clothing in the Potterverse

[zesca]

No: HPFGUIDX 90065

I've always wondered how Harry acquired his muggle clothes. 

When living with the Dursley's his wardrobe choices were confined to 
Dudley's cast-offs.
In Diagon Alley he is fitted for robes at Mme Malkin's (no mention of casual 
wear). 
Hogsmeade trips have never, to my knowledge included a 
stop at wizard equivalent of Brooks Brothers. 
I don't see Petunia taking him back-to-school shopping over the summer; 
she's more prone to instigating clothing humiliation by dying Dudley's old 
clothes grey in some stinking solution. 

In the movie abomination/contamination of book 1 we see Harry on the 
Hogwarts Express with ripped khakies several sizes too big. When watching 
H fight Quirrelmort I remember thinking: no, not the red cableknit...where did 
he get that anyway? Then I began pondering the significance of the color red 
in the alchemical healing process...rubeus potter, etc, etc.

Do we ever see Harry acquiring normal under-the-robe wear?

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Have you ever wondered why it's so difficult for adult wizards to understand 
muggle fashion? it seems like their kids seem relatively down with the 
lifestyle.