Oscar's Dirty Little Secret: 31 Academy Winners Who Also Bagged Hollywood's Most Embarrassing Awards

For over 40 years, the Golden Raspberry Awards—Hollywood's cheeky slap in the face—have been exposing the industry's most epic fails. While some dismiss them as a joke, the Razzies reveal a shocking truth: even the most celebrated stars aren't immune to spectacular flops. In fact, the higher you climb in Hollywood, the harder you can fall into Razzie territory.

What's more surprising? A staggering number of Oscar winners have been caught red-handed with these dubious 'honors.' It's a brutal reminder that in Tinseltown, glory and shame often walk hand-in-hand. The bigger the star, the bigger the target for Razzie voters looking to keep egos in check.

Dive into our exclusive rundown of Hollywood's elite who've tasted both Oscar gold and Razzie ridicule—plus a few who managed to redeem their Razzie blunders with an Academy Award comeback.

Laurence Olivier at the 50th Academy Awards on April 9, 1979. ABC Photo Archives/Disney General Entertainment Content via Getty

Consider Laurence Olivier—a name synonymous with acting greatness, so revered that London's theater awards bear his name. With two Oscars for Hamlet (1948), he's the epitome of cinematic excellence. Yet, even legends stumble: Olivier bagged two Razzies—Worst Supporting Actor for The Jazz Singer (1981) and Worst Actor for Inchon (1983). Proof that no one is safe from a bad day on set.

Faye Dunaway holding her Oscar at the 49th Academy Awards on March 28, 1977. Tony Korody/Sygma/Sygma via Getty

Faye Dunaway's career is a rollercoaster of highs and lows. After Oscar nominations for Bonnie and Clyde (1967) and Chinatown (1974), she clinched the gold for Network (1977). But just a few years later, she was Razzie-shamed as Worst Actress for Mommie Dearest (1981), followed by another Razzie for The Temp (1993). It's a stark lesson: one iconic role doesn't guarantee immunity from future flops.

Prince holding his Oscar at the 57th Academy Awards on March 25, 1985. Bettmann Archive/Getty

Prince's story is perhaps the most dramatic whiplash in award history. In 1985, he soared with an Oscar for 'Purple Rain.' But in 1986, he crashed hard, sweeping the Razzies for Worst Director, Worst Original Song, and Worst Actor for Under the Cherry Moon—a film that also tied for Worst Picture. Talk about a year of extremes: from purple reign to Razzie rain in record time.