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drug cowboy 

slang for a drug smuggler usaly from the southwest.
weed is run by drug cowboys in the southwest
drug cowboy by nsh1212 March 6, 2008

nice cowboy hat 

With a hint of sarcasm, and a wink, it's all you have to say to 'a male' wearing 'a cowboy hat' to make him feel completely gay, become completely embarrassed and leave whatever establishment he is patronizing. The only exception would be if he were a participant in an actual rodeo. In such an instance I suppose it would be appropriate to wear a cowboy hat, but still gay.
I was at this bar the other night and this dude wearing a cowboy hat walked up to me and I said, "nice cowboy hat" and I winked at him. He looked at me like I was gay or something, and then amazingly everyone started saying, "nice cowboy hat" until he finally turned red and left.
nice cowboy hat by cockninja July 15, 2006

Dayvan Cowboy 

A person who spends their days, or, a presumably large amount of time during days, traveling on the road in a motor vehicle; in this case a 'van'.

A road tripper and/or warrior.
Musicians, Road Warriors, Nature Seekers, Dayvan Cowboys
Dayvan Cowboy by ACYLTEA December 9, 2008

urban cowboy 

When you jump on a strangers back and try to stay on eight seconds before they fall down or they knock you down.
Today in English Jeb went for a new urban cowboy record when he jumped on the teachers back.
urban cowboy by Corincarter January 2, 2012

ridem cowboy 

when you are havin sex with your girlfreind and call her the wrong name on purpose jus to see how long you can hold on!
my girlfriend broke up with me because i pulled a ridem cowboy on her last night.
ridem cowboy by chrizz January 8, 2006

Dirty Cowboy Retainer 

When your significant other has a dip in, and you proceed to ejaculate into there mouth. The one receiving the sperm then shows both the chew and sperm mixing into a warm stew. After a few seconds of basking, they swallow all the sperm and chew.
for my birthday, my wife performed the dirty cowboy retainer.