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1. Ishcabibble
The Jewish people that come from New York during the winter season. They wear the fedoras and the curly side burns.
Did you see the Ishcabibble that walked into the store today?

Your hats probley belongs to an iscabibble
2. Spencer
a gay dude who wears fedoras, weird glasses, and outfits. and thinks he's cool for wearing them but he just lookes like a loser. he also likes to send picture messages to people about his outfits. and no one cares and thinks theyre ugly
hes a spencer for wearing that fedora
3. Sweaty Beaver
Although you may believe that this refers to something sexual, it does not. It refers to the large number of sweaty, short boys who don't shower and wear greasy fedoras and congregate in drama classrooms.
Eww...Look at that Sweaty Beaver over there. Oh, wait. That's just Duncan.
4. retrosexual
Two meanings:

(a) A man who is comfortable with or embraces typical working-class dress, usually work clothes, that have changed very little over the years.

(b) A man, usually a young man, who enjoys dressing up but in the outmoded 'square' fashions of the Fifties and early Sixties.

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(a) Tom dresses like a bear but he's not gay. In that flannel shirt, work jeans and lace-up boots, he's classically retrosexual.

(b) Jeff loves to scout out fedoras, slim ties and Ivy-League cut suits. The more he looks like Frank Sinatra in the late Fifties or a character from TV's MAD MEN in the early Sixties, he is really pushing the retrosexual button.

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5. pimped out
Having excessive embellishments or ornaments, particularly of the flashy kind, ie feathers in fedoras, black canes with silver handles, multicolored mis-matched shoes, and colorful crushed velvet suits. Preferably worn simultaneously.
By the amount of bling-bling he was flashing, we knew he was pimped out.
by Fa Sho Oct 6, 2003 add a video
6. sweetheart
A youth subculture that is emerging from Denver, Colorado. Members of the sweetheart movement, sweethearts are kids who have realized how empty and fake the adult world is. They seek to escape the harshness of phony adult life by focusing on elements of childhood, and the simpler times of the past.

The movement can be seen following the tradition of other youth based subcultures such as emo and indie however rather than only being based on music sweetheartism includes art, literature, fashion, culture and philosophy.

Sweethearts understand the beauty and innocence of childhood, and emulate childhood by visiting playgrounds, playing board games, riding bikes, finger painting, reading children books, watching cartoons etc.

Sweethearts also have a reverence for the past and are drawn to vintage, antique and retro objects, music, books. Specifically from the nineteenth century, and early 1900’s-1930’s. Though this may sound conservative, sweethearts also tend to have a sense of utopian idealism and believe in progressivism and societal reform.

This philosophy is rooted in modernism, the belief that the world is inherently evil and cruel, and that you mind as well party it up while your here. Sweethearts differ from modernists in that they feels that somewhere in the world there is truth and beauty and ...
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by J. A. Ciminelli Jun 11, 2005 add a video
7. Lucchese Family
One of the five New York City-based mafia empires. Full of hard-hittin', pipe-swingin' guineas dressed in white suits with fedoras.
The Lucchese Family is still kicking, FBI crackdowns be damned.
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