Well, I found out puddle boots were meant to be worn over regular shoes, not for showing off socks.
I wore my new boots around to try them out & because it was a warmer, wet, day. I discovered there’s an odd fold on the tongues of the boots that rubs. :/ I wore a commercial sock–squishy, but not thick, per se. So I have a better idea of what I’m looking for: thick, tall socks (mid-calf at least).
Recommendations for yarns & patterns welcome!