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  1. Nate Winchester
  2. Caption This
  3. Monday, 31 December 2018
  4.  Subscribe via email
Happy New Year, everyone! Hope you all had a good holiday season and have plenty of fun stories to share.

As some may have noticed if you're following @WinFamBusiness on twitter, you might have already seen that we selected 3 winners for the previous contest last week as a kind of Christmas gift to all of you and to let everyone enjoy a break from the madness. They are below, with the username attached to the entry. Congrats to AlyCat22, Laura, and @DRyzley from twitter.

But now it's a new year, and I hope we've all resolved to have lots of fun! :p

Now previously I had you all vote for a "focus" character for a hiatus. Dean was the winner - and the hiatus lasted about a week. Of course a week is not enough for our boy! So let's stay on the Dean team and look at the time he was again portrayed by someone besides Jensen. This time instead of getting older, we'll look at episode 10.12 "About a Boy" when Dean was a bit younger.

https://www.thewinchesterfamilybusiness.com/images/CaptionThis/SPN10x12b.jpg

The first 50 winning entries are here. Winning entries numbered 51-100 are here. Entries 101-150 are coming soon.

If you have questions on logging in or voting, I have put instructions on how to participate in the Caption This! contest here. NOTE: Do NOT leave your entry on that page. Make sure you leave your entry HERE on this contest.
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tyrcala
WFB Member
Accepted Answer Pending Moderation
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Sam: (whistling)
Dean: Wait, what if i can't whistle?
  1. more than a month ago
  2. Caption This
  3. # 1
Lay
WFB Member
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Sam: Sorry Old Man Smith, Dean will not go on your lawn anymore. He’s just a meddling kid.
  1. more than a month ago
  2. Caption This
  3. # 2
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Dean: Is this the story where a flag pops out of the gun saying Bang?

Sam: Not Looney Tunes, Grimm. Hansel and the witch turn us into children & cook us up for dinner.
  1. more than a month ago
  2. Caption This
  3. # 3
AlyCat22
WFB Member
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Dean: "Youve got me confused with that nougat loving youngster-right Sam?"
  1. more than a month ago
  2. Caption This
  3. # 4
AlyCat22
WFB Member
Accepted Answer Pending Moderation
1
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Dean: "Don't worry. I'll just give 'em the "I'm gonna kill you all" face!"

Sam: "Stop. You just look constipated!"

Dean: "Sonofabitch!"
  1. more than a month ago
  2. Caption This
  3. # 5
AlyCat22
WFB Member
Accepted Answer Pending Moderation
1
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Dean: "Wait. What about the feed em candy, stick em in the cage and fatten em up part?"

Sam: "Shut up Dean!"

Dean: "All you can eat candy Sam!"
  1. more than a month ago
  2. Caption This
  3. # 6
AlyCat22
WFB Member
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Dean: "If you kill me you'll never know the meaning of the myth arc for Season Eleven!"
  1. more than a month ago
  2. Caption This
  3. # 7
AlyCat22
WFB Member
Accepted Answer Pending Moderation
1
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Dean: “You do realize the safety is still on?”

Sam: “Dean!”
  1. more than a month ago
  2. Caption This
  3. # 8
AlyCat22
WFB Member
Accepted Answer Pending Moderation
1
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Dean: "Im Batman!"

Sam: Your'e Robin. THE YOUNGER side kick!"

Dean: "And who thought Batman could fly?"

Sam: "Oh yeah."

Dean: "I'm Batman!"
  1. more than a month ago
  2. Caption This
  3. # 9
Curlybean
WFB Member
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1
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Dean: To be honest, Taylor’s new album is less country and more pop. It’s really kinda catchy. Especially that Shake It Off song.

Sam: Dean! Now is NOT the time to talk about your crush on Taylor Swift!
  1. more than a month ago
  2. Caption This
  3. # 10
AlyCat22
WFB Member
Accepted Answer Pending Moderation
1
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Dean: “Die Hard. Christmas movie or not?”

Sam: “So not the time Dean...”
  1. more than a month ago
  2. Caption This
  3. # 11
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