My first kilt was a Sport Kilt in Black Watch. Measured according to my understanding of their directions. Got it in and it was unusably too wide. Had it tailored down. Once it was tailored so I could wear it at the right height, it ended up being somewhere in the range of about 2" to 2.5" too short. Wore it for a little bit to get a feel for how I needed my next one made.

Ordered another Sport Kilt, one size smaller in width and longer. Length was perfect, width was decent but they didn't use enough material for my hip width, so it distorts the tartan quite badly to wear it. That one's rather a shame, because the St. Patrick's tartan is one of my favorites, and I wish I could get it in P/V. I love both the color mix and the origins - most likely designed for American pipe bands so they could play Scottish instruments to celebrate an Irish holiday. As an American of mixed descent, I find that very fun.

I think the biggest problem for me getting into the world of kilts was figuring out how to measure for them, particularly where your anatomical waist is. As a guy, you don't really encounter clothing which sits at your anatomical waist, so it's easy to measure in the wrong place and mess up both the waist and length measurements. Hip measurement was fairly easy, and although I didn't get that perfect at first, either, it was at least very close to correct. But where to wear a kilt is something that's absolutely obvious once you wear one but despite reading and looking at pictures, it's something that's hard to get a good feel for without any experience. And all the measuring instructions in the world can't help you if you think you'll be wearing it at a different height and base all your measurements on that misconception.