Milli Vanilli Stripped of Their Grammy: 1990
The German R&B duo took home the Best New Artist award for their hit "Blame It On the Rain" at the Grammys in 1990. However, it came to light that they actually lip synced the album, and they were stripped of their award shortly after.
Pee-Wee Herman Caught Publicly Masturbating: 1991
Paul Reubens—aka Pee-Wee Herman—was known for cracking kids up in the '90s. However, his career took a turn for the worse when he was caught publicly masturbating in an adult theater and plead no contest to indecent exposure.
Julia Roberts the Runaway Bride: 1991
Days before marrying Kiefer Sutherland, Roberts called off the "fantasy wedding of the decade" (as it was called) and ran away to Ireland with her ex-boyfriend Jason Patric. She starred in Runaway Bride eight years later.
Woody Allen and Soon Yi Previn: 1992
The famous director had been in a domestic partnership with Mia Farrow when she discovered nude photos of her then 21-year-old adopted daughter Previn at his apartment. They broke up, and Allen went on to marry Previn in 1997. They're still together.
Michael Jackson's Trial: 1993
The King of Pop came under scrutiny after being accused of sexually abusing a 13-year-old boy in 1993. Though Jackson and the boy's family reached financial settlement in 1994, the accusations continue to plague the late singer and his career.
The O.J. Simpson Trial: 1994
After Nicole Brown Simpson and Ron Goldman were found stabbed to death in the front yard of her Brentwood home in 1994, the former football star became the leading prospect in a trial that played out over a year. It's now been dubbed the "Trial of the Century" and broke records when it was reenacted on American Crime Story: People v. O.J. Simpson in 2016.
Nancy Kerrigan & Tonya Harding's Feud: 1994
The Olympic skaters had been extremely competitive for years, but things took a turn for the worse in 1994 when Harding and her husband hired a man to club Kerrigan in the right knee, forcing her to pull out of the U.S. Figure Skating Championships. Harding received three years probation and a $160,000 fine for her role. Both skaters competed at Lillehammer weeks later. Kerrigan earned the silver medal, and Harding came in eighth place.
Lisa ''Left Eye'' Lopes Burns Her Boyfriend's House Down: 1994
The TLC singer was arrested in 1994 after burning her boyfriend at the time, Andre Rison's house down. She said she set fire to a pair of tennis shoes and left them in his bath tub, claiming she was getting back at him for physically abusing her.
Hugh Grant Caught With Prositute: 1995
Though he was dating Elizabeth Hurley at the time, the esteemed actor was caught with a prostitute in 1995. He was fined $1000 and had to take and AIDS prevention class as well as publicly apologize for his actions.
Pamela Anderson & Tommy Lee's Sex Tape: 1995
You could say the Baywatch babe and her rockstar hubby were the first of the major Hollywood stars to have their sex tapes stolen. In fact, Rolling Stone called theirs the most "infamous stolen celebrity artifact," and it paved the way for the onslaught of celebrity sex tapes that came after.
Biggie & Tupac's Deaths: 1996-1997
The feuding rappers both died in mysteriously similar unsolved manners. Tupac was murdered in a drive-by shooting in Las Vegas in 1996, while Notorious B.I.G. was killed the same way in Los Angeles a year later.
Princess Diana's Death: 1997
One of the most famous royals of all time, 36-year-old Princess Diana's death rocked the world in 1997. She was killed during a car accident while being chased by the paparazzi.
Eddie Murphy: 1997
Just like Hugh Grant, the highly acclaimed actor took a bit of a downward slide after he was caught with a prostitute, Atisone Seiuli, in his car. Seiuli was later arrested, but Murphy was not, claiming he was just giving her a ride home.
President Clinton Caught With Monica Lewinsky: 1998
President Bill Clinton was impeached for having an extra-marital affair with his then 22-year-old intern, Lewinsky. Interestingly enough, he scored his highest grade of his entire presidency after the scandal hit headlines.