Given that you want to a) that can primarily be worn with jeans, and b) can be worn with suits, my choices from AE's dress line that have leather soles and are lace-ups/monkstraps, in order of preference, would be: 1) Bradley in shell cordovan ($415.00) 2-tie) Seneca in dark brown ($295.00) or Hancock in brown antibes 4) Hillcrest/Concord in brown or merlot 6) Seneca/Hancock/Hillcrest/Concord in black or chili (not all combinations available) Stay away from chestnut if you're wearing a laceup with jeans. Now, if you don't care about "it must be a leather sole thing with suit" or "it must lace up with a suit" thing, your options increase. With a rubber sole, the Ashland, Stockbridge or Kennett in brown would be an option. Even the Bergland could work. With loafers, you can either get a burgundy or brown loafer, either in a tassel or penny loafer format (Randolph, Glasgow, Grayson, etc). Personally, I'll stick with the brown laceup.