Example:
Friend 1: Dude, what's up with mike? He's just laying on his bed blankly staring at the ceiling.

Friend 2: Looks like a bad case of Careless. If you don't bother him he'll be up and active in a few minutes.

Friend 1: Alright I guess...

Mike: ............................Fuck...................this............

Example:
Person 1: Dude, the FBI Director just said that Hillary Clinton was extremely careless in handling highly classified information. But I guess they're not recommending any charges be made.

Person 2: Extremely careless - doesn't that basically mean she was grossly negligent? I thought that gross negligence in transmitting classified information is prosecutable under the Espionage Act. Sounds like she should be considered a criminal.

Person 1: Nah bro, that just means she's considered presidential material.

Example:
Jamie meets a girl with a Purple dress at an elevator, he smiles and walks away. Later Jamie decides to look up the name of the girl and sends her an email which reads. "Sorry for staring at you earlier. It's just Purple is my favorite colour. Let me know when you decide to get the lift again and I will stare some more." - This could be seen by some as being an unwelcome email and a prime example where "Careless talk"was used.

Example:
I was expecting to drop a log cabin, not get bludgeoned by a careless lumberjack.

Example:
Its his own fault he was arrested, he shouldnt be such a careless wrister! fancy having a wank in such a prolific area!!

Example:
"We were scared when I finished and realized that I didn't wear a condom, but she put me at ease with her Careless Whisper."

Example:
If you dare to listen to this song have a box of kleenex near by.

Example:
You're being careless grandma, you might as well not even do it at all!

Example:
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.