I just got a sport kilt at the end of last year and a utility kilt last month, so . . . I'm a kilt newbie for sure.
I live in a VERY casual area - sandals/flip-flops are the norm and are acceptable in the finest of restaurants. I can't remember the last time I wore shoes & socks, let alone a tie. Before I got a kilt, I wore jeans & flannel shirts in the winter. In the warm months, nothing is best, but in town I wore shorts and a shirt (T or otherwise). Or just shorts on the fishing docks. I go barefoot everywhere.
So naturally, I wear my casual kilts barefoot. It just warmed up enough to wear short sleeves, and I wore a fishing shirt with the kilt yesterday. I will likely wear a t-shirt sometimes as well. Barefoot.
That said, I have just about finished choosing a "Pub Package" to order that will include a nicer kilt, hose, flashes, shirt, etc... and look forward to wearing it for those few times I would have worn slacks and a nice shirt or tie. It's going to feel very strange the first time I put on hose and shoes, though.
Who knows, maybe I'll ramp up my style after getting the kit.
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Mark A. Boyd
Keep-On-Learnin' ;)
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