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

Keep things simple like your date, with this chic spruce green cocktail dress from Madewell. Give off an easy-going vibe by pairing this cute cocktail dress with minimal heels. You’ll look like you didn’t put much thought into your outfit at all, just like your date, a guy who is wearing a t-shirt and sneakers. Above all else, it’s important to have fun and be yourself and not let the weight of unequal gender expectations weigh on you! Whatever you decide to wear, make sure you’re as comfortable and confident as your date, a guy who – and we can’t stress this enough – didn’t think twice about wearing a t-shirt and sneakers.