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She also wrestled in Women's Extreme Wrestling (WEW), where she mainly worked in tag team matches.
She found championship success here as half of The Simple Girls/The Madison Sisters with her (kayfabe) sister Nikki Madison, and as the "T" half of the T&A tag team with April Hunter, defeating Team Blondage's Amber O'Neal and Lollipop to win the titles on WEW's April 6, 2006 pay-per-view.
She is a former two time TNA Women's Knockout Champion and is a former TNA Knockouts Tag Team Champion as part of The Beautiful People (with Madison Rayne and Lacey Von Erich), with the group defending the title under the Freebird rule.
On the May 19 episode of Impact Wrestling, Sky defeated Love and Winter in a two–on–one handicap match, but was afterwards attacked by the returning ODB, who claimed that she had gotten fired from TNA the previous June because of Sky. Tessmacher failed in their attempt to win the TNA Knockouts Tag Team Championship from Rosita and Sarita due to interference from ODB.
Afterwards, Sky was beaten down by ODB and her new tag team partner, Jacqueline.
She was then defeated by Victoria on July 11 in a match taped for WWE Heat.
Later that year, she debuted in MXW Pro Wrestling and defeated Alere Little Feather at Brass City Battle.
Regardless, The Beautiful People won the match and advanced to the semi-finals. , Sky and Rayne defeated the teams of Love and Tara and Sarita and Taylor Wilde in a three-way match to win the vacant TNA Knockouts Tag Team Championship, after interference from Daffney. , Sky was one of the four winners of the very first Lock Box Showdown Elimination Tag Match.