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4.
A kind of fashion style popularised largely in the teen demographic.

The style is based around the idea that some people look effortlessly good, in such a way that, not combing or interferring with their hair will still result in it being an attractive hit with anyone who'll see it.

Key accessiories that are associated with hobo-chic are fingerless gloves, any hobo-chic practisioner should have these on their person at all times and are pivotal to the look.

Hobo-chic is completely adverse to the hobo look characterised by a mizzle in which they will try to look their best, whilst still failing to look any better than a hobo.
A hobo-chic advocate won't try to look good, but will still pull it off.
'Oh I say! Rose, look at that hobo-chic kid, I'd take him to my cardboard box at the drop of a penny!'
by Rosalyn Carter March 30, 2008
3 1
 
1.
Looking like a bum. Synonymous to dressing in 'boho chic,' made popular by Sienna Miller.
woman 1: "did you see that hobo chic bum in the alley?"
woman 2: "you mean Sienna Miller?"
by TheBehotch June 24, 2006
50 20
 
2.
A kind of fashion style popularised largely in the teen demographic.

The style is based around the idea that some people look effortlessly good, in such a way that, not combing or interferring with their hair will still result in it being an attractive hit with anyone who'll see it.

Key accessiories that are associated with hobo-chic are fingerless gloves, any hobo-chic practisioner should have these on their person at all times and are pivotal to the look.

Hobo-chic is completely adverse to the hobo look characterised by a mizzle in which they will try to look their best, whilst still failing to look any better than a hobo.
A hobo-chic advocate won't try to look good, but will still pull it off.
'Oh I say! Rose, look at that hobo-chic kid, I'd take him to my cardboard box at the drop of a penny!'
by Rosalyn Carter March 29, 2008
36 12
 
3.
A style that incorporates your old clothes that still look good, but are falling apart with newer fashions. So you look chic, but kind of hoboish because you've had the clothes for too long.
Katie showed up in a chic ensemble: cute shirt-dress, a cultured pearl necklace with matching hair pins and great shoes. However her outfit was deemed "hobo chic" on account of her pin stripe pants she's had since she was fourteen, with the staples holding the seams.
by katiephenom December 17, 2009
20 12
 
5.
the clothing style of a rich art student who dresses in deplorable attire in order to subscribe to a disgustingly pathetic trend of retardation. expect to see dirty white headbands, 80s running shorts and thrift store shirts with pictures of wolfs howling at the moon on the front.
"that hobo chic art fag got robbed and beaten in the ally the other day it was glorious"
by kanklesore October 01, 2006
30 63