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  1. Nate Winchester
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  3. Sunday, 06 June 2021
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Hello everybody!

So previously I was out on a hunting trip (but thankfully came home after a few days) and tried to set things up for the next contest to go on without me but... I seem to have crossed some wires. Hope you can forgive me. So THIS time, we have the winner of contest #267, "Marion" who finally landed the trench coat joke that's been a running gag in this contest for years now. ;) And then for the previous contest (#268) we have... ok Marion won this one too because I really did LOL at the caption. Congrats on the double play!

For this contest, we continue down the top 100 list to number 77, episode 4.05 "Monster Movie."

Wait... we haven't done this one before? Oh man! Talk about another goldmine! Sooooooo hard to choose one. How about...

https://thewinchesterfamilybusiness.com/images/CaptionThis/2021/SPN_04x05.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. Winners #201-250 will be coming soon.

And yes I did get the prize out of the cereal box.
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Marion
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Dean " You tell anyone about this, I WILL break your nose"
  1. 2 weeks ago
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Marion
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Hey Nate, we were just putting the salt in the trunk to come look for you ... :D
  1. 2 weeks ago
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Marion
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Dean " When I said I try anything once, this was not what I had in mind"
  1. 2 weeks ago
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Marion
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Sam " This was a side to you I never wanted to see"
  1. 2 weeks ago
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Marion
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Sam " Seriously dude, in that get up you could audition for The Sound of Music"
Dean " Get me outta here, or I swear I will Von Trap your ass"
  1. 2 weeks ago
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Marion
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Dean " I'm not a Ken Doll"
  1. 2 weeks ago
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AlyCat22
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Sam: “Your have excellent knee reflexes.”

Dean: “Good. All the better to kick your ass!”
  1. one week ago
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AlyCat22
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Sam: “You have very athletic calves.”
  1. one week ago
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AlyCat22
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Sam: “Bet my purple whippet shirts looking pretty good right about now.”
  1. one week ago
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AlyCat22
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Sam: “Funny Im just now noticing your uncanny resemblance to the Von Trapp Family.”

Dean: “The Captain?”

Sam: “No, Marta.”
  1. one week ago
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AlyCat22
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Cas: “May I borrow your outfit? Hot date tonight.”
  1. one week ago
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AlyCat22
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Jensen: “Damn you Kripke. You better make up for this!”

Eric: “Patience, young Padawan.”
  1. one week ago
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AlyCat22
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Dean: “I’ll take a piece of that pie!”

Sam: “It’s pizza.”

Dean: “Way to screw up a rescue Sam.”
  1. one week ago
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Claudia
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I forgot my safe word, Sammy!
  1. one week ago
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AlyCat22
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Sam: “You chose this outfit?”

Dean: “His selection was pretty limited.”
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AlyCat22
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Dean: “Mind watching where you point that sharp object there Sam?”
  1. one week ago
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AlyCat22
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Sam: “One day you’ll look back on this with your grandkids and laugh.”

Dean: “There aren’t going to be grandkids if you don’t watch what you’re doing!”
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AlyCat22
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Sam: “Local community theatre called. They’d like their costume back.”
  1. one week ago
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AlyCat22
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Sam: “Yodeling?”

Dean: “When in Rome...”

Sam: “Austria.”

Dean: “All we need is Mick Dundees didgeridoo.”

Sam: “Cheated on our GED did we?”
  1. one week ago
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AlyCat22
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Dean: “It was an electrifying experience Sam.”
  1. one week ago
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AlyCat22
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Sam: *Primo blackmail potential*
  1. one week ago
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AlyCat22
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Dean: “Breakfast every morning and laundry for a month...”

Sam: “Keep going...”
  1. one week ago
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AlyCat22
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Dean: “As if the outfit wasn’t bad enough.”

Sam: “Did he throw the switch?”

Dean: “I’m commando, Sam!”
  1. one week ago
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Laura
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Dean, the lederhosen is cute, but you’re to old to try out as a VonTrapp kid in ‘The Sound of Music’
  1. one week ago
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AlyCat22
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Dean: “Admit it. I look good!”
  1. one week ago
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AlyCat22
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Dean: “Wait till you see my second act!”
  1. one week ago
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AlyCat22
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Dean: “No Can, I will not be modeling it for you later on in private!”
  1. one week ago
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AlyCat22
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Cas: “You make it really hard to believe I can’t have what I want when you dress like that.”
  1. one week ago
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AlyCat22
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Dean: “See what happens when you disappear on us for over a week, Nate?”

