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n. - A military guardhouse, bunker (normally above ground or dug into a fixed position with 360-degree or nearly 360-degree visibility) or other structure from which observation can take place and, under most circumstances, weapons can be fired as a means of defense or security.

*Loosely (possibly incorrectly, this is opinion-based) associated with the term "pillbox" due to its similarity with typical pill boxes, which are used for storing medication, are often translucent (for visibility), and can be opened at will.
Get down! They've got a God damn pillbox up there!
Pillbox by SnacksCCM August 20, 2014

portland pillbox 

its when you boof (shove up your butthole) alot of medication in a row. like you trying to trip balls but you also want your birth control to hit u real hard.
yeah i had to take 5 pills this morning but since i was already boofing X figured i'd just portland pillbox 'em all.
1. A military-style haircut in which the sides are cut very short, while the top is slightly longer and flat. Top is often faded to the sides to make the 'do more uniform. This haircut is a variation of the "high and tight".
2. A box for holding pills. Duh!
Many soldiers in the U.S.M.C. have "pillbox" haircuts.
pillbox by Levi Wonder August 21, 2006

pillbox friend

A person that you consider your friend, but you can only handle in small doses because you become annoyed with them after a certain amount of time. It's like a pill, you have to take doses of it. You have your dose for Monday, Tuesday Wednesday, Thursday, Friday, etc.
I like her and all but sometimes she is a little much, she is one of my pillbox friends.
pillbox friend by bellebendek June 17, 2019
Pillboi is a celebrity from the good place he will often be spotted hanging out with yo homeboi Jason Mendoza,
however recently has been spotted helping out old people at the old-folks-home.
pillboi eats, shoots and leaves
A follower of the red pill community. Generally one who is younger and has little to no experience with women.
I just had a twenty-minute conversation with that pillboi on why women are whores.
Pillboi by Harbor Allen October 9, 2021