21 Times Celebrities Got In Trouble For Jokes That Aged As Well As Milk

The thing about jokes is that they don't always age well-- and sometimes that puts the people who told them in an awkward position. The fact is, comedy is hard. Have you ever tried rewatching Eddie Murph's ‘Raw’ in a room full of mixed company. Frankly, it's awkward and not a lot of this stuff holds up all that well over time. Except for physical comedy like Abbott and Costello and the Little Rascal…okay wait maybe not that one. Shoot. Well, point in case, we guess.

The fact is, it is incredibly difficult for COMEDIANS to craft jokes that stand the test of time. Celebrities in general though? That's one heck of a tall order. That's why we wanted to cover every wild story about celebrities just totally blowing it with bad jokes, gaffes and wildly inappropriate maneuvers. C'mon gang! We know you're NOT better than that, but at least pretend. You're never gonna BELIEVE what got the Smothers Brothers cancelled…

Scroll down for some absolutely wild examples of celeb jokes that aged about as well as a container of milk on a hot summer sidewalk…

21

COMEDY NERD Eddie Murphy says that his old jokes, from 1987's Raw, make him cringe. I was a young guy processing a broken heart, you know, kind of an asshole, he said, even though Raw basically made him a star. CRACKED.COM — **Source:** **13 Times Comedians Flat-Out Regretted Their Old Jokes**

20

COMEDY NERD David Letterman publicly said he felt bad about making fun of Monica Lewinsky. It happened in 2014, after he'd read an essay in Vanity Fair in which she wrote about how humiliated she'd been by the whole scandal. CRACKED.COM — **Source:** **13 Times Comedians Flat-Out Regretted Their Old Jokes**

19

COMEDY NERD Sabrina Jalees used embarrassing material about race as a teenager. She'd make jokes like I'm like a coconut: Brown on the outside, white on the inside! Now, she finds that sad and weird and self-hating. CRACKED.COM — **Source:** **13 Times Comedians Flat-Out Regretted Their Old Jokes**

18

COMEDY NERD Trevor Noah thinks the old tweets that got him in trouble were... stupid. The way he put it is that the slightly younger Noah who'd written those Twitter jokes way back when was actually just being idiotic. CRACKED.COM — **Source:** **13 Times Comedians Flat-Out Regretted Their Old Jokes**

17

CBS claimed it was canceling the Smothers Brothers Comedy Hour due to its failure to meet deadlines. Behind the scenes, everyone knew the axing was due to the show's political content, including anti-Vietnam comedy sketches. CBS out-and-out refused to run one episode that featured folk singer and anti-war activist Joan Baez. CRACKED.COM — **Source:** **11 Comedians Whose Risky Humor Got Them in Big-Time Trouble**

16

How does a Joan Rivers get in hot water with the Anti-Defamation League? Check out this joke aboutHeidi Klum's Oscar dress in 2013: The last time a German looked this hot was when they were pushing Jews into the ovens. Yep, that would do it. CRACKED.COM — **Source:** **11 Comedians Whose Risky Humor Got Them in Big-Time Trouble**

15

COMEDY NERD Tiffany Haddish she'd rewrite some of her old jokes from when she was 20. Maybe I would rewrite them a little bit to grow it up. I had some immature stupid shit. I was dumb; I was 20, is what she said about that material. CRACKED.COM — **Source:** **13 Times Comedians Flat-Out Regretted Their Old Jokes**

14

COMEDY NERD Amy Schumer apologized to Hilaria Baldwin for using a picture of her as a joke. She took one of Baldwin's pictures and reposted it on her own Instagram as a holiday card, but the joke apparently didn't go over too well. CRACKED.COM — **Source:** **13 Times Comedians Flat-Out Regretted Their Old Jokes**

13

COMEDY NERD Jamie Foxx regretted telling Miley Cyrus, then 16, to go do some drugs. I so apologize and this is sincere, he said about telling Cyrus to get like Britney Spears and do some heroin, among other things. CRACKED.COM — **Source:** **13 Times Comedians Flat-Out Regretted Their Old Jokes**

12

COMEDY NERD Gilbert Gottfried made some tasteless jokes about Japan, then apologized. N GAL Не made them after an earthquake and tsunami in Japan - and his apology came too late to prevent Aflac from dropping him as spokesman. CRACKED.COM — **Source:** **13 Times Comedians Flat-Out Regretted Their Old Jokes**

