Her name is Ashley Massaro and she is a former gymnast who has experience in front of the camera. She has hosted a number of "Wild On" shows on the E! Channel, and has also posed for Stuff, FHM and multiple swimsuit calendars. Ashley is a big fan of rock & roll, fishing, boating and motorcycles. She also grew up in a wrestling family as her brother, dad and uncle all competed in the sport. Ashley Massaro came to the WWE in June 2005 as a contestant in the 2005 RAW Diva Search. After beating the seven other chosen finalists, Massaro was declared the winner on the August 15, 2005 edition of RAW which stood in Montreal, Quebec. She won $250,000 and a one year contract with World Wrestling Entertainment. Massaro made her first WWE appearance as an official Diva on the August 21, 2005 pre-SummerSlam edition of HEAT. This featured Ashley conducting interviews with the fans, including WWE Legends The Fabulous Moolah and Mae Young. Later that night, Massaro made her first appearance at a pay-per-view event when she joined the other bikini-clad divas in washing Mr. McMahon's presidential limo backstage.

The following night on RAW, WWE Divas Candice Michelle and Torrie Wilson called out Massaro, claiming they wanted to welcome her to RAW. After Massaro came out, Michelle and Wilson turned heel and beat down Ashley. Massaro continued to feud with the two divas who were soon joined by Victoria, Victoria would defeat Massaro in Massaro's first match. Massaro was later joined by the returning Trish Stratus who helped Massaro fend off attacks from the three divas. The pair would defeat the three divas who became known as the Ladies in Pink (and later Vince's Devils) on several occasions including WWE's 2005 Unforgiven pay-per-view, and at the WWE Homecoming in a 3-on-2 Bra and Panties match. Massaro would continue to wrestle matches through the rest of 2005 and was involved in the annual Fulfill Your Fantasy Battle Royal at Taboo Tuesday for her first shot at the WWE Women's Championship. Ashley was able to eliminate Candice Michelle before being eliminated by Victoria.

One of Ashley Massaro's biggest wins to date came at New Year's Revolution when Massaro was able to win the first ever Bra and Panties Gauntlet match by being the final Diva left still wearing her clothes. Following WWE tradition, to please the fans, she removed them herself before making her exit. Through the early part of 2006 Massaro would get in the midst of an ongoing feud between Trish Stratus and Mickie James. Siding with Stratus, Massaro became the victim of a series of vicious attacks from a jealous Mickie James. At the Royal Rumble, Mickie defeated Ashley with Stratus as the special guest referee.

However, Massaro would get her revenge by pinning James in the rematch on RAW. During the February 20, 2006 edition of RAW Ashley Massaro would suffer a fractured left fibula while being eliminated from the women's Battle Royal. Upon further medical consultation, it was announced on WWE.com that because of the spiral crack in her left fibula Massaro would need surgery. She underwent the procedure to have a plate positioned in her leg in March 2006. During her recovery Massaro would still occasionally appear on RAW as part of the Stratus/James feud, albeit in a non-active role. On March 22, 2006, Ashley Massaro announced on her MySpace blog that she signed a three year contract extension with WWE.