Men’s Date Night Outfits | Go Out in Style

A man wearing a plain white shirt under an olive green jacket with a black and white fedora hat is an example of good mens date night outfits

Wearing clothes with confidence allows you to rock any men's date night outfits.

While there are numerous tips on how a man should behave on a first date, let's zero in on what one should wear this time.

Though it’s not the most crucial factor when assessing a potential husband, aesthetic attraction or how visually appealing you are, is one that people consider in dating. We totally get the frustration that comes with deciding what to wear on a date. Especially when you’re torn between looking nicer than usual and not wanting to go overboard.

But fear no more! You’d be surprised to learn how many men's date night outfits you can rock without stressing too much.


Stay In Style Regardless of Your Date Night Plans

Let’s examine the potential venues, things to do for date night, and what you can wear to each of them. Check out each inspiration below but feel free to change it up a little based on what you have:


The Classic Dinner Date

Let’s begin by going over the classic dinner date where everything seems simple but feels more like a trap. The key to this type of date is to make sure your attire matches the restaurant you are going to. Make sure you have essentials like:


Button Shirt

Button shirts exude simplicity and elegance, whether you’re at a fancy restaurant or a casual one. If long sleeves aren’t your thing, short sleeves remain an option. However, if you do go with long sleeves, roll them up just above your forearm. It creates a good visual impression and makes you more stylish.


Relaxed-Fit Jeans

Give up the skinny jeans already! Relaxed-fit jeans are far more stylish and versatile; whether you’re going home right after dinner or taking a stroll around town, you’ll be wearing something comfortable that allows your legs to breathe.


Leather Shoes

You can never go wrong with leather shoes on a classic dinner date. It elevates your look even more, making you appear more put-together despite the jitters. If you already have one or plan to purchase one, choose neutral colors that are easy to pair, such as black or brown.


The Cocktail Bar Date

Cocktail bars are a great choice if you’re looking for ideas for cool date nights. One suggestion to keep the atmosphere alive: play the do or drink on a date night like this. But, in order to hear each other clearly while conversing and enjoy some fun music, we advise you to choose a more muted setting. Then, dress up by donning the following:


Leather Jacket

There’s something about bars that makes you want to look cool and chic despite the dim lighting. You can best do so by wearing a classic leather jacket. If you notice your date is cold, you can even offer it to her for a while. To make an even better impression, spray some good, light-on-the-nose cologne.


Round Neck Shirt

Go for the sensual, sophisticated colors like black, white, navy blue, or maroon. You don’t want to draw attention with bright, colorful clothes when going to a cocktail bar. Plus, round necks may appear simple, but they make you look sharp. Especially when layered with a black leather jacket.


Loafers

Loafers will be your ultimate go-to shoes when you want to avoid overdressing or underdressing for an event. It keeps you looking elegant no matter the occasion while also keeping you comfortable. You can choose one made of suede to keep your practical and stylish look.


A man wearing a black shirt under a black leather jacket for cool date nights

Cool date nights are best matched with cool outfits.


The Beach Date

If you’re looking for unique, fun date night ideas for a first date, why not shoot your shot and go to the beach? You can choose one that provides a variety of activities that you can do together, such as kayaking, keeping warm by a bonfire, playing frisbee or volleyball, fishing, and even grilling your catches afterward. However, remember to bring the following with you:


Linen Polo Shirt

Go to the beach and still appear smart and sharp with a linen polo shirt. Linen materials don’t absorb odors easily, which makes them ideal for summertime events and are lightweight to pack. Pick from light blue, pale yellow, white, or light nude.


Cargo Shorts

You should avoid wearing jean shorts on a beach. Your legs will appreciate the loose fit, the breathable material, and the numerous pockets that come with cargo shorts. These features will be especially useful when you are walking around with small necessities.


Sandals

You’ll need to wear open shoes on the beach and that’s why sandals exist. You can’t enjoy holding hands on the beach while worrying about how the seawater will ruin your leather shoes! Sandals also allow you to relax and enjoy all of the activities around you. Rubber or canvas sandals are your best options.


The Farmers’ Market Date

In case you’re not aware, farmer’s market dates are a thing now, and we’re not complaining. This may seem like a low-effort date, but there is more to it than meets the eye. Aside from learning about your date's food preferences, you’ll also be supporting local farmers and the economy! Still, you must plan what to wear, and you will look best with the following:


Button-Down Cardigan Sweater

You can go for cotton-material sweaters as they feel extra light and breathable. When going to places like farmers' markets, where there is a chance of bumping into a lot of people, you must prioritize being comfortable in your clothing. Avoid black cardigans and opt for light brown, light gray, or sage green for a cool pop of color.


Polo Shirt

Never wear a cardigan without a polo underneath. In terms of attire, these two are like conjoined twins. However, to look extra put together, make sure your polo is plain and free of patterns. Then, you can tuck the shirt in under your pants.


Sneakers

Sneakers will be your best friend for this because not only are closed shoes preferable in this setting, but they’re also comfortable to walk in. Just make sure you tie the knot correctly so you don’t trip over piles of fresh fruits and vegetables.

After going through these ideas for men's date night outfits and potential suitable date spots, we’re certain you’re raring to go. Along with following fashion, remember to wear what matters most: your sincere intentions. We wish you the best on your upcoming date!