Celebrity scandals not only make for great reading, but say a lot about human nature. This is why we’re launching Scandalist with the 100 Greatest Celebrity Scandals Of All Time. We began this project by researching and gathering the follies of more than 250 celebrities. After whittling the list down to the 100 most essential, [...]
100 Greatest Celebrity Scandals Of All Time
#100: Winona Ryder Likes To Steal
After stealing a handful of rock stars from their long-term paramours (Remember Soul Asylum‘s Dave Pirner? Neither do we), Winona Ryder revealed that she also had a penchant for stealing high-end couture, after getting busted for shoplifting at a Beverly Hills Saks in December 2001. Surveillance cameras caught the then-30-year-old star acting about half her [...]
#99: Pat O’Brien’s Dirty Voicemails
Poor Pat O’Brien. Car accidents, overdoses, violent standoffs with police — these are more-than-acceptable reasons for a lifelong drug addict to finally seek professional help. But the release of pornographic voice mail messages? That’s awfully hard to glamorize. The host of TV’s The Insider and long-time sports commentator was once associated with awkward attempts at [...]
#98: Pee-Wee Herman’s Indecent Exposure
The most surprising thing about Paul Reubens‘s 1991 arrest wasn’t what he got busted for — namely, exposing himself in a Florida adult movie theatre — but what he was watching at the time: an XXX film called Nurse Nancy. Huh? Wasn’t Reubens gay? What was next? News that Pee Wee Playhouse‘s Chairy was a [...]
#97: Sinead O’Connor Rips Up Pope Picture
The most important thing Sinead O’Connor destroyed on the October 3, 1992 episode of Saturday Night Live wasn’t a picture of Pope John Paul II, but her career. If you watched O’Connor’s performance the one and only time it officially aired (Comedy Central reruns substitute the dress-rehearsal performance, which features O’Connor holding up a picture [...]
#96: The Myth That Mick Jagger Ate Candy Out Of Marianne Faithful’s Vagina
Nowadays the Rolling Stones look like something out of The Nightmare Before Christmas. In 1967, though, the “Gimme Shelter” rockers were Public Enemy No. One, thanks to their affinity for sex and drugs. It was only a matter of time before the cops came knocking. Following a tip-off from the tabloid press, 20 police officers [...]
#94: Lil’ Kim Jailed For Perjury
Lots of rappers say they won’t snitch, but Lil’ Kim has the perjury conviction to prove it. When her entourage got into a shootout with friends of rival Foxy Brown in downtown Manhattan following a Hot 97 interview in February 2001 (leaving one injured), the trash-talking sex freak behind hits like “How Many Licks?” and [...]
#92: Dave Chappelle Bails On Chappelle’s Show
If the entertainment biz was high school back in 2005, Dave Chappelle was the Big Man On Campus. The comedian rose quickly in the New York stand-up circuit, and broke into film at the age of twenty, starring in Mel Brooks‘ Robin Hood: Men in Tights. After a few failed TV shows, a film flop [...]
#91: Todd Bridges’ Drug Woes
Todd Bridges paved the way for future f*cked-up child stars, carving out a destructive trail of drugs, violence, and murder that standardized the destiny of kid actors — especially those on his own hit show. The adorable teen — who ended his run as Willis Drummond on Diff’rent Strokes in 1986 — was busted just [...]
#90: Matt Damon Dumps Minnie Driver on Oprah
Matt Damon and Minnie Driver fell in love while the rest of the world was going gaga over their surprise 1997 hit, Good Will Hunting. But while Matt’s character chases after Minnie at the end of that mushy flick, their actual affair ended awkwardly and abruptly when he denied having a girlfriend during an appearance [...]










