What to Wear on a First Date that’ll Leave Them Begging for More

First dates are scary. Here's some style advice on how you can leave your date begging for more.

What to wear on a first date

What to wear on a first date? It’s the one question so many guys are asking.

So, you landed your first date. Congratulations! Is this lucky person that co-worker you’ve been crushing on, that cutie in class, or that baddie by the bar? Whether it’s someone you met on a dating app or your mom’s best friend, there are some crucial dating tips for what to wear on a first date. If you want to leave your date begging for more, just follow our style advice.

What should you pay attention to when deciding what to wear on a first date?

The most important part of finding what to wear on a first date is to dress well for the venue. This doesn’t necessarily mean a suit and tie. Most dating blogs will advise you to go more formal than casual. They say that it’s better to be overdressed than underdressed.

These are actually outdated dating tips on what to wear on a first date. Furthermore, this idea usually only applies for job interviews, not on dates. In this case, especially on a first date, less is more. So, if you’re not really a surfer from California, don’t wear flip-flops on your first date. Just be yourself and don’t over do it. One of the best places to meet up on a first date is at a café. It’s a classic, no-pressure environment that allows you both to get comfortable with each other.

Instead of overdressing the part, use this opportunity to highlight your best features.

If you’re athletic and have a great physique, wear a shirt that’s snug. Shirts with a more fitted silhouette will allow you to show off your arms. If you’re on the skinnier side, opt for skinny-fit pants to complement your slender physique. For guys that want to appear taller or thinner, your go-to clothing colors are darker shades. If you’re a fashionable guy, go for something slightly bolder to give yourself the upper hand. You can even highlight your natural eye color, like wearing blue to showcase your blue eyes.

The “highlight piece” is the part of your outfit that’s more formal than the rest of your outfit.

Whether your first date is at a bar, club, arcade or museum, you should have a “highlight piece.” This is going to be the centerpiece of your attire that stands out. An example would be wearing a plain shirt and pants with a stylish blazer. Another way is to style a casual outfit with leather shoes or Chelsea boots to balance the look. If you’re into accessories, a watch can add more dynamic to your look.

Whichever you choose, it should only be one piece that stands out, like stylish bomber jackets, fedora hats or classy overcoats. The advantage of having a highlight piece is that you can alternate from formal to casual in any setting.

If your date wants a formal dinner, then that’s the time to bust out the suits.

If your date wants that lobster-and-champagne, candlelit dinner beneath the twinkling night sky, then wear a damn suit. The most important factor for this is the fit of your suit. There’s no shame in opting for cheap menswear options. Make sure that your suit isn’t so tight that you can’t move around in it, but snug enough to lengthen your body. It’s all about looking sharp versus expensive.

Since you’ll be meeting at night, it’s best to stick with darker colors. However, depending on your style, don’t be afraid to be bold! For those with pale or light skin tones, you tend to look better in cooler tones, like reds, pinks and blues. On the other hand, guys with tanner or darker skin tones look better in warm-toned colors, such as peach, brown and olive. Pick your ties or dress shirts so that they complement your skin tone and use it to your advantage!

If you’ve known this person for a while, consider what to wear based on their personality.

This is more of a clever dating tip when finding what to wear on a first date. Maybe this person is your best friend or co-worker. Tailoring your outfit to match their personality can be advantageous. For instance, if you’re going on a date with someone who’s edgy, it may be a good option to go for a leather jacket. This will give you that “bad boy” image that could appeal to your date. If your date has a thing for flannel shirts and beards, consider dressing like a hipster. Is your date into artsy guys? You can try dressing like you’re about to write a book on world peace.

The most important thing is to be comfortable in your outfit. It’s pointless to fake your style. Your date will see right through it. Just remember, it takes two to tango. It’s not just you trying to impress your date. They have to do the same for you! This is the most important thing when it comes to finding what to wear on a first date. Always be true to yourself and we guarantee that confidence will shine through.

Leave a Reply