PillowSoft 

A discord user who is shy, but when you get to know then, their fucking annoying, but awesome. Cusses a bit, drinks Monsters to the point where they may die at a young age, and gets embarrassed or shy quickly, but very lovable.

Person 1: Hey, has anyone said you are a PillowSoft person?
Person 2: No, but thanks I appreciate it!

PillowSoft by A-Random-Discord February 13, 2021

Pillowsoft Bunch 

The Pillowsoft Bunch was founded in late 2000 by Krakowan, Pillow, Dino, and Dildis.

I'm part of the Pillowsoft Bunch!

Pillowsoft Bunch by orbitk209zback July 9, 2019

Pillowforting 

Pillowforting is to when you construct a fortress out of pillows and/or blankets for the express purpose of disguising sensual or sexual contact as innocent. This is typically done by teenagers who want to hide their actions from parents, siblings, or friends, but it can also be done by anyone who wants to kiss or fuck while cozy.

Example 1:
Person A: Do you want to make a pillow fort?
Person B: Hell yes.

Example 2:
Person A: I pillowforted Person B so hard last night that the ceiling collapsed in on us.
Person C: Damn, did you get caught?
Person A: No, we kept our clothes mostly on anyways.

Example 3:
"Pillowforting is my favorite way to make out with my partner."

Pillowforting by Dyspros February 6, 2023

Pillow soft 

A pussy ass mother fucker. Dude is weak as hell and can't hang anymore.

Can also be applied to females.

Symptoms of being pillow soft include suggesting going to sleep in the middle of drinking, constant caking up, adding y's that don't belong in words.

Michael is the most pillow soft person I know

Michael has gone pillow soft on us recently.

Pillow soft by Fbrya May 7, 2017

Pillowsophical 

The act of being abnormally good a philosophy while in a sleep-deprived state.

Guy 1: "Sorry, I don't mean to wake you, but I don't like this feeling of indecision."
Guy 2: "Its okay I know what you mean, I'd rather know I had nothing than not know what I had."
Guy 1: "Thanks bro, that was almost pillowsophical!"

Pillowsophical by ElBurtismo November 5, 2010

Pillowfort 

A new blog platform in beta as of Dec.2018 aiming to do for fan blogs what ao3 did for fan fic due to the mismangement of Tumblr.

Hey did you here Tumblr is purging all "adult content?"
No, that cant be right I got 12 ask from porn-bots yesterday.

Yeah, it was supposed to purge bots but instead just flagged user content and deleted a bunch of real user accounts.
Fuck it, I'm paying to join the Pillowfort beta. I need porn comics

Pillowfort by cybertronisdeadandsoarewe December 9, 2018

Pillowsophical 

A genre of pillow talk that is philosophical and contemplative in nature.

Their post-coitus, pillowsophical conversation was about human nature and the ways of the world.

Pillowsophical by Emmetmdi January 14, 2022