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Writer's pictureHellana Mardasian

What to Wear on a First Date: Your Ultimate Guide to Making a Lasting Impression


First dates can be both exciting and nerve-wracking. You want to make a great first impression, and what you wear plays a significant role in how you’re perceived. Whether you’re meeting for coffee, dinner, or something more adventurous, the key is to feel confident and comfortable in your outfit. As a personal stylist in London, I've put together this guide to help you choose the perfect first date outfit that will leave a lasting impression.


1. Know Your Venue

The first step in choosing an outfit is understanding the context of your date. Your attire should match the formality of the setting:


  • Casual Coffee Date: Opt for smart-casual attire. A well-fitted pair of jeans, a stylish top, and a pair of chic flats or slingbacks can strike the perfect balance between relaxed and polished.A cropped boucle blazer or jacket with a pop of colour can add personality to your look.














Below: While heels can be a go-to for many, they might come across as a bit "try-hard" for a first date. High heels can sometimes feel too formal or fussy, which can make the date feel less casual and more like a high-pressure event. Instead, choose shoes that reflect your true style and let your personality shine, all while ensuring you can walk, stand, and move with ease throughout the date. These white versions below are a great option from @Mint Velvet.






  • Dinner Date: For a more formal dinner setting, consider a pair of elegant trousers and an interesting top and add accessories. For example - the outfit on the left can be worn from office and the bag and shoes swapped out for something more evening appropriate












  • Outdoor Adventure: If your date involves outdoor activities, prioritize comfort without sacrificing style. A pair of well-cut trousers, a casual blouse, and swap out the sandals for a pair of comfortable trainers/ or boots.Don’t forget a stylish jacket if the weather is unpredictable!






2. Prioritise Comfort

While it’s important to look good, it’s equally important to feel good. An uncomfortable outfit can be distracting and might prevent you from fully enjoying your date. Choose fabrics that you feel comfortable in and cuts that allow you to move freely. Remember, confidence is your best accessory, and it’s hard to feel confident if you’re constantly adjusting your clothes.


3. Let Your Personality Shine

Your outfit is a reflection of who you are, so let it express your personality. If you love bold patterns or vibrant colors, incorporate them into your look. If your style is more minimalist, go for clean lines and neutral tones. The goal is to be authentic and true to yourself.


A Mini dress and boots with tights is a great flirty first date option. If you're wearing short hems, just make sure to offset the top half with more a more modest neckline and / or sleeves.


A Denim midi skirt is another ideal option, pair with loafers or boots and throw a coat over your shoulders for colder days.




4. Pay Attention to the Details

The little things can make a big difference:

  • Accessories: Choose accessories that complement your outfit without overwhelming it. A statement necklace, a pair of elegant earrings, or a stylish watch can elevate your look.

  • Footwear: Shoes can make or break an outfit. Ensure your footwear is appropriate for the setting and complements your outfit. Comfort is key, so make sure you can walk comfortably in them, especially if there’s a chance of a post-dinner stroll.

  • Grooming: Ensure your grooming is on point. Neatly styled hair, subtle makeup, and well-manicured nails all contribute to a polished appearance.


5. Dress for the Weather

London’s weather can be unpredictable, so always check the forecast before deciding on your outfit. Layering is your friend—consider a stylish coat or jacket that you can easily remove if it gets warm. A well-chosen scarf or a chic umbrella can also be practical yet stylish additions to your outfit.


6. Don’t Forget the Fragrance

A pleasant, subtle fragrance can leave a lasting impression. Choose a scent that complements your personality and the mood of the evening. Just remember, less is more when it comes to perfume—your date should notice your fragrance, not be overwhelmed by it.


7. Final Confidence Check

Before heading out, give yourself a final once-over in the mirror. Does your outfit make you feel confident? Are you comfortable? If the answer is yes, then you’re ready to go!


Choosing the right outfit for a first date is about striking a balance between comfort, style, and authenticity. By following these tips, you'll not only look great but also feel confident, allowing your personality to shine through. And remember, the most important thing you can wear on a first date is your smile!


If you’re in London and need personalized advice, feel free to reach out. As a professional stylist, I can help you curate the perfect look for any occasion, ensuring you make the best possible impression every time.

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