Similar to a regular fail, a cool-fail is when someone attempts to do something they do at a regular time to show off (Eg keeps missing 3 point shots in a basketball game even though they play basketball) but continuosly fails.
"Wow, he's taller than evryone here, he could have scored at least 10 points without trying to score 3 pointers to show off. He missed all of them. Cool-fail.
by notanotherjock October 20, 2010

When a Ad is misplaced
by LOLcat number 324 May 19, 2010

by FG5000 May 15, 2021

Stu: Hey, what did you do this weekend, Alex?
Alex: Oh well on Saturday I slipped on an ice cube and dumped hot grease on my cat. And on Sunday I set my bed on fire.
Stu: Hahahah your whole weekend was an ultra fail.
Alex: Oh well on Saturday I slipped on an ice cube and dumped hot grease on my cat. And on Sunday I set my bed on fire.
Stu: Hahahah your whole weekend was an ultra fail.
by Foofenscoops March 13, 2009

1) Upon seeing Berry's post of "I hove you", Harrie quickly exclaimed "What the fail!?"
2) Person 1- I just slipped and fell out of the shower, tripped over a mirror and decapitated my dog!
Person 2- WHAT THE FAIL?!
2) Person 1- I just slipped and fell out of the shower, tripped over a mirror and decapitated my dog!
Person 2- WHAT THE FAIL?!
by Caek. December 15, 2009

the act a fat male who waddles like a penguin, and continuously says he is a virgin because he fails miserably each time he attempts to engage in sexual activities with a partner because he is always flacid
she was in the process of giving a blowjob but his cock was so flacid she walked away, and he chased her with his pants down and arms flailing, what a waddle fail
by Fredo Frog December 23, 2009

"I need a drink; this has been a huge fail week for me." or "It's only Tuesday, but I want call Fail Week on this one already."
by J Ali March 7, 2010
