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1.
1) When you sleep on your pillow, and don't wash it for so long that it begins to develop and eventually smell like a homeless person has used it.

2) When your white pillow hasn't been washed for a long period of time that it begins to turn yellow and smell like a homeless person has used it.
Man, I need to wash my homeless pillow, it stinks!
by terrett's May 26, 2009
 
2.
An empty goon bag inflated with air, to give lumbar support for a night out sleeping
Hay bro, ya finished the flaggon yet?

Yeah but steves fully using it for a homeless pillow
by Scruddle McDoodle April 27, 2011