Conservative Office: If your workplace is more traditional, keep your outfit sleek and simple. Invest in a great-fitting dress in a classic silhouette and then change up the look with different layers--a blouse underneath or a cardigan or blazer on top. Wear a pair of heels that make you feel like a badass boss lady. My favorite piece of advice? Dress like the women a few positions above you. They need to see you as one of them.