I almost never tuck a shirt in when I wear pants, unless it is a dressier shirt, slacks and tie. When I am in a kilt though, I always tuck my shirt in, utility kilt or otherwise. I just think it looks better. You get to show off your kilt belt and buckle, which I always wear with a kilt, and Spartan if you have one. For me, it just doesn't look good with an untucked shirt. I do think some people get way to hung up about what may be right or wrong with a kilt, after all, the whole idea of a kilt is freedom.
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