The Masked Singer Season 14 delivered pure ’90s magic on Wednesday with its highly anticipated “Clueless Night,” honoring the 30th anniversary of the iconic Alicia Silverstone film Clueless.

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The episode blended throwback fun, killer performances, and high-stakes drama — proving once again why nostalgia-themed nights are must-watch TV in 2026.

Kicking off with a vibrant group rendition of “Kids in America,” the night captured that perfect mix of playful ’90s energy and fierce competition.

Contestants Snow Cone, Pugcasso (likely a nod to “Pugcasso” as Picasso-inspired), Handyman, Scarab, and the season’s first wildcard, Crane, hit the stage in full Clueless-inspired flair, with judges Robin Thicke, Jenny McCarthy Wahlberg, Ken Jeong, and Rita Ora rocking plaid skirts, berets, and yellow plaid outfits for maximum vibe.

The wildcard debut stole the spotlight: Crane entered dramatically and owned the stage with a soulful, powerhouse cover of Whitney Houston’s “It’s Not Right But It’s Okay.”

Her clue package was loaded with ’90s nostalgia — deep ties to the decade across music, film, and television, resilience in the spotlight, and hints like brushing wings with Janet (Jackson?), Michelle (Williams?), and even Angelina (Jolie?) as a fan.

Panel guesses flew: Misty Copeland (ballet shoes clue), Mya, and Ashanti. Crane’s confident vocals and graceful presence immediately marked her as a serious contender, advancing her safely alongside Snow Cone and Pugcasso.

But the real drama came with the episode’s brutal twist: a rare double elimination. First unmasked was Handyman, revealed as ’90s rap legend Tone Loc — the Grammy-nominated artist behind massive hits “Wild Thing” and “Funky Cold Medina.” Panel guesses included Chuck D, Mr. T, and Ice-T, but Robin Thicke locked it in correctly.

The bigger shock? Scarab was unmasked as Oscar-nominated powerhouse Taraji P. Henson (Empire, Hidden Figures, The Color Purple). After a fun take on “Girls Just Want to Have Fun,” clues pointed to her iconic “Cookie” role and more.

Guesses ranged from Regina King and Angela Bassett to Cynthia Erivo, but Rita Ora nailed it. Henson’s exit — one of the show’s highest-profile reveals yet — added emotional weight to the nostalgic celebration.

“Clueless Night” perfectly captured why ’90s revivals are dominating 2026 TV: fun references, killer music choices, and just enough ruthlessness to keep viewers hooked.

With more themed episodes on the horizon (think Spice Girls, Care Bears, and beyond), Season 14 is shaping up as a nostalgia-fueled rollercoaster. As if this wasn’t iconic enough — what’s your favorite ’90s throwback moment from the episode?