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  1. Nate Winchester
  2. Caption This
  3. Sunday, 18 October 2020
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I am so proud of all of you. I was hoping that the image chosen in the previous contest was going to spark a wide array of entries and you did not disappoint. From the naughty to the punny to the meta, I laughed plenty. Honorable mention goes to AlyCat22, Jessica Gumpher and wLimitedDays. But I had to give the award to Marion, for what could very well be our last finger pull joke. Always great to end a running gag on a high note. :p

From episode 15.15 "Gimme Shelter" I hope you all have fun with Cas, Jack, and Zack.
https://thewinchesterfamilybusiness.com/images/CaptionThis/2020/SPN1515_HLC_0134.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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Marion
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Cass "Have you thought about where you want to spend Eternity?"
  1. more than a month ago
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  3. # 1
Melissa Wyatt
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“We are gathered here together to mourn the loss of our dear friend, Sparky the hamster “
  1. more than a month ago
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  3. # 2
cheryl42
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Castiel: We were just filling up plot holes...
  1. more than a month ago
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  3. # 3
White_Bat
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Three men and no Baby.
  1. more than a month ago
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  3. # 4
White_Bat
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Trench Coat Convention 2020 was off to a great start.
  1. more than a month ago
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  3. # 5
Marion
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Demon " I can give you discount in a double deal"
  1. more than a month ago
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  3. # 6
Marion
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Jack "Hello, my name's Jack, would you like to go shopping together at Walmart for matching suits?"
Cass "Jack, you shouldn't talk to demonic strangers"
Demon " Spoilsport"
  1. more than a month ago
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  3. # 7
AlyCat22
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Jack: "Hey its the sweet life of Zach and Cas!"
  1. more than a month ago
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  3. # 8
Marion
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"Three Men and a Trenchcoat"
  1. more than a month ago
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  3. # 9
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