Professional wrestling career

World Championship Wrestling (1999–2001)

Wilson's start in wrestling came when she attended a World Championship Wrestling (WCW) show with her boyfriend in 1999. After going backstage, she was asked to walk out to the ring with Scott Steiner. Later, Kevin Nash expressed an interest in doing a storyline with her. She debuted as "Samantha", who was brought in by the New World Order (nWo) to seduce David Flair into turning against his father, Ric Flair. They appeared together on February 21 when Wilson slapped Ric, and David zapped him with a taser. At the 1999 Bash at the Beach, Wilson acted as a valet for Flair as he captured the WCW United States Heavyweight Championship from Dean Malenko.

Although she left WCW television afterwards, she returned in the fall of 1999 under her real name. Wilson began managing Billy Kidman and his Filthy Animals teammates. As a result, she found herself involved in the Animals continuing feud with The Revolution. In November, Wilson and Eddie Guerrero were shown flirting on the "Kidcam", a hidden camera segment, which led to a storyline feud between Kidman and Guerrero. Following this, Wilson once again disappeared from television. Wilson, however, returned on January 19, 2000, and in April 2000, Kidman and Wilson joined a stable known as the New Blood, making them both villainous characters. As part of their newest storyline, Kidman became jealous of the attention Wilson began to give to fellow New Blood member Horace Hogan. In June, Wilson gave Kidman a low blow at the Great American Bash, causing him to lose to Horace's uncle, Hulk Hogan.

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. At September's Fall Brawl, Wilson and Douglas defeated Kidman and Madusa in a mixed tag team match with scaffolding erected above the ring. Wilson was released from WCW in December 2000.

World Wrestling Federation / Entertainment (2001–2008)

The Invasion (2001)

Wilson made her WWF television debut on the June 28, 2001 episode of SmackDown! as part of The Alliance during the Invasion angle in 2001. In her first storyline with the company, she portrayed Vince McMahon's latest affair. She also regularly teamed with fellow WCW performer Stacy Keibler. The duo made their wrestling debuts in the WWF in a Bra and Panties match against Lita and Trish Stratus at the InVasion pay-per-view, which Stratus and Lita won by stripping their opponents to their underwear. The following night on Raw, Wilson defeated Stratus in a Paddle on a Pole match. Despite her relative lack of in-ring experience, Wilson, alongside Keibler and Ivory, regularly feuded with the WWF Divas, as well as interfering in matches on behalf of other wrestlers in The Alliance.

She became a fan favorite during the Invasion storyline when her character began an on-screen romance with Tajiri. This new romance caused Keibler to turn against Wilson, and as a result of this, Wilson defected to the WWF. Wilson defeated Keibler in a lingerie match at No Mercy defeating her opponent in a ring full of pillows, while dressed in lingerie.

Relationship and feud with Tajiri; feud with Dawn Marie (2002–2003)

When the first ever brand separation of the WWF roster took place in April 2002, Wilson was drafted to SmackDown!. Shortly after this, as part of the storyline, Tajiri soon became jealous over the increased attention that Wilson received from other men, so he forced her to wear a geisha outfit, and he also appeared to mistreat her in matches. Wilson finally grew tired of this, and during Tajiri's match against The Hurricane, she got on top of the announcer's table and stripped off her clothing. The distraction allowed The Hurricane to pick up the win.

Wilson's most high profile storyline during her first few years with the company was in 2003 when she feuded with Dawn Marie. In the angle, Dawn Marie attempted to marry Wilson's real-life father Al Wilson. Dawn also revealed that she had developed feelings for Torrie, and the two shared an on-screen kiss. Dawn even offered to cancel the wedding if Torrie would go to a hotel with her for the night. Despite this, as part of the storyline, Dawn developed feelings for Al and the two got married on an episode of SmackDown! in their underwear. Al then, in storyline, died from a heart attack after having rigorous sex numerous times in succession on their honeymoon. In response, Wilson defeated Dawn at No Mercy in October. She defeated Dawn Marie again at the Royal Rumble in what was billed as a Stepmother vs. Stepdaughter match. The feud lasted approximately nine months.