Quote Originally Posted by Jewddha
I think it depends on the rise of a kilt (contemporary "hip-hugger" or traditional high waist), and also the kind of shirt. T-shirts, soccer, rugby, football jerseys with a low-waist I think would look odd tucked in (well, depending on the length of the t-shirt, but the others). A dress shirt (unless layered over another shirt) generally always looks a little off unless tucked in, especially with a kilt, because if it's cut long enough, it could start to cover up the pleating, which (to my eye) detracts from the style and impact of the kilt.

Just my few cents.
Yep, I tuck in dress shirts as it looks cleaner and the whole point of a dress shirt is to look "dressy". However, if I am around the house, walking, hiking, camping or working in a kilt I untuck a normal t-shirt, I think it looks better and I can move around more without the shirt holding me down, in the end it just comes untucked any way...if i wear an undershirt, i tuck that in and I leave the top shirt out