Not an official endorsement, but close

I promise I'm not being compensated for this, it's out of pure love for the styles, price points and quality of shoes from To Boot New York. Designer Adam Derrick has been in the business for over two decades, according to information on the website. The shoes are all made in Italy of what the company calls the finest leather. Handsewn and handsome many of the styles are at home with jeans just as much as suits. The leather soles are sewn on rather than glued. The styles are clean and sleek. The cuts range from classic to contemporary (a tad elongated).

Take a look at these brilliant double monkstraps, which can be paired with suits in shades of blue and grey to begin with. Try them with a nondescript jean to dress up up the casual pant. While this particular model comes with a nearly $400 price tag don't be alarmed. For a fraction of the, outlet stores like Off 5th and Neiman Marcus Last Call carry many styles of To Boot shoes. I recently bought a third pair of shoes from the company, a sleek plain black oxford with wingtip stitching details, at a significant markdown on Off 5th. Styles from previous seasons are still nice even when the new ones come out. Why not get them on sale if you can wait.