Hey Crested-G I hear ya'.
My sister in-law had her niece and niece's husband staying at her house for 6 or so months. They had come out to the east coast from Oakland, Ca. to see if they wanted to move eaqst. While there they both had min wage jobs (My brother wouldn't let then stay unless they carried their weight) which is great.
Over the 4th of July holiday, my brother brought them up to our camp for a relaxing holiday. The first morning, I saw these (Not like what you described) funky sneakers on the husband of my sister in-laws niece and said, "Man those kicks are butt ugly." Well he looked at me, smiled, and said with pride, "These cost me almost $400-."
Well old JohnyMac being old JohnyMac I said, "I suspected you weren't the sharpest tool in the shed and now you just confirmed it." As I walked away, I could hear my wife and my brother roaring with laughter and could only imagine the look on the $400- sneaker guys face.
Later that day, I didn't see him wearing his sneakers he was sporting an old pair of my boots which my wife suggested he wear around camp. :-))
PS: Sorry for any spelling errors as the spell check function isn't woking.