Profile last updated by: Sean Sweeny

Ashley Massaro

Title History

  • 2005 RAW Diva Search Winner;

Career Highlights

World Wrestling Entertainment – RAW Diva Search 2006:

  • Summer 2005: Ashley Massaro won the 2005 RAW Diva Search after weeks of competition air LIVE on Monday Night RAW..
  • ~~~Ashley Massaro was most recognized for giving out her legitimate cell phone number and took thousands of calls after..
  • August 15, 2005 – RAW: Ashley Marraro was announced as the winner of the 2005 $250,000 RAW Diva Search..
  • August 22, 2005 – RAW: Torrie & Candice debuted on RAW and turned heel, attacking DivaSearch winner Ashley Massaro..
  • August 29, 2005 – RAW: Torrie & Candice tried to apologize to Ashley but it was all a set-up until Victoria attacked Ashley!
  • September 5, 2005 – RAW: Ashley Massaro was a guest on Carlito’s Cabana, Carlito harassed her until Ric Flair made the save!
  • ~~~Later on in a match: Torrie Wilson (w/Candice Michelle) defeated Ashley Massaro with help from Victoria..
  • September 12, 2005 – RAW: Ashley Massaro was joined by the returning Trish Stratus in her battle with Torrie, Candice & Victoria!
  • September 18, 2005 – Unforgiven: Trish Stratus & Ashley Massaro defeated Victoria & Torrie Wilson w/Candice Michelle..
  • September 19, 2005 – RAW: Trish Stratus w/Ashley defeated Torrie Wilson w/Candice (Victoria attacked Trish afterwards)..
  • September 26, 2005 – RAW: Trish Stratus w/Ashley Massaro defeated Victoria when Torrie Wilson & Candice Michelle interfered..
  • October 3, 2005 – WWE Homecoming: Trish & Ashley defeated Torrie & Candice & Victoria in a Handicap Bra & Panties match..
  • October 17, 2005 – RAW: Torrie Wilson & Candice Michelle & Victoria beat Trish Stratus & Ashley Massaro & Mickie James..
  • ~~~Mickie James wrestled most of the match trying to impress Trish, but ended up getting pinned by Torrie Wilson..
  • October 21, 2005–WWE Super Show: Trish Stratus & Ashley Massaro & Christy Hemme beat Torrie Wilson & Victoria & Melina..
  • October 31, 2005 – RAW: Ashley Massaro (as a Dark Angel) participated in a special Divas Halloween Costume contest..

World Wrestling Entertainment – Ashley Massaro:

  • November 1, 2005 – Taboo Tuesday: Ashley Massaro participated in a Fulfill Your Fantasy Divas Battle Royal..
  • ~~~Fans Chose Outfits for the Divas: 1) Cheerleader (25%), 2) Ligerie (43%), or 3) Leather & Lace (32%)..
  • November 14, 2005 – RAW Eddie Guerrero Tribute: Melina Perez (Latina Heat?) won a Nine-Diva Inter-promotional Battle Royal!
  • ~~~Included: Trish Stratus, Mickie James, Ashley Massaro, Maria, Candice, Christy Hemme, Jillian Hall, Victoria & Melina..
  • November 28, 2005 – RAW: Trish Stratus & Mickie James & Ashley Massaro beat Victoria & Candice Michelle & Torrie Wilson..
  • December 15, 2005: Ashley Massaro of WWE had a six-page layout in the January issue of Maxim Magazine..
  • December 19, 2005 – RAW from Afganistan: Candice Michelle & Maria Kanellis defeated Trish Stratus & Ashley Massaro..
  • January 8, 2006 – New Years Revolution: Ashley Massaro won a Vince McMahon-booked Bra & Panties Gauntlet Match..
  • ~~~Maria Kanellis stripped Candice Michelle | Maria stripped Torrie Wilson | Victoria stripped Maria | Ashley stripped Victoria..
  • January 9, 2006 – RAW: Ashley Massaro defeated Trish Stratus by DQ when Mickie James attacked Ashley! (to protect Trish)..
  • January 16, 2006 – RAW: Victoria & Candice & Torrie beat Trish & Mickie & Ashley when Mickie snapped and attacked Ashley!
  • January 23, 2006 – RAW: Trish Stratus & Ashley Massaro defeated Victoria & Candice Michelle w/Torrie Wilson & Chloe..
  • ~~~Ashley Massaro performed a picture perfect cross body off the top rope onto Victoria to get the victory..
  • ~~~Ashley Massaro celebrated by hugging Trish Stratus, causing a jealous Mickie James to run down and attack Ashley!!!
  • January 29, 2006 – Royal Rumble: Mickie Jamies defeated Ashley Massaro with Trish Stratus as the guest referee..
  • January 30, 2006 – RAW: Mickie James had “Celebration of Trish Stratus” in the hopes that Trish would say “I Love You, too”..
  • ~~~Ashley Massaro showed up and said Mickie James was a PSYCHO, so Mickie freaked out and attacked Ashley Massaro..
  • ~~~Trish Stratus pulled Ashley Massaro off of Mickie James and held he back as Mickie delivered a spin kick to Ashley!
  • ~~~Of course, Mickie James took this as a sign of affection from Trish Stratus and concluded that Trish cared about her..
  • January 31, 2006: Ashley Massaro’s bra & panties from New Year’s Revolution were auctioned off with a Final Bid of 1502.50 (US)..
  • February 6, 2006 – RAW: Ashley Massaro defeated Mickie James with Trish Stratus as the guest referee..
  • February 13, 2006 – RAW: Ashley Massaro defeated Torrie Wilson w/Candice Michelle..
  • February 20, 2006 – RAW: Ashley Massaro suffered a broken leg taking her bump out of the ring in a Women’s Battle Royal..
  • February 22, 2006: Ashley Massaro ended up undergoing surgery to have a plate, one screw and staples put in her leg..
  • ~~~She suffered a large fracture that went around the bone twice, like a corkscrew, plus there was a loose piece of bone..
  • March 20, 2006 – RAW: Mickie James kidnappned the injured Ashley Massaro to lure Trish to the ring and gave her a DDT!

