Top 10 Craziest Masked Singer Costumes

Look, call us corny, but we can’t get over this season 8 entrant. Mario Cantone may have been gone home after his first episode, but in costume as the Maize, he injected a healthy dose of fiber and fabulousness to the show. The Maize is what would happen if an ear of corn got lost on the way to the farmer’s market and ended up on the Vegas Strip. Heavily made-up with showgirl feathers sprouting from its diamond-crusted head, the Maize’s master stroke of costuming genius has to be that plump and luscious hot pink lip.

Elegant and insect-like are two adjectives that don’t usually go together. Season 2’s Butterfly is the exception. Former Destiny’s Child member Michelle Williams was the most divalicious insect ever to hit the stage. Butterfly is the uncanny valley come to life. The costume is obviously well-designed, but the total result is wild to consider. You marvel at the beauty and detail of her wings. You’re dazzled by the shimmer and shape of her bodysuit. But then, you get to the head, and those big bug eyes, and you remember this is an insect. What even is this show?

Who would have thought NFL Hall of Famer Terry Bradshaw would ever be decked out in steampunk attire? From the jump, “The Masked Singer” was taking some big swings with its out-of-the-box and often conceptual costume designs. The Deer isn’t the most straightforward design. Its look was inspired by the steampunk movement. He’s decked out in a heavy coat, armored sleeves, with a snout-like gas mask. Or is it a gas mask-like snout? Whatever it is, it’s not giving ethereal woodland creature so much as it’s giving fearsome warrior in a post-apocalyptic landscape.

Kermit the Frog didn’t last very long, but he had a memorable disguise. Notably small in stature, viewers knew something was up with the way the Snail slid across the stage. It’s actually one of the more straightforward crazy costumes the show’s put forward. But when you look closer and really take in the jiggling eyeballs, crusted shell, and that glittery top hat, you have to wonder what someone who just turned the channel would think. The frozen expression and that full set of human-looking teeth just starts to look vaguely threatening if you stare at it long enough.

Here’s another “Masked Singer” who knows a thing or two about the trials and tribulations of being green. Classic crooner Paul Anka donned the broccoli head, with the rest of the costume made up of pond scum-colored gloves and a colorblocked letterman jacket. Where some costumes are only a suggestion of its namesake, season 4’s Broccoli is so literal it actually comes right back around to being surreal. It really is just a broccoli tree shoved on top of a guy’s head. The bushy green eyebrows and matching boots with the fur really pull it all together.

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#5: Black Widow
Season 2

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“Madame Web” who? Back in season 2, Raven-Symoné wowed everyone with her commanding three-round run as the Black Widow. Living up to its name, the costume featured eight legs stuck on the back that moved just enough when she danced that it looked really creepy. Completing the arachnid fantasy is a crown of antennae and a pair of big, sparkly eyes that look right into your soul. The black latex and red accent pieces caught the lights perfectly, but also gave the whole costume a weirdly erotic vibe. It’s a weird, mish-mash of ideas, materials, and limbs.

Here’s another costume that really brought the sauce. Tom Bergeron appeared on season 3 in disguise as a gravity-defying taco. How many refried beans does it take to keep all that filling in there? This costume is hilarious because while it is literal, it’s also just a guy in a taco costume. His legs and arms are clearly in a green suit, but his head is a large, swollen tomato. It fits on “The Masked Singer” stage as much as it would outside a taco joint in L.A. We have to give points for the hot sauce microphone. That’s actually kind of brilliant.

They picked the perfect name for this velvety-voiced monster. Neon green, blue fur, and a preppy little suit, there’s a lot going on with Thingamajig. Miami Heat player Victor Oladipo’s Thingamajig may be a gentle giant, but it doesn’t mean this costume doesn’t look kinda crazy. Costume designer Marina Toybina insists Thingamajig wasn’t meant to look like asparagus, but we have to say, viewers weren’t too off the mark with that comparison. She actually likened his design to an elf mixed with an old man. That explains those funky glasses with the grandpa frames. Whatever he is, he’s unforgettable.

Question: What’s got eight arms and is hairy all over? The answer: “Full House” star and standup comedian Bob Saget, of course. At least, that was true on “The Masked Singer’s” fourth season. The Squiggly Monster is a colorful monstrosity. It looks like the overgrown love child of the Hamburglar and a Lisa Frank plushie. It’s got at least eight arms, seven eyes, and enough fur that we’re surprised it didn’t shed all over the stage. None of these costumes look like they’d be comfortable under the hot studio lights, but this one looks exceptionally toasty.

They say smile and the world smiles with you. Not if you’re the Jester. If you’re the Jester, everyone just kinda backs away slowly. Punk rock legend Johnny Rotten entered the sixth season as a wild card performer. As the Jester, his Harlequin-inspired costume is probably one of the most deranged and genuinely terrifying in the history of the show. If that stark white, exaggerated, and horrifying mask weren’t enough, how about that optical illusion of a mouth? The mix of red, plaid, and diamond motifs sort of feels like a Scottish serial killer by way of a Las Vegas secondhand store. It’s perfect.

Which celebrity disguise had you questioning reality? Sound off in the comments.