In 2018, fashion is all about finding your happy place, but that can be hard to do when your wardrobe is a little lackluster – not because what you own doesn’t suit you anymore, but because you feel like you’ve already exhausted all the possible combinations.
A little less than a century ago, legendary fashion editor Diana Vreeland regularly issued challenges to her readers to try something new – to experiment with unknown sartorial possibilities – in a series called Why Don’t You…? The suggestions ran the gamut from remarks like, “Why don’t you… tie black tulle bows on your wrists?” to adorable impracticalities like, “Why don’t you… wear violet velvet mittens with everything?”
In the vein of Vreeland and in celebration of the year’s optimistic outlook on fashion, we’re asking, “Why don’t you take more risks?” If you’re wondering how stylish “It” girls get noticed by street-style photographers during Fashion Week, it’s because they embrace bold combinations, unusual accessories, and eye-catching palettes. For those lacking the necessary derring-do, the gallery below will give you the confidence that you need to be a (proud) fashion rule-breaker.
Why don’t you… try an adorable twee gingham dress with a sensual pair of thigh-high boots?
Why don’t you… try pairing polished, ladylike elements with edgy on-trend accessories?
Why don’t you… try mixing athleisure track pants with a neon raver jacket?
Why don’t you… try something loose and boho with something restrictive and leather?
Why don’t you… try mixing textures like leather, suede, shearling, and metal?
Why don’t you… try a monochrome look in a bright color instead of a neutral?
Why don’t you… try bohemian classics with cropped leather trousers?
Why don’t you… try wearing your belt bag outside of your outerwear?
Why don’t you… try combining something really romantic with pinstriped menswear?
Why don’t you… mix something neutral with something ultra-glitzy?
Why don’t you… try finishing a feminine ensemble with a sporty hoodie?