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Caulk the wagon and float it

To take your time and be cautious when crossing rivers, but also not so cautious that you will only cross a river if there is a ferry present.

Originally a mindset used in the classic computer game The Oregon Trail, but can also be a way of life.
Don't be foolhardy and just try to ford the river. Take your time, be cautious, caulk the wagon and float it.
by Christian Suba December 9, 2008
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Macauley Culkin

The wrong way to spell Macaulay Culkin's name.
you must emphasize on the 'a'.
by orgasm addict July 6, 2005
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Related Words

Chulking

The process of working on yourself physically and mentally. When someone is chulking, they are attempting to gain huge muscles and a better personality in order to become a Giga Chad.
Guy 1: I think I'm gonna start chulking.
Guy 2: You say that every time you get dumped.
by Vultrex480 December 21, 2022
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Macaulay Culking

To be home alone, doing whatever, whenever, with whoever
person 1 - "hey man, what are you doing tonight?"
person 2 - "parents are out, i'm macaulay culking it"
by offensieve November 19, 2012
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Culkin

A polite word for white-trash, made famous by Deena of Drink 'til We're Funny Podcast Culkin, like Macaulay culkin.... nothing more has to be said :P
"If you have to choose between well water and city water, you might be culkin"

"You might be Culkin if you have ever sat down in the garage with the garage door open watching people go by."

"you might be culkin if you have ever worn plastic bread sacks as clothing"
by Berto S April 26, 2007
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silicone caulking

A titty fuck finishing on fake boobs.
Candy doesn't like me playing with her boobs since she got a boob job. But, she always enjoys a good silicone caulking.
by L&AW March 31, 2009
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caulk

A white, viscous liquid adhesive which is waterproof when dry. The most common use is in buildings, to seal spaces (i.e., around windows) that would ordinarily reduce the efficiency of insulation.
Frylock: He - man - what the - you've been eating all my caulk!

Meatwad: Caulk? Nah, this is cheese!

Frylock: No, it's highly toxic industrial adhesive, used to connect electronic circuitry to steel. It's caulk!

Meatwad: And it's good, too!

Frylock: Listen to this, OK? Avoid human contact. May cause dizziness, nausea, and an ability to THINK you can see the future, but you can't!

Meatwad: Well, what does it say about finding oil?

Frylock: Nothing!

Meatwad: Uh oh.
by lucky captain rabbit king July 26, 2006
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