Distressed jeans, jeans with holes, and jeans with a lighter wash are all ultra-casual and will NEVER go well with dress shoes. These days there are much more colors and washes of jeans than just black and denim.
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Oxford shoes are great dress shoes but they are on the more formal end of the spectrum and will therefore not work with jeans. A better style to go with is the Blucher, Loafer or the Derby dress shoe style. Chelsea boots have a solid pedigree and date back to the Victorian era [the mids]. These boots come in both plain and suede leather. Both are business-appropriate men’s shoes to wear with jeans. Chelsea boots are higher than Chukkas and Desert boots – which we’ll get to in a bit. Oxford shoes are great dress shoes but they are on the more formal end of the spectrum and will therefore not work with jeans. Real Men Real Style. A better style to go with is the Blucher, Loafer or the Derby dress shoe style. The shape, construction and vamp placement of these shoes lend a more casual vibe than compared to Oxfords.