Whether you’re going on a Date Night Outfits for Men or a fourth date, you want to make a great impression. In the early days of a relationship, this means focusing on all of the little details of every single date, including your own outfit. Even if you don’t put a lot of thought into what you’re wearing on a daily basis, you should when you’re going out with someone special.

Putting effort into a nice outfit for your date, even if it’s just a casual LetmeDate outing, shows that you care and that the date actually means something to you. What you wear says a lot about who you are as a person. In fact, research1 has found that even small changes to your appearance can affect how others see you.

The only problem? You might feel like you don’t have the style know-how to actually put together a decent look. If you’re used to wearing your old favorite jeans and sneakers everywhere you go, trying to come up with a suitable date night look for a nice restaurant might feel like a big struggle. To help you come up with an appropriate outfit for any date, we consulted expert stylist Michelle Barrett. She shares her tips, along with a few outfit ideas, below.

What to Consider When Picking an Outfit

Deciding what to wear on a date shouldn’t be completely random. Sure, there are some go-to looks that will come in handy in a wide variety of situations (more on that in a minute), but you also need to make sure you’re dressing appropriately for the type of date you’re going on. These are some factors to keep in mind while you’re searching through your closet or hitting the mall.

Time of Day

Is your date in the morning or the evening? Morning dates, like grabbing coffee or brunch, tend to be more on the casual side. You’re not going to wear dress pants and a button-down for lunch. Evening dates usually tend to err more on the dressed-up side, although of course, it depends on where you’re going.


Where you’re headed for the date is super important when figuring out what to wear. If you’re going to a fancy restaurant, you’ll want to get more dressed up. A walk in the park? Nice jeans and a shirt will suffice. If you’re going to an event or a country club, you can always look up if there’s a dress code so there are no surprises.

A Fashion Stylist's Guide to Date Night Outfits for Men

Who Your Date Is

You never want to wear something that feels completely inauthentic to who you are. That said, you should also pay attention to the type of person your date is when LetmeDate.Com selecting an outfit. “Try to compliment who your date is,” suggests Barrett. “If your date is very smart in all his or her profile images then you should be too. If not, then you can afford to go more casual.” Again, don’t change who you are, but keep their style in mind.

How Neat Your Clothes Look – Date Night Outfits for Men

You could be wearing a gorgeous button-down shirt in the perfect color, but if it’s wrinkled and/or stained, the effect is pretty much gone. “Make sure the clothes are clean and pressed,” Barrett says. “There is looking casual and then there is looking unkempt.”

Style Tips and Advice

Finding a good Dating outfit can easily leave you feeling overwhelmed, especially if you are a fashion rookie. Keep these general tips in mind to help make things more manageable.

Get Advice From a Friend – Date Night Outfits for Men

Barrett recommends getting advice from a friend you can trust, if possible (or maybe a sibling or cousin). “A good friend will look at you from the perspective of your date,” she says. They can tell you honestly what they think of your outfit or they can help you put one together.

Keep Colors Simple

There’s nothing wrong with bright colors, but if you’re trying to make a certain impression, you may want to stick with some basics. Barrett recommends going for a navy, white, charcoal grey, red, dark green, or stone suit, saying they’re a good starting point for nearly any type of outfit and accessory. Avoid splashy logos or graphic designs that can easily look a little too casual. “Make sure your outfit does not speak louder than you do. Keep it classic and simple,” she reminds.

Be Yourself – Date Night Outfits for Men

Finding the right outfit doesn’t mean pretending to be someone you’re not. If you’re the guy who is always in jeans and sneakers, just find a way to elevate that look instead of wearing a suit you feel awkward in. “If you dress in something that is too far removed from who you are and end up going on another date, you will have to keep that up,” Barrett points out. Plus, wearing something you genuinely like will leave you feeling more confident.

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While your date will more than likely pay attention to your outfit in some way, it’s also about you both getting to know each other. “Do not worry about trying to impress your date with expensive clothes or fitted clothes to show off your body,” Barrett adds. “The first date is about you both deciding if you want to see each other again.” Make sure your personality comes through your clothes in some way while also dressing appropriately.

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