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  1. Nate Winchester
  2. Caption This
  3. Monday, 04 May 2020
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What's up my captioneers! Hope you all are chillin' on this fine day.

Got to admit, I was really hoping some votes would come in for this latest one. (is the machine broken?) It was tough to decide a tie breaker. White_bat's line about cosplayers was great. H Valdez made me chuckle with their entry's stark simplicity. Got to love AlyCat22's callback to mousetrap. But... what can I say? @superunditchabl swayed me with a top notch bit of nerdity. Congrats!

And now, we have finally done every episode in which Charlie has appeared. So you know what that means at the end of a them? Double dose!

Or it would be... if all the shots of 2 charlies didn't involve them lying on the ground, bloody. Which would be kind of hard (and grim) to make fun of.

So we'll just do a nice shot of Charlie chilling with the boys. From episode 10.11 "There's No Place Like Home."
https://thewinchesterfamilybusiness.com/images/CaptionThis/SPN_10x11.jpg

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.
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ccarmich52
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Based on the two partially-full glasses:

"Never go in against a Sicilian when death is on the line"!
  1. more than a month ago
  2. Caption This
  3. # 1
Laura
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Sorry boys, I’m the dungeon master here.
  1. more than a month ago
  2. Caption This
  3. # 2
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Did you say, "Strip poker? I'm in! ...Wait! ...Man, these drinks are strong! ...Still in!"
  1. more than a month ago
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  3. # 3
AlyCat22
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Ugh Charlie again? Shoulda gone with the bloody option. ;)
  1. more than a month ago
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  3. # 4
AlyCat22
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Charlie: “Just when you think you’re out - they pull you back in again!”
  1. more than a month ago
  2. Caption This
  3. # 5
AlyCat22
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Charlie: “I’m like the little sister you never thought you’d wanted and now you can’t get rid of!”
  1. more than a month ago
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  3. # 6
AlyCat22
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Charlie: “Piece out bitches!”

Dean: “Right back atcha”

Charlie: “Not peace, piece. As in pie. Bitches!”
  1. more than a month ago
  2. Caption This
  3. # 7
Brittney Cole
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Charlie: Sam, Dean have we learned how to express our feelings yet?
  1. more than a month ago
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  3. # 8
Marion
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Charlie " Dean , you be Han Solo, Sam, you be Chewbacca and I'll be Luke Skywalker"


Could resist Nate, it's Star Wars week....
  1. more than a month ago
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  3. # 9
AlyCat22
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Charlie: “Sam, is that the murder shirt?”

Sam: “Just don’t make any sudden moves...”
  1. more than a month ago
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  3. # 10
AlyCat22
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Charlie: “Star Wars week? I’m Yoda, bitches!”
  1. more than a month ago
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  3. # 11
Marion
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Sam" I See you your Yoda, and raise you a Lucifer"
Dean " I think. I'll get a beer, it's getting too competitive"
  1. more than a month ago
  2. Caption This
  3. # 12
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