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  2. The first season of the American television series The Masked Singer premiered on Fox on January 2, 2019, and concluded on February 27, 2019. The season was won by rapper T-Pain as "Monster", with singer Donny Osmond finishing second as "Peacock", and singer Gladys Knight placing third as "Bee".

    • Season 1 costume: Monster. This fuzzy green one-eyed monster performed the following songs throughout the first season: “Don’t Stop Me Now” by Queen, “I Don’t Want to Be” by Gavin Degraw, “American Woman” by Lenny Kravitz, “I Love Rock ‘n’ Roll” by Joan Jett & the Blackhearts, “Stay With Me” by Sam Smith and “This Is How We Do It” by Montell Jordan.
    • Season 1 celebrity: T-Pain. This rapper and hit-making producer made history as the first winner of “The Masked Singer” on February 27, 2019. None of the panelists correctly guessed T-Pain was really the Monster, making it one of the most shocking reveals of all time.
    • Season 2 costume: Fox. This dapper mammal with a cape and top hat performed these songs throughout the second season: “This Love” by Maroon 5, “Hey Look Ma, I Made It” by Panic!
    • Season 2 celebrity: Wayne Brady. This five-time Emmy winner, comedian and Broadway star had developed a plan from day one to confuse the panel and lead them to believe he was Jamie Foxx.
  3. May 23, 2024 · T-Pain on The Masked Singer season 1. Charles Sykes/Bravo/NBCU Photo Bank via Getty; Michael Becker / FOX Grammy winner T-Pain set the tone for all winners when he won the very first season...

  4. Feb 28, 2019 · Ultimately, Monster — revealed to be T-Pain — was crowned the first-ever winner of The Masked Singer, shedding some tears of joy after the panelists praised his voice and performances.

    • Overview
    • Production
    • Contestant Progress
    • References

    Season 1 of the American version of The Masked Singer premiered on January 2, 2019, and concluded on February 27, 2019.

    Filming for the season took place on June 4, 6, 11, 14, 18, 21, and 24, 2018.

    The series was officially revealed on August 2, 2018, also announcing that it would be hosted by Nick Cannon with Ken Jeong, Jenny McCarthy, Nicole Scherzinger, and Robin Thicke serving as panelists. The series was also given a targeted premiere of January 2019.

    █ The contestant won The Masked Singer.

    █ The contestant was a runner-up.

    █ The contestant placed third.

    █ The contestant was safe from elimination.

    █ The contestant won the face off.

    █ The contestant lost the face off and was placed in the bottom three but was not eliminated.

    • 2 min
  5. T-Pain won the first season of The Masked Singer, a singing competition where celebrities perform in disguise. He revealed his identity as the rapper after his final performance of Montell Jordan's "This Is How We Do It".

  6. Mar 1, 2019 · T-Pain, revealed Wednesday as the man inside Monster and the inaugural winner of Fox’s “The Masked Singer,” tells USA TODAY the one-eyed, gap-toothed creature helped him overcome his initial...

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