I bought these booties recently and wanted to share that they are SUPER comfortable. They have what’s called “N5” technology which is a sort of orthotic insert. The 2” heel on these might not work for me for al-day but the overall comfort level is terrific. I think this brand is considered a “comfort” brand, and they tends toward more classic looks so might not be everyone’s cuppa but every pair of Naturalizer I’ve
owned have been super comfortable and lasts a long time, with nice leather.

I
love these booties and am looking at some Naturalizer tall boots too. I have low volume feet that are not too fussy, with narrow heels, and a wider ball-of-the-foot area. I also generally need a fair amount of padding in shoe soles to be comfortable.

The pic shows the boots with longer length pants and also slightly shorter ones where the strap and buckle are more visible. I got them in burgundy, but they also come in black and a darkish brown called "tan".