$58 / $48
On days when you feel like something beyond your basic blues, nothing looks cooler than a pair of black jeans with a clean cut shirt and finished with some dark shades. There's a relaxed refinement which make for a sharp alternative to your everyday trousers. Look for slim, straight-leg styles with little to no embellishments and a dark wash that will develop its own patina over time. From Simon Miller's resin-coated pair and a summer-weight twill style by Club Monaco to some easygoing Levi's with a touch of stretch, the choice is yours. Just make sure to wear them with neutral colored tops and shoes to tone down the Johnny Cash comparisons.