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  1. Nate Winchester
  2. Caption This
  3. Sunday, 19 May 2019
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He's still the king, baby. Besides any random episode with Crowley providing a treasure trove of great reaction shots and expressions, I must admit he drew one of the hardest choice I've made in a long time with last week's contest. Laura & superunditchable made me laugh the hardest and I just could not decide between them. So I flipped a coin and superunditchable won the toss! Congrats!

For this contest, let's have fun with Crowley and a random extra from episode 10x01 "Black." What are they watching? Well you probably remember the episode, but here's your chance to make up ANYTHING that's just off screen.
https://www.thewinchesterfamilybusiness.com/images/CaptionThis/SPN10x01.jpg

The first 50 winning entries are here. Winning entries numbered 51-100 are here. 101-150 coming soon.
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White_Bat
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Bar guy: You're absolutely sure he's not related to Alvin?

Crowley: I said he was a squirrel, you dimwit! Not a chipmunk!
  1. more than a month ago
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  3. # 1
cheryl42
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Random guy in bar: You say he has a brother?

Crowley: Yes...built like a moose.
  1. more than a month ago
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  3. # 2
Laura
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I thought you said Dean was good at karaoke? It’s a “no” from me.
  1. more than a month ago
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  3. # 3
AlyCat22
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Crowley: “He’s good, but I’m Crowley!”


AC22
  1. more than a month ago
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  3. # 4
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Minion: She looks hot.
Crowley: Watch it. That’s my mother.
  1. more than a month ago
  2. Caption This
  3. # 5
AlyCat22
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Bar Guy: “I’d sell my soul to hit that!”

Crowley: “Lucky for you I don’t share.”



Celebrating DemonDean and Crowley’s summer of fun... :)
AC22
  1. more than a month ago
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  3. # 6
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Crowley: Remind me, the next time I torture someone to use karaoke.
  1. more than a month ago
  2. Caption This
  3. # 7
Laura
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I said he was a demon, I didn’t say he was a good one.
  1. more than a month ago
  2. Caption This
  3. # 8
AlyCat22
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Bar Guy: “It’s lucky he’s so charismatic.”
  1. more than a month ago
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  3. # 9
AlyCat22
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Bar Guy: “I’m Too Sexy?”

Crowley: “It’s his theme song...”
  1. more than a month ago
  2. Caption This
  3. # 10
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1
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Random Demon: “Why do you call him Squirrel?”

Crowley: “Because his brother is a Moose.”
  1. more than a month ago
  2. Caption This
  3. # 11
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