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What is a word for funny, yet soul crushing?

What is a word for funny, yet soul crushing?
His name is Robert Downey Jr.
His name is Robert Downey Jr.
How to use a phone box.
How to use a phone box.
Just filling in…
Just filling in…
A real-life MacGyver.
A real-life MacGyver.
We Can’t Stop – Vintage 1950’s remake.
We Can’t Stop – Vintage 1950’s remake.
I’m a kitty!
I’m a kitty!
If I had superpowers.
If I had superpowers.
How to karate.
How to karate.
Not quite Taylor Swift.
Not quite Taylor Swift.
A life outside the internet…
A life outside the internet…
You were gone for forever…
You were gone for forever…
A message from The Doctor.
A message from The Doctor.
Romeo and Juliet (2013)
Romeo and Juliet (2013)
Right in the feels.
Right in the feels.
Bad Men.
Bad Men.
I+don%26%238217%3Bt+think+the+children+are+enjoying+themselves%2C+Greta%26%238230%3B
I don’t think the children are enjoying themselves, Greta…
%2Arings+dinner+bell%2A
*rings dinner bell*
And+that%26%238217%3Bs+the+secret+sauce+of+life.
And that’s the secret sauce of life.
I+could+watch+this%2C+Christmas+2020.
I could watch this, Christmas 2020.
Join the conversation
The+eleventy+ones.
The eleventy ones.
%C3%B0%C5%B8%C2%90%E2%80%A6%C3%B0%C5%B8%C2%90%E2%80%A2+gatos+be+gaiting.
🐅🐕 gatos be gaiting.
You+weren%26%238217%3Bt+supposed+to+do+that%21
You weren’t supposed to do that!
Have+a+nice+day.
Have a nice day.
A+Roman+Aqueduct%2C+Patara%2C+Turkey
A Roman Aqueduct, Patara, Turkey
Let%26%238217%3Bs+get+it%2C+boys%21
Let’s get it, boys!
Snooooooooooooop
Snooooooooooooop
So+long+and+thanks+for+all+the+fish%26%238230%3B
So long and thanks for all the fish…