It feels like we’ve officially crossed over into “cuffing” or “cuddle” season—if that's still a thing. You should always try to go out on a proper date and have a night out on the town. Everyone leads busy lives, and we're often thinking about what's next, so it's a good idea to get dressed up and spend some uninterrupted time with the person you love for a few hours to get a break from the mundane day-to-day reality.

Although it gets chilly in the evening, a walk after dinner is a great option to extend the date and burn off some of that dinner. Layering will work wonders for you, so a nice roll-neck sweater over a light tee works best. Sophisticated enough to stand on its own and warm enough to layer with an earth-toned vest for the extra chill. Since you'll wear these cream-colored pants, a luxe pair of tobacco suede boots will look dapper. Lastly, a wise man once said, “To have a good time, you need a good watch”—this one from NOMOs is class personified and subtle enough to let the rest of your outfit shine. And don't forget the fragrance. It's a guaranteed way to leave a lasting impression on your date so getting another date is unquestionably on the docket.