"Hey Annie! See that golfer over there about to tee off on the 9th hole? I want to Caddy Shag you so hard right on top of him! You down?"
by UtahUtes044 April 3, 2015

Leather Daddy: "What size anal beads would you suggest we use on the new Otter?
Leather Caddy: "this isn't his first visit, I think a mid-size set would work."
Leather Caddy: "this isn't his first visit, I think a mid-size set would work."
by Scuzz83 July 26, 2018

by Brown-Sugga August 19, 2020

The coolest, chilled out, talented and beautiful bitch you will ever come across in your life .
A girl who is heavily misunderstood but is incredibly cool.
A girl who is heavily misunderstood but is incredibly cool.
by Malibubarbiebitch September 20, 2022

When two men are having anal sex in public then retrieve the sperm by suction and then spit it into an unsuspecting passer by's eye.
Guy 1: "Hey I heard John and Mike did a dirty caddy last night."
Girl 1 : "That's disgusting they deserve to be jailed"
Guy 1: " Haha"
Girl 1 : "That's disgusting they deserve to be jailed"
Guy 1: " Haha"
by Terminator58984590 August 19, 2017

Caddy shacked is a style of motivation that incorporates coersion or convincing through avoiding conversations because there is alternative covert purposes in play..
That chick at the beach was acting so caddy shacked that I wonder if I could ever trust a girl like that..
by 12speed December 20, 2022

A very smart girl on the shorter side very funny and cute has a level 8 gyat some times level 9 is very out going and talkative
by real_gangsta527 January 14, 2024
