Date Night Style Guide


First Impressions Matter: Dressing Well For A Date

No matter your view of the current state of dating – pro or anti-app – one thing is undeniable, the game has changed over the last few years. But that doesn’t mean the rules have. The old saying, “first impressions matter”, has never been more true. People often make an assessment of someone based off their first few moments with them so it’s important to take the time to be prepared.

Holding a conversation, telling a great story and treating those around you well are sure-fire ways to capture the right attention – but don’t let it all slip away with a bad outfit. What those around you can sense is the thought and care you’ve put into preparing for the date, and planning your attire accordingly is a key part of that. Just as all dates are not created equal, neither are their outfits. So we’ve outlined three styles to help you keep the conversation going.

The “want to grab coffee sometime” date

Though the coffee date is on the casual side, this doesn’t mean you leave your A-game at home. What’s important here is pairing the occasion with something relaxed and chic – it’s all in the details. Try a pair of slim fitting black jeans paired with a crew neck sweater and your favorite denim jacket. Combine this look with a crisp pair of white sneakers and you’ve got a classic look that will be hard to pass on.

The “I hope I’m not getting catfished” date

Blind dates are always risky, and that especially goes for those “swipe right” dates. So reduce some of that risk by wearing something that will have you ready for anything. Worst case you’re having one drink and moving on with your evening. Best case you’ve made an impression that won’t soon be forgotten.

Keep it simple, straight-forward and sharp by pairing a grey suit with a white shirt or tee. Want a more casual look? Swap out the suit pants for a pair of denim. Finally, fold up a pocket square, quick-polish your loafers and you’re ready for a night on the town.

The “we don’t have the kids tonight date” date

When the kids are away the parents will play. If it’s been a while since you and your partner have been on a date, it’s time to pull out all the stops. Keep the fire burning by remembering to make the extra effort – it never goes unnoticed. Start with a dark navy suit paired with a pattern shirt and a tonal pocket square. You’ll thank us later.

Planning your next date?

Here are a few suggestions to help get those creative juices flowing.

The first date: Keep the destination simple and reliable. Pick one of their or your favorite coffee spots. You’ll be the most comfortable knowing the food and service will be good.

The relationship’s a few months old date: Reserve a few spots at a local cooking class. It’s just the right amount of adventure, and will give you the opportunity to learn a bit more about each other and possibly a few new kitchen skills along the way.

The we don’t have the kids tonight date: With these dates few and far between, make them count. Plan ahead. Make a reservation for dinner. Order a small flower arrangement for your table through the restaurant and start the evening off with champagne.