Loomis Chaffee Boys are from a boarding school in Windsor, CT. How to be one is quite simple: be an absolute dick head to women to make up for your small penis and closeted homosexuality. Additionally, you should try to be a double, if not, triple repeat; meaning you are a sophomore and 18. Preferably going for girls who are 3-5 years younger than you. Throw in a shitty mullet.
White Girl 1: Have you ever spoken to a Loomis Chaffee Boys?
White Girl 2: God no, I can't stand mullets and men who treat me like shit.
A group of undercover police officers, specifically narcotics officers, tasked with busting up drug sets and low level street dealing by ridding around in unmarked cars and "jumping out" when they withess a sale. Originating from the tactics of undercover narcotics officers in Newark, NJ in the late 1980's - present day, now used in every major American city.
A group of boys who like to spend a lot of time with each other. They like to fish a lot. If they have girlfriends they often like to put the boys first.