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Oldest Word on UD 

The oldest written definition I found on the Urban Dictionary was written by a user named, Yebeka, on December 19, 1999, titled "mah". A word disambiguated from "my".

A way "mah" would be used in a sentence is as follows:

Don't touch mah truck.

If you've also been looking for the oldest definition, I suggest you check out their definitions. Most were written in 1999 despite the oldest thought definition to be "the man" written in 2003
The oldest word on UD is "mah" written by Yebeka in December of 1999
Oldest Word on UD by mfomari March 27, 2025

Swear word 

Fucking hell, is that a swear word? You’re fucking kidding me, that’s bullfuckingshit!
Swear word by tr00p March 28, 2025
A fake slur that has no actual meaning behind it.
"You messed up my base. you fucking o-word!"
O-Word by dummyloaf April 10, 2025

Verbum Word 

A word that isn’t in the dictionary, but still used on a day to day basis in regular conversation.
Lets ban verbum words!!!
Verbum Word by Blank_1 April 13, 2025

The Word "Croatianu" Feels Like You Have To The Word 

The Word "Croatianu" Feels Like You Have To The Word
The Word "Croatianu" Feels Like You Have To The Word
Originally a way to the slur retard. Now used interchangeably with republican
Jim is such a R-word. He thinks ignoring The Supreme Courts orders isn't an impeachable offense
R-Word by Ten-Times-Ten April 15, 2025