Ashley Massaro

After beating seven other chosen finalists, Massaro was declared the winner of the 2005 WWE Diva Search on the episode of *Raw* which aired on Monday, August 15, 2005.

A week later on the August 22, 2005, episode of *Raw*, Candice Michelle and Torrie Wilson attacked Massaro after pretending to welcome her to the brand. Massaro's storyline feud with Wilson and Michelle continued over the next couple weeks, as the duo, along with their enforcer Victoria (dubbed as the "Skankateers" by commentator Jim Ross), made things difficult for Massaro. Massaro made her in-ring debut on the August 29 episode of *Raw*, in a losing effort to Victoria. On the September 5 episode of *Raw*, Massaro was defeated by Wilson due to interference from Victoria and Candice. Massaro evened the score on the September 12 episode of *Raw* when she brought out the returning Trish Stratus (who then turned face), and the duo proceeded to attack them. On the September 18 episode of *Raw*, The pair defeated the trio—who became known as the Ladies in Pink (and later Vince's Devils). This led to a tag team match at Unforgiven, where the team of Stratus and Massaro defeated Wilson and Victoria. The following night on *Raw*, Massaro accompanied Trish where she defeated Wilson. After the match, The duo were attacked by Vince's Devils. The feud continued into *WWE Homecoming*, where Stratus and Massaro defeated Wilson, Candice, and Victoria in the first ever three on two Bra and Panties match by stripping all three of their opponents. Massaro continued to wrestle matches through the rest of 2005 and was involved in the annual Fulfill Your Fantasy Diva Battle Royal at Taboo Tuesday for her first shot at the WWE Women's Championship. Massaro eliminated Candice Michelle before being eliminated by Victoria.

On January 8, 2006, at New Year's Revolution, Massaro won the first ever Bra and Panties gauntlet match by being the final wrestler 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 became the victim of a series of attacks from Mickie James. At Royal Rumble on January 29, James defeated Massaro with then Women's Champion Trish Stratus, as the special guest referee. Massaro got her revenge one week later by pinning James in the rematch on *Raw*. On the February 20 episode of *Raw*, however, Massaro suffered a fractured left fibula while being eliminated from the women's battle royal, and her feud with James was cut short. During her recovery, Massaro still occasionally appeared on *Raw* as part of the Stratus/James feud, albeit in a non-active role. Massaro returned on the March 20 episode of *Raw*, being kidnapped by James to lure Stratus in to saving her but James was successful and attacked Stratus.

Massaro returned to television on June 2, this time on *SmackDown!*, as a special guest commentator during the Kristal Marshall versus Jillian Hall match. On the edition of June 9 of *SmackDown!*, Massaro defeated Kristal, Jillian Hall and Michelle McCool in a bikini contest. Massaro later aligned herself with Hall, and they feuded with McCool and Marshall. Massaro won her *SmackDown!* debut match on July 21, when she teamed up with Hall to defeat McCool and Marshall. At The Great American Bash, Massaro won the fatal four-way bra and panties match by removing all of her opponents' clothing. On the edition of August 4 of *SmackDown!*, Massaro broke her knuckle in a match against Marshall.

Massaro, Paul London, and Brian Kendrick defeated Idol Stevens, KC James and Michelle McCool in a six-person mixed tag team match. Following the victory, Massaro became the valet for London and Kendrick, accompanying them to the ring for their matches on *SmackDown!* and pay-per-views. On the October 27 episode of *SmackDown!*, Massaro participated in a "Trick or Treat Battle Royal" which was won by Kristal. On the edition of December 19 of *SmackDown!*, Massaro teamed up with Layla in a winning effort defeating Jillian Hall and Kristal in a tag-team match. On the edition of January 2 of *SmackDown!*, Massaro competed against Hall in a winning effort. On the January 26 episode of *SmackDown!*, Massaro teamed up with London and Kendrick in a losing effort to MNM (Joey Mercury, Johnny Nitro, and Melina) in a six-person mixed-tag-team match. During the edition of February 16, 2007 of *SmackDown!*, Massaro unveiled her *Playboy* cover. Surrounding the release of the magazine, Massaro engaged in a feud with Jillian Hall, who was envious of the attention Massaro received due to the *Playboy* cover. At No Way Out, Massaro won the first ever Diva Invitational.

