Bibb was born in Bismarck, North Dakota, and raised in Nelson County, Virginia. Her father died three years after she was born. Bibb subsequently moved to Richmond, Virginia, with her widowed mother and three older sisters, where she attended the all-girl Saint Gertrude High School. In 1990, The Oprah Winfrey Show and the Elite Agency held a nationwide modeling search. The celebrity judges, John Casablancas, Naomi Campbell, Linda Evangelista, and Iman chose then 16-year-old Bibb as the winner. After finishing her junior year, Bibb flew to New York City to sign a contract with Elite Agency and modeled over that summer and went on a trip to Japan. Bibb returned to the United States for her senior year and graduated in 1991. Bibb\'s modeling photographs have appeared in the magazines Maxim and FHM.\n', '
Bibb first appeared on television in 1996, playing in episodes of Pacific Blue and Home Improvement. Her first film role came in the comedy Private Parts. This was followed by her first television series, where she replaced the departed Susan Walters as the female lead in the second season of The Big Easy. Most critics panned the show, and it was canceled months later after low ratings. She appeared in the romantic drama Touch Me (1997) and had a supporting role in the film This Space Between Us (1999).\n', '
In 1999, Bibb had her big break appearing as a lead character on the WB Network television series Popular. Her role was Brooke McQueen, the most popular girl at Kennedy High School who is beautiful, a straight-A student, and a cheerleader. The show was a major success among teenagers and led Bibb to more recognizable film roles. The show garnered her a Teen Choice Award for Television Choice Actress and a Young Hollywood Award nomination for Exciting New Face – Female. During the series, she filmed the psychological thriller The Skulls (1999), as the classmate, friend and love interest of Joshua Jackson\'s character. The Skulls received a negative reception from critics but was a box-office success. She received a role in the 2001 comedy See Spot Run, playing a single mother who spends most of the film on her own "Planes, Trains and Automobiles" adventure.\n', '