Ashley previously dated WWE Superstars Matt Hardy and Paul London.

In May 2008, Rolling Stone reported that Massaro was employed by a Los Angeles escort agency. The Federal Bureau of Investigation confirmed it was investigating the agency - but did not address Massaro's relation to them. On her MySpace page, Massaro said she was "beyond upset" and urged fans "don't believe it for a second."

She has several tattoos, including a black & pink nautical star on the back of both of her elbows; a pink and red dragon surrounding kanji lettering that translates to 'Trust No One' going down the side of her left torso; kanji symbols on the small of her lower back; and a butterfly on her right hip. She also has several piercings, most notably a 'Monroe' and 'Snakebites' on her lips.

Massaro has one daughter. When her daughter became sick in mid-2008, Massaro asked for an early release from WWE to care for her.