I had the old Simms Guide waders with the fitted stockingfoot booty for many years. Best wader I ever had. The fitted booty really hugged the curves on my foot and greatly reduced any excess material in my boot. However, they were a bear to take off.

I thought this was typical of stockingfoot waders until I bought a pair of Orvis Silver Sonics. They have a much baggier bootie which bothered me when I first stuffed them into wading boots. But when I take them off, my feet slide right out. The difference is amazing.

So there's a definite trade off. Fitted feel great in the boot, baggier are way easier to take off.