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cowboy underwear

Sunrise in front and a trail behind you! (Stained undies)
Wow! Those are some stained undies; they look like cowboy underwear.
by bearvalleydb February 25, 2015
mugGet the cowboy underwearmug.

heartbroken cowboy

An internet meme used to depict upset at an event or outcome.
Heartbroken cowboy is heartbroken by the tragedy in Greece.

When my little brother sees his goldfish has died, he's going to be a totally heartbroken cowboy.
by Andellic July 17, 2018
mugGet the heartbroken cowboymug.

The winking cowboy

When you cum on a girl as you say “it’s high noon baby” in a southern accent and do finger guns
This girl and I did the winking cowboy last night...didn’t sleep for weeks!
by 5zach_69 January 25, 2020
mugGet the The winking cowboymug.

Cowboy Magic

Gay sex. Preferably in the back of a pickup truck or any other masculine location.
"There's nothing I love more than some cowboy magic with my pals"
by Ghabm August 10, 2019
mugGet the Cowboy Magicmug.

The Domesticated Cowboy

A sexual act where the female gets down on all fours. The male then proceeds to mount the female, tie a belt around her neck, and kick her in the sides whilst violently snapping the makeshift reins. The act ends when the man screams “You’re alright girl”,before aggressively ejaculating all over the back of the woman
Person one: hey wanna go get some Italian.
Person two: I can’t I’m still recovering from the Domesticated Cowboy
by Arthur Morgan 1889 March 2, 2020
mugGet the The Domesticated Cowboymug.

cushion cowboy

(sexual) A male that places his penis in between the cushion of a chair of sofa in order to sexually stimulate himself.
Joe: Dude, I haven't been laid in 6 months.

Tom: Ouch, how do you get by?

Joe: I've become a cushion cowboy.
by Ben E-wing November 16, 2010
mugGet the cushion cowboymug.

Pull a Cowboy

A term which describes a team who finds a creative way to lose what should have been a sure win. The name comes from the Dallas Cowboys since they frequently find a way to blow late leads and lose in embarrassing fashion.
Man, last night's game was a crusher. My squad found a way to pull a Cowboy. We were winning by 13 with 3 minutes to play and we ended up losing by a point.
by aaron1975 November 2, 2013
mugGet the Pull a Cowboymug.

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