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  1. Nate Winchester
  2. Caption This
  3. Monday, 14 December 2020
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Well alright! A few of you came back to participate in our caption this games again last week! Great to see everyone back!

And we're back to single winner styles again. A lot of the entries last time... well some I thought were hilarious... but maybe a bit too soon? I'd feel just awful if one of the captioneers got burned at the stake by an angry fandom. So we had cheryl42 win this time. I liked how well it fit with Ellen's face.

Continuing our rundown of the top 100 episodes of Supernatural, this time we reach #8, episode 5.04 "The End." I swore we had done this episode but apparently not. Since awhile back we had some double Deans, I couldn't resist letting you all have another dose of them.
https://thewinchesterfamilybusiness.com/images/CaptionThis/2020/SPN_05x04.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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AlyCat22
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Future Dean: "You may wanna make sure you keep up on your tetanus shots. Just sayin'."
  1. more than a month ago
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  3. # 1
AlyCat22
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Future Dean: "So we go out all bad ass at the bottom of the ocean with an Archangel? Cool!"

Dean: "Uhmmm. About that..."


Too soon? AC22
  1. more than a month ago
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  3. # 2
AlyCat22
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Dean: "I always wanted to see what I'd look like bald."

Future Dean: "I told you. I'm not shaving my head!"
  1. more than a month ago
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  3. # 3
AlyCat22
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Future Dean: "FYI. Avoid Broward County."
  1. more than a month ago
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  3. # 4
AlyCat22
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Future Dean: "A nail?"
  1. more than a month ago
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  3. # 5
AlyCat22
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Future Dean: "BitCoin. Trust me."
  1. more than a month ago
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  3. # 6
AlyCat22
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Dean: "And I bitched at Sam just for douching her up!"



Poor Baby. She looked so sad sitting there discarded. I was more upset over that than of him sending his friends into the meatgrinder..
- AC22
  1. more than a month ago
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  3. # 7
AlyCat22
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Future Dean: "A nail?"

Dean: "Size matters. Trust me!"
  1. more than a month ago
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  3. # 8
AlyCat22
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Future Dean: "So I hear you got nailed?"
  1. more than a month ago
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  3. # 9
Marion
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" Double Awesome"
  1. more than a month ago
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  3. # 10
Marion
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Dean #1 "I'm Driving"
Dean #2 " No way, I'm Driving"
  1. more than a month ago
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  3. # 11
Marion
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Dean#1 " Get your own pie"
Dean #2 " Get your own wheels"
  1. more than a month ago
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  3. # 12
cheryl42
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Past Dean: A nail?

Future Dean: Well technically a random 12" piece of rebar...but yeah.

Past Dean: https://38.media.tumblr.com/1b0fa54b84d63a3e019844b0aa026451/tumblr_newlwod2bG1sjxysio1_400.gif

Future Dean: Yeah...I didn't get it either.
  1. more than a month ago
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  3. # 13
Marion
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"FYI, Don't ever leave the Colt under your pillow"
  1. more than a month ago
  2. Caption This
  3. # 14
AlyCat22
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Dean: "Well always wanted to see myself in action."

Future Dean: "Fight?"

Dean: "Not that kind.";)
  1. more than a month ago
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  3. # 15
Marion
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That Awkward Family Reunion
  1. more than a month ago
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  3. # 16
Marion
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The look you get when your twin is doing something stupid
  1. more than a month ago
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  3. # 17
Marion
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Dean #1 " Ok, enough with this Back to the Future Crap"
Dean#2 " Hey, I thought I was the one with the surly attitude?"
Dean #1 "Hey, Me, I'm already having a bad day, do ya really want to test me?"
  1. more than a month ago
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  3. # 18
Marion
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Dean #1 " Hey, Future Me, keep your paws off my Dog"
  1. more than a month ago
  2. Caption This
  3. # 19
Castiel213
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When you meet your future self but he’s a dick....
  1. more than a month ago
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  3. # 20
Castiel213
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That feeling when you meet your future self but he’s a dick...
  1. more than a month ago
  2. Caption This
  3. # 21
Curlybean
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Future Dean: On November 19, 2020, don’t go into the barn. No matter what you’re hunting, no matter what’s happening, promise me you won’t go into the barn.

