4 Cute First Date Ensembles to Meet a Guy Who’s Wearing a T-shirt and Sneakers

Let your date, a guy wearing a t-shirt and sneakers, know that you’re “just one of the boys” with this graphic print shirt dress and leather boot look. This look is just “masculine” enough to make him feel like you’re “totally relatable” but “girly” enough that he won’t feel threatened. The muted color scheme will inform your date, a guy who isn’t forced by societal norms to have to think about the story his outfit is telling, that you are a city girl who loves to take the subway.