Nautical cowboy

Sex on a jet ski in cowgirl position while on the ocean

After I rolled her from her starboard side, she rode me in the nautical cowboy till the seals came home

by Nickrad158 July 27, 2018

Wantagh Cowboy

A big burly bad boy who is equally comfortable in a saloon or camping in the 'Daks.
He knows that everyone wants to be an outlaw until there is outlaw shit to do. Armed with that information he still attends country music concerts on a regular basis at Mulcahy's and Jones Beach. He meanders along the Wantagh Parkway and Sunrise Highway aboard his trusty steed Rav4 or square body pickup. Dreaming of a class B.
He will whisper or shout while telling you a story in excruciating detail.
If you run across him tread lightly,
kindly purchase him a cadillac margarita, tip your hat and mosey on along.

The saloon doors flew open and coming in hot a figure entered. We all gasped, it was the "Wantagh Cowboy"!
He sauntered up to the bar, his bride at his side with empty six shooter hands and shouted, "Yee Haw" while ordering a Cadillac Margarita. "Don't forget the triple sec he exclaimed."

by Days1 June 24, 2024

Cowboy Bob

A snarky, priveleged & sadistic old timer that got checked. Yippie kie Yo MTF!

After years of being stalked & terrorized she finally checked Cowboy Bob.

by Cashcowstampede August 31, 2025

Inverse cowboy

When the guy sits reverse cowgirl on top , sticks it i her and shits on her belly

Bro I worked the inverse cowboy on that cowgirl and she loved it

by Ndizzle78 December 28, 2022

Cowboyed

1. To have been but raped by a peer of higher intelect. Brokeback Mountain Style.

2. Shot down so bad in an argument that you might as well grab your ankles.

1. Mike argued that no Dallas Cowboy had ever been convicted of a major crime but was soon COWBOYED by Dan in front of all his friends.

by cdickgo March 11, 2015

Michigan Cowboy

Sexual Position Involving 2 people roleplaying their idea of what Cowboys from Michigan would do.

Have you tried the Michigan Cowboy with your new GF? It’s so much fun.

by Michigan Man Handler March 26, 2022

Dirt Box Cowboy

A gentleman who is a bit light in the Loafers, who is also an avid member of the Cheesy Wheelbarrow Pushers Club.

While playing cricket over the weekend I was asked if I'd bat for the other team. "no way!" I replied. "I ain't no Dirt Box Cowboy".

by Adlof Hilter February 28, 2023