Sidewinder 

when you're playing dodgeball and you're the last person on your team and someone throws a nice easy ball for you to catch, only to peg you before you have a chance to catch it.

dude 1: whoa man gym class was so intense
dude 2: what happened
dude 1: that loser mark was the last man standing on the other team and i gave him a sidewinder
dude 2: and you won
dude 1: yep, that mark kid went down like the titanic

Sidewinder by your mothers butt December 3, 2009

Sidewinder 

When you Are wrong in a thong?

Check out that bitches thong! All sidewinder

Sidewinder by PocketcheckenFool December 14, 2020

sidewinder 

A friend you only see once or twice a year. Not someone you hang out with regularly.

I've got one main buddy and 49 sidewinders.

sidewinder by D. Y. Vetz April 12, 2023

Sidewinder 

Huge log of feces that shoots out of your anus and immediately curls to the side soiling your butt cheeks.

Man, I had to use half a roll and 4 wipes to clean the damage from that sidewinder.

Sidewinder by @!!!!! August 1, 2024

Sidewinder Joseph

One of the greatest pitchers of the early 1900s. Born in Brownsville, Arkansas this hefty thick thighed left hander amassed over 342 wins in his career while striking out 2,231. Known for his infamous “sidewinding” technique, Mr. Joseph also saw success off the field as well taking home an astounding 14,532 women during his playing days. Learning to pitch from his father who was a horrible alcoholic and goat farmer, Joseph was able to use the beatings given by his father to strengthen his core thus giving him a competitive advantage. Dying of untreated Gonorrhea in 1932 Joseph’s legacy still lives on today throughout the deep southern lands of this great country.

Waylan: Who’s your favorite ball player Bucky?

Bucky: Sidewinder Joseph. He loves women more than ball playin’ but that’s alright.

Sidewinder Joseph by Leland Bruce February 5, 2023

Sidewinder poop 

When ones poop is so long and unbroken that it wraps around the inside of the toilet bowl like a snake, hence sidewinder poop.

"There is a sidewinder poop wrapped around the bowl 2 full times."

Sidewinder poop by sherri421 June 16, 2009

sidewinder pussy 

When that pussy stay stankin' up from the back and it creeepy as hell lookin'

Andy: Aye you hit Shakisha yet mah Nig
Johnny Boy: Nah bruh she got that sidewinder pussy bruh she stay stankin'

sidewinder pussy by thcaholic October 9, 2017