Drew Barrymore became a Guess Girl right around the time she was reviving her career as an actress. The then-18-year-old former child star appeared in a series of ads shot in 1993 by Wayne Maser. A few years later, she starred in "Boys on the Side" and "Mad Love," and she hasn't had much trouble since then. Barrymore, a fan of the romantic comedy, has added several to her résumé, including "The Wedding Singer," "Ever After," Woody Allen's "Everyone Says I Love You" and this year's "Music & Lyrics." With her production company, Flower Films, Barrymore has produced and starred in "Never Been Kissed," "50 First Dates" and the movie remake and sequel to the Seventies TV show "Charlie's Angels."

Claudia Schiffer first appeared in a Guess campaign in 1989. The sexy photographs, shot by Ellen von Unwerth, catapulted Schiffer's career and was a key step in her becoming a supermodel. She has more than 700 magazine covers under her belt and reportedly once appeared on five U.S. and seven European magazine covers simultaneously.

After the Guess campaign, she was chosen by Karl Lagerfeld to be the new face of Chanel, and she has landed in a slew of feature films, including "Love Actually," "Life Without Dick," "Black and White" and "Friends and Lovers." She has two children, Caspar and Clementine, with her husband of five years, film producer Matthew Vaughn.

Paris Hilton, the hotel heiress, posed for Ellen von Unwerth in 2004. Prior to the campaign, Hilton became a household name overnight after a sex tape was leaked on the Internet. Hilton went on to star in the movie "House of Wax" and the Fox reality TV show "The Simple Life," with Nicole Richie. Hilton is the founder of Heiress Records, a sublabel of Warner Bros. Records. Her album was released in August 2006 and made its debut at number six on the Billboard 200. Hilton's other business dealings include fragrances with Parlux, handbags with Samantha Thavasa, jewelry with Amazon.com, and the Club Paris chain of nightclubs.

Naomi Campbell was already an accomplished model when she became a Guess Girl. After landing on the covers of American, French and British Vogue and Time magazine, she signed on with Guess in 1991. Ellen von Unwerth shot Campbell with Eva Herzigova in Guess' signature black and white. Campbell has also appeared on the catwalk for virtually every major designer. She has acted in the films "Miami Rhapsody," "Girl 6" by Spike Lee and "Invasion of Privacy."A recent spate of temper tantrums landed Campbell in trouble with the law. While serving her sentence of community service, Campbell again made headlines, this time for her designer street-cleaning getups.

Paul Marciano claims that after one look at photos of Carré Otis, he knew she'd be a Guess Girl. And he followed through on his promise, casting Otis in a campaign in 1989. She appeared in three consecutive campaigns shot by Ellen Von Unwerth and went on to work with photographers Herb Ritts, Richard Avedon and Bruce Weber. She met her ex-husband, Mickey Rourke, while starring with him in "Wild Orchid" and then completed three more films, "Exit in Red," "Simon Says" and "Going Back." Known for her biker-chick attitude, Otis has been a Tibetan Buddhist since she was 17 and now works as a plus-size model.

Paul Marciano decided to cast Laetitia Casta in an ad campaign after seeing her photo on a trip he took to Paris in 1993. She appeared in the Malibu, Paris, Carmel and spring 1998 campaigns and her popularity rose from there. She shot the 1997, 1998 and 1999 swimsuit issues for Sports Illustrated and landed on a 1998 cover of Rolling Stone. She was also selected by designer Yves Saint Laurent to be a spokeswoman for his Baby Doll fragrance. Herb Ritts shot Casta as Chris Isaak's love interest in the music video "Baby Did a Bad, Bad Thing." And in 2000, Casta was selected as the new French "Marianne," an honor previously bestowed upon Catherine Deneuve and Brigitte Bardot.

Brazilian beauty Adriana Lima was only 13 when an agent discovered her at a mall. Two years later, speaking very little English, she moved to New York. She then loomed over Times Square on a Vassarette billboard, but Lima gained worldwide fame for her work on Guess' Wailea, Los Angeles and Costanoa campaigns. She has been featured in the world's top magazines and walked the runway as a Victoria's Secret Angel. She starred in the BMW short film "The Follow," and appears in former fiancé Lenny Kravitz's video, "Yesterday Is Gone."

Considered by many to be too short for runway work, at 5 feet 7 inches tall, Josie Maran signed with Elite at age 17. Her career got an early jump when she appeared in the Guess summer and fall 1998 campaigns, work she parlayed into a multiyear deal with Maybelline. She began acting in 2001 and has appeared in "Little Black Book," "Van Helsing" and "The Aviator." Her latest film, "The Final Season," is scheduled for release this year. Maran and her photographer boyfriend, Ali Alborizi, had a daughter, Rumi, in June.

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