World Wrestling Entertainment – Ashley Massaro on Smackdown!:

World Wrestling Entertainment – (Smackdown!) Playboy Bunny:

World Wrestling Entertainment – Ashley Massaro:

World Wrestling Entertainment – I’m a Survivor:

  • August 31, 2007–SmackDown!: Ashley was shown preparing for her opportunity to appear on the reality show “Survivor”..
  • When the program finally aired, Ashley Massaro did so poorly that she was the second person voted off the show..

World Wrestling Entertainment – Ashley Massaro (What’s Up [Insert City]!):

  • January 7, 2008–RAW ROULETTE: Ashley Massaro returned to RAW and won the 5-WAY WWE Divas Pillow Fight!
  • January 14, 2008–RAW: Melina Perez & Jillian Hall & Beth Phoenix beat Ashley Massaro & Mickie James & Maria Kanellis..
  • January 21, 2008–RAW: Ashley Massaro tried to talk to Maria about posing for Playboy but Santino Marella interrupted..
  • January 27, 2008 – Royal Rumble: Ashley Massara told Maria Kanellis that Hugh Heffner himself wanted her to pose for Playboy..
  • ~~~Santino Marella interrupted and objected to the proposal and let Big Dick Johnson do a strip tease for the fans instead!
  • January 28, 2008–RAW: Beth Phoenix & Jillian Hall defeated Mickie James & Ashley Massaro in a Divas Tag match..
  • February 17, 2008 – No Way Out: WWE Divas Ashley Massaro & Maria Kanellis attended a party at the Playboy Mansion..

World Wrestling Entertainment – Ashley Massaro (The Road To WrestleMania 24):

  • March 24, 2008–RAW: Maria vs. Melina ended in a No Contest when Ashley Massaro randomly interfered in the match..
  • ~~~Santino Marella came down univited so Jerry “The King” Lawler got out of his seat and knocked Santino out of the ring!
  • ~~~Santino Marella & Beth Phoenix & Melina Perez defeated Maria Kanellis & Ashley Massaro & Jerry “The King” Lawler..
  • March 30, 2008 – WrestleMania 24: Beth Phoenix & Melina beat Maria & Ashley Massaro in a BunnyMania Lumberjill Match ..
  • ~~~LUMBERJILLS: Mickie James, Michelle McCool, Eve Torres, Kelly Kelly, Jillian Hall, Victoria, Cherry, Maryse, Layla El..

World Wrestling Entertainment – Ashley Massaro (A Pink Slip Waiting To Happen):

  • April 14, 2008–RAW: Melina Perez & Jillian Hall defeated Maria Kanellis & Ashley Massaro in a match taped for HEAT..
  • April 21, 2008–RAW: Mickie James celebrated her victory with the “good” divas; Maria, Ashley, Michelle, Kelly, and Cherry..
  • ~~~Beth Phoenix – backed up by Melina, Victoria, Natalya, and Jillian – crashed the party and started a huge Divas brawl!
  • April 27, 2008 – Backlash: Beth Phoenix’s Team of heel Divas defeated Mickie James’ Team of babyface Divas in a 5-on-5..
  • ~~~Beth & Melina & Jillian & Victoria & Natalya & Layla beat Mickie & Maria & Ashley & Michelle & Cherry & Kelly..
  • April 28, 2008–RAW: Mickie James’ Team of babyface Divas defeated Beth Phoenix’s Team of heel Divas in a rematch..
  • ~~~Mickie & Maria & Ashley & Michelle & Cherry & Kelly beat Beth & Melina & Jillian & Victoria & Natalya & Layla ..
  • July 2, 2008: Ashley Massaro announced she was “leaving WWE to care for her ill seven-year-old daughter as a single mom“..
  • October 2009: Ashley Massaro travelled to Mexico City for a couple of days to host the Playboy Latin America anniversary party..