Hillarible 

It expresses both 'hilarious' and 'horrible' combined since cynical people often want to use these two descriptions simultaneously in reaction to a lot of things in the present day.

That senator who wanted to require piss tests for the distribution of welfare benefits just got busted with cocaine himself - that is f-ing hillarible.
This plight of the whole world is sadly hillarible even though as a species we kind of deserve it.

Hillarible by seek4gnosis November 24, 2013

Hillaryless 

Political Humor Personified by the loss of Hillary Clinton to Donald Trump, in the 2016 Election for, President of the United States of America.
"America, Less Hillary Clinton via losing to Donald Trump is hilarious," hence; Hillaryless

I am still chuckling every time I hear; President Elect!
That's IT, That's ALL IT TAKES;

JUST KNOWING The Next Word Is NOT CLINTON !
That's Hillaryless!

Hillaryless by B_H_M December 1, 2016

hilarrible

Hilarrible (adj) when something is Hilarious but also Terrible.

"I saw a bicyclist run over an old lady in front of Wal-mart. It was hilarrible."

hilarrible by Hazade June 15, 2009

Hillarize 

A way to get rid of files
To make vanish
Delete

"I believe im going to hillarize those files"

Hillarize by Funny guy 68 November 1, 2016

hilarible 

Something that is both hilarious and terrible or horrible at the same time. When confronted with the hilarible one is torn between hysterical laughter, nausea and existential angst.

A child was crushed by a giant marshmallow? That's hilarible!

hilarible by the ORIGINAL Eugene May 22, 2007

Hillarie 

One of the best friends you will ever have, and not to mention wickedly beautiful, has the voice of an angel/fairy/godzilla

Dustin: did you see that girl?

Matt: yeah, she was so beautiful. She must be Hillarie

Hillarie by Claire Try February 5, 2009

hilerrible 

A joke that is terrible but funny
A joke made in bad taste

hilerrible examples:

I made a chemistry joke earlier but i didn't get a reaction.
At that point I realized all the good chemistry jokes argon

what's the opposite of Christopher Walken? Christopher Reeve!

hilerrible by drag00n365 August 1, 2012