When a group of men engage in the act of standing in a line with a person both in front of them and behind them; as the line starts to progress across an area all the men involved simultaneously insert their penis into the anus of the man in front of them, place their hands on the shoulders of the man in front of them, and walk, dance, and thrust to the rhythm of the music that is playing.
Rules:
1) Making train noises with your mouth is encouraged but not required.
2) Women with strap-ons are allowed to participate depending on who is taking part, but it is always looked down upon.
Rules:
1) Making train noises with your mouth is encouraged but not required.
2) Women with strap-ons are allowed to participate depending on who is taking part, but it is always looked down upon.
Guy 1:"Hey man, would you like to take a seat?"
Guy 2:"Thank you, but I can't, me and a couple of other gentlemen had a Cowboy Freight Train last night and I'm afraid I won't be sitting down for a while."
Guy 2:"Thank you, but I can't, me and a couple of other gentlemen had a Cowboy Freight Train last night and I'm afraid I won't be sitting down for a while."
by Jimbo McDoodle Snout June 06, 2011
This requires two men to be performing the cowboy position on their sexual partners. They also have to be perfectly aligned with each other because when the two men ejaculate simultaneously they kiss, hence Cowboy Kiss.
Joe: WASSSSUPPPPPP!
Chris: Nothing, just chilling out relaxing after a few cowboy kisses with Mateo.
Joe: Dude, you're fucked up....
Chris: Nothing, just chilling out relaxing after a few cowboy kisses with Mateo.
Joe: Dude, you're fucked up....
by Two Spoon Destroyer November 30, 2020
Man wearing a cowboy hat while his female partner is holding his legs up and fornicating him with a dildo.
by StellaNaughtBerry October 03, 2021
A "cowboi" epitomizes the blend of vintage Western grit with contemporary urban charisma. These avant-garde trendsetters don cowboy-inspired attire, seamlessly merging the charm of the old West with the pulse of cities like New York, Boston, Austin, and Portland. Whether drawing from authentic ranching roots or crafting a unique metrosexual statement, their presence is unmistakable in hip clubs, bars, and streetscapes. Icons such as Elon Musk, Kacey Musgraves and Orville Peck might have ignited this movement, but cowbois are truly the vanguards of a new cultural frontier, where heritage meets innovation and tradition dances with novelty.
"Introducing their innovative tech product at the Austin expo, the team adopted a cowboi theme, blending the city's Western heritage with its modern tech boom, making a memorable impression on attendees."
by Gordon0022 September 24, 2023
A person (usually a man) riding on a horse he had in the back (🤠) wearing a cowboy hat, in a country vest with boots that's black to match.
* walking down the old town road*
person 1: "yo did you see that cowboi?"
person 2: "yeah! he had a noice hat!"
p1: "did he cheat on his baby?"
p2: "yeah, you can go and ask her!"
person 1: "yo did you see that cowboi?"
person 2: "yeah! he had a noice hat!"
p1: "did he cheat on his baby?"
p2: "yeah, you can go and ask her!"
by drinkyouryeeyeejuicekiddos May 30, 2019
A boy who wears cowboy boots, a cowboy belt, and a cowboy hat but is also tired and sad and shows no emotion. Also known as mike or mike & Ike
by UglyRAtAYEE February 17, 2022
by sjdvs1776 April 11, 2024