If you have relatively high arches then keep away from close lace-up Oxfords...and gear towards a Monkstrap, Open lace Derby and Open lace boots. Do you know the difference between these shoe types and how they fit? If you went out and bought a pair of Vass in the U last size 40 - of the following style: 1) Monkstrap 2) Oxford Close lace budapest 3) Derby open lace budapest The fitting will not necessarily be the same. You will find the Oxford budapest fitting more snug than the other 2. The Monkstrap will be more comfortable because it's opening will stretch down to the upper vamp section. My best advice is go for the 40 - you're better off getting a pair that's comfortable and if it loosen up just fit a gel pad insole. Any size smaller you run the risk of doing long term damage to your feet & pocket. IMHO.