And let’s not forget about Oliver Stone’s tasteless Jack the Ripper joke or Jimmy Kimmel’s Emmy Awards blunder.

But the real kicker? Elon Musk’s desperate attempt at humor that backfired spectacularly, leading to chaos at Twitter HQ. And Dane Cook’s insensitive comments after a tragic event left many shaking their heads.

Even politicians like Ted Cruz and George Zimmerman’s attorney tried their hand at comedy, only to face backlash and ridicule. And Jeff Ross crossed the line with a tasteless joke at a roast.

Chelsea Handler’s live-tweeting mishap at the Oscars and Adrien Brody’s cringe-worthy SNL moment are also worth mentioning. And let’s not forget Dennis Miller’s failed attempt to roast Michelle Wolf, which ended up roasting himself instead.

So, if you’re in the mood for some secondhand embarrassment, dive into this list of celebrities who tried to be funny and failed miserably. Just remember, sometimes it’s best to leave the jokes to the professionals.