By way of answer, I can just tell you what I do.

If I'm wearing a "better quality" tartan kilt...as in wool and 6 yards+, I tend to put on "real" Kilt sox even if I'm just going to work or knocking around town that day. If I'm going to a "Scottish Function" where I expect to stay reasonably clean, and I'm wearing this kilt, then I'll wear "real" kilt sox.

If I'm wearing a polyester-viscose kilt or a wool/polyester blend kilt for some sort of athletic endeavor in a Scottish setting like throwing at the Games, then I'll use something like those acrylic soccer sox, or inexpensive wool blend kilt sox, which happen to be white. They're pulled up and usually worn with flashes.

If I'm wearing a polyester-viscose kilt or a wool/polyester blend kilt at work or around town, then I usually wear the acrylic sox, or the inexpensive wool kilt socks, scrunched down with black "combat" boots, which are really boots made for service guys like UPS delivery guys...stuff like that.

If I'm wearing a cotton/poly contemporary kilt (not tartan, so roughly analogous to your R kilt) for something "rough and outdoorsy" like backpacking, then I wear footwear appropriate for what I'm doing, and I wear sox to match, and hang what anybody thinks I "ought" to be wearing or what I look like. If I wear the same cotton/poly kilt to work or around town, I usually strap them on with black combat-type boots and scrunched-down acrylic soccer sox or maybe the wool hiking socks.