There\u2019s very little satisfaction in buying a piece of clothing that you wear once and then find yourself stumped when you try to figure out other ways to style it. It ends up tucked away in a drawer or closet, forgotten and replaced with pieces that are much easier to wear. The three dresses below are strong examples of the latter. With classic silhouettes and neutral colors, these styles aren\u2019t just sleek and simplistic\u2014they\u2019re also the perfect first step to creating endless winter outfits. Day to night, work to weekend (and even weddings!), all it takes is a bit of creative zhuzhing to transform each dress to fit whatever occasion you need. Below, take a closer look at two different outfit ideas\u2014one casual for day, and one more dressed-up for night\u2014based around three of our favorite dresses. Trust us: You\u2019ll want these within arm\u2019s reach at all times. 1. The Sheath Dress Day A simple sheath dress is perhaps the easiest go-to work look. And with the addition of a few thoughtful details\u2014a printed flat, a textured bag, or a subtle hair accessory\u2014it instantly feels much more exciting than your typical office-style fare. Night Since a sheath silhouette is pretty traditional, use playful pieces to dress it up for a night out. A killer pump, chain link belt, and a small dose of feathers should do the trick. 2. The Printed Dress Day A sleek, flat boot and denim jacket keep this look casual and comfortable. It\u2019s ideal for a daytime date, brunch plans, or weekend museum hopping. Night Lean into heavy metal details to take this dress from Saturday afternoon strolls in your favorite neighborhood to Saturday night sets at your favorite local music venue. Choose footwear with a sturdier heel in case dancing is on the agenda. 3. The A-Line Dress Day Dress down a classic A-line LBD with polished and chunky Dr. Martens loafers. Add a hands-free crossbody bag and sweet details such as a ruffled sock and colorful, stackable jewelry. Night A touch of luxe texture\u2014crystals! fringe! metallics!\u2014make this a simple black dress ready for any cocktail-attire affair.