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simptober 

aka simptember. a highly celebrated month of simping towards one's crush or love often celebrated in September. This time is often celebrated with generous donations and dm sliding. Members of the daddy gang gain superpowers
Kelly made $50 in tips thanks to her Simptober show on OnlyFans.

"You see the way Monica's dad keeps looking at me, he is totally observing simptober!"
simptober by theSimpLorde September 3, 2020
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Simptember 

Simptember is an annual month-long observance month in September designed to appreciate simps for protecting women and honor them for continuing their hard work despite all the bullying.
There are plenty of events planned in observance of Simptember this year.
Simptember by simp2020 July 26, 2020

SeptOber 

When you work for a small library wholesaler, and no one knows what to call the cusp catalog, so you come up with some random nonsense. Your coworkers then start searching for SeptOber on the interwebs, trying to vet its innocence and or lack thereof.
SeptOber? We have to call the catalog SeptOber? Will there be a - or a / ???
SeptOber by LjWayfarer August 4, 2023

stoptober 

a month in the year (october) in which something is given up, eg. drinking alcohol, smoking etc.
- want a drink?
no thanks, can't. doing stoptober.

Simptember 

Ss is when you simp for anybody like anime characters or even people(but respectfully)
“Hey did you know it’s simptember”
What’s that?”
“It’s when you simp over anime characters or people !”
Simptember by エッィオ September 24, 2020

No Simptember

No simping in the month September. If you do, God crowd it as a big sin and will send you to hell.

Septober 

The month when the beach bears no bikini clad women... let alone ppl and beer is drank mostly indoors for some reason now.
"Do u wanna go to the beach and meet some drunk girls?"

"Are you kidding? I'm not gonna hit on you you fucking girl"

"Oh yeah it's Septober now!"
Septober by CP187 December 7, 2006