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  1. Nate Winchester
  2. Caption This
  3. Sunday, 22 December 2019
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First, allow me to wish you all a very Merry Christmas. Your hilarious caption entries are my favorite stocking stuffers and I hope to see plenty of you all in the new year!

A friendly reminder! The WFB super mega awesome with real actual prizes 200th caption contest is still going on RIGHT NOW! So if you haven't already, head over to this link and submit your entry via disqus. You only have a few more weeks left.

As for the winner of the previous contest, looks like Marion won the day with an obvious entry, twisted into a pun. ;)

Important note on this next contest. Given the holiday season and all, we are going to let this run for 2 weeks, so this is the LAST caption contest FOR THIS YEAR! :o So enjoy it lots, captioneers. From episode 15x08 "Our Father Who Aren't in Heaven" let's have a bit of fun with double Adam.

https://thewinchesterfamilybusiness.com/wp-content/CaptionThis/SPN_15x08.png

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 coming soon.
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AlyCat22
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Adam: “Don’t be surprised if Dean tries to have sex with us...”

Michael: “Bi-sexual?”

Adam: “Twins kink!”
  1. more than a month ago
  2. Caption This
  3. # 1
AlyCat22
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Adam: “What's holding up the check?!”

Michael: “Dean. Just left with our waitress.”

Adam: “There goes her tip!”
  1. more than a month ago
  2. Caption This
  3. # 2
AlyCat22
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Adam: “What’s holding up our check?”

Michael: “Dean. Just left with our waitress.”

Adam: “Well so much for her tip!”
  1. more than a month ago
  2. Caption This
  3. # 3
AlyCat22
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Michael: “I just took one bite.”

Adam: “You know I can’t stand eating after others!”

Michael: “But I’m you and you’re-never mind.”
  1. more than a month ago
  2. Caption This
  3. # 4
AlyCat22
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Adam: “Nowhere to go. You?”

Michael: “I, uh...“

Adam: “After all we’ve-!”

Michael: “Didn’t say I was gonna hook up!”

Adam: “But you’d like to!“

Michael: “Well it IS Dean Winchester after all...”

Adam: “Bitch!”

Michael: “Jerk!”
  1. more than a month ago
  2. Caption This
  3. # 5
AlyCat22
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Adam: “I really like this. It’s quaint.”

Michael: “Enjoy before I level it akin to Sodom and Gomorrah.”

Adam: “It’s not always about you Mister!”
  1. more than a month ago
  2. Caption This
  3. # 6
AlyCat22
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Adam: “This isn’t what I meant when I said you never take me anywhere!”
  1. more than a month ago
  2. Caption This
  3. # 7
AlyCat22
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Adam: “Dean. Your one true vessel. What am I? Chopped liver?!”
  1. more than a month ago
  2. Caption This
  3. # 8
AlyCat22
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Adam: “If you think I’m going to fall for that puppy dog look-save it Mister!
  1. more than a month ago
  2. Caption This
  3. # 9
Emmy
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"The Parent Trap"
  1. more than a month ago
  2. Caption This
  3. # 10
Marion
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Thanks for the pick Nate. Sometimes the old puns are the best!

Michael " Do you think it's wise lining up your toy cars in public at your age? "
Adam " Don't judge me "
  1. more than a month ago
  2. Caption This
  3. # 11
Annette
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Adam: damn, you’re one good looking dude!

Michael: you know, so are you...
  1. more than a month ago
  2. Caption This
  3. # 12
Marion
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"Damn, Dean ate all the pecan pie...."
  1. more than a month ago
  2. Caption This
  3. # 13
ccarmich52
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M: I know I don't eat, but that looks...

A: oh, for Chuck's sake, eat the damn pie!
  1. more than a month ago
  2. Caption This
  3. # 14
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Sometimes the best conversation I have all day
is when I just sit & talk to myself.
  1. more than a month ago
  2. Caption This
  3. # 15
Daniel
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Adam:

Michael: Hey Adam you remember that one time when you were in school—

Adam: This again? Do you really have to remind me of stupid things I did every two seconds? This is worse than Hell.
  1. more than a month ago
  2. Caption This
  3. # 16
Marina Walsh
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Adam: Waiter, what was in that pie? I’m seeing double!
  1. more than a month ago
  2. Caption This
  3. # 17
Anne Hall
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Adam: It’s bad enough that I have been in hell for the last 10 years, but now I have to see my twin? Kill me now.
  1. more than a month ago
  2. Caption This
  3. # 18
AlyCat22
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No caption just a question Nate. What in Chucks name is that picture centered between Adam and Michael of a bald headed guy and his German Shepherd? Such strange artwork. And is that a halo around his punkin head or just the mountains?
  1. more than a month ago
  2. Caption This
  3. # 19
AlyCat22
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Michael: “You keep eating like that we’re going to get fat.”
  1. more than a month ago
  2. Caption This
  3. # 20
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