Total Nerd

Fun Old Cameos In Movies And TV Shows That Make You Cringe Now  

Stephan Roget
4.2k votes 869 voters 38.9k views 13 items

List Rules Vote up the cringe-worthy cameos that make you want to gag.

The history of film and television is rife with cringe-worthy celebrity cameos. But there are varying degrees of drop-in awfulness, and bad celebrity cameos are certainly better than regrettable celebrity cameos. The list of fun celebrity cameos that later became awful is surprisingly long, with countless filmmakers and showrunners completely unaware until years after the fact that they’d inserted outright monsters into their projects.

Time has a habit of airing even the most rich and powerful individuals’ greatest secrets, and thus time also has a habit of greatly tarnishing the reputations of certain celebrities. By sheer coincidence, a number of these famous and shamed folks happened to guest-spot in movies and on TV shows, rendering those properties forever awkward to re-watch.

When a celebrity who has committed awful acts stars in a film or show, viewers can easily avoid seeing that individual by avoiding their work. However, cameo appearances often happen without warning, meaning that one never knows when the Harvey Weinsteins, Bill Cosbys, or Jared Fogles of the world are going to pop out of nowhere and ruin a perfectly good piece of entertainment.

Harvey Weinstein is listed (or ranked) 1 on the list Fun Old Cameos In Movies And TV Shows That Make You Cringe Now
Photo:  My Scene Goes Hollywood: The Movie/Miramax

The Cameo: Harvey Weinstein appears in My Scene Goes Hollywood: The Movie, a Barbie-related, direct-to-DVD animated feature that also had an appearance by Lindsay Lohan. Weinstein plays himself in the cameo.

Why It's Cringe-Worthy: Weinstein playing the role of a producer in a film about young women trying to make it in Hollywood is unmistakably uncomfortable after the 2017 deluge of accusations that Weinstein had repeatedly and systematically used his influence to sexually assault scores of women. Not only did the accusations of Rose McGowan and other actresses drag Weinstein’s entire seedy operation into the light, they also provided the spark for the widespread #MeToo movement that dominated social media.

More Harvey Weinstein

#3 of 21 on All The People Eminem Calls Out On His Album 'Kamikaze' #76 of 81 on Celebrities Who Made The Biggest Cultural Impact In 2017 #14 of 76 on The Things Everyone (Including You) Googled in 2017 #3 of 8 on Celebrities Who Went to The Meadows Rehab

Is this cameo horrible?
see more on Harvey Weinstein
Jared Fogle is listed (or ranked) 2 on the list Fun Old Cameos In Movies And TV Shows That Make You Cringe Now
Photo:  Samuel Goldwyn Films

The Cameo: Jared Fogle, better known as the Subway Guy, appears in the fast food-demonizing documentary Super Size Me, dispensing advice on healthy eating to the youth of America.

Why It's Cringe-Worthy: In 2015, Fogle was sentenced to 15 years in prison for possession of explicit material featuring children and paying underage girls for sex. Fogle, it turns out, was a serial pedophile who used his fresh-eating fame to prey on young girls for more than a decade without being caught.

In his cameo, Fogle says, “My big thing was never smoking, it was never drinking, obviously I wasn't doing drugs. My big vice... was food.” It seems like he may be forgetting a major vice or two.

More Jared Fogle

#6 of 20 on 20 People You May Not Realize Are Registered Sex Offenders #8 of 101 on Famous People Named Jared #23 of 33 on 33 Celebrities Who Ran the New York Marathon

Is this cameo horrible?
see more on Jared Fogle
O. J. Simpson is listed (or ranked) 3 on the list Fun Old Cameos In Movies And TV Shows That Make You Cringe Now
Photo:  Disney

The Cameo: OJ Simpson appears as himself in an episode of Disney’s Adventures in Wonderland entitled “White Rabbits Can’t Jump,” which is a bit confusing, seeing as Simpson isn't a basketball player. It's the show’s last episode.

Why It's Cringe-Worthy: Although Simpson was technically found not guilty of the murder of his ex-wife and another man, a civil case found otherwise, and the court of public opinion has definitely deemed him guilty. Even discounting those crimes, Simpson spent nine years in prison after being convicted of armed robbery and kidnapping following a bizarre Las Vegas heist. Any way you slice it, OJ is an awkward cameo for a kid’s show.

More O. J. Simpson

#7 of 103 on The Best USC Trojans Players of All Time #13 of 196 on The Best NFL Running Backs of All Time #54 of 1499 on The Best Football Players Ever #12 of 83 on The Best Heisman Trophy Winners of All Time

Is this cameo horrible?
see more on O. J. Simpson
Chris Brown is listed (or ranked) 4 on the list Fun Old Cameos In Movies And TV Shows That Make You Cringe Now
Photo:  Fox

The Cameo: Long before he reached musical fame, Chris Brown appeared on the Cali-centric drama The OC for three episodes as Will Tutt. The character romances one of the female leads.

Why It's Cringe-Worthy: Brown has a real problem with hitting women. Brown’s abuse first came to light in 2009 with his brutal beating of then-girlfriend Rihanna. Since then, Brown has engaged in a number of physical incidents with women, and seems to have a particular affinity for grabbing their cell phones and then smashing them. In other words, Brown isn’t the ideal candidate to be romancing anyone.

More Chris Brown

#75 of 468 on The Best Current Pop Groups/Singers #51 of 278 on The Greatest R&B Artists and Bands of All Time featuring The Best Songs Ft. Chris Brown Surprising Facts You Didn't Know About Chris Brown

Is this cameo horrible?
see more on Chris Brown