Exclusive Caddy 

The role of rendering professional-like caddie services to friend, acquaintance, or colleague as remuneration / payment of a gentlemen’s bet in lieu of cash or barter. Regardless of excuses made and replacement definitions suggested - you are required to carry clubs and act as if you are a professional. In addition, you should have fun and offer drinks & advice and be a general facilitator of a good time.

After several drinks Justin entered into a friendly bet over a game of golf. He of course lost and tried to back out. However, since gentleman’s rules prevail, he was required to be an Exclusive Caddy to pay up the bet. He had thought Brian’s short game would be the difference in the match, but he forgot they both hit the ball 179 yards of the tee and that he is unable to get out a sand trap.

Exclusive Caddy by JoshAllenLooksGoodinShorts April 19, 2022

Dick caddy 

To wrangle men for a single woman that she chooses and points out.

My friend Jake gets me the best dick. He's a great dick caddy.

Dick caddy by MarioSpinsters69 July 9, 2023

Pimp Daddy Caddy 

The name for a Cadilac owned by a pimp or a pimp daddy.

Hey man! Look at that Pimp Daddy Caddy!

Pimp Daddy Caddy by that they them she he is are a May 22, 2020

Natty Caddy

An elegant wheeled contraption used to carry party amounts of Natty Light in a single trip.

While Stew was a serviceable option, the Natty Caddy was a thing... of beauty.

Natty Caddy by cdawg82191 November 15, 2009

Cum Caddy 

A person that assists in your orgasm and may even give pointers on how to cum easier, take longer or may not know jack and are there only for a summer job anyways.

John used his cum caddy to make life easier on himself.

Cum Caddy by deniedcorpse October 14, 2009

white caddy

Snorting coke, going to snort coke

I am goin up to the white cadillac

white caddy by Jay Weil July 22, 2004

angry caddy 

When you swing your dick across a bitch's nipple while she holds your balls. If you slice the tip, be sure to yell fore.

I just angry caddy' that bitch's titties and almost poked out her eye.

angry caddy by Bumbles tasting November 16, 2015