Pressly starred as "Violet" in the 1997 film Poison Ivy: The New Seduction. In 1998 she starred as "Nikki" on the short-lived TV series "Push", and also played a recurring role as the undead assassin Mika in the TV action series Mortal Kombat: Conquest. From 1999 to 2001, Pressly starred as "Audrey" on the drama series Jack and Jill.
Pressly starred in the independent film Poor White Trash, playing scheming gold-digger Sandy Lake. She subsequently appeared in a number of films, including Not Another Teen Movie (playing Priscilla, a high school cheerleader) and Torque, as a crazed, motorcycle-riding criminal.
In 2001, she was made the new spokesmodel for Liz Claiborne Cosmetics and its fragrance Lucky You. In 2002, she was ranked #8 in Stuff magazine's "102 Sexiest Women in the World". In 2003, she launched a lingerie line, J'Aime, which later became a full sleepwear and ready-to-wear line. In 2006, Maxim magazine named her #34 on its annual list; she is also featured in its gallery. Pressly posed nude for the March 1998 and February 2004 issues of Playboy. She also appeared nude in the May 2006 issue of Allure.
