Careless whisper was a song made by the group Wham, consisting of Andrew Ridgeley and George Michael. Saddest song ever about a lost love.
If you dare to listen to this song have a box of kleenex near by.
by jerryblank May 18, 2005
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Originated from MTV's True Life: I have Tourettes.

One of the people featured on this particular segment was 16 year old Alyssa, who lives with her grandma. Memorable highlights from the show featured Alyssa getting angry and frustrated with her grandma, particularly when her grandma was painting her toe nails, and Alyssa says "You didn't get it all grandma.....you're being CARELESS!"

The phrase spawned many Facebook pages and YouTube videos, showcasing Alyssa's temper and tourettes.
You're being careless grandma, you might as well not even do it at all!
by FerrariCarr July 16, 2010
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1) A person who intentionally likes being an asshole and is also careless.
2) A sketchy person whose behaviours and thoughts towards others are so careless, clumsy, stupid and irresponsible it makes them very asshole-like, even though they aren't intentionally being an asshole. Examples typically include sketchy buyers from your local classifieds, next door neighbors of your sketchy apartment complex, or some incredibly dimwitted kid at school that doesn't know shit.
1) "Man did you see that guy? He is such an asshole, but he's also very careless about his surroundings. Heard he almost got hit by a car once because he wasn't paying attention to the road."

2)

a. Bill had a buyer who bought his old phone. Next day the buyer returned the phone, claiming the screen was "cracked", when in fact it was only the screen protector that was cracked. The buyer returned Bill his money, but kept all the trivial accessories that came with the phone. The phone box had also been severely disfigured for some reason. What would be the point of keeping all those phone accessories when you have no phone? No one knows, but it was clear to Bill that the buyer didn't care about the accessories at all, she was just a complete careless asshole.

b. Johnny's next door neighbor, a pothead and a high school dropout, asked Johnny if he could stay in his apartment for a few hours as his mom kicked him out. Johnny agreed and let him chill there while he went out to eat. A few hours later he came back, finding that his couch was flipped over, his cupboards ransacked, and his vinyl collection was all over the floor with deep scratches in almost every one. The whole apartment reeked of weed, and there was another unpleasant smell coming from the washroom: his toilet seat was covered with diarrhea. "Fucking careless asshole POS..." murmured Johnny as he cleaned up the place.
by Mary Mary Quite The Contrarian September 20, 2019
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you've got a face like a careless beekeeper
by vinnny August 18, 2006
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when you go down on someone and they fart in your face (usually silently hence whisper) I suppose there could be a careless howler
when i was eating helen from behind she released a wicked careless whisper so i kicked her out of her own place. That's how we do.
by adambalder September 16, 2007
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When you tell your date that you have a secret to tell her, you say close your eyes... you then proceed to pull your pants down and your cheeks apart. Position your butthole 1-3 inches away from their nostrils and let an airy fart out. This is a careless whisper. RIP George Michael
I wasn’t sure if my careless whisper would scare her off, but after her pink eye cleared up she lifted the restraining order.
by The_hard_truth June 6, 2020
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When you're about to ejaculate, you go whisper in your partner's ear then jizz all over their face! Awesome!
I gave her a Careless Whisper...

(About to cum...)

"Ohhh let me whisper something in your ear...."

"O.K...."(all turned on)

Then before you put your mouth to her ear you jizz all over her face!

"Oh I'm sorry, Whamy...." lol
by haydiddy February 5, 2010
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