Kennedy moved into the Penthouse Mansion in New York at the age of 18. She lived there for 10 years and after her appearances in Penthouse magazine as the December 1981 Pet of the Month and later as the 1983 Pet of the Year, Kennedy began an acting career. She appeared mostly in low-budget sex comedies, such as The First Turn-On!, Spring Break, and Ellie, starring alongside Academy Award winner Shelley Winters. Kennedy also appeared briefly in the opening scene of National Lampoon's European Vacation as a game show prize model.