beau nash
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It depends a lot on how many times you would wear it. I tend to think of cost per wearing. That's why a fused suit might end up being more expensive than a canvassed suit, even though you pay more for it at the beginning. I have about a dozen pair of socks that I bought at the Neiman Marcus outlet for about $9 a pair. I wear them all the time and they are still in great shape. Compare that to several pair I bought at a vestment shop in Rome for about 10 euro. They had holes after two or three wearings and I never bought any more. I just can afford socks that cost me $3 per wearing. The same logic makes a sweater that pills, a suit that looks like peeling paint, shoes that lose their shape and crack, and anything in a color that is "in" this year too expensive for me.
That also means that two pair of AE black captoes, a midnight blue shawl collared tuxedo (vintage), a waxed cotton parka and a camelhair and wool overcoat--bought in 1993, 1994, 1996 and 1998 respectively, are some of the cheapest clothes that I own.
So, to answer the OP's question, I would spend extra money on something that was well made and a classic style as opposed to something that would wear out or go out of fashion quickly. If it's something that you really want right now but probably wouldn't want to keep forever, I would buy it on the cheap.
That also means that two pair of AE black captoes, a midnight blue shawl collared tuxedo (vintage), a waxed cotton parka and a camelhair and wool overcoat--bought in 1993, 1994, 1996 and 1998 respectively, are some of the cheapest clothes that I own.
So, to answer the OP's question, I would spend extra money on something that was well made and a classic style as opposed to something that would wear out or go out of fashion quickly. If it's something that you really want right now but probably wouldn't want to keep forever, I would buy it on the cheap.