Ashley Massaro is a model and wrestler who used to work for World Wrestling Entertainment (WWE). After winning the WWE Diva Search contest in 2005, Massaro became a permanent member of WWE's roster. Massaro made her WWE debut in August 2005 as an interviewer. She would soon go on to feud with fellow divas Candice Michelle, Torrie Wilson, and Mickie James. She would also team up with Trish Stratus against the other divas.

On February 16, 2007, Ashley debuted her Playboy Magazine cover, adding her to the list of WWE Divas to previously pose nude for the publication. A few months later, she would take time off from WWE to participate in the 15th season of Survivor. She was the second contestant to be eliminated. Ashley would return to WWE action in January 2008, but was given her release from the company in July.