25 Days of Dean-mas Day 9: Funniest Dean moments throughout Supernatural

Supernatural -- "The Heroes' Journey" -- Image Number: SN1510a_0079bc.jpg -- Pictured (L-R): Jensen Ackles as Dean and Jared Padalecki as Sam -- Photo: Bettina Strauss/The CW -- © 2020 The CW Network, LLC. All Rights Reserved.
Supernatural -- "The Heroes' Journey" -- Image Number: SN1510a_0079bc.jpg -- Pictured (L-R): Jensen Ackles as Dean and Jared Padalecki as Sam -- Photo: Bettina Strauss/The CW -- © 2020 The CW Network, LLC. All Rights Reserved. /
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“Of Grave Importance” – (l-r): Jared Padalecki as Sam, Jensen Ackles as Dean, Russell Roberts as Quentin in SUPERNATURAL on The CW.Photo: Jack Rowand/The CW ©2012 The CW Network, LLC. All Rights Reserved. /

8. Pudding!

While on a case, the Winchesters pretend to be crazy by telling their real story. They end up in the psychiatric hospital, where they start going through records in the hope of figuring out who the monster is. However, they’re caught.

Dean figures there’s only one thing he can do. He needs to make it look like he’s not up to no good and is, instead, just a general patient. So, he pulls down his pants and shouts “pudding.” It’s one of those Supernatural moments that you can’t forget.

7. When he became a dog

To deal with a case, Dean needs to understand what a dog is saying since the dog is the only witness. With a spell, he’s able to hear the dog. It also has the side effect that he takes on the various traits of a dog, including wanting to play fetch, “barking” at the mailman, and sticking his head out of the car window.

The whole Season 9 episode is hilarious. It’s one of those that goes down as a great monster-of-the-week episode to watch when you just want to throw something on without the entire season-arc story. But to pick just one moment, it has to be the shouting at the mailman.