Our guide to dressing up for a date

Do you have a big date night coming up? Whether you’re going on a first date or spending some quality time with your long-term partner, knowing what to wear can be tricky.

Do you dress up for a night out or aim for something understated? To help you, here’s a practical guide designed to give you some inspired ideas.

Understanding the occasion

The first rule of dressing for a date is understanding the setting. An outfit that’s perfect for a sophisticated restaurant might feel too dressy for a casual drink after work on a Friday.

If you’re going on a low-key coffee date, for instance, a well-fitted pair of jeans paired with a blouse or light-knitted jumper can strike the balance between casual and chic. You might want to complete the look with a pair of loafers or ankle boots for a comfortable yet stylish edge.

For aformal dinner, you have the chance to dress up. A tailored suit in a dark hue or jewel tone can be flattering and sleek. Or you might want to choose a satin or silk women’s midi dress for a timelessly elegant look.

Are you going on a date outdoors? Prioritise comfort without sacrificing style. A puffer jacket over leggings or jeans, paired with sturdy yet fashionable boots, keeps you ready for an adventure while looking put-together. Layering is key, especially in the UK’s unpredictable weather, so consider knit scarves or trendy beanies as functional accessories.

We’ve seen the rise of statement accessories and rich textures in 2024 and 2025 is set to be just as big and bold. If you want to tap into the current and upcoming trends for your date, here are some looks to try:

  • Suits and tailoring: Power suits are no longer confined to the office. Tailored suits in softer hues, rich textures, or even velvet bring a modern, sophisticated edge to your look. Pair with a lace camisole for a contrasting look or go bold with a bralette for an edgier vibe.
  • Textured fabrics: Velvet, tweed, and faux fur are perfect for creating depth and luxury in your outfit. A velvet blazer or a tweed skirt, for example, can add visual interest without overwhelming your ensemble.
  • Boho style: Boho returned this year. Flowy dresses filled with ruffles or textured blouses with wide-leg trousers work well for a romantic, whimsical vibe. You can add some fringe or crochet details to nod subtly to the boho aesthetic.

Accessorising to elevate your look

A few well-chosen accessories can transform a simple ensemble into a standout look. Bold earrings, layered necklaces, or a chunky bracelet can enhance even the simplest outfits. Choose one statement piece to keep your look balanced.

Scarves are another chic addition. These are versatile and functional, especially for evening dates when temperatures drop. Choose a printed silk scarf for sophistication or go for a chunky knit for warmth.

When it comes to handbags, a compact crossbody or a chic clutch adds convenience without detracting from your outfit.

Balancing comfort and style

You want to be comfortable on your date, so choose an outfit that will make you feel good.

Tailored pieces and clothes that fit your body well can make all the difference. Avoid anything too tight or restrictive, which may look polished but can leave you feeling uncomfortable.

Also, consider the fabric. Choose breathable materials like cotton, linen, or wool blends, which allow for airflow and maintain comfort.

When it comes to footwear, choose styles in which you feel confident walking. If you’re unsure, go for stylish flats or block heels, which offer support without compromising on style.

Mark Lee-Falcon
Mark Lee-Falconhttps://seeninthecity.co.uk
Hi! My name is Mark Lee-Falcon and I am a partner and deputy editor for Seen in the City. Fitness is one of my main passions and I love discovering new workouts. I also love exploring the city and finding the coolest new places to eat and drink. You can contact me on: Mark@seeninthecity.co.uk

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