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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
1. An individual that is pathologically neurotic or extremely hyper.
2. One that partakes in the consumption of pills, coffee or other state-altering drugs, causing annoying and somewhat offensive yet comical behavior.
"Down, pillboy, down!"

"Easy, pillboy... you one capuccino short of an aneurism."
pillboy by xcryptic March 18, 2004

Pillosophy 

To contemplete the most fundamental and general concepts and principles involved in thought, action and reality while under the influence of narcotics.
Mike spent half the night stretched out on the back lawn discussing foreign film, personal problems and Pillosophy with someone he’d only just met.
Pillosophy by Paul_A January 5, 2007
A pillow with a balloon inside so that you can adjust the size of your pillow.
Tom: I wish my pillow was bigger.

Mike: Here just inflate this pilloon until it is most comfortable.
pilloon by bauer bud February 7, 2010

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