Sea Obi Tie Jumpsuit
I prefer pants over a dress — and I get way more compliments on my jumpsuits, anyway. A one-shoulder design with a flashy bow, like this Sea Obi Tie Jumpsuit ($435), is one that looks just as cool with Converse as it does with pumps and a clutch for a night out. Versatility is key. And if you want to stand out in New York, wear red every once in awhile instead of black.