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I kinda do the same thing. Not a percentage amount but dollar amount. Sometimes it works, sometimes it doesn't...varies between sellers and what is being sold.
Most shoes I do usually purchase like $10-20 below their asking price. Sometimes don't want to miss out.
Yeah, very rarely am I jonesing for a pair so bad that I'll break my system. I figure if I can't get your pair for $xxx - 20%+, someone else will be willing to make the deal in the future. Then again, I'm also someone who doesn't mind looking for VNDS options, too. Figure I'm gonna wear 'em anyway, so what's it matter if some dude wore 'em once "for the 'Gram" if it means I save $100+ off DS price?