Jennifer Aniston Topless Paparazzi Pics Taken In 1999 More Explanation In Comments NSFW (1 photo)

Adriana Lima Marie Claire Italia May 1999 Ph Darren Keith NSFW (1 photo)

Mena Suvari In American Beauty 1999 NSFW (1 photo)

Thora Birch In American Beauty 1999 NSFW (1 photo)

Charlize Theron For Playboy 1999 NSFW (1 photo)

Naomi Campbell Playboy December 1 1999 NSFW (1 photo)

Scarlett Johansson In 1999 NSFW (1 photo)

Idle Hands 1999 Kelly Monaco As Tiffany NSFW (1 photo)

Melissa Joan Hart 1999 NSFW (1 photo)

Anna Friel A Midsummer Nights Dream 1999 NSFW (1 photo)

Heidi Klum For The 1999 Sports Illustrated Issue NSFW (1 photo)

Shannon Elizabeth American Pie 1999 NSFW (2 photos)