Please don't get a boot with a "worn in look"---get a pair of boots and wear them yourself. The patina will be all yours. There are, I think, a lot of options within your price range. Alfred Sargent. Tricker's and Grenson both make a lot of casual boots. Meermin also makes a boot within your price range: https://www.meermin.es/articulo.php?idArt=4341 Maybe you'd like something with pebble grain, since that will look more casual?