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  1. Nate Winchester
  2. Caption This
  3. Monday, 23 September 2019
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Welcome to the home stretch, everyone.

Some great entries last week, I really wanted to pick "angel food cake" as the winner just to see if it could become a fandom meme but the votes were with AlyCat22's other entry, which I have to admit fits the picture just slightly better. Still, if everybody wants to spread the meme about Castiel's dating profile name, I would be grateful to you all. ;)

Now as we move towards season 15... I think it's time we take a look back and enjoy captioning some of SPN's firsts. From the first episode with a demon, we have this first shot of the boys in their suits. This is episode 1x04, "Phantom Traveler."
https://thewinchesterfamilybusiness.com/images/CaptionThis/SPN_01x04.jpg

The first 50 winning entries are here. Winning entries numbered 51-100 are here. 101-150 coming soon.
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cheryl42
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Dean: I look like I'm on a Mission From God!
  1. more than a month ago
  2. Caption This
  3. # 1
Rachel
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Dean: This suit is itchy

Sam: I’m already sweating, you got a hair tie?
  1. more than a month ago
  2. Caption This
  3. # 2
AlyCat22
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Dean: "Tux rental. Really?"

Sam: "Its either this or the frilly shirt with matching cumberbund. Your choice!"
  1. more than a month ago
  2. Caption This
  3. # 3
Chris
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Well it was there on Tuesday Sam. Wednesday?.…...nothing!
  1. more than a month ago
  2. Caption This
  3. # 4
Vickie
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Dean: Are my perky nipples showing?
  1. more than a month ago
  2. Caption This
  3. # 5
Marion
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Dean "Sammy is the glitter all gone? "
Sam " Glitter? I want to know who put itching powder down my collar..."
  1. more than a month ago
  2. Caption This
  3. # 6
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Who freaking died that we got to be dressed up like this!
  1. more than a month ago
  2. Caption This
  3. # 7
Tia
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I don't get it, why having us dress like this to go into Area 51?
  1. more than a month ago
  2. Caption This
  3. # 8
Rachel
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Dean: Seriously, I don’t look like an FBI agent, I look like a guy with a poor taste in a Halloween Costume.
Sam: Quit complaining. I look good!
  1. more than a month ago
  2. Caption This
  3. # 9
Laura
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If I have to wear this, I’m Jim and you’re Dan.
  1. more than a month ago
  2. Caption This
  3. # 10
@superunditchabl
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"At least we don't look like lumberjacks, Dean."
  1. more than a month ago
  2. Caption This
  3. # 11
AlyCat22
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Dean: “I look like an undertaker.”

Sam: “Mortician!”

Dean: “Gesundheit!”
  1. more than a month ago
  2. Caption This
  3. # 12
AlyCat22
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Dean: “How does Will Smith make this look good?!?”

Sam: “Uh, because he’s WILL SMITH.”
  1. more than a month ago
  2. Caption This
  3. # 13
AlyCat22
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Dean: “There’s blech on my tie. Sam! How is there-“

Sam: “Relax. You’re going to hyperventilate again...”
  1. more than a month ago
  2. Caption This
  3. # 14
AlyCat22
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Dean: “If Bella ever sees me in this - bye bye angry sex.“
  1. more than a month ago
  2. Caption This
  3. # 15
AlyCat22
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Dean: “We salt and burn - we don’t attend funerals!”
  1. more than a month ago
  2. Caption This
  3. # 16
AlyCat22
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Sam: “Think of it as “Hunter Chic”!”
  1. more than a month ago
  2. Caption This
  3. # 17
AlyCat22
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Dean: “We never would have needed Anti-possession tats had we had these!”

Sam: “Drama queen.”
  1. more than a month ago
  2. Caption This
  3. # 18
AlyCat22
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Dean: “You aren’t the only clairvoyant Winchester!”

Sam: “How so?”

Dean: “I see a salt and burn in the very near future...”

Sam: “The job?”

Dean: “This suit!”
  1. more than a month ago
  2. Caption This
  3. # 19
AlyCat22
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Dean: “Tails?”

Sam: “That or The Godfather Special.”

Dean: “Couldnt we have made him an offer he couldn’t refuse?”

Sam: “Shut up Frodo!”
  1. more than a month ago
  2. Caption This
  3. # 20
AlyCat22
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Dean: “Loafers?”

Sam: “All they had left.”

Dean: “But - GOLD lame?”

Sam: “Don’t forget the sequins. Pretty!”
  1. more than a month ago
  2. Caption This
  3. # 21
AlyCat22
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Sam: “But I thought “every girls crazy ‘bout a sharp dressed man”?”

Dean: “Careful. Bordering on sacrilegious there Sam.”
  1. more than a month ago
  2. Caption This
  3. # 22
tiggeratl1
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Dean: "Why do I feel like I'm freeballing in this?"

Sam: "Why am I always the one getting choked?!"
  1. more than a month ago
  2. Caption This
  3. # 23
AlyCat22
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Dean: “Aw damn it. Who threw gum?”

Sam: “You. Right before we walked in!”
  1. more than a month ago
  2. Caption This
  3. # 24
AlyCat22
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Dean: “Aw damnit. Who threw gum?”

Sam: “You. It’s a good thing we don’t own a dog...”
  1. more than a month ago
  2. Caption This
  3. # 25
Joanna Montana
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I have never chatted in a chat group. I wanted to find a good group to chat with during the last season. Is this a chat group & can we chat after the show through out the week?
  1. more than a month ago
  2. Caption This
  3. # 26
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