This leather shirt is dressier than a classic flannel, making it perfect for a first date. Wear it over a simple tee to keep your look polished, yet low-key.

This mock neck top is the perfect under-layer that's classy without being over-the-top.

The cool strap detail on these tapered trousers is a great way to showcase a bit of your personal style.

It doesn't get more timeless than the iconic Adidas Stan Smith sneakers. These kicks look good with literally any outfit.

Who says guys can't rock jewelry? This chunky chain is the perfect statement piece.

When you want to add a little touch of luxury to your look, go with a designer cardholder like this one from Fendi.

When you want to add a bit of personality to your 'fit, don't shy away from a cool graphic tee.

If you're into patterns and prints, try a pair of camo pants for your first date. This pair features neutral, dusty tones that will look great with pieces you already have in your closet.

Throw on these sick sneakers to add an instant pop of color and pizzazz to your first date ensemble.