4 Stylist Tips for Dressing for Date Night

a couple holding hands on a beach at sunset

It's time.

You want to get out there and find Mr. or Ms. Right... or even just Mr. or Ms. Right Now.

And as much as you want to connect with people on an emotional level, yadda yadda yadda -- it absolutely matters how you look and how you dress for dates.

It's a scientific fact: people suss you up in a matter of seconds, and attractive people have pretty privileges. But luckily, you don't need a perfect face to get more romantic attention. You just need to pay attention to how you’re dressing for dates

Dressing for Dates actually isn't that deep.

What you need is to do more than "good enough" and level up how you can.

I've got 4 steps to help you get more dating matches and second dates.

It's all about dressing to highlight your most authentic self.

Step 1: Figure Out Your Personal Style to Have More High-Quality Dates

Your style is a powerful non-verbal way of communicating who you are, who and what you’re interested in, and your lifestyle. 

Don't you want to attract someone compatible with those interests and lifestyle?

Duh, of course, you do.

But if you don't know how to stylishly present your true and best-dressed self, you need to develop your personal style. 

For example, are you classic, edgy, romantic, sporty, bohemian, or a mix? 

Knowing this is the first step to dressing for dates: to impress your dates and even to choosing the right pictures to make your profile stand out and attract the people you want to attract.

In the fast-paced world of digital dating, your personal style and image is more than just clothes—it's a language that lets your dates know just a bit more about you before you even open your mouth.

Step 2: Look in the Damn Mirror!

It can be tempting to lean into the idea that looks shouldn’t ever matter and connection should only happen at a deeper level. But who are we kidding

Life is not Netflix's Love is Blind.

Pretty privilege exists and it especially exists when it comes to dating.

But here’s the thing – even if you haven’t won the genetic lottery and aren’t the hottest in the land, the effort you take matters more.

Grooming and taking extra care of your appearance can give you an advantage and help you get that second look.

Why? Because 90% barely try. You'll stand out significantly.

  • Don’t just get a haircut – get a hairstyle that works for you, and your hair texture.

  • Make sure your clothes are impeccably clean and pressed or steamed and fit well. 

  • Even if you’re just meeting for a quick drink before committing to a whole dinner, don’t show up in your gym clothes! 

  • Make an effort. You know when you're doing that.

  • Wear something that shows you care enough to try to impress. 

  • Choose clothes that reflect the successful, confident you - not like you just threw on whatever was available.

Step 3: Choose the Right Profile Pics

Your profile pic is all about getting those matches and getting those dates, but, what’s the point if you choose shots that misrepresent you?

Nobody likes it when the person who shows up doesn’t look like their profile picture. So choose photos that showcase who you are and what you love. 

And since so few people do any of this, you'll stand out significantly.

  • Reflect Your Personality: Share photos where your outfit choices reflect your personal style. If you're daring, include a picture of you dressed for your favorite adventure. If you prefer a sophisticated night out, opt for a clean, cosmopolitan look. 

  • The Setting Tells a Story: The backdrop of your photo can complement your style and tell more about your personality. Whether it's a shot in your favorite café, or a park where you jog every morning, put some thought into it and let the setting enhance your personal narrative. DON’T take a selfie in front of an unmade bed or messy closet!

  • Professional Touch: Lean into that portrait setting on your phone’s camera! You can also consider a professional photo shoot or asking a skilled friend to take photos. The quality of your pictures can significantly impact how you are perceived.

  • Natural Light Wins: Utilize natural light to capture the most flattering, honest images. Set your clock to take your pics right around sunrise or sunset – they don’t call it magic hour for nothing!

  • Consistency is Key: Ensure your tastes and lifestyle is consistently represented across all your profile pictures to build a coherent image of who you are.

  • Do NOT USE image filters. You come off as a lying jerk.

a smiling couple holding hands on a date walking in. the city

Step 4: Dress for Success... and Authenticity

Once you get the date, it may be tempting to dress in what you think potential dates will think is hot. But remember: your outfit choices should make you feel confident and comfortable. 

  • Confidence is the sexiest accessory! Choose outfits you feel good in. Confidence is attractive, and wearing clothes that make you feel comfortable and self-assured can transform your attitude and how you appear to people.

  • Detail-Oriented: Highlight small, personal details that tell a story about who you are, whether it's a vintage watch, a unique ring, or a band t-shirt.

Let Your Style Speak for You

By understanding and authentically expressing your style and personality, you can create a dating profile and show up in ways that not only stand out but truly represent who you are. Choosing the right clothes can be the crucial first step to finding your perfect match.

a smiling couple holding hands on a date on a carousel

Need help building a wardrobe that reflects the real you? Book a call today and let's get you ready for love, not just with the perfect outfit, but with the confidence to show the world who you really are.

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