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i bought worn once breds for that much last week, 100% worth it imo, no idea what you mean by "serious" lolIf I was in your position, I wouldn't spend 300 bucks on used sneakers. That's gross and this sneaker thing isn't that serious dude.
but i also just got black toes for $300 DS in 8.5, no way i would pay over $240 for a used pair, especially with creases and dirt c'mon now. buy the second pair but talk him down.