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  1. Nate Winchester
  2. Caption This
  3. Sunday, 22 May 2022
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Welcome back everyone to the world famous WFB Caption this! contest. In our previous outing we had several strong entries here and across our social media platforms. @Shenango_Lind on twitter had a funny joke about taxes that almost won. An anon user also got close with a nose gag. In the end though it was AlyCat22 who made it all work by referencing a classic rock song - which is always welcome around these parts. ;)

This time, we go waaaaay back to episode 4.11 "Family Remains." Which I admit I admire it for its experimentation in filming... it doesn't have a lot of great captionable frames. So when in doubt, bring in the sexiest member of the cast to spice it all up.
https://thewinchesterfamilybusiness.com/wp-content/CaptionThis/2022/SPN_04x11.jpg

Don't forget that on our front page, down past the articles, are "CAPTION THIS WINNERS!" - Random CT winners on display every time you visit!

And here is our vast gallery of past winners.
#1-50
#51-100
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#151-200
#201-250
#251-300
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Marion
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Baby " Hey, I'm not here as set dressing you know, get your greasy burgers off my paintwork!"
  1. more than a month ago
  2. Caption This
  3. # 1
AlyCat22
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Dean: “-tortured souls and I liked it!”

Sam: “Lactose intolerant. Love ice cream but I don’t beat myself up about it.”

Dean: “Did you hear a word I just said?”
  1. more than a month ago
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  3. # 2
AlyCat22
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Dean: “Seven dollar gas? I thought we stopped the Apocalypse!”
  1. more than a month ago
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  3. # 3
AlyCat22
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Dean: “Here we are at a fork in the road... do we take the one less traveled? Will faith guide us?”

Sam: “Dude. It’s an overpass. Not an existential crisis. Now just admit we’re lost and ask for directions.”
  1. more than a month ago
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  3. # 4
AlyCat22
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Sam: “Dude. You do realize this is a two lane highway?”
  1. more than a month ago
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  3. # 5
AlyCat22
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Sam: “What do you mean you can’t stand it anymore? You’re the one who ordered the extra, extra onions!”
  1. more than a month ago
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  3. # 6
AlyCat22
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Sam: “So I ate a few extra eggs this morning. I hardly think that is affecting our detection of demons!”
  1. more than a month ago
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  3. # 7
AlyCat22
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Sam: “Don’t be ridiculous. You’re not selling Baby. The smell has not permanently bonded with the leather!”
  1. more than a month ago
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  3. # 8
AlyCat22
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Sam: “Oh stop over reacting. A little exorcism and a hanging air freshener and she’ll be as good as new!



Let me take this moment to apologize for all the fart and obnoxious smells content of my caption entries. Apparently we now know what road I chose to travel. ;). - AC22
  1. more than a month ago
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  3. # 9
AlyCat22
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Sam: “What do you mean in order to tell me Mom and Dads true story you had to start all the way back to 1972?”
  1. more than a month ago
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  3. # 10
Marion
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Dean "Sam I've got something important to tell you"
Sam "I told you to use protection"
  1. more than a month ago
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  3. # 11
Marion
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Dean "I've got something important to tell you"
Sam "You used my toothbrush to clean your Baby?"
Dean "No, but it kinda involves your toothbrush"
Sam "What did you do?"
Dean "Well.. I'll start with the good news..you still have a toothbrush"
Sam "And the bad news?"
Dean "Your luggage is back in Tulsa..."
  1. more than a month ago
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  3. # 12
Marion
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Baby "Is this the closest I'll ever get to my own garage?"
  1. more than a month ago
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  3. # 13
Marion
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Sam " So, tell me, why are we here?
Dean " Amazon delivery"
  1. more than a month ago
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  3. # 14
Marion
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Sam " So, what's the job?"
Dean ok.. promise not to laugh... It's a troll, and I don't mean the internet kind"
  1. more than a month ago
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  3. # 15
Marion
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Dean "We stay right here, hash it out the proper way"
Sam "Rock, Paper, Scissors?"
Dean "Rock, Paper, Scissors, Lizard"
Sam "That's not even a thing, you know that right!"
Dean "Totally is"
San "Is not"

Baby *Not again, my bodywork will be rusted and my engine will seize up before those two work things out*
  1. more than a month ago
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  3. # 16
Marion
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Dean "So, I'm spilling my heart out and you didn't even bring candy or beer? What kind of brother are you?"
Sam "The sort that brings Cheeseburgers"
Dean "You are forgiven"
  1. more than a month ago
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  3. # 17
AlyCat22
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Dean: "This is not my idea of life in the fast lane Sammy."

Sam: "Looks like my tiny bladder is your problem afterall."
  1. more than a month ago
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  3. # 18
AlyCat22
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Sammy: "To pee or not to pee, that is the question."

Dean: "And the answer is, I'm gonna leave your sorry ass if you dont hurry up!"
  1. more than a month ago
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  3. # 19
AlyCat22
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Dean: “Mind pointing that thing in another direction?”
  1. more than a month ago
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  3. # 20
AlyCat22
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Sam: “I’m a shower and a grower!”
  1. more than a month ago
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  3. # 21
Marion
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They were never in fact homeless...there were always bridges to sleep under, conveniently adjacent to a handy take out joint..
Chuck Shirley (aka Carver Edlund)
  1. more than a month ago
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  3. # 22
Marion
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Sam "Hate to break it to ya, but were gonna have to move again, I still can't get WiFi"
  1. more than a month ago
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  3. # 23
cheryl42
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Baby: OMG if I have to listen them talk about their feelings one more time I swear I'm driving us right off that bridge.
  1. more than a month ago
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  3. # 24
AlyCat22
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Baby: “One more BM moment and I’m gonna be sucking on my own exhaust!
  1. more than a month ago
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  3. # 25
AlyCat22
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Sam: “I can’t believe you forgot the Nachzehrer’s head was in the cooler! It’s been a week!”
  1. more than a month ago
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  3. # 26
AlyCat22
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Dean: "EMF reader goes off on its own with you inside the car? Even it can't take your toxicity anymore!"
  1. more than a month ago
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  3. # 27
AlyCat22
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Sam: “Unexpected B.M.”

Dean: “A Brother Melodrama” moment? That’s cool.”

Sam: “Not exactly. Told you that Mexican food was a bad idea.”
  1. more than a month ago
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  3. # 28
AlyCat22
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Sam/Jared: "So theres this new show called The Boys."

Dean/Jensen: "Sounds cool. Think its about us?"
  1. more than a month ago
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  3. # 29
Marion
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Having a B.M moment? Make way for Baby's Moment
  1. more than a month ago
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  3. # 30
Marion
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Dean "Damnit Sam, a parking ticket, here in the middle of nowhere, how is that even possible?"
  1. more than a month ago
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  3. # 31
Marion
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Sam " Why so glum?"
Dean "Someone cut in and stole my parking space"
  1. more than a month ago
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  3. # 32
Marion
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Sam "I'm thinking of expanding my portfolio into concrete"
Dean "Who are you and what have you done with my Brother?"
  1. more than a month ago
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  3. # 33
Laura
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Dean, why are we under an overpass? This isn’t Twister.
  1. more than a month ago
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  3. # 34
AlyCat22
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Dean: “It’s fuckin’ diabolical, Sammy.”

Sam: “That’s it. I’m canceling Prime!”
  1. more than a month ago
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  3. # 35
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Dean: "What else happened while I was in Hell?"
Sam: "Well, there was this movie, Twilight. About teenage vampires. You'll hate it."
  1. more than a month ago
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  3. # 36
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