13 Celebrities Who Won ‘The Masked Singer’ Across Its First 13 Seasons
Giant costumes, zero clues that make sense, and suddenly everyone thinks they’re a detective.
Masked Singer turns normal TV into a full guessing game where every voice has people yelling names with way too much confidence. Across 13 seasons, the winners list reads like a surprise party that nobody saw coming.
1. Season 1 – T-Pain As Monster
Few reveals landed as unexpectedly as T-Pain stepping out as Monster on The Masked Singer in 2019. Years of quiet doubt followed his Auto-Tune success, which made that moment feel like a full-circle redemption playing out on primetime television.
Victory in the first season brought attention back to his raw vocal ability, reminding audiences what had been there all along.
The win reshaped how many viewers talked about his voice and musical range.
2. Season 2 – Wayne Brady As Fox
Season 2 saw the Fox take the stage, and in that moment, Wayne Brady reminded everyone he can genuinely sing, not just improvise.
Best known for sharp comedy work on Whose Line Is It Anyway, he brought warmth and full-on showmanship to every performance.
Watching the reveal felt like running into a talented friend at a karaoke bar and suddenly realizing they have been holding back the whole time. Few surprises land as smoothly as that one did.
3. Season 3 – Kandi Burruss As Night Angel
Kandi Burruss brought quiet power to Season 3 as the Night Angel, gliding through performances with a voice that felt like velvet on a cold evening.
The Real Housewives star and Grammy-winning songwriter stunned the panel week after week.
Winning in 2020 proved that her musical roots run deeper than reality TV fame. The trophy was never going anywhere else.
4. Season 4 – LeAnn Rimes As Sun
Radiance shows up from the very first note as LeAnn Rimes took on the Sun persona in Season 4 of The Masked Singer. Performance felt less like competition and more like a return to singing for pure joy, without the weight of a well-known name attached.
Emotional honesty carried extra resonance during a difficult 2020, giving the moment a deeper kind of connection.
Pure sunshine energy stayed consistent from start to finish, without any need for filters.
5. Season 5 – Nick Lachey As Piglet
Under the Piglet mask, Nick Lachey delivered a performance that felt equal parts adorable and unexpectedly moving, especially with Vanessa cheering from the audience.
A background with 98 Degrees showed in every note, as sincerity carried each song and turned a fluffy pink costume into something genuinely emotional. Winning Season 5 in 2021 landed like a warm hug on a busy Tuesday, the kind of result that simply felt right.
Even the final moment carried a playful charm that made the whole reveal linger.
6. Season 6 – Jewel As Queen Of Hearts
One of the most convincing disguises on The Masked Singer came from Jewel, who managed to stay unrecognized even by her own mother at first. Queen of Hearts in Season 6 gave her the perfect stage, letting that signature acoustic soul take full control.
Each performance carried quiet confidence, building toward a win that felt completely earned.
The win felt especially satisfying because she stayed so well hidden while still sounding consistently strong.
7. Season 7 – Teyana Taylor As Firefly
Season 7 glowed brighter the moment Teyana Taylor stepped out, lighting the stage like a backyard firefly on a warm summer night.
Known for collaborations with Kanye West and a growing acting career, her multi-hyphenate background took a back seat as pure vocal power filled the room.
Every performance carried confidence and control, pulling the audience in without needing anything extra. A win in 2022 felt like the natural close to an already electric season.
8. Season 8 – Amber Riley As Harp
Amber Riley arrived as Harp in Season 8 and played every note like she had been saving her best performance for exactly this moment.
The Glee fan-favorite has one of those voices that stops a conversation cold, the kind you hear and immediately set your coffee cup down.
Her 2022 win felt inevitable by week three. Pure vocal gold from start to finish.
9. Season 9 – Bishop Briggs As Medusa
Medusa did not glide onto that stage quietly, and Bishop Briggs made sure every second felt charged in Season 9 of The Masked Singer.
Edges stayed rough in the best way, with indie pop grit pushing against the show’s usual shine until each performance felt alive and a little unpredictable.
Crowd could feel the difference immediately, something darker, louder, and far less interested in playing it safe. Final reveal hit like a release of pressure, the kind that leaves a mark long after the lights go down.
10. Season 10 – Ne-Yo As Cow
Confidence showed up in full force with Cow, proving nobody leans into performance quite like Ne-Yo. Behind hits like “So Sick” and “Closer,” the R&B star stepped into Season 10 with silky, controlled vocals that somehow made the dairy-farm costume feel unexpectedly polished.
Each performance carried a sense of ease and style, turning every moment on stage into something worth watching.
Winning in 2023 felt like a reminder that real vocal talent can elevate even the most playful disguise without missing a beat.
11. Season 11 – Vanessa Hudgens As Goldfish
Playful, effervescent energy carried Vanessa Hudgens through Season 11 of The Masked Singer as Goldfish.
Background tied to High School Musical comes with real vocal strength, and the format let those abilities stand on their own without leaning on nostalgia.
Each performance stayed light and lively, matching the show’s tone while still delivering genuine musical range. Season 11 ended with her at the top, closing the run in a way that felt like a full-circle pop-culture moment.
12. Season 12 – Boyz II Men As Buffalos
Long overdue, a group victory finally arrived when Boyz II Men delivered in spectacular fashion as the Buffalos during Season 12.
Four-part harmonies turned every performance into a living nostalgia trip, the kind that makes you reach for your phone to text someone you have not called in years.
A 2024 win reinforced how the greatest vocal groups do not age. Over time, they only deepen.
13. Season 13 – Gretchen Wilson As Pearl
Gretchen Wilson closed out the first era of The Masked Singer with a gritty, country-soul performance style that stood out like a cowboy boot at a black-tie dinner.
As Pearl in Season 13, the Redneck Woman singer brought a raw authenticity that felt refreshing.
Her 2025 win closed out the show’s first 13 seasons with a winner whose country style and gritty tone stood out immediately.
Note: Disclaimer: This article covers the winners of the first 13 U.S. seasons of The Masked Singer based on the identities revealed in each televised finale.
Descriptions of performances and impact are interpretive, but the season winners, costumes, and timing are drawn from publicly documented results. This content is intended for general informational and entertainment purposes.
