It was all about Valentine’s Day and “Twilight” on “The Masked Singer” season 14 tonight, as these new contestants on “The Masked Singer” 2026 performed once again. One of those contestants is Owl, who happens to be a country music legend and former contestant on “Dancing With the Stars.”
After tonight’s set of performances, we will have even more clues about their celebrity identity, and then another contestant will be unmasked. Here’s what we know about Owl so far, and who might be singing behind the mask:
BEWARE OF “THE MASKED SINGER” SEASON 14 SPOILERS BELOW
Owl on ‘The Masked Singer’ Clues
Previous Clues: The Owl comes out dancing with some moves. Then, for the clues, the Owl is out in nature. We see a bonfire. He said you couldn’t go anywhere without hearing his name. People even started following his look, as you see a telescope on a kite. We see movie popcorn, and he said his biggest fear was people laughing at him and not with him. He said he focused on him and his family. We then see a reindeer, so maybe a Christmas movie. Instead of them poking fun at you behind your back, he said, give them the bird and do your thing. Another clue was a picture of a goat.
For the second performance clues, we were at a baseball stadium. He said he loves America’s pastime more than anyone, but he is no pro. Back in the day, he was a scrappy, right-handed slugger. We then see a picture of Elvis Presley on the Jumbotron. He said one day, his heart was telling him something, and this wasn’t his path, as two jets flew over and made an “X” in the sky. Owl turned in his glove, as he knew there were other fields for him, and he soared to success. He said he tells his kids to follow their hearts. NO matter the field, you’ll always hit a grand slam, which makes the Jumbotron now, and we see a hot dog firework in the sky.
For his clue, the eagle brings out a big gold bowl with “Super” written on it. He said he was super excited when he got to play a part in one of America’s biggest events. Millions of eyes were glued to his every move.
Tonight’s Clues: For his new clues on “The Masked Singer” season 14, Owl said “Twilight” was packed with chemistry, and he knows a thing or two about that. He said he was at his lowest point, getting through the mud publicly (as we see a Mile 1992 sign). He said he then got a text from a number he didn’t recognize, which said the vultures are circling, but I’m in your corner. We see a vulture wearing aviators. He said the text ended up being from someone he least expected. Owl said this girl was just as beautiful as her words, as we then see a baby doll. They went out on a date, and their chemistry was real. They’ve been together ever since, as we see a heart monitor with a heart beating on it. He said they love birdwatching together.
For his Valentine’s Day clue, they bring out a big telephone, and we get to hear a message from Owl’s Valentine. She has an accent. Owl gets emotional. He said it’s great being with everyone, and thanks the dancers, especially the lady in red.
‘The Masked Singer’ Owl Guesses
Previous Guesses: After his first performance, Ken guessed Matthew McConaughey and Jenny guessed Billy Bob Thornton.
After his second performance on “The Masked Singer” season 14, Ken stuck with Matthew McConaughey, Rita guessed Kurt Russell, and Jenny guessed Jeff Daniels.
Tonight’s Guesses: Robin said the voice and a bunch of the clues, he was think a blockbuster actor. He was thinking Dennis Quaid, but is leaning towards Walton Goggins now.
Jenny said she is thinking of someone who played a doctor. She is thinking of “Becker” and wonders if this could be Ted Danson. Ken said he has been doubling down on Matthew McConaughey, but it could be his best friend, Woody Harrelson. “White Man Can’t Jump” did come out in 1992.
MAJOR UPDATE: The Owl lost the Vampire Royale against Stingray, so he was eliminated tonight. With the unmasking, we find out that the Owl is country music legend Billy Ray Cyrus! No one guessed him, as it’s a shock to everyone!
What do you think Owl on “The Masked Singer” season 14 could be?
