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  1. Nate Winchester
  2. Caption This
  3. Monday, 01 June 2020
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I thought Dean and Ben would be popular, and none of you made it easy on me.

Of course I was expecting plenty of pie jokes in the previous contest and wasn't disappointed. I thought Betty McKeough had the best rendition of a pie joke that fit the image perfectly, but then AlyCat22 came in with a super meta joke that... ok, Chuck Norris told me I had to pick it or else. So congrats to, AlyCat22! (I kid, I kid.)

Continuing our journey through the least visited seasons, we're back in S6 this time. And since Dean and kids seems to be a hit, here's Dean and a baby from episode 6.02 "Two and a Half Men."

https://thewinchesterfamilybusiness.com/wp-content/CaptionThis/SPN_06x02.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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Dean "Did you feed the baby that left over burrito, or are you two just related?"
Sam "Why would you think that?"
Baby "parrp"
  1. more than a month ago
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  3. # 1
Mariot
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Dean " Listen up little guy, whatever you do, don't give the soulless guy the stink eye ok?"
  1. more than a month ago
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  3. # 2
Marion
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Baby " Seriously Cookie Monster? You and Big Bird are the guys that save the world?"

Dean " Hey, Elmo, if we can defuse your diapers, we can do anything"
  1. more than a month ago
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  3. # 3
AlyCat22
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Jensen: "I know how you feel little guy. I don't know what I'm gonna do after Supernatural is over either!

-AC22
  1. more than a month ago
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  3. # 4
AlyCat22
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Dean: "What are you crying for? I'm the one that has to change you!"
  1. more than a month ago
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  3. # 5
AlyCat22
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Dean: "I should be the one crying. You got to eat all the pudding!"

Sam: "Baby food Dean. Baby food!"
  1. more than a month ago
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  3. # 6
AlyCat22
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Sam: "What are you both crying for?"

Dean: "We just tried one of those baby cookies!"


Sam: ""They're Teething Biscuits Dean."
  1. more than a month ago
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  3. # 7
AlyCat22
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Jensen: "Alright scene hog. They called cut fifteen minutes ago!"

Jared: Gotta respect the little guys dedication..."
  1. more than a month ago
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  3. # 8
AlyCat22
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Dean: "Does the 5 second rule apply to binkys?"
  1. more than a month ago
  2. Caption This
  3. # 9
AlyCat22
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Sam: "Nate put up a new contest so stop the crying already!"
  1. more than a month ago
  2. Caption This
  3. # 10
AlyCat22
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Sam: "Great with kids my ass!"
  1. more than a month ago
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  3. # 11
AlyCat22
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Soulless Sam: "Baby Stew is starting to sound better by the minute..."
  1. more than a month ago
  2. Caption This
  3. # 12
AlyCat22
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Sam: *Reading tabloid cover* "The Royal Formerly Known As Prince Harry did what? Maybe he really is a lizard..."
  1. more than a month ago
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  3. # 13
Nate Winchester
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Oh no! AlyCat22 - I'm so sorry but I think I accidentally nuked one of your entries. I assure you that it was NOT on purpose. I've had a long week and in my exhaustion, clicked the "reject" instead of "approve" button. So, so sorry. :( Please forgive me! (and reenter that line if you remember it)
  1. more than a month ago
  2. Caption This
  3. # 14
AlyCat22
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That depends Nate. Was it a decent one or just "filler" caption material? A caption not truly worthy of being the best of the best? The be-all in the long history of captions? Likely to be inducted into the Caption Hall of Fame? What? Its a thing. Theres even a Caption Contest wing!

I can't remember? I will however give you the benefit of the doubt that it was not the cream of the crop and that you have not somehow been compromised ($$$$$) and aren't sabotaging me.
;)
  1. more than a month ago
  2. Caption This
  3. # 15
AlyCat22
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Sam: "Probably gas."

Dean: "Oh it's gas alright!"

Sam: "Not you. The baby!"

Dean: "Most likely that damn teething biscuit!"

Sam: "Yeah... or the sixteen jars of Gerber Banana Pudding!"


I could so totally hear them saying this. And see Dean plowing through all those jars. :) -AC22
  1. more than a month ago
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  3. # 16
AlyCat22
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Jensen: "Cry all you want - you can't join us on the con circuit!"
  1. more than a month ago
  2. Caption This
  3. # 17
AlyCat22
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Jensen: "I don't care what Misha told you. Destiel doesn't exist!"
  1. more than a month ago
  2. Caption This
  3. # 18
@superunditchabl
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Dean: *has war flashbacks to when he used to take care of Baby Sammy*
  1. more than a month ago
  2. Caption This
  3. # 19
AlyCat22
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Dean: "Take my shirt off? What's up with everyone wanting to see my chest!?"

Sam: "Thats not- nevermind."
  1. more than a month ago
  2. Caption This
  3. # 20
@SPNNeverSaid
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Dean: Sam! This kid's farts are worse than yours!
  1. more than a month ago
  2. Caption This
  3. # 21
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