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Stock up on blazers, skinny or straight-leg jeans, chino shorts, cardigans, crew-neck sweaters, button-downs, polos, t-shirts, and tank tops. Stripes add flavor to an otherwise solid-color outfit. Small polka dots are okay as well, in moderation.
Layer! Wear button-downs under sweaters or blazers and cuff the sleeves. Put a blazer or cardigan over a t-shirt or tank-top. Experiment with layering and see what works for you.
Belts can come in handy when tying an outfit together. Make sure to own at least one brown and one black leather (or faux leather) belt.
Wear sports bras on a regular basis, unless you prefer regular bras or a regular bra is absolutely necessary. Sports bras are comfortable and make your chest appear a little smaller.
Acquire some boat shoes, loafers, canvas shoes, and dark-colored or tan flip-flops.
Find a nice watch that you can wear every day. Also, invest in a good pair of sunglasses (Ray Bans, aviators, etc.).
Don't be afraid to wear some funky socks. They can be easily hidden from sight, or you can roll up your pant legs to show them off.
Purchase a messenger bag or purse to carry things around when needed, but don't have it with you all the time. Buy a wallet which you can slip into your back pocket when you leave your bag behind.
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