What to Wear on a Coffee Date: Men & Women (Especially if You’re Visiting Cafes Like Regency Cafe, London)

If your destination happens to be an iconic spot like Regency Cafe in London, known for its vintage vibes and no-nonsense charm, you might be wondering: What on earth should I wear?

Fear not!

Here’s your ultimate guide to nailing the coffee date outfit while ensuring you’re both comfortable and stylish.


First Things First: Assess the Vibe of the Venue

Regency Cafe isn’t just any cafe. It’s a quintessential British greasy spoon with art deco interiors, checkered floors, and a warm buzz of activity. The vibe is vintage yet relaxed—think less Instagram glam, more authentic charm. Keep this in mind as you pick your outfit.

Key ConsiderationStyle Tip
AtmosphereCasual but well-put-together. Nothing too flashy or over-the-top.
Seating ArrangementsWooden chairs and tables; you’ll want to be comfortable sitting for a while.
Weather (It’s London, after all)Layer up! Be prepared for sudden weather changes.

1. Choose Comfortable Yet Stylish Clothing

You’re going for effortless chic—the kind of look that says, “I woke up like this” without actually having to.

For Men:

  • Top Options:
    • A crisp Oxford shirt in white or light blue. Pair it with rolled-up sleeves for a relaxed vibe.
    • A plain, well-fitted T-shirt layered with a lightweight bomber jacket.
    • A cozy knit sweater in neutral tones like grey, navy, or beige.
  • Bottoms:
    • Slim-fit jeans in a dark wash or chinos in classic shades like navy or camel.
    • Avoid overly distressed jeans or baggy trousers; aim for clean lines.
  • Footwear:
    • Polished leather brogues or desert boots for a refined touch.
    • Clean white sneakers for a casual yet stylish option.
  • Example Outfit:
    • Navy chinos, a grey crew-neck sweater, white sneakers, and a black leather jacket for layering.

For Women:

  • Top Options:
    • A soft, oversized sweater paired with a lacy camisole underneath.
    • A fitted turtleneck tucked into high-waisted trousers for a chic silhouette.
    • A relaxed button-up shirt in linen or cotton for breathable comfort.
  • Bottoms:
    • High-waisted jeans with a straight or slim fit.
    • A midi skirt with subtle prints like polka dots or florals for a playful yet classy touch.
  • Footwear:
    • Ankle boots with a slight heel for a polished look.
    • Clean sneakers for a modern, comfortable twist.
  • Example Outfit:
    • A white button-up shirt, high-waisted dark jeans, tan ankle boots, and a lightweight trench coat.

2. Don’t Forget the Layers

It’s London. Rain might crash your sunny afternoon, or a brisk breeze might accompany your walk to the cafe. Smart layering is key.

Layer IdeasWhy It Works
A tailored trench coatClassic, timeless, and matches any outfit.
A chunky scarfAdds warmth and style without overpowering your look.
A light cardigan or blazerEasy to remove if the cafe feels warm.

3. Accessories: The Subtle Enhancers

Keep accessories minimal but intentional. This isn’t the place to flaunt your entire collection.

  • For Men:
    • A leather belt that matches your shoes for a cohesive look.
    • A minimalist watch or a simple chain bracelet.
    • A messenger bag if you’re carrying books or a laptop.
  • For Women:
    • Simple studs or gold hoops that match any outfit.
    • A structured crossbody bag or sleek tote for functionality.
    • A classic watch or layered necklaces for a bit of shine.

4. Hair and Makeup

Keep it natural, but with a bit of polish.

  • For Men:
    • Hair styled casually—neatly combed but not overly gelled.
    • If you’ve got facial hair, keep it trimmed and tidy.
  • For Women:
    • Soft waves or a sleek low bun for a polished look.
    • Makeup should enhance your features: light foundation, a hint of blush, and maybe a bold lip for contrast.

5. Know Your Cafe Etiquette Outfit—Practical Tips

  • Avoid loud prints or slogans. They can be distracting in a cozy space.
  • Check your fabrics. Opt for wrinkle-free options if you’ll be commuting.
  • No heavy fragrances. The aroma of coffee should take center stage, not your perfume or cologne.

6. Personality

Remember, your outfit should reflect you. If you love quirky pins, wear one on your jacket. Into vintage fashion? A thrifted cardigan can do wonders. The goal is to feel confident and comfortable.


A Quick Checklist:

Before you head out, make sure you’ve ticked off these essentials:

ItemCheck?
Weather-appropriate layers
Comfortable shoes
Subtle accessories
Freshly styled hair

Final Thought (with a Dash of Humour)

Let’s be honest: the perfect coffee date outfit isn’t just about impressing the other person. It’s also about being ready for that moment when the waiter calls your order, and you glide (not trip) to collect your cappuccino.

Regency Cafe’s charm may take you back in time, but your outfit should firmly remind everyone that you’re living your best life in the present.

Now, go sip that coffee and own your date—you’ve got this!

Author
Lesley Balla
With over 20 years in food, hospitality, and lifestyle content, Lesley Balla is an expert in compelling reporting. Based on the West Coast, her editorial contributions have appeared in top outlets like USA Today, The Hollywood Reporter. A former guest on KCRW's *Good Food* and judge at renowned food events, Balla was pivotal in launching the West Coast editions of *Eater* and *Tasting Table*.

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