All The Babes
Ashley Massaro
Also known as Ashley, Ashley Marie Massaro, Ryan Mackenzie
Career
Active 2002 – 2019
Biography
About Ashley Massaro
With her blonde hair, green eyes, and a body that earned her Playboy covers, Ashley Massaro stood out in any room. Born in Babylon, New York, she entered the public eye as Miss Hawaiian Tropic USA in 2002, and later as Miss Hawaiian Tropic Canada. Her athletic build and 36C measurements were enhanced by a set of tattoos, including a black and pink nautical star on each elbow, a pink and red dragon with kanji reading 'Trust No One' along her right side, and a butterfly on her right hip. Both lips bore piercings, adding to her edgy look.
Massaro began her professional wrestling career in 2002, and her big break came in 2005 when she won the WWE Raw Diva Search. She quickly became a fixture on WWE programming, managing tag team champions Paul London and Brian Kendrick. Her most memorable matches include a WWE Women's Championship bout against Melina Perez at WrestleMania 23 and the Playboy Bunnymania Lumberjill match at WrestleMania XXIV. In 2008, she left the company to care for her daughter who had fallen ill. She also appeared on the reality show Survivor: China, adding to her diverse resume.
Alongside wrestling, Massaro worked as a DJ, appeared in music videos, and graced the cover of Playboy in April 2007. She earned a Bachelor of Science in communication from the State University of New York, where she also minored in business. In May 2008, Rolling Stone reported that she had been employed by an escort agency under FBI investigation, an allegation she furiously denied on her MySpace page, saying she was 'beyond upset' and urging fans not to believe it. She dated fellow wrestlers Matt Hardy and Paul London, and had one daughter. On May 16, 2019, she passed away at the age of 39.
Record
Profile details
Personal
- Died
- Thursday 16th of May 2019 (age 39)
- Years Active
- 2002-2019 (started around 23 years old; 17 years active)
- Birthplace
- Babylon, New York, United States
- Ethnicity
- Caucasian
- Sexuality
- Straight
Body
- Hair Color
- Blonde
- Eye Color
- Green
- Weight
- 112 lbs (or 51 kg)
- Measurements
- 36–24–32 (B–W–H) · WHR 0.75
- Bra/Cup Size
- 36C show conversions - UK: 36C, EU: 80C, AU: 14C, JP: 80C (Per Boobpedia)
- Boobs
- Fake/Enhanced
- Tattoos
- Black And Pink Nautical Star On The Back Of Both Elbows; A Pink And Red Dragon Surrounding Kanji Lettering That Translates To 'Trust No One' Going Down The Right Side Of Torso; Chinese Lettering Down The Small Of Her Back; Butterfly On Right Hip
- Piercings
- Both Lips
Performances
- Solo
- Nudity (Full)
Extra
- Instagram Followers
- 134k (as of July 2026)
Frequently asked
What was Ashley Massaro's career path before joining the WWE?
Before her wrestling career took off, Massaro was a titleholder in the Hawaiian Tropic pageant circuit, winning Miss Hawaiian Tropic USA in 2002 and Miss Hawaiian Tropic Canada. She also worked as a DJ and model.
How did Ashley Massaro balance her wrestling career with other ventures?
Massaro balanced her time in the ring with appearances in reality TV, such as Survivor: China, and magazine work, including a cover feature in Playboy in April 2007. Her academic background in communication likely helped her navigate these public platforms.
What was the significance of the tattoo on Ashley Massaro's torso?
Massaro had a pink and red dragon tattoo that surrounded kanji lettering translating to 'Trust No One' on the right side of her torso. This tattoo was a notable part of her physical appearance, alongside other ink and piercings.
What led to Ashley Massaro's departure from the WWE in 2008?
Massaro requested an early release from her WWE contract in mid-2008 to care for her daughter, who had fallen ill. This personal priority led her to step away from the wrestling world.
How did Ashley Massaro respond to the allegations made by Rolling Stone?
When Rolling Stone reported in May 2008 that Massaro was employed by an escort agency under FBI investigation, she reacted strongly on her MySpace page, expressing that she was 'beyond upset' and telling fans not to believe the story. The magazine stood by its report.
Did you know
- Massaro was a titleholder in the Miss Hawaiian Tropic pageant system, winning both the USA and Canada titles in 2002.
- Her personal life intersected with her career when she dated fellow wrestlers Matt Hardy and Paul London, the latter of whom she also managed in the ring.
- Massaro appeared on the cover of Playboy for the April 2007 issue, during her WWE tenure.
- Her tattoos were a mix of symbols: nautical stars on both elbows, a dragon with a 'Trust No One' kanji on her torso, markings on her lower back, and a butterfly on her right hip.
- She earned a Bachelor of Science in communication with a minor in business from the State University of New York.
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