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cowboy camping

Sleeping outside in the backcountry without an overhead shelter (such as a tent or tarp), usually done in the context of backpacking. The decision to cowboy camp is a calculated one - bugs, rain, snow, etc. are all possible backfires to the decision and can damper the experience.

Note that having an adequate shelter is a must, cowboy camping is the decision to forgo setting up a dedicated shelter and betting that conditions will be such that the shelter is not needed (but the dedicated shelter is still present/available should it be needed). Not bringing adequate shelter with you into the backcountry is foolish and can result in injury or death.
Last night we went cowboy camping at Panther Gap and the stars were ridiculous.
by Pantsa October 12, 2011
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Milky cowboy

by monkeybuttsnutts November 17, 2021
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Broken Cowboy

It's the reverse cowgirl position but two lesbians, where the one with a strap-on is on the top. (Thus "broken", because natural erect penises dont bend like that)

It's referenced a couple of times in House M.D.
House: "Hey Wilson, are you going to do the Broken Cowboy?"

Or...

Foreman: "Do you know what is a broken cowboy? It was on House's bachelor party requirements list... ... I hope she can do the broken cowboy"
by Dyke Biatch March 25, 2022
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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!
by Elk_newbie July 8, 2017
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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
by iBetty January 10, 2012
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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.
by tender vittles December 15, 2012
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cowboy dan

a major player on the cowboy scene who goes to the reservation, drinks and gets mean, they say he'll start a war, he hops in his pickup puts the peddle to the floor and says "i've got mine but i want more" then he drives to the desert and fires his rifle in the sky and says "god if i have to die, you will have to die."
he didn't move to the city, the city moved to him and and he wants out desperately
"Cowboy Dan's a major player!"
by obie January 26, 2004
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