If I remember rightly, there were experiments in WWII on the feasibility of castering mainwheels - I believe up to a C-47 (but have no refernces).
This seems (to a
very old tail-dragger who has long and bitter memories of crosswinds) to be the obvious solution to an enduring problem.
Moonshine ? Not so, see:
VIDEO: This is How A B-52H Lands in a Crosswind And Stays Completely Sideways While Deploying A Parachute and Slowing Down On The Runway - Skilled Pilots - Aviation Blog and Community
Danny42C.
