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the cowboy hat rule

A rule made to keep people (ladies) from stealing your cowboy hat. If you wear a cowboy'hat, you have to ride the cowboy!
Well seeing as how you don't made off with my hat, your truck or mine in accordance with the cowboy hat rule.

Excuse me pretty lady, I assume since you're wearing my hat, you're ready to obey the cowboy hat rule!
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A Cowboy's Dozen 

to buy as much of a desired product as one can afford with the amount of money one is carrying.
Cashier: Can I help you?
Customer: I’ll take some of those one dollar scratch-off tickets right there.
Cashier: Sure, how many would you like?
Customer: A Cowboy's Dozen (throws money on counter)
Cashier: (counts money) Soooo, seven then?
Customer: I reckon.
Cashier: Good luck!

Could also be used to exaggerate a story:
Derek: How much money did he say he won on that bet?
Jeff: A Cowboy’s $300.
Derek: Meaning?
Jeff: $200
A Cowboy's Dozen by iBetty January 10, 2012

Whoa there cowboy 

Wait a minute! Consider all the risks before you just charge ahead.
The man wanted to jump out of the plane with his parachute, but the trainer said, "Whoa there cowboy" we haven't verified everything is working right on the checklist yet.
Whoa there cowboy by tender vittles December 15, 2012

21st Century Cowboy 

A man in a wheelchair, whether it be for a paralyzed individual or one with an injury.
Hey you know what we call people in wheelchairs these days? 21st Century Cowboys.
21st Century Cowboy by dephn March 14, 2013

aloha cowboy 

Aloha Cowboy is a term used between two gay males when they engage in sexual intercourse. Usually the top says this to the bottom to initiate when he pulls out.
Dude 1: Get it out! It's so big!

Dude 2: Aloha cowboy
aloha cowboy by alohacowboy August 13, 2015

wet cowboy handkerchief 

A sex act named after a life hack cowboys used in the Old West. Cowboys would moisten their handkerchiefs with water, and then tie them around their necks. The moisture would evaporate in the arid clmate, leaving the cowboys cool as a cucumber. The sex act involves one partner urinating on the other, and then cleaning up the mess with a Kleenex. The giving partner then cleans up the mess, plugging the recieving partner's anus with the Kleenex. The Kleenex is left there for "x" amount of days, until the giving partner believes he or she is ready. The giver then removes the Kleenex, leaving the recieving partner's anus a fermented, ammonia-like smell and flavor.
My girl and I were all excited to try the wet cowboy handkerchief, only she kept farted out every piss tissue I shoved up her ass.

Asphalt Cowboy 

A man (country boy) who works on the road. He is always gone, traveling to different states due to his line of work.
An asphalt cowboy could be considered a truck driver, iron worker, etc.
Asphalt Cowboy by Brandy Lou January 19, 2009