Sunday, December 21, 2025

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Conan O’Brien Drops The Mic After This Hilarious Jay Cutler Zinger

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Jay Cutler undoubtedly is no stranger to being the talk of the NFL world. It’s happened enough times to where he’s used to it. However, he probably is entering uncharted territory thanks to his scandalous wife Kristin Cavallari. She put him in the headlines again, but not for his football play. Oh no. This time it came courtesy of an Instagram post showing the 33-year old former Chicago Bears quarterback facing the ocean with exactly zero clothing on.

Needless to say the picture set social media ablaze. An actual professional quarterback baring it all. Whether he signed off on it is a mystery, but there is no question he offered easy content for comedians everywhere. Memes began popping up across Twitter and Facebook, getting creative with the image.

The Jay Cutler Conan Bomb

There are several great ones. Still, the absolute nail-on-the-head one-liner for this wacky situation has to belong to late night host Conan O’Brien. In fact he only needed 17 seconds of air time to completely sum up how Bears fans are feeling.

HEY-OH! Take a bow, Conan. That is a finely crafted joke. As veteran comics would put it, “There isn’t an ounce of fat on that bone.” Indeed it seems rather fitting that Cutler ended his Bears career with two lasting images. Lying on the turf of MetLife Stadium in New York with an injured shoulder having just thrown a game-ending interception. Followed up by a weird, controversial incident off the field that kinda sorta wasn’t started by him.

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Word persists that the quarterback is about ready to retire after 11 seasons in the NFL. Probably a good idea at this point. Everybody with a lick a common sense knows he’ll be bombarded by questions about that photograph for weeks and months were he to return. The last thing he wants is to give guys like Conan more ammunition.

For the record? Cutler was sacked 256 times as a quarterback for the Bears. This one probably won’t count.

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