The Cup Of Human Sadness 

A horrible abomination bestowed upon mankind. It's filled with the tears of millions of lost and miserable souls. One should only take a sip when they find themselves witnessing or being apart of an extremely sad or utterly depressing occurrence.

"I just found out that my girlfriend is cheating on me with my father. I'm going to go sit in a corner and take a long sip from The Cup Of Human Sadness now."

The Cup Of Human Sadness by Dirty Danza July 11, 2009

march sadness 

As opposed to March Madness, March Sadness is the deep, depressing feeling that comes when your brackets are completely fucked up and your favorite team lost.

Guy #1: Dude, what's wrong with Brad?
Guy #2: Ohio St. lost last night- he's got a case of March Sadness.

march sadness by lykomgrachel! July 20, 2008

Eternal Sadness 

A word created by me to express Sadness that is Eternal in length. Or just a very sad and hurtful instance. Getting denied the one thing you love is also Eternally Saddening.

Dude, do you have any money I can borrow?
Sorry dude, I'm not fueling your Energy Drink addiction.
Eternal Sadness...

Eternal Sadness by WeskerWesker June 12, 2011

Sadness 

Something achieved when posts for urban dictionary get declined

I am full of sadness because urban dictionary did not publish my word.

Sadness by Schro November 24, 2014

Mellan Chollie and the Infinite Sadness

hey, guy who wrote definition above this one!!!! THAT IS NOT THE WAY TO SPELL "MELLON COLLIE" if you are as you say over-obsessed with the pumpkins...you should know how to spell Mellon Collie and the Infinite Sadness! But anyway kickass album, essential listening.

Hey jackass, your stupid!

Mellan Chollie and the Infinite Sadness by Druinn November 30, 2004

Squadless 

When you’re in a squad but can’t hang out with the squad because you smoke and thus don’t have enough money for squad activities. Smoking = less cash to spend on fun times with your friends = #SQUADLESS

I'm stuck with Pee Paw who smells like a foot while my squad's at the movie and they're seeing something good. If I didn't smoke, I'd have the cash to go too. I miss them so much -- I'm #squadless.

Squadless by savethesquad August 29, 2016

circle of sadness 

When a person creates an unending, drama-filled life for themself. Thriving on daily abuse and heartache. Doing nothing to change the situation, but bitching about it every chance they get.

Jenn Morgan lives in a circle of sadness

circle of sadness by The girl next door to you August 19, 2008