In 1997, Moakler played Jaime in Poison Ivy: The New Seduction.
The following year she appeared in the role of Cheryl Tangeray in Telling You.
This particular show centered on mother and daughter pairs who competed for 0,000.
Hilton claimed Moakler had punched her in the jaw and shouted at her, while Moakler said that Stavros Niarchos (Hilton's ex-boyfriend) bent her wrists, poured a drink on her and shoved her down stairs.
Moakler and De La Hoya became engaged prior to the 1999 birth of their daughter, Atiana Cecilia De La Hoya (born March 29, 1999).
Moakler has said "it wasn't a planned pregnancy, but it was understood if it happened it was beautiful and if it didn't that was fine too." In December 2000, Moakler filed a .5 million palimony suit against her ex-fiancé, claiming he was an alcoholic, abusive to her and to their daughter, and that he used them "as props to promote his public image." Travis Barker, drummer for the bands Blink-182, 44, Box Car Racer and The Transplants and formerly of The Aquabats, proposed to Moakler in the elevator entrance to the Haunted Mansion ride at Disneyland.
Moakler was then cast as an air-flight hostess during the final scene of the 1998 movie The Wedding Singer.
In 1999, she appeared as Tawny in the film Love Stinks.