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  1. Nate Winchester
  2. Caption This
  3. Sunday, 09 January 2022
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Wow! We're about to reach 300 soon! I love how enthusiastic you are all in this journey with me. :)

So with our previous contest we had some really clever entries. A few jealous Deans out there made me chuckle. I very nearly chose Holly's or @lizzandluna's entries for the sheer absurdist value of them. But Carla B's pie joke was just too chuckle-worthy.

This time, we go to S6, with episode 6.08 "All Dogs Go to Heaven". How about some Sam and Crowley fun, eh?
https://thewinchesterfamilybusiness.com/images/CaptionThis/2022/SPN_06x08.jpg

Don't forget that on our front page, down past the articles, are "CAPTION THIS WINNERS!" - Random CT winners on display every time you visit!

The first 50 winning entries are here. Winning entries numbered 51-100 are here. The winners of 101-150 are here. And 151-200 are now here. Winners #201-250 will be coming soon.
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Crowley: "But did you die? No, so you and Moose can ride off into the mediocre sunset again."
  1. more than a month ago
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AlyCat22
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Dean: "Hows about a Pig in a Poke?"

Crowley: "Really? I thought you'd never ask!"
  1. more than a month ago
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AlyCat22
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Crowley: "Forget my slaw - eternity in Hell."

Dean: "Little rough, don't you think?"
  1. more than a month ago
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Marion
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Crowley "I can get some asphalt for your yard on the cheap"
Sam "We don't have a yard"
Dean "No problem Sammy. Let's pick a highway. Crowley, you're gonna need a lotta asphalt, want me to boost you a waggon?"
Sam. "You're a bad influence on my Brother Crowley"
Crowley "Can't deny, but gotta nurture talent, Sam
  1. more than a month ago
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  3. # 4
Marion
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Crowley "Shotgun"
Sam " No way, you can't call shotgun, it's my seat"
Crowley "I want to sit with my Bestie"
Sam "He's my brother, I get dibs'
Dean " Ok, enough. You're both in the back and if I hear a word from either of you, no one's going to The Lego Store"
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CrowleyLives
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Crowley: The fries here are rubbish; you should try the onion rings.
  1. more than a month ago
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AlyCat22
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Crowley: "Forget my slaw - eternity in Hell."

Dean: "Little rough. Why not just skip the tip instead?"
  1. more than a month ago
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  3. # 7
Marion
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Crowley "Backgammon anyone?"
Sam and Dean "No!"
Crowley "Poker?"
Sam and Dean "No!"
Crowley "What about..."
Sam and Dean "Quit bugging us, we have the Colt"
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Hani
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Crowley: "No, I won't give you some mojo to win the pie-eating contest, Squirrel!"
  1. more than a month ago
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  3. # 9
Nate Winchester
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Entries from our Facebook page.
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  1. more than a month ago
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Nate Winchester
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Entry from @PeggySueStevens on twitter:

For the last time Crowley, we are not transporting your mother to Oz. Dorothy has enough witches to deal with. She’s your problem.
  1. more than a month ago
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  3. # 11
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