Where is the line drawn on fashion?

Hello wise folks of Reddit, I seek your wisdom to resolve a dispute between a friend and I.

We're arguing on where the line is drawn on fashion and straight up craziness.

One of us argues that the following two products (Golden Goose "Worn" trainers & Balenciaga Destroyed Jeans) fall in the same category of Straight Up Craziness. The other argues that the "Worn" look of Golden Goose trainers falls under fashionable.

Trainers in question ($600): https://www.goldengoose.com/ww/en/v-star-sneakers-in-glossy-white-leather-with-silver-metallic-leather-star-cod-GWF00397.F003416.11245.html

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Jeans in question ($2450): https://www.balenciaga.com/en-us/super-destroyed-baggy-pants-black-745248TBP471363.html

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Please let us know in the comments below, is it Straight Up Craziness or Fashionable, and where do you think the line is drawn??