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When something happens that is peak or unlucky so you say "sad times" to acknowledge this.
David: "I just dropped my pizza on the floor"
Fred: "sad times, man"
something that is very deep or depressing
christianna: "I forgot to watch the new miraculous episode"
samah: "sad times"
sad times by magicalskies24 September 18, 2019

Sad times at the El Royale 

When something happens that is mildly upsetting or annoying, and so times are sad at the El Royale hotel
"Hey man how you been?"
"Not great, the wife left and she took the kids"
"Sad times at the El Royale"
"Fuck you, this is serious"

Sadtimistic 

George has been whining for days about how he's so certain his girlfriend will break-up with him. He's being such a sadtimistic douche.
Sadtimistic by christrolllll September 5, 2011