A person who wears a cock-eyed ball cap with a perfectly flat bill perched askew on one's head.

A fad originally started by black "urban youth" which denoted prosperity (because new hats have unformed bills). Leaving the price tags and labels on was common as well, indicating that the wearer could afford a new hat. This falls under the social phenomena of "nigger rich".

Like most "street fashion", this style has largely been appropriated (or stolen) by privileged white hipsters who want to express solidarity with black urban youth, and indicate that they too are "hard" and "from the streets".
"A brutha can't even flat brim his hat without some white muthafucka always perpetratin' on his style."

"HA HA - that hipster riding his fixie just lost his flat brim when that truck passed him!"
by Leisure Class Hero November 30, 2009
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The flat brimmed baseball hat is said to have originated from Oakland and California.

"The first thing people did when buying a baseball hat in the 90's was bend the brim. Crack and drug dealers would wear glasses and a hat with a straight brim to throw off the stereotypical image" (of a backwards cap or bent baseball cap which was commonly worn in the 1990's)
"I wear these glasses so i can look like a square, but if you see me in a fight with a bear, don't help me nigga, help the bear"
The style generally moved to the gangster rap scene in the mid to late 90's to associate the rappers with drug dealers, wearing clothes straight off the rack (tags included) and being clean cut and fresh.

Post 2005 people without idea of origin wear the hat as the new style, rarely bending the brim in an "on field" cap style, this style is associated with post 1990 born, any social group from club goers to skaters.

Sources: Rapper, Slang inventor and style originator E-40 mentions in a documentary Blueprint of a self made Millionaire, where the style originated.
No gangster rap vidoes before 1994 featured a straight brim hat.
You looked like a nerd NOT having a Flat-Brimmed Hat and wearing glasses late 1980's early 90's.

You looked like you sold drugs wearing a Flat-Brimmed Hat hat mid 90's

You looked like a rapper late 90's fresh and clean cut possibly mating colours to your clothes and shoes.

You look like a try hard wearing a straight brim hat post 2005.
by Johnnythedestroyer March 05, 2012
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Although no-one knows the exact origin of the flat-brimmed hat style, a majority of speculation notes that african-americans living within lower-class suburbanite neighborhoods, or "ghettos", were the originators of the style.

Dually noted was its representation of struggle arising from poor living conditions within the lower-socioeconomic segment of society.

Unfortunetly, somewhere along the way, "Twats" or "Fake Ass Bitches" stole the iconic style, and began to showcase it throughout middle-class and upper-class societies. Notoriety for this type of "douchebaggery" was taken by most "wiggers", whom still to this day showcase this style amoung their "dirty-ass" peers.

In an ideal world, the flat-brimmed hat would be quashed, and represent a segment of history. However, this would only allow other blatent showcases of "douchebaggery" to take its space.
Look at that kid. I just want to punch him in the lips. Only a fake-ass bitch would wear a stupid flat-brimmed hat.

You are scum, because you wear a flat-brimmed hat.

What a fuckin d-bag.
by Timbur February 25, 2011
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This cap is new out of the box and worn fresh with stickers entact. It is worn by one who prentends to show the status of their wealth by taking care of their clothes, keeping their jeans and clothes spotless, and through the fact that they are young hipsters, not all African, however generally from either LA, Northern California, or Brooklyn.
Dude, you are totally Santa Cruz with your flat -brimmed cap for an 8 year old.
by USucka March 27, 2016
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Somewhere between a skittle thug and what you would find under flat brim. But most applicable when applied to downhill mountain bikers. They have an affinity for chilling at the trailhead bumping gansta rap and puffin' tuff and are physically incapable of getting their $5,000 bicycle up the hill so must coordinate with a cohort to shuttle themselves up and down the mountain with their two $30,000 pick up trucks. As you can see, this becomes a financially burdensome endeavor, especially when you take into account the 5 Monsters they consume per day.
You flat brimmed energy drinkers are douchebags!
by fuzzywuzzy242 November 12, 2010
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