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After Ric Flair won the WCW World Heavyweight Championship from Hollywood Hogan at Uncensored inside a Barbed Wire Steel Cage match, David and Torrie took some time off from WCW television in April before returning in May to accompany David to the ring for matches.
At the 1999 Bash at the Beach, Wilson acted as a valet for Flair as he successfully defended the WCW United States Heavyweight Championship against Dean Malenko.
Dawn would eventually show footage of this at Armageddon.
A few months earlier, when her pictorial was announced, a short storyline feud with Nidia developed, with the latter being jealous of the fact that Wilson was chosen for the cover and spread in the magazine.
Wilson was taken off of television following the encounter, reappearing at July's Bash at the Beach during a match between Shane Douglas and Buff Bagwell.
After the match, Wilson and Douglas left together, which led to a feud between Kidman and Douglas.
The feud came to an end after Nidia and Noble both became fan favorites and sided with Gunn and Wilson.
On the March 13 episode of Raw, Torrie helped Trish retain the Women's Championship against Victoria who was accompied by Candice Michelle. In September 2007, Wilson launched her clothing line, "Officially Jaded", alongside Nick Mitchell, a former WWE wrestler who was known as "Mitch" of the Spirit Squad. On September 14, 2008, Torrie made an appearance at the inaugural Wrestler's Rescue event held in Piscataway, New Jersey, an event to create awareness and to help raise money to support the health care needs of retired professional wrestlers.
She continued to accompany David to the ring until September when David was on the telephone with Torrie and later found out that Torrie was in the Filthy Animals' locker room flirting with Billy Kidman, this resulted in a feud between Flair and Kidman on the October 18, 1999 episode of Nitro when Torrie turned on him, resulting in Flair losing the match and the Animals beating on him, after the Animals stopped assaulting David, Torrie left with the Animals, It was around this time that Wilson began managing Billy Kidman and his Filthy Animals teammates.
On the November 22, 1999 episode of Nitro, during a tag team match between Billy Kidman and Konnan facing Creative Control for the WCW World Tag Team Championship, Billy Kidman looked up at the Turnertron and saw that Torrie Wilson and Eddie Guerrero were shown flirting inside his locker room on the "Kidcam", a hidden camera segment, which led to a storyline feud between Kidman and Guerrero.
She also regularly teamed with fellow WCW performer Stacy Keibler.
The duo made their wrestling debuts in a Bra and Panties match against Lita and Trish Stratus at the In Vasion pay-per-view, which Stratus and Lita won by stripping their opponents to their underwear.
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The following night on Raw, Wilson defeated Stratus in a Paddle on a Pole match.