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

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

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

Herrible 

Taken from combining both the words horrible and terrible:

adj.
Arousing or tending to arouse horror; dreadful: “War is beyond all words herrible” (Winston S. Churchill).
Very unpleasant; disagreeable.
Extreme in extent or degree; intense: “the life for which he had paid so herrible a price” (Leslie Fiedler).

Middle English, from Old French, from Latin herribilis, from terrçre, to frighten.

John you just shat on that babies head! You are such a herrible wee man!

Herrible by Aldo Med November 14, 2007

Hilarible 

Horribly hilarious

drunk girl falling in the street=hilarible

Hilarible by Megaroo2U July 10, 2009

Hillarrible 

The level of terrible a candidate has to be in order for Donald Trump to be elected. This level of terrible can also be applied to getting candidates elected who are equally repugnant to Donald Trump. (I.e. Roger Goodell, Timothy McVeigh, George Clooney, Primrose Everdeen, Caitlyn Jenner, or any of the Hansons.)

Bae: I saw that Jeff Gillooly is running for a seat on the Board of Rectal Thermometer Operators Local 342. Are you going to vote for him?

Drah: Nah, Bae! Gillooly is totally Hillarrible, and I wouldn't vote for him if my ass depended on it!

Bae: Hillarrible? Well, in that case, let's vote for a dog like they did in Sunol!

Hillarrible by Aspartame August 2, 2016

hilorrible 

something that is both horrible and hilarious at the same time.

When a group of hackers manipulated an international epilepsy website and replaced it with a bright, flashing animation, it was hilorrible.

hilorrible by thisguyfromwork April 2, 2009