“Whatever suits your boots!”

Another way of saying, “Whatever floats your boat!”.

Person 1 says, "Where you wanna go today?"

Person 2 replies, “Whatever suits your boots!”

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gettin' your boots wet

(phrase): slang for calling out someone for a fight or a brawl. Usually ends with someone dying of a heart attack.
Can be versatile, e.g., for having sex or doing something you are not prepared for, etc.

"Come out here and get your boots we if you ain't scared!"

"Hey, gettin' your boots wet with that chick tonight?"
"Heck yeah!"

"Hey man have you studied for that test yet?"
"Nah, I'm just going to get my boots wet."

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pull yourself up by your boot straps

literally referring to what Abraham Lincoln (read a few law books he found in a junk barrel, then became a lawyer and later President of The United States and Booker T Washington (learned to read and write as a sailor's) actually did, this term means:

to legally work, or rather legally to nigger, one's way up the social ladder of one's society in one's zeitgeist using nothing but one's own blood, sweat, toil, common sense, education and street-smarts, and not relying on your country's social assistance/welfare system (provided of course you are able bodied and not mentally ill to the point of not being able to work)

son: I don't understand how Abraham Lincoln legally achieved what he did. He was born on a bloody farm.

father: Jordan, just stop blabbering and learn the meaning of the phrase to pull yourself up by your boot straps and you'll do just as well. Now good night.

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Whose Bed Have Your Boots Been Under

Referring to who have you had sex with

sex whose bed have your boots been under

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pull yourself up by your boot straps

literally referring to what Abraham Lincoln (read a few law books he found in a junk barrel, then became a lawyer and later President of The United States and Booker T Washington (learned to read and write as a black apprentice sailor) actually did, this term means:

to legally work, or rather legally to nigger, one's way up the social ladder of one's society in one's zeitgeist using nothing but one's own blood, sweat, toil, common sense, education and street-smarts

son: I don't understand how Abraham Lincoln legally achieved what he did. He was born on a bloody farm.

father: Jordan, just stop blabbering and learn the meaning of the phrase to pull yourself up by your boot straps and you'll do just as well. Now good night.

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your mother wears army boots

During WWII prostitutes who followed the troops around, sometimes wore army boots or combat boots. It's akin to calling some one's mother a prostitute.

"your mother wears army boots" is a vintage version og a "your momma" insult.

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Wear your boots to school day

Monday, December 5th is the day to wear your boots to school, (cowboys, “takuaches”) or even just for fun, rock your boots without any cares!

“I’m gonna wear my boots to school (wear your boots to school day) on Monday!”