Man and woman on date as a symbol for first date questions

First date outfits for men and women: dressing to impress

by Ian Prior - May 31, 2021

First dates are exciting and at the same time can make you anxious. You have the fear of meeting a new person (probably in a romantic setting) and there are so many questions on your mind – what to talk about, what to order, how to appear calm and pleasant, and what to wear?

Choosing comfortable first date outfits will help you tackle the other issues head-on. This is good news as you have it in your control. Here are some great tips and inspiration if you are wondering about your appearance on a first date.

What to wear on a first date? Outfit ideas for women

Many components go into deciding first date outfits. Where are you going? What is your style? What clothes you are comfortable in? You need to make a great first impression and there is no time to waste. Your choice of an outfit speaks volumes about you in just a few seconds. There’s a good amount of preparation for you to do and you can start by reading this!

Outfit options for a coffee date

You want to feel comfortable and confident – you can opt for a dress, a skirt, jeans, or whatever makes you look and feel your best. It’s important to look effortless yet classy.

Avoid heavy makeup, wear the right footwear, and wear minimalist jewelry that can add a touch of glam to your look. Choose subtle prints and colours that don’t scream for attention. Keep a check on the weather – if it’s cold remember to carry a jacket.

Tip: Your first date outfits should always exude confidence – wear something fresh which fits you well.

Outfit for a romantic dinner date

If your crush has asked you out for a dinner date, it means he is intrigued by you – so expect a nice dinner in a quiet setting. This is one of the most sophisticated dates you can go on and you cannot turn up in your old denim and an overused t-shirt.

Your goal should be to pull off a look that is chic, feminine, a little bit dressy yet elegant. You can opt for different first date outfits – whether it’s a pretty dress from your wardrobe or a stylish skirt. But don’t show too much skin. Avoid distracting prints.

Tip: Stay true to your style.

Outfit for an active outdoor date

Find out about where you are going. Consider the environment, weather and the kind of activity you will be performing. Wearing the right footwear is important.

Whether you are going for a picnic or just some fun in the sun, a dress or shorts in a soft fabric will offer a contemporary vibe. For example, if you are heading to the beach, opt for a floral dress and wear flip flops. If you are trying something like indoor rock-climbing activity, opt for sweat-wicking fabrics. Flattering activewear is the best bet.

Tip: Go for dark or bright shades. Don’t wear anything white because you will not want to ruin your outfit and the first date.

What first date outfits for men can look like

It all about dressing smart– wear well-fitted clothes, iron out the wrinkles, splash on your favorite scent and run a comb through your hair. When you take care to look good, you are indicating that you care about her opinion; it also increases your confidence. So, let’s get concrete – what to wear on a first date?

Outfit for a date night

Dressing for the occasion matters – for a date night with a drink in a bar, don’t overlook the importance of well-polished shoes. Do not wear a hoodie or go for shirts with crazy patterns. It’s safe to stick with neutral colors like navy, grey, white, or black. Wearing a nice watch can complete your look.

Tip: Be well-groomed and dress sharp.

Outfit for a casual date

Do not wear a suit or office trousers. Denim has been the go-to casual first date outfit and one cannot go wrong with it. Opt for a minimalist style – go for layers if the weather is cold. If you are going out in the evening, go for a dark palette and a sleek look.

Whether you’re headed out for to the movies, a bar, or just for a coffee, trendy drawstring pants with a button-down and some cool accessories will be a winning look.

Tip: Keep your look clean with dressed-down options in customised cuts.

Outfit for an outdoor date

Opt for light fabrics and casual shoes. For a daytime outing, wear lightweight layers and comfortable shoes. For a beach date, shorts and a floral print shirt is great. You can accessorize with a baseball cap and sunglasses.

Tip: Keep things basic and breezy.

First date outfit rules – 5 tried-and-true tips

  • First date clothes should enhance your looks. Avoid too tight or oversized clothes.
  • There will be a lot of gazing at each others’ faces. Don’t overdo your makeup. Also, less is more when it comes to accessories. Put in effort to look presentable.
  • Don’t wear clothes that scream of brand names and avoid large logos that make you look like a walking billboard.
  • Comfy outfits do not mean you should wear something you sleep in. Stretched out and stained clothes or outdated trends are something you should get rid of.
  • The pressure of wanting to create a great first impression can induce some stress. Planning will reduce stress and gives you confidence.

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It’s all about you! Be yourself, be comfortable

First date outfits require careful thought and some planning. Comfort is key and the ultimate goal is to achieve the effortless “I just threw this on” look. Once you are comfortable, you can wow your crush easily, engage in conversation and enjoy the experience. You have the power to put your best foot forward. Team eharmony wishes you good luck for a successful first date and many happy dates thereafter.

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