Denim jackets are some of the most versatile items in the world of fashion. Not only do they flatter nearly every body type, but. How to wear a denim jacket in the summer. While denim works wonderfully all year long, it can be more of a challenge as the weather warms up. Look for a lightweight denim. Try wearing strappy heels or add a sleek clutch as an accessory. Adding one or two dressy pieces to a denim look can instantly transform it from a day to night outfit. For the spring outfits, the best ways to wear a denim jacket is to top them over floral dresses or a jumpsuit and pair it with either flats or strappy sandals. Wear with pleated skirt. I could, but i wouldn’t as i find them decidedly unattractive on males over 25.