1ST DATE DILEMMA: What to Wear, What to Do, Where to Go

By Bruce Sturgell

By Bruce Sturgell

You’ve got a date, eh? Congratulations! The hard part is over. Sure, it can be difficult to decide what to wear on a first date – you want to look put together, but not like you’re trying too hard. Don’t sweat it! Whether you’re going to the nicest restaurant in town, or spending an afternoon in the park, these tips will help you put together a look that’s sure to impress.

1. The Formal Date: If you’re the kind of guy who likes to wine and dine, you’d better have the wardrobe to match. You can always go the suit route, but make sure to incorporate something that shows there’s some personality behind it. Try wearing a colorful bow tie or a quirky pocket square to show that you have a less serious side. If you feel like wearing a full suit is just too much, give a jacket (but don’t forget the tie) and dress pants a try.

Going the formal route means you need to make sure your whole look is cohesive, from the way you’ve groomed yourself, to the cut of your suit. If you need more advice and assistance to pull together a brand new outfit, the professionals at DXL can help you get exactly what you need.

2. The After Work Date: Meeting for a casual drink is becoming more and more common. This is the type of date that requires you to plan ahead a bit, as you probably don’t have time to swing home and change before you meet up. When you’re getting ready that morning, take that evening’s date into consideration – go out of your way to be a little more stylish and put together that day. Consider skipping the polo and dress pants. Since after work drinks are a bit less formal, remove the tie and go with a tasteful dress shirt and some chinos.

Does your job require you to wear formal attire? Bring something more casual to change into after hours.

3. The Great Outdoors Date: An outdoor date affords you quite a few options. Make sure you’re wearing comfortable clothing and, in the immortal (yet paraphrased) words of Nancy Sinatra, shoes that are made for walkin’. You don’t want to spend your date in pain because of uncomfortable shoes, or turn into a sweaty mess due to overdressing – wear what you’re comfortable in and everything else will just come together.

Planning a trip to the beach? Wear shoes that will come off easily, like sandals or boat shoes, a good pair of shorts (no gym shorts, guys), and a t-shirt. If you’re at a beach that’s potentially a little chilly, bring along an additional layer that you can easily remove.

If you’re not the outdoorsy type, consider skipping this kind of date and do something you’d really enjoy. The goal is for both of you to have fun!

Rule of Thumb: Wear what you’re comfortable in, and make it look good. If you’re comfortable, you’ll be happier, and you’ll have a better chance of a successful date.

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