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ShouldaSweighed 

N. A hashtag used when it's too late for someone, they've messed up.

When you use the #ShouldaSweighed it means you've made a huge mistake that could have easily been avoided by using Sweigh and getting feedback from friends and followers. #ShouldaSweighed can be left as a reminder to people who've made poor decisions alone, so they can #StopNSweigh next time.
You got a tattoo on your face?! ShouldaSweighed! Next time, StopNSweigh.
ShouldaSweighed by Kam14 June 25, 2014

Shouldie 

A sweatshirt where the hood is disproportionately small to the length. Oftentimes the person wearing the shouldie appears as though they are being strangled by the garment.
Did you see Bob wearing that shouldie this morning? I wonder if he could even breathe.
Shouldie by Justgrad November 26, 2018

shouldussy

The moist crease formed when an obese man or woman's sweaty pectoral flap is folded upward toward their shoulder
I bet that fat dude has some killer shouldussy when he is on the stair climber chasing a donut on a string.
shouldussy by Matt'smom69 July 27, 2022

Shouldinecky 

When a lovely lass takes your member between the neck and shoulder until finalization. Also called a collarboner
I was dying for a handjob but my armless wife couldn't "hand"le it so i asked for a shouldinecky.
Shouldinecky by Shouldinecky August 6, 2017

Shouldingness 

A word used by SNAGS (Sensitive new age guys) when someone says that they "should do something" (like go out to the shops) but never get around to it.
Person: We should do that sometime
Person 1: We should really end this shouldingness...
It’s shouldst outside
Shouldst by My guy boy January 2, 2020