101. Britney Spears: orange and pink jacket with hot pants, hat with feather, gum 100. Kate Hudson: vintage dress at 2000 Oscars, ringlets in hair 99. Fergie (of Black Eyed Peas): white frayed outfit at 2004 Grammys 98. Pamela Anderson: jean mini-skirt with white shirt tied up at chest 97. Geena Davis: short gown with long train, black tights at 1992 Oscars 96. Milla Jovovich: chains and pasties dress at Cannes 95. Macy Gray: dress advertising her album's release date, shower cap 94. Ashton Kutcher: combat boots and skirt 93. Penelope Cruz: pink dress with ruffles (""proper"" look) 92. Kelly Osbourne: black gauchos and top with tie belt, giant flower in hair 91. Jean-Claude Van Damme: red jacket with polka dots 90. Pink: orange and pink dress that goes against her style 89. Selma Blair: tattered red dress 88. Catherine Zeta-Jones: pink satin gown with space-age look 87. Richard Hatch: naked on Survivor 86. Shania