My first Kangol hat was a 507 Tropic (XL, navy blue), which I think is very sleek on my round head. The Tropic doesn't hang over the side of my head and look silly. However, the 507 Wool version (XL, storm) did. The 507 Wool is built bigger all around it seems, as I could even fit a couple of fingers into the headband along with my head. Needless to say, I returned it! I intend to try a large in either the 507 Wool or 507 Seamless Wool, because the material is warm and comfortable and I am looking for a nice winter cap.