I had a pair of HS Trask Trophy Oxfords that were my favorite pair of shoes, both for style and comfort, however they proved a failure in the longevity department - they wore out after a year, and by that time, HS Trask had discontinued that model, and I wasn't impressed with the replacement. I would have happily bought a new pair a year.

I eventually replaced them with Doc Marten Javan Kurts, which are larger, about as comfortable, and hopefully a bit more durable.