Massaro also began a feud with then WWE Women's Champion, *Raw's* Melina, who was angry over the publicity Massaro had been receiving because of the cover. On the March 9 episode of *SmackDown!*, the rivalry was taken to the next level when a catfight broke out on the inaugural edition of *Miz TV*. On the March 23 episode of *SmackDown!*, Massaro would get a catfight after Melina attempted to make an interference during Kendrick and Paul's match with MNM. On the March 26 episode of *Raw*, Massaro teamed up with Torrie Wilson and Candice Michelle in a winning effort defeating Melina, Jillian Hall and Victoria. At WrestleMania 23, Massaro unsuccessfully challenged Melina for the WWE Women's Championship in a lumberjill match to retain her title.

After WrestleMania, Massaro continued as a valet for WWE Tag Team Champions Paul London and Brian Kendrick. In storyline, on the April 13 episode of *SmackDown!*, Massaro was attacked by Jillian Hall. Massaro returned on the June 1, 2007, episode of *SmackDown!*, helping McCool defeat Hall after she distracted her. This return was short lived when on the edition of June 8 of *SmackDown!*, Massaro was suspended indefinitely after accidentally spilling Vince McMahon's coffee on him.

Massaro returned on January 7, 2008 to the *Raw* brand, winning a Lingerie Pillow Fight against Maria, Jillian Hall, Melina, and Mickie James. On the January 14 episode of *Raw*, Massaro teamed up with Mickie James and Maria in a losing effort to the team of Beth Phoenix, Jillian Hall, and Melina in a six person tag team match. Massaro began a storyline with Maria and Santino Marella on the January 21, 2008 episode of *Raw*, attempting to convince Maria to pose for *Playboy* but was interrupted by Marella. At the Royal Rumble pay-per-view, Massaro again attempted to convince Maria by telling her that Hugh Hefner wanted her to pose for *Playboy* before Maria could answer Marella interrupted and objected to the proposal. Massaro would then beat down Marella's surprise, Big Dick Johnson, when he attempted to perform a striptease. At the No Way Out pay-per-view, Massaro would appear with Maria in a segment at the Playboy Mansion. On the March 24, 2008, episode of *Raw*, Massaro interfered in the match between Maria and Melina. After the match, Santino Marella came down to the ring, prompting Jerry "The King" Lawler (who was tired of Marella's actions over previous weeks) to knock Santino out of the ring. This set up the six-person mixed-tag-team match, in which they lost to Marella, Melina and Phoenix. On March 30, 2008, Massaro replaced Candice Michelle, who was out with an injury, in the *Playboy Bunnymania* Lumberjack match at WrestleMania XXIV, teaming up with Maria, and losing to Beth Phoenix and Melina after the interference from Marella.

On the April 14 episode of *Raw*, Massaro teamed up with Maria in a losing effort to the team of Melina and Jillian Hall in a tag team match. Massaro also participated in a 12-person tag team match at Backlash, where Phoenix pinned her to get the win for her team. On the April 28 episode of *Raw*, Massaro competed in her last match by teaming up with Michelle McCool, Cherry, Kelly Kelly, Maria and Mickie James in a winning effort defeating Layla, Melina, Phoenix, Natalya, Hall and Victoria. Massaro was released from her WWE contract on July 9, 2008.

On May 16, 2019, Massaro passed away. On May 19 at the Money in the Bank pay-per-view event, WWE paid tribute to Massaro's life and career by projecting a graphic of her at the start of the show.