11

COMEDY NERD Sarah Silverman apologized to Paris Hilton for a joke 14 years after the fact. It was a joke about Paris going to prison she'd made at the 2007 VMAs, and she apologized in 2021 at length on her podcast. CRACKED.COM — **Source:** **13 Times Comedians Flat-Out Regretted Their Old Jokes**

10

COMEDY NERD Louis CK used to do absurdist comedy, but he can't stand those jokes now. I used to hear my act and go 'This is shit and I hate it.' I'd been doing the same hour of comedy for 15 years and it was shit, I promise you, he said. CRACKED.COM — **Source:** **13 Times Comedians Flat-Out Regretted Their Old Jokes**

9

Mae West spent 8 days in jail for performing her play Sex. The comedy about power dynamics between men and women was a sensation, especially after West's arrest. She was a very, very canny reader of her audiences, says cultural historian Marybeth Hamilton, and a very canny reader of her own publicity. CRAGKED.COM — **Source:** **11 Comedians Whose Risky Humor Got Them in Big-Time Trouble**

8

Norm MacDonald was fired from the SNL Weekend Update gig after one too many jabs at O.J. Simpson, a good pal of NBC exec Don Ohlmeyer. Ohlmeyer says he ousted MacDonald for being unfunny, but NBC's refusal to run ads for Norm's Dirty Work movie made it clear that the dismissal was personal. CRACKED.COM — **Source:** **11 Comedians Whose Risky Humor Got Them in Big-Time Trouble**

7

Japanese comedian Kentaro Kobayashi was the creative director of this summer's Olympic games. When a clip from a 1990s TV appearance showed Kobayashi making a joke about the Holocaust, he was canned less than 48 hours before the opening ceremony. GRACKED.COM — **Source:** **11 Comedians Whose Risky Humor Got Them in Big-Time Trouble**

6

George Carlin was arrested in Milwaukee in 1972 after performing his '7 Words You Can't Say On Television' routine. Attorneys played Carlin's 'Class Clown' album as part of the defense and luckily, the judge had a sense of humor. After the seven words you can't say on television were said in a court Thursday, a smiling judge dismissed the disorderly conduct charge against comedian George Carlin. CRACKED.COM — **Source:** **11 Comedians Whose Risky Humor Got Them in Big-Time Trouble**

5

Al Franken was touring as a comic with the USO when he posed for an ill- TWE advised funny picture with conservative talk show host Leeann Tweeden. While others also accused Franken of inappropriate behavior, the prank pic was the smoking gun that led to his Senate resignation. CRACKED.COM — **Source:** **11 Comedians Whose Risky Humor Got Them in Big-Time Trouble**

4

Lenny Bruce spent most of the 1960s fighting obscenity charges. Не was busted in San Francisco, Philly, Los Angeles, and Chicago, where a conviction was overturned by the Illinois Supreme Court. Woody Allen testified at Lenny's New York obscenity trial -- he was convicted and sentenced to four months. Не was appealing when he died of a drug overdose. CRACKED.COM — **Source:** **11 Comedians Whose Risky Humor Got Them in Big-Time Trouble**

3

COMEDY NERD Samantha Bee regretted calling Ivanka Trump a feckless с t on air. But the only reason is that everybody focused on her choice of words, not on the actual point she was trying to make with those words. CRACKED.COM — **Source:** **13 Times Comedians Flat-Out Regretted Their Old Jokes**

2

COMEDY NERD Conan O'Brien publicly regretted making an offhand joke about Anne Frank. At one point in a documentary about him, when they tell him his tour will be over soon, he says That's what they said to Anne Frank. CRACKED.COM — **Source:** **13 Times Comedians Flat-Out Regretted Their Old Jokes**

1

COMEDY NERD Seth MacFarlane says Family Guy wouldn't do the JFK Pez Dispenser joke today. Here's the joke: A kid gets the head of his new John F. Kennedy Pez Dispenser blown off, then says Good thing I still have my Bobby Kennedy Pez Dispenser. CRACKED.COM — **Source:** **13 Times Comedians Flat-Out Regretted Their Old Jokes**

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