Celebrity Worst-Ever Oscars Fashions What were they thinking? See the biggest flops made by Demi Moore, Gwyneth Paltrow and other stars By People Staff Published on January 17, 2006 02:00PM EST Share Tweet Pin Email Trending Videos 01 of 14 DEMI MOORE Jim Smeal In 1989, the actress took a spin at designing her own dress, but her bicycle shorts-and-bustier ensemble fell flat. 02 of 14 GWYNETH PALTROW F. Barrett/globe What a Rocky Horror! The actress channeled her inner goth in 2002 in this figure-flattening gown. 03 of 14 JOHNNY DEPP Steve Granitz/WireImage In 2006, the Best Actor nominee (for Finding Neverland) donned a Willy Wonka-worthy getup: a vintage-style tux, complete with wingtips. 04 of 14 KIM BASINGER R.Saxon/AP All of Munchkinland could have hidden under the Good Witch Glinda-style gown Basinger wore to the 1990 awards. 05 of 14 CHER Phil Roach/Ipol/Globe(2); Retna Different decades, same bad taste (from left): in 1974, 1988 (with her Best Actress trophy for Moonstruck) and 1998. 06 of 14 UMA THURMAN Carlo Allegri/Getty Images The hills were alive with the sound of gasps when presenter Uma Thurman went for the Swiss miss look in 2004. 07 of 14 HELENA BONHAM CARTER Phil Raoch/IPOL/GLOBE The British actress could have started her own fright club in the over-the-top tulle ensemble she wore in 1987. 08 of 14 FAITH HILL Peter Brooker/rex The country star was two scoops short of a sundae in this sherbet confection in 2002. 09 of 14 GEENA DAVIS Geena Davis No she can-can't: The 1992 Best Actress nominee (for Thelma amp Louise) high-kicked her fashion sense right off the red carpet. 10 of 14 WHOOPI GOLDBERG celebrity photo/wireimage In 1993, the Oscars funny lady played a game of peekaboo – and lost. 11 of 14 JON BON JOVI Ron Galella With wife Dorothea, the glammed-out rocker, nominated in 1991 for his song "Blaze of Glory," went down in a blaze of ... hairspray. 12 of 14 TYRA BANKS J. Gough/celebrityphoto.com Looks like she didn't read the Tyra Mail (in 2000): The homecoming dance was last week. 13 of 14 DIANE KEATON Mike Blake/Reuters/Landov She showed a new (nude) side of herself in Something's Gotta Give, but the Best Actress nominee dusted off her old Annie Hall look at the 2004 Oscars. 14 of 14 CELINE DION Lisa Rose/Globe; Roy Fitz/ IPOL Has she flipped her lid? In 1999 the singer turned her back on a white suit that was, believe it or not, designed to be worn that way.