Monthly holiday;

The celebration that occurs the first Wednesday of every month in which girls and women of all ages celebrate femininity and not wearing pants by wearing a dress, usually a cute sundress of sorts. This holiday originated in Tampa, and still mostly only exists there, but its originators hope for it to spread to the world, so play along, it's fun (:
Girl to Friend:"Hey, what's with everyone wearing dresses today?"
Friend:"Duhhh, it's Dress Day! How did you not get the memo?"

OR

Lonely Girl:"I lost all of my friends because I was too much of a loser to participate in Dress Day even though dresses are extremely comfortable and adorable! Sad all over."
by UDallday May 06, 2009
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On November 20th, it’s dress like danna day. Put 10 pounds of gel, put your hair on a ponytail , wear shorts and be built like a roblox character . And spray tan!
Is that danna?
No it’s her look alike dress like danna day
by Destinyyyyyyyyyyyyyy November 19, 2019
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On the December 18th of every year, Alentina’s friends must dress like her.

Clothes required: a black beanie, black sweat shirt or hoodie, black or darker gray pants.
by Koki poki December 18, 2020
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when you wake up the first and play your favorite pop smoke song, wear some J’s and be da little brown villain u are
it’s national dress like Delaena day dude we ain’t fuckin wit dat youngboy
by Dontgetsalty January 13, 2021
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