Jeans and a T-shirt: When the most casual of outfits is perfectly acceptable, you might as well go with it. Khakis, modest shorts, day dresses and skirts Anything cotton or linen: In the summertime especially, it’s more pleasant to wear breathable fabrics, and these can easily be dressed up or down. Basically, you want to dress like any of the characters on your favorite sitcom routinely do: in comfortable clothing that is neither ostentatious nor schlubby. Anything clearly ripped or stained: It’s a matter of self-respect more than anything, but it also shows respect for your host and fellow guests when you dress in clean clothes. Intentional distressing on denim is fine.
Uncomfortable clothing: This is always a don’t, but there’s no reason to dress outside your comfort zone when the dress code is casual. The idea is to come as you are. Dress: A shirt dress or a sweater dress can appear refined and relaxed at once. Blouse or button-down shirt: You can’t go wrong with a crisp, classic top. Add a blazer to dress the look up a notch or two. Dark denim: Unfaded indigo or black jeans can make an outfit feel instantly more evening-appropriate. “Going-out top”: These shirts – often constructed from synthetic materials and sometimes bought cheaply from fast-fashion stores – are meant to make a casual look a little more club-ready. Ultimately, a going-out top is anything that makes you feel good.
Jumpsuit: It’s a stylish one-piece alternative to the dress that can be scaled for elegance. Boiler suits in particular are very trendy this year. Don'ts Sneakers: unless they are very clean and not the type you would wear to the gym Shorts: just don't. Where Dressy Casual is Appropriate A first date Most nights out with friends (unless the dress code is explicit). Related Guide How to Take Care of Your Clothes Buying clothes built to last is one thing — but there's a lot you can do to make them endure.
Dos If business casual: khakis or dark dress pants; a button-down shirt; sport coat or blazer; tie optional. If business formal: dark suit, dress shirt and dress shoes; silk tie; sheath dress; pencil skirt. Think Kerry Washington on “Scandal,” or any of the esteemed actors on USA Network’s “Suits.” Clothing that distracts. Our fashion critic Vanessa Friedman says that “clothes should not be the focus of attention,” which means “they should not be what colleagues or friends remember after a meeting.” Anything that makes you wonder, “Is this a bad idea?” If you’re thinking it before you leave the house, your thoughts will only get louder throughout the day.
Dos Dress: You’ll want to wear a dress that is made of a refined fabric (like silk, lace or taffeta) and cuts around the knee. It should be much more formal than a sundress, but less formal than a ballgown. Most department stores and online retailers have sections devoted to party dresses, and any of those should do. Suit: Most people wear dark suits to occasions with this dress code, but if the event is a daytime party, a light suit (beige, gray) is totally fine. Dressy separates: If you wear a very snazzy top (think sequins or silk), you can probably get away with dress pants (say, velvet) or a skirt on the bottom.
Sequins PantsJumpsuit: Everyone wears dresses. Why not do wear something that makes a statement? Dress shoes, pumps When in doubt, wear black. When Cocktail/Semi Formal is Appropriate Some weddings Evening fundraisers Proms and other formal school events Dressing up, even once in a while, can easily become expensive. Anyone who is familiar with the marathon of weddings that begins in one’s 20s and never really ends knows that dressing up can feel like an expensive chore. You can’t really help it that you’re popular or that your friends are in love, but preparing for these celebrations and gatherings doesn’t have to break the bank.
Shop smart: Knowing where to buy occasion wear is half the battle, and not everyone’s recommendations will fit your idea of what’s affordable. The easiest and least expensive option is to browse what online retailers like Lulus and Asos have to offer. There are also fairly affordable sustainable brands like Reformation whose garments may incur a smaller carbon footprint. Second-hand and consignment stores can also have gems from high-quality labels. If you can’t find any such stores locally, the RealReal and thredUP resell clothes from luxury and midpriced brands.
Rewear your look: It can be costly to buy a new outfit for every occasion on your social calendar. If you purchase pieces that are basic enough (the simple black cocktail dress, for example) you can wear them over and over again. Tiffany Haddish has done it on the red carpet, and we all stand to learn from her eco- and budget-friendly example
