Best Casual Date Outfits to Make a Great Impression

Best Casual Date Outfits to Make a Great Impression

With Valentine’s Day right around the corner, you may be lucky enough to have a date lined up. And at Perk Clothing, we’re here to tell you that it’s imperative you put a killer outfit together in order to make a great impression–whether it’s your first date or one with someone you’ve been seeing for a while. After all, Valentine’s Day is supposed to be the most romantic day of the year, and no one wants their date to show up with subpar style! Talk about a mood killer.

Of course, you don’t want to look like you’re trying too hard, especially if your date is taking place in a more casual setting. But we get it: coming up with stylish, casual date looks can be a difficult task. 

Luckily, we’re here to help guide you in the right direction by sharing some tips for putting together a perfect casual date outfit using some of the comfortable, high-quality wardrobe staples we offer at Perk Clothing!

The Importance of Making a Great Casual Date Outfit

What’s the big deal about stressing over casual date looks, anyway? Does it really matter what you wear on a date?


You want to make a good first impression on your date, don’t you? Then coming up with a great casual first date outfit is crucial.

We don’t want to freak you out, but according to the New York Post, studies show that it only takes 27 seconds to form a first impression. And with such a short amount of time, that first impression is likely going to be based on your looks–which, of course, include your outfit. 

If you’re looking for even more of a reason to nail your casual first date outfit, consider this: six in ten Americans said they take even less time than normal to form a first impression on a date. Additionally, the average person knows within 15 minutes into a date whether they’ll want to go on a second or not. Half say it takes even less time than that. 

No Pressure or Anything.

It’s also worth noting that style is a huge factor in sexual attraction, as well: 78% of women say that one of the hottest things a man can do is dress well. In fact, 85% of women rate style above wealth on the sexy scale. So even with all of your money and success, it won’t do you much good if you don’t back it up with great clothes like the kind we offer at Perk. 

We think it’s safe to say that, knowing this information, you’re probably going to want to take a look at our casual date outfit ideas below.

Look Effortlessly Cool in a White T-shirt

At Perk, we’re a firm believer in the power of a classic white t-shirt, which is why we sell stylish, high-quality, 100% Pima cotton t-shirts for men. You’re guaranteed to look and feel great in these t-shirts. That’s why our Feel-Good tee is the first staple for all of your casual date looks. 

Pair a white t-shirt with a pair of dark jeans or slim-fit chinos like the ones we offer at Perk for an effortlessly cool,  casual first date look. Add a pair of your nicest sneaks to the mix, and you’re all set for a perfect casual date outfit!

It’s impossible to look like you’re trying too hard in a white t-shirt–but it’s also impossible to not look stylish in such a classic outfit, especially with pieces that fit you as well as ours do.

In addition to a perfect fit thanks to a tailored mid-section, our t-shirts are ultra-comfortable and built to last–in fact, they only get more comfortable with each wash! 

Layers, Layers, Layers!

Unfortunately, it’s not always walk-around-in-just-a-t-shirt weather–especially when Valentine’s Day rolls around. That’s no problem, though, because t-shirts from Perk Clothing are the perfect layering piece. 


Here are a few pieces you can add to the mix to stay warm and stylish while still maintaining a perfect casual first date outfit:

Add a Button-up

A great button-up is a fantastic layering staple for men; we suggest having a few to choose from while putting together a range of looks, from outfits for the office to casual date looks.

When it comes to date night, throw a nice, crisp button-up over a long-sleeved henley for some added warmth and a perfect casual, layered look. 

Cozy up in a Sweater

During the cooler months, you simply can’t go wrong by wearing a comfy, knit sweater or pullover sweatshirt to date night; this look pairs perfectly with a bottle of red wine.

Try throwing a cozy navy sweater over your comfortable Feel Good t-shirt, and style it with a pair of Perk’s khaki chinos and leather shoes for a classic, preppy-adjacent look that will leave a fantastic impression on a first, third, or twentieth date this Valentine’s Day.

Elevate Your Look with a Jacket 

If your date is going to take place in a slightly semi-formal setting, you can take casual date looks to the next level with the perfect blazer or sports jacket–plus, this addition is sure to keep you warm on those chilly February nights.

The right blazer can add a striking edge to your casual look. Consider pairing a classic white t-shirt, like Perk Clothing’s Feel Good tee, with a navy or black blazer and a pair of dark chinos for an effortlessly chic look.

The right accessories will pull this look together: a nice watch and simple chain necklace can go a long way!

Stay Stylish in the Perfect Pair of Chinos

Chinos are the perfect pair of pants that we recommended incorporating into all of these casual date outfit ideas. That’s because not only are they casual yet put-together, but they’re also extremely versatile.

Perk Clothing’s Feel Good Chinos are exactly what you need for your casual first date outfit. With ultra-smooth, breathable fabric and the perfect slim-fit style with tapered legs that keep you looking and feeling cool, you can feel confident wearing them all day every day–including on date nights. 

Find All Your Date-Night Staples at Perk Clothing

No matter what casual date outfit you’re going for, Perk Clothing offers men’s wardrobe essentials that you can look and feel confident in.

At Perk, we prioritize quality, style, and comfort, so you can have peace of mind knowing that not only will you look fantastic in all of our pieces, but you’ll also be able to wear them again and again without sacrificing any comfort or style–which is great, because with these first date outfit ideas, you’re practically guaranteed a second date!