Back in the day when your new kilt was delivered by your tailor to your home, you would discover upon opening the box that he had included a pair of "short trews". These were a bit more snug fitting than traditional boxers-- more like boxer briefs-- and were made from cotton, silk, or superfine saxony wool (which is softer than the worsted of a kilt and, in lighter weights, is rather like flannel). Some were tartan, but most were a dark, navy blue. They either had a fitted waist band that buttoned closed, or a drawstring, and a multiple button fly.
If you can't afford to have a special run of tartan done for your bespoke boxers, you might consider having a local machine embroidery shop scan in your clan crest and have that embroidered on the left leg of your "store bought" small clothes, instead!
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