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Kentucky Saddler 

1. Riding a horse nude and bareback with a passenger. You shit, and with it smearing out from between your ass and the horses back, the passenger uses it for body paint and lube.

2. A Kentucky Saddler is a breed of horse in RDR2, in modern day it is simpley the American Saddlebred.
1. Took the Ol' Lady and Gus out for a ride and a Kentucky Saddler. It was great but the ride home chaffed my ass up fierce.

2. Thats a good lookin' horse, Kentucky Saddler? Nice.
Kentucky Saddler by sunnywampus October 21, 2020

the ol' Willy Saddler 

He took her out last night to give her the ol' Willy Saddler
Main villain of Resident Evil 4. Has a very large penis...errr spiked tentacle.
Saddler, you're small time.
Saddler by MagicMystile January 16, 2008

Sandy Saddler 

When a girl rubs peanut butter in a guy's butt crack while he pulls his penis through his legs and blows a load into the peanut butter. The girl then mounts him on his back and pees on his butt while somebody else eats the soup that is produced by the fluid mix.
Last night me and April did the Sandy Saddler with Erin.
Sandy Saddler by TheSetharoni November 10, 2017
a girl who is sad but is a bad bitch
omg look at her she's such a saddie
saddie by saddie101 December 19, 2019

sadderday 

So shakisha dumped me.. damn tommorow is gonna be a sadderday.
sadderday by FakeHoe123 December 24, 2007