Dean: Okay.
  1. more than a month ago
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  3. # 22
Allen Ari Kinahan
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"Did you get extra onions?"
"...….?"
"And where's the pie?"
  1. more than a month ago
  2. Caption This
  3. # 23
AlyCat22
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Dean: “Croatoan?”

Future Dean: “So 2014.”
  1. more than a month ago
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  3. # 24
AlyCat22
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Curlybean that caption is perfection!


#ImNotWorthy


AC22. (Marion your Awkward family reunion rocks too!)
  1. more than a month ago
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  3. # 25
AlyCat22
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FutureDean: “Should’ve warned you about the barn.”

Dean: “We’re good. How could you have known seeing as I outlive you.”

Future Dean: “You what?”

Dean: “So how bout that whiskey!”
  1. more than a month ago
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  3. # 26
AlyCat22
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Dean: “So Rhonda and the panties were cool but how about that Dr. Sexy, huh?”

Future Dean: “You do know we aren’t gay, right?”
  1. more than a month ago
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  3. # 27
AlyCat22
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Dean: “So we get a dog.”

Future Dean: “Awesome.”

Dean: “But then we die.”
  1. more than a month ago
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  3. # 28
AlyCat22
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Dean: “You need a haircut.”
  1. more than a month ago
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  3. # 29
AlyCat22
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Dean: “Baby?”

Future Dean: “Croats man. Croats.”

Dean: “Baby!”
  1. more than a month ago
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  3. # 30
Laura
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Is this the Parent Trap?
  1. more than a month ago
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  3. # 31
cheryl42
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Past Dean: I see the portrait survived.

Future Dean: I keep it hanging in a barn.
  1. more than a month ago
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  3. # 32
AlyCat22
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Dean: “So Season Eleven myth arc?”
  1. more than a month ago
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  3. # 33
AlyCat22
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Dean: “We are one handsome son of a gun.”

FutureDean: “We don’t swing that way. Do we?”

FutureCas: “Orgy starts in ten!”
  1. more than a month ago
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  3. # 34
AlyCat22
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Dean: “What’s your secret? Cause I know it ain’t clean living!”
  1. more than a month ago
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  3. # 35
AlyCat22
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Dean: “The secret to Rock, Paper, Scissors is-“

FutureDean: “Always throw Paper!”
  1. more than a month ago
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  3. # 36
AlyCat22
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Dean: “Thank God we’re not bald!”
  1. more than a month ago
  2. Caption This
  3. # 37
AlyCat22
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FutureDean: “So Chuck is God? And evil? I wondered why we were always out of TP!”
  1. more than a month ago
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  3. # 38
AlyCat22
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Dean: “Remember how Sam always beat us at Rock, Paper, Scissors?”

FutureDean: “Evil mojo. That and distracting us with his flowing locks!”

Dean: “Are you sure we don’t swing that way?”

FutureCas: “Orgy in five!”
  1. more than a month ago
  2. Caption This
  3. # 39
AlyCat22
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Dean: “You don’t look a day over 2014.”
  1. more than a month ago
  2. Caption This
  3. # 40
AlyCat22
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FutureDean: “It’s like looking ina fun house mirror.”

Dean: “Yeah? Well your a fun house. Fun house.”
  1. more than a month ago
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  3. # 41
AlyCat22
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FutureDean: “Portal? Black hole? Time Machine?”

Dean: “Zachariah.”

FutureDean: “So DAA. Dick Angel Airline.”

Dean: “Zero peanuts, drink service or pillow fluffing.”
  1. more than a month ago
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  3. # 42
AlyCat22
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Future Dean: “So two people isn’t considered an orgy? Damn it Cas!”
  1. more than a month ago
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  3. # 43
Marion
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Dean #1 "Another me was not on my Christmas List"
Dean #2 " Silver linings, we can now justify all the extra pie to Sammy and he can't do a damn thing about it"
Dean #1 "We, are geniuses!"
  1. more than a month ago
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  3. # 44
Marion
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" We can prank Sam real good this time"
  1. more than a month ago
  2. Caption This
  3. # 45
@superunditchabl
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Left Dean: "Our hair looks awesome from the back!"
  1. more than a month ago
  2. Caption This
  3. # 46
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