1999

Christie Brinkley – TV Guide (October 20, 1999)

Matt Damon – USA Today (December 11, 1999)

Jaime Pressly – Howard Rosenberg Photoshoot (1999)

Mena Suvari – Self Assignment (May 1, 1999)

Patricia Arquette – Flaunt (October 1, 1999)

Naomi Campbell – Playboy (December 1, 1999)

Winona Ryder – Flaunt (December 1, 1999)

Leelee Sobieski – Flaunt (June 1, 1999)

Saffron Burrows – Details (October 1, 1999)

Rene Russo – USA Today (July 25, 1999)

Rebecca Romijn – Self Assignment (March 15, 1999)

Rebecca Romijn – Self Assignment (January 15, 1999)

Ricky Martin – Rolling Stone (August 6, 1999)

Daisy Fuentes – Self Assignment (September 1, 1999)

Jessica Alba – Jump (January 11, 1999)