Home Blog Every Celebrity Who Appeared on The Masked Singer, Ranked – TV Guide

Every Celebrity Who Appeared on The Masked Singer, Ranked – TV Guide


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There have been some legendary and legendarily bad performances on Fox’s unique singing competition show The Masked Singer over the course of three seasons. They’ve made us laugh. They’ve made us cry. They’ve made us cover our ears to stop the bleeding! They’ve made judges Nicole Scherzinger, Jenny McCarthy, Robin Thicke, Ken Jeong, and a slew of celebrity guest panelists scratch their heads as to who could be under those elaborate costumes.
The main fun of the show is trying to guess who is hiding under those giant costumes and being shocked to find out that athletes and personalities we’ve been watching for years are bonafide singers. There have been some real surprises over the seasons like Chaka Khan, Tony Hawk, Sarah Palin, and so many more. Who are the worst contestants of all time, and who’s the best? This is TV Guide’s definitive ranking of every Masked Singer ever.
Antonio Brown has the dubious honor of being the very first contestant ever eliminated on The Masked Singer after warbling out “My Prerogative,” and well, let’s just say that it’s a prize he absolutely earned.
Tommy Chong got knocked out in just the second week of The Masked Singer‘s very first season after singing Gloria Gaynor’s “I Will Survive,” sounding like he’d just woken up from surgery. While we couldn’t be happier for him that he got to have a good time, our ears weren’t pining for more and we’re grateful that didn’t go on much longer.
Johnny Weir rules the ice (and his hat and brooch game can’t be beat either), but his rendition of “Just Dance” by Lady Gaga was so not hot that he got yoked out of the competition and made to scramble on his very first try.
It only took three weeks for the audience and judges to send NFL Hall of Famer Terry Bradshaw back to the woods and with good reason: after his rendition of “Get Your Shine On,” the only appropriate reaction to hearing that was “Oh dear.”
Former football player turned professional party starter Rob Gronkowski definitely brought the good times in Season 3, but his vocal stylings definitely gave us “paws.”
It’s not every day you see a former vice presidential candidate singing “Baby Got Back” in a furry costume. And if Sarah Palin is representative of the talent among veeps, let’s hope we never have to again.
Dancing with the Stars host Tom Bergeron held on for a respectable six weeks in Season 3, but his sandpapery voice and goofy dance moves meant it was only a matter of time before judges had their fill and told him, “Sorry, singing is nacho forte.”
Paul Shaffer has a long, extensive history as a bandleader for one of the most famous late night shows of all time, but when it came to sharing his own voice, that’s a side of him best kept buried.
Every season has its sacrificial lambs who get eliminated early, and Tyler Blevins was one.
YouTube sensation Jo Jo Siwa made it nine weeks into Season 3 — not because of vocal talent, but because the groups were split and staggered. Full of life and energy, Jo Jo kept the crowd entertained with lots of stage presence but her growl sometimes left us wishing for a meteor to end it all.
Rap star Lil Wayne gave The Masked Singer a huge jolt of street cred by appearing in the first episode of Season 3, but as fun and unexpected as it was to see him on the show (he said he did it for his kids) he sounded like he was gargling rocks while singing Lenny Kravitz’s “Are You Gonna Go My Way.”
There’s a reason she hasn’t sold as many albums as her famous siblings, bless her heart, and we saw why in Season 1.
Dr. Drew told TV Guide in an interview that he lied to his children to adhere to the rules of the show and well, let’s hope they’ve forgiven him for that. Because it’ll be a while before we can forgive him for the singing — which should’ve come easier since he actually sings classical music and musicals!
Drew Carey actually sounded a lot better in his second week than he did in his first, painful, performance, but it wasn’t enough to keep him in the game.
I know why the caged bird sings, and it’s to drown out the sound of Bella Thorne.
Not even Ken Jeong, a former co-star, could recognize her voice when she sang. Or maybe he was just saying that to avoid admitting how bad she sounded.
There was a point in the early days of The Masked Singer when Jenny McCarthy kept hollering “Sherri Shepherd!” every time she heard a certain soulful voice. They’re friends, Shepherd told TV Guide, and Jenny must’ve ESP’d her buddy’s eventual appearance on the show. And while Sherri Shepard freely admits she’s not a great singer, she didn’t sound bad, and she was at least fun to watch.
