Buckaroo

noun

1. A cowboy; specifically, a working cowboy who generally does not partake in rodeos.
2. One who sports a distinctive buckaroo style of cowboy clothing, boots, and heritage.

   "Many cowboy poets have a buckaroo look and feel about them."

3. A style of cowboy boot with a high and uniquely tapered heel.
4. A reckless, headstrong person.

   "Don’t run in looking for a fight like some kind of buckaroo."

5. A dollar; a buck.

   "That’ll be twenty buckaroos, buddy."