WHAT TO WEAR: Date Night

You’ve picked the perfect spot, are planning to wear your best cologne, maybe you’ve even bought flowers for the occasion. There’s only one thing left to figure out—your outfit. And while planning what to wear, one thing to keep in mind is that sweatpants are not acceptable date night attire. Fellas, this one’s for you.

Dates can be stressful. No guy wants to admit it, but men stress over what to wear on a date just as much as the ladies do. If it’s your first date, making a good impression is key. This timeless and trendy look is perfect for a date, whether it’s a casual lunch or a night in the city. Being well-dressed is sure way to win you brownie points with your girlfriend (or boyfriend), whether it’s your first date or the fiftieth.

This Fashionisto gives off old school James Dean-like vibes in a sleek, black faux leather jacket and a white T-shirt. Layers are great because if it begins to get cold on your date, you can always offer your jacket. Who said chivalry is dead? When paired with distressed jeans from Urban Outfitters, this look is undeniably cool.

This Fashionisto put a trendy twist on the classic outfit by adding a black and white blanket scarf from T.J. Maxx and a silver cuff from Tiffany & Co.’s Atlas collection. Black Timberland boots add an edgy element and complete this classic and cool ensemble.

One Simple Change: To make this outfit more suitable for class, switch the leather jacket out for a gray wool cardigan to give the outfit a more relaxed feel.