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 this year, 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. She underwent surgery to insert a five-inch metal plate and eight screws into her leg. 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.