A prison pillow is an annoying and extremely effeminate gay man. Often the man in prison who is used to vent other inmates sexual needs and they often do it willingly. Generally the stereotypical kind you see with the inverted shirt-bra and calling other men their "Boo" and acting catty to other gay men.

The kinda gay where they forget how to throw a punch and instead scream and try and scratch you with fake and awful glued on nails.

The Pillow is used due to the reference "If you are feeling hot you just flip it over."
Jesus christ Kyle. I get that you are gay but did you have to go out with such a prison pillow?
by Little Richie's Black Uncle January 13, 2019
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A roll of toilet paper used as a pillow by an inmate in jail.
Issued a jumpsuit, slippers and a blanket, the inmate grabbed a roll of toilet paper to use as a prison pillow for his bunk.
by dcafn8ed October 22, 2012
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When you’re at a hotel and don’t have enough pillows so you use an empty pillow case filled with dirty clothes to craft your own make-shift pillow.
Andrew: “I’ll go and ask reception for a new pillow”
Kate: “Say no more fam, I’ll make you a prison pillow instead”
by Cristy Snow Job December 25, 2017
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The ass cheeks that Mike Lindell will get to snuggle with at GITMO before his execution.
Flynn backed his ass up, and offered his prison pillow to Mike for comfort.
by Ggtaa September 14, 2022
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