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but what if that sirloin comes exclusively with an awesome sauce? lol
Yeah, it's really hard to justify having to pay more for less comfortable tech IMO. If the Free soled Chukkas were priced lower, then I'd definitely consider buying them. But as you said, having experienced the Lunar soled version first, it'd be a disappointing experience to have a less comfortable shoe for a higher price.
It's like paying $10 more for a regular sirloin steak, when you've already had Kobe beef.