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Playing the world's saddest song on the world's smallest violin 

A sarcastic saying used when a person tells another person of something mildly unfortunate that has happened to them, sometimes exaggerated in order to gain sympathy. It implies that the person speaking of their misfortune expects someone to come in playing the saddest song in the world on the worlds smallest violin to correspond with the apparent tradgedy of the situation. Sometimes the person saying this will mime playing a small violin, or try and imitate the sound of a violin.
Jade: Hello, how are you?
Laurel: I just stepped in dog poop and my new shoes got ruined and my feet smell like dog poop, and-
Jade: -Shh... hear that? i'm playing the world's saddest song on the world's smallest violin (mimes playing small violin)

the saddest thing 

The saddest thing is a retarded man who is crying and promising a broken egg that it will still be a chicken some day.
Philippe Lie Bot, what is the saddest thing?
Lie Bot: The saddest thing is a retarded man who is crying and promising a broken egg that it will still be a chicken some day.
the saddest thing by clintiskeen February 27, 2014

SaddestAnimeDeath 

That moment when you cook the most delicious batch of Pizza Rolls and you go to take them out of the oven. You drop them all over the floor.
WOah!! That was the SaddestAnimeDeath I have ever seen since that time I lost my keys to a seagull.

The Saddest Burrito 

When an animal or person stretches in a log-like pose, with a mournful, pouty look. (A taco, chalupa, or chimichanga can be inserted to indicate a size variant.)
Dude was the saddest burrito when he realized that the only action he was going to see was Die Hard and Doritos.

saddest happy ending 

Jerking off during a Zoom meeting when you think your webcam is off.
That creepy writer is back on TV after jerking off during a Zoom meeting. It’s the saddest happy ending of all.

The Saddest Man Alive 

A math teacher whom never has sex with his attractive wife, and thus takes out his pitiful frustrations upon his students in the form of jackassness, stubbornness, and overall unfairness. Graduating from a mediocre college at best, this man replaces techinical terms with those such as "this guy" and "squiggly wiggly" then questions why not many of his students make 5's on the AP exam. He is the lowest in society's food chain and should be publicly curbed.
Today Mr. Fown was a huge jackass, man he is so damn tall, like some kind of freak, and he never wears anything but pants, even in the dead of the summer, what does he have to hide? I bet he never has sex with his wife...the jackass, hey you want to go take a dumb in his car? ok let's go.