[1] At St. Valentine's Day Massacre, Ryan slapped Ken across the face, which caused him to lose his match to Venis later on.
At WrestleMania XV, Ryan and The Blue Meanie were in Goldust's corner for the Fatal Four Way match for the WWF Intercontinental Championship, which Road Dogg retained.
As Ken found Ryan, who was being consoled by Mankind, they were attacked by the Ministry of Darkness and The Undertaker grabbed her by the hair and called her "a little slut".
On an episode of Raw, GTV revealed footage of the Pretty Mean Sisters in the locker room wearing towels.
There were plans apparently by Vince McMahon to do an incest angle between Webb and her storyline brother Ken Shamrock, whom she was dating in real life at the time.
[3] Webb made her debut for the National Wrestling Alliance as Ryan Shamrock, competing in an Evening Gown match against Bobcat on October 30, 1999.
[4] She then wrestled on the Independent circuit against wrestlers such as Nicole Bass, Kara Slice, and Taylor Matheny as well as managing Ken Shamrock.
In late 1999, Webb debuted in World Championship Wrestling (WCW) on their Nitro show as "Symphony", the valet of The Maestro.
In May 2007, Webb began working with the Mexican promotion AAA while managing X-Pac, whom she also dated during this time.