Men's Date Night Outfit Ideas

Date night may be the most stressful situation for men in terms of determining what to wear. Whether you’re going on a blind date and need to make a great first impression or you’re celebrating an anniversary, you need to don the right clothes. Your outfit should not only say that you take the situation seriously, but also that you know how to dress yourself like a gentleman. Take a look at the top men’s date night outfit ideas to ensure you look your best on your next outing.

Keep it Casual in Khakis

Stuck on what to wear? It’s hard to go wrong by donning a pair of casual khakis. We like our Performance Dress Khakis for a date night situation because they feature wrinkle and stain resistant cotton twill, which will give you more confidence in dealing with restaurants.

What do you pair with these khakis? For a smart, casual look, stick with a button-down shirt up top. Tuck it in and match the belt with your shoes for a complete look. You can also layer over your top with a sweater. Or, if you really need to spruce things up, throw on a casual blazer. You can also wear a tie with the blazer, but that usually hints at a formality that can be perceived as a bit much for dates.

Add Color to Your Outfit

There’s nothing wrong with khaki. It’s versatile, it’s comfortable, it’s safe. But sometimes you want to wear something a little more special for your date night outfit, such as bolder colors and different textures. If that’s how you prefer your style, we think that our Seersucker Pants are a great option for you.

These pants are formal enough to wear on a date, but they’re also fun, smart, and great for outdoor events. If you don’t want to wear shorts during the warmer months, these are the perfect option due to their 100% cotton construction. That means breathability, which helps ensure comfort and reduces sweat.

Charleston Brick Pants

What happens when you want to try a bold look, but still want to give your outfit the traditional gentleman’s style? Our classic Charleston Khakis in Brick should be your go-to for this look. These pants feature a light-yet-bold color, a classic look, and an easy way to pair tops, belts, and shoes without feeling like you’re wearing what every other man is wearing.

 

What to Wear on a First Date for Men

You’ll never get another chance at a first impression. That’s why it’s so important for men to know how to dress for their first date. Not only should you dress to impress, you should also dress appropriately for each occasion. That’s why we’ve put together the following guide on what to wear on a first date for men.

THE CASUAL DATE: DRESSING DOWN

Let’s be honest—not all dates are going to end up at a formal restaurant. Some dates might be casual walks through the park or simply seeing a movie together. Still, you’ll want to know how to start off on the right foot. We feature a wide range of casual trousers for dressing down without sacrificing your sense of good style.

You’ll also want a pair of pants that can stand up to wear and tear just in case you accidentally spill your drink. For example, these Performance Dress Khakis feature wrinkle and stain-resistant cotton twill that makes them perfect for a casual, worry-free night out. You’ll worry less about spilling and more about the company.

To stay casual with a pair of khakis, keep the top casual as well. Anything from a sweatshirt to a polo, depending on the weather, can suit you well here. If you want to give your casual outfit some extra oomph, you can always add another layer like a button-down collar underneath the outer layer, or simply wear the button-down as your feature top.

THE DRESSY DATE: GOING IN STYLE

Casual dates are great. But what if you really want to go for the gusto and dress up for a more formal dinner date? You don’t want to be “that guy.” Who’s “that guy”? That guy is the individual who goes for an expensive dinner date and realizes that he’s not up to the dress code. He needs to wear a dinner jacket, for example—or maybe he feels self-conscious at a formal event because he’s the only one without a tie.

Don’t make this mistake. Get a firm handle on the dress code before you go out, and make sure that you have the trousers to go with it. These Super 130’s Tasmanian Gabardine Flat Front pants can make an ideal companion for a suit, especially given the wide range of color options available.

Make sure that you also pair the appropriate dress shoes with the color you’re wearing. Brown shoes with a pair of black pants is a no-no; brown shoes with a navy suit will look sharp.

YOU’VE GOT THIS

If you follow these basic rules and choose the appropriate trousers for whatever the first date may be, you’ll have no problem making the right first impression. And if you’re confident that you’re dressed well, that confidence will help you relax and enjoy a fluid and natural conversation with your first date.

How to Make Your Date Night Great

We hope you’ve found some inspiration with these top men’s date night outfit ideas. If you dress the right way, it can not only make you look better, but it will help you feel better during your outing. Feeling confident and relaxed is also key to having a fantastic date night! So, if you’d like even more options to wear, keep browsing the collections at Berle to find the best date night trousers. We look forward to assisting you!

Dress Khakis

Featured Pieces

 

SUPER 100'S GABARDINE, FLAT FRONT

$160.00

 

POLYESTER WOOL TROPICAL, PLEATED

$85.00

 

CHARLESTON KHAKIS, STRETCH TWILL

$125.00

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Wool Trousers

Featured Pieces

 

HOUNDSTOOTH CHECK, WORSTED WOOL

$150.00

 

WOOL FLANNEL, PLEATED

$170.00

 

POLYESTER WOOL TROPICAL

$85.00

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Fancies

Featured Pieces

BLACK WATCH WOOL PLAID PLEATED

$175.00

STRETCH BLACK & WHITE PLAID

$175.00

ROYAL STEWART WOOL PLAID PLEATED

$175.00

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