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The first season premiered in January 2007, following a similar format to The Bachelorette and Flavor of Love.After the first season concluded, a second season premiered in October of the same year.After the show, she appeared on Flavor of Love Girls: Charm School and I Love Money 2.Jennifer Toof appeared on Flavor of Love 2 where she was eliminated on the show's fourth episode after Flav discovered she had posed in a pornographic magazine.Instead, it was revealed that he would marry Liz, the mother of his seventh child, Karma, on the Season 3 reunion show. The Flavor of Love 2 finale was the second highest-rated non-sports basic cable show of 2006. In the show, each contestant is given a nickname by Flav and is referred to by that nickname for as long as she remains in the competition, as Flav says he can remember nicknames more so than real names.Flavor of Love features a clock ceremony where contestants who are not eliminated receive gold clocks to wear around their necks with their picture and nickname behind the hands of the clock.After the show, she appeared on Flavor of Love Girls: Charm School, winning the competition.She currently has her own lip balm line called Lip Chap and her own brand of weave hair called Saaphyri's Ultimate Indian Hair. It can also be noted that Windsor holds the record for being the only contestant in the series that did not receive a nickname. She threw her shoe at Tiffany Pollard during the After the Lovin' reunion, almost hitting host La La Vazquez.
Then later was a contestant on the unaired 3rd season of I Love Money 3, along with Deelishis. After the show, she appeared on Flavor of Love Girls: Charm School and worked as a temporary radio personality for Hot 107.9, where she interviewed Crunk&B trio, Taurus.When a contestant is eliminated, her real name is then revealed, followed by a champagne toast.There are a few basic elements of the show's format that have been consistent through each season of production.Although there were 21 contestants originally, there were only 20 clocks, as two contestants, "Thing 1" and "Thing 2", shared a clock.Also, nearly halfway through the season, 4 new contestants were brought to compete. Nicole Deannae Alexander is the winner of the first season. Hoopz and Flavor Flav broke up soon after the show ended.
She has also appeared on Judge Jeanine Pirro, the Family Feud as a member of the Gardiner family, and Playboy TV's "Foursome" in 2009.