Sam: “Gone on a “hunting trip.” Riiiight...”

Dean: “What’s next. A spin-off?”
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AlyCat22
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Dean: “Wait til you see my tap interpretation of a “Single Man Tear” during the Interlude!”
  1. one week ago
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AlyCat22
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Dean: “You know when you get an itch where you can’t scratch?”
  1. one week ago
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AlyCat22
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Dean: “It’s like I was saying-“

Sam: “You know I can just leave you here instead.”
  1. one week ago
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AlyCat22
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Dean: “A little bondage, she says. A little playful slap and tickle, she says. When did 50 Shades involve electrocution?”
  1. one week ago
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AlyCat22
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Sam: “Is there no trouble you won’t get into with the promise of pie?”

Dean: “It was blueberry, Sam!”
  1. one week ago
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AlyCat22
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Sam: “If a van drives up offering pie, don’t get in!”

Dean: “Hamburgers too!”

Sam: “Well that’s different!”

Dean: “Really?”

Sam: “No you idiot. Remind me how we are even related?”
  1. one week ago
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AlyCat22
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Dean: “Thank God! you made it!”

Sam: “Close call huh?”

Dean: “I’ll say! I never took Miracle out this morning!”
  1. one week ago
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Marion
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Sam " Well at least the iron restraints were real enough to protect you from incoming ghosts"
Dean " So not helping Sam"
  1. one week ago
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AlyCat22
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Dean: “I draw the line at a feathered cap! And no tassels!”
  1. one week ago
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Mica Johnson
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Sam: ok Dean, you're gonna feel a little tingle. Don't worry, it's totally normal.
  1. one week ago
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Marion
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Dean * If only it getting off Chuck's hamster wheel was as easy as calling your brother for help*
  1. one week ago
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Marion
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Dean " I'd have managed, I had a plan"
Sam " What? Were you going to yodel at him?"
Dean " Hey, I know all the words to Maria"
Sam " That's West Side Story, Dean"
Dean " Close enough!"
  1. one week ago
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Marion
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Dean 'Maria, I just met a girl called Maria"
Sam ' Wrong musical Dude, try Raindrops on Roses, whiskers on kittens"
Dean "Ha, I knew it you, I knew you were secretly a Julie Andrews fan"
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AlyCat22
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Dean: “Writers of fan fic are gonna have a field day with this one!”
  1. one week ago
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AlyCat22
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Dean: “Cas is going to be so jealous.”
  1. one week ago
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AlyCat22
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Dean: “So I get it, flannels not really your thing...”
  1. one week ago
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AlyCat22
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Dean: “I get it. Flannels boring but just try replacing this get up at your local Salvation Army store!”
  1. one week ago
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AlyCat22
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Dean: “I know Dracula, and you Sir are no Dracula!”
  1. one week ago
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AlyCat22
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Dean: “Hey Lugosi! Do you know how hard dog urine is to get out of upholstery?”
  1. one week ago
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Marion
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Sam " I'm going to need a lot of Purell to scrub this image from my eyes"
  1. one week ago
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Marion
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Dean " She promised Apple Strudel..."
Sam *How are we even related*
  1. one week ago
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AlyCat22
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Dean: "He's at it again Sam!"

Sam: "Who Nate? Hes a busy guy Dean. He has a life you know."

Dean: "Hes a Winchester! What would happen if we rested on the job? There are people to save and things to hunt! The Family Business, Sam! We put our lives on the line every single day. What danger does he face? Slow Internet?"

Sam: "Yeah well, he is more of a writer, not a hunter."

Dean: "That explains it."

Sam: "You gotta get over this man. "Every writer is a liar" thing."

Dean: "Or a crazed, omnipresent, omniscient-"

Sam: "Omnipotent'"

Dean: "Woah, woah! I dont think Chuck had any problems in that area Sam and it'd be wrong of us to assume that Other, Other might-"

Sam: "What? Omnipotent. Omni. Not impo. It means- you know what? I'm just, I think Nate would be okay with me leaving you here."

Dean: "Fine. Until the next contest. Before you go at least grab me a couple slices, will ya?"
  1. one week ago
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