Out of a deep desire not to get punched in the head by a champion boxer, let’s just say Laila Ali has other talents besides singing. At least this panda was cool about it when she got an express ticket out of the competition.
The O.G. reality star has a pretty decent voice, but couldn’t quite get the hang of showing it off in the competition until it was too late.
She was actually not as bad we might’ve assumed she would be. Plus, she talked a lot about how much being on the show helped her confidence. Hard to hate on that.
Ricki Lake sounded…exactly like Ricki Lake, which isn’t a bad thing, but it’s fair to say her choice to talk for a living was the smarter play.
Bret Michaels seemed like he was having a sweet old time on stage, but the fruits of his long career as the frontman of Poison seemed to escape us as he gurgled up songs like “A Little Less Conversation” by Elvis Presley. It was so not smooth-ie.
Social media star and model Jordyn Woods punched up for a good deal of the competition — hanging on until she was still in the running with some of the best players in the game including Turtle, Night Angel, and Astronaut. She even had people thinking she was American Idol alum Jordin Sparks for a minute! Eventually though, so-so singing of tracks like Robyn’s “Dancing On My Own” and Dixie Chicks’ “Not Ready to Make Nice” caught up with her and she had to hop on home.
One of The Masked Singer’s most distinguished singers, Chaka Khan should’ve lasted longer in the game. But her talents weren’t suited for the physical demands and limitations of the show, and, as she told TV Guide in an interview, she was over it, anyway.
He hasn’t been revealed yet (although we’re pretty certain it’s this hip hop star) and though it’s clear he’s not green as a performer with all his moves and stamina, he’s pretty much only done rap songs. C’mon, even Kermit can play the banjo.
The singer we’re sure is this performer clawed her way into a respectable position in Season 3, even if it’s just a matter of time before they “whisker” away in favor of one of the stronger players like Turtle or Night Angel.
Tony Hawk is by no means a career singer, but we’ll never forget how he held his own up there, even outlasting soul diva Chaka Khan! He told TV Guide he was ready to go home, too, which means that if he’d have really applied himself, he might be an even better singer than we knew.
Raven-Symoné is no stranger to singing or the stage, and while she was usually strong in her performances, she struggled with some songs — especially Cher’s “Believe,” which knocked her out of the game. In a post-elimination interview with TV Guide, she said the experience inspired her to get back in the studio.
One of a handful of bona fide musical legends to appear on The Masked Singer, Dionne Warwick is absolutely a gifted, influential vocal talent. Inside a heavy mouse costume though, not so much. Maybe now she’ll do something less cheesy.
Everyone knows Patti LaBelle has one of the most iconic, incredible voices of all time. And yet. Under the weight of that costume and some ill-suited song choices, her true genius couldn’t fully blossom. Still, we’d never peddle any Patti disrespect; Patti on her worst day is a gift to hear, so she deserves a mention among the show’s stronger performers.
After a few spotty turns at bat that left us convinced he was an athlete, Seal finally got the hang of the competition and kept slaying the game with cuts including Queen’s “Somebody to Love.” He really got into the persona too, purring and vamping as if he really was a feline.
Obviously, a former boy bander is going to have an advantage in a singing competition and to be sure Joey Fatone was one of the strongest in the show thus far. He danced! He hopped around stage! He had people thinking he was Jenny McCarthy’s own husband! If The Masked Singer ever has an all-star reunion show, he should totally be in it.
If you didn’t know Rumer Willis was a real-deal vocal talent before her turn on The Masked Singer, now you know. She had a number of impressive moments that made her one of the “mane” performers to watch that season, including a take on Stevie Wonder’s “Don’t You Worry ‘Bout a Thing.”
Saturday Night Live alum Ana Gasteyer held her own in the competition — remaining not only one of the hardest celebrities to guess, but one of the more reliably good singers too. Not many of us might’ve known or remembered that she’s got two jazz albums in her repertoire, but it sure came through when she was doing songs like “Think” by the Aretha Franklin. Yeah, she occasionally sounded like your mom after two glasses of pinot grigio doing karaoke in the living room, but it wasn’t bad.
We don’t know for sure yet if this thick-skinned powerful player is exactly who we think it is, but we do know this Rhino can blow. His versions of “What a Man Gotta Do” by the Jonas Brothers and “Nice to Meet Ya” from Niall Horan were just like the horn on his head: hard to ignore, and worth more than gold.
This poor thing can brag about being the only Masked Singer contestant in history to be electrocuted while rehearsing, and yet, there’s no denying that when she opened her mouth to sing, miss thing delivered the goods. Her gospel roots often came through when she did songs like “Sorry Not Sorry” by Demi Lovato, more than once bringing the judges to their feet.
The first real-deal R&B legend to perform on The Masked Singer, Gladys Knight displayed that signature, smokey and soulful voice in rocking out hits like Sia’s “Chandelier” and Bruno Mars’ “Locked Out of Heaven.” If there’s a knock to bee made, it’s that the pop, Top 4o-type songs she was given seemed best suited for singers without her breadth and range, so it oftentimes felt like she was holding back. Still, she sounded darn good and when you consider she turns 76 in May 2020 (!), that makes her turn inside that heavy, hard-to-see-out-of costume all the more phenomenal.
A pure showman throughout the competition, Donny Osmond brought charisma, flair and golden pipes to The Masked Singer stage. At times, his performances were worthy of something you’d pay to see in Vegas.
As his rendition of Stevie Wonder’s “Signed, Sealed Delivered” proved, this high flyer has talents that are totally out of this world.
One of the best performers on the show yet, American Idol alum Chris Daughtry continually and consistently blew the judges and the audience away with renditions of hits like Hall & Oates’ “Maneater” and “Love Runs Out” by OneRepublic. As he said in an interview with TV Guide, the experience was almost like his meditation training — he had to let go and surrender to the difficulty of performing under extreme conditions — but regardless of what tools he used, it was clear he was one of the doggone best.
Night Angel hasn’t been eliminated yet, but if this is who we think it is, the reality show star is reminding everybody who watches that she’s a superb singer too.
Former Cheetah Girl Adrienne Bailon brought high energy, powerful vocal runs and insane footwork to the competition, tearing down the house with hits like Kenny Loggins’ “Footloose.” She absolutely set the bar higher for other performers to come.
Basketball pro Victor Oladipo wasn’t the runner-up in Season 2 — in fact he got eliminated before Leopard (Seal), Flamingo (Adrienne Bailon) and the runner-up Rottweiler (Chris Daughtry) — but he sure made a good case for being closer to the winner’s stand than he was. Owner of a shockingly smooth and sexy voice, Oladipo really excelled at ballads, and frequently delivered the kind of performances that made the room fall silent…except when Nicole Scherzinger was audibly thirsting over him.
Turtle, who we’re absolutely sure is this guy, is indeed one of the most impressive performers of any season. Whether doing ““Higher Love” as he did in Episode 10 or “There’s Nothing Holdin’ Me Back” by Shawn Mendes, Turtle has consistently shown stage presence and strong vocals, and it would’t be a surprise if he’s the Season 3 winner.
Back when this show was still an untested, unbelievable wild idea, T-Pain made it grounded. Week after week, his crazy good performances of unexpected hits like Gavin Degraw’s “I Don’t Want to Be” kept things surprising and highly entertaining, and while most of us know him from his Auto-Tuned ditties, his performances saw everything we might’ve thought about him stripped away so that his gorgeous voice could shine. Part of the appeal was the endearing cuteness of that one-eyed blue costume, but by the time he got to his tender, moving rendition of Sam Smith’s “Stay With Me” in Week 8, he couldn’t keep anyone who saw it separated from their tears. The Masked Singer couldn’t have had a better first winner: T-Pain represents silly, goofy fun back with monstrous talent.
He danced! He sang! He rapped! He cried a little bit! Noted funnyman Wayne Brady really delivered again and again, nailing cuts like Bobby Brown’s “Every Little Step” and Jamie Foxx and T-Pain’s “Blame It,” and absolutely owning the stage while doing so. As he told TV Guide in a post-finale interview, the experience was a highlight of his career and with good reason: he is the best Masked Singer to ever do it.



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