The Masked Singer Pickle on
Published on December 13, 2025 EDT The episode also featured guest stars and 2000s icons Lance Bass and Kate Flannery.

Warning: This article contains spoilers from Wednesday night's episode of The Masked Singer.

Put those spray tans on, and don your chunky highlights and velour tracksuits, because it's 2000s Night on The Masked Singer.

As always, the wacky show fully committed to the theme, from the guest stars down to the judges' attire. To that end, NSYNC's Lance Bass and The Office star Kate Flannery were on hand to give clues and enjoy the throwback fun.

Last week's wildcard, Pickle, kicked things off with his performance of "Beverly Hills" by Weezer, and if it wasn't clear last week, it was definitely clear this week that a more apt costume for this performer might have been a ham. More so than most contestants on The Masked Singer, the celebrity behind Pickle fully played up the character, owning the Big Pickle Energy of his costume, interjecting "pickle, pickle" into his song and cracking jokes all over the place. After Bass left the stage with his clue, he even joked that he wanted to tell the former boy bander to tell the other contestants in Group A to go "bye, bye, bye."

Meanwhile, Gazelle had the perfect tone to do justice to Britney Spears' "Lucky," and S'more made the entire panel melt by crooning Plain White T's' "Hey There Delilah" directly to them. And, as he did in the season 10 opener, Cow brought the house down with a rendition of Justin Timberlake's "Cry Me A River," which may have been better than the original (sorry JT).

In addition to all the 2000s throwbacks (like a peek into a teenage Nicole Scherzinger's bedroom?), the episode also featured the first smackdown of the season. The two contestants with the lowest amount of votes had to sing Fall Out Boy's "Sugar, We're Goin Down" — because it truly wouldn't be 2000s Night without some FOB.

Pickle and S'more were the unlucky contestants chosen to do that, and S'more, with his clear boy band roots, naturally had a leg up here. In the end, it was too much for Pickle to overcome, and he got eliminated.

Scherzinger guessed the big dill was Charlie Sheen, Ken Jeong picked Howard Stern, and Jenny McCarthy-Wahlberg chose Conan O'Brien. Robin Thicke was so sure Pickle was Joel McHale because of his dance moves that he threatened that if it wasn't McHale, then he's never seen the actor dance before.

In the end, it was actor and comedian Michael Rapaport, so it would seem Thicke has in fact never seen Joel McHale dance before. Rapaport hilariously threw a fit at being eliminated, which host Nick Cannon could not stop laughing about.

For the first time this season, no one got it right. However, Jeong, who has been on a two-week hot streak, probably had the best guess, so he can keep his Season Ken crown for at least one more episode.

This means S'more, Cow, and Gazelle are headed to the Group A finals later this season, but first, next week's Elton John-themed episode will introduce the four all-new singers in Group B. Stay tuned!

The Masked Singer airs Wednesdays at 8 p.m. ET/PT on Fox.

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