What to Wear on a Date: An Elevated Streetwear Guide

Woman wearing the green More Amoure hoodie and sweatpants in front of wooden shelves

The best date outfit is one where you feel like yourself, only a bit sharper. Here is how to get there if streetwear is your thing.

The rule

Look like you made an effort, not like you tried too hard. Clean, fitted and comfortable always beats bold and uncomfortable.

Coffee or a daytime walk

  • Plain heavy tee or fine knit
  • Dark jeans or tidy sweatpants
  • Clean trainers
  • A zip jacket for layers

Keep it relaxed. You will be walking, sitting and talking, so comfort matters.

Dinner

  • Collared shirt or a fine knit
  • Dark trousers
  • Black zip jacket or a gilet on top
  • Leather shoes or minimal trainers

Take a layer. Restaurants are often colder or warmer than you expect.

An evening out

  • All dark base, one statement piece like a cap or jacket
  • Boots or clean trainers
  • A simple chain or watch if that is your style

Small things people notice

  • Clean shoes
  • Fresh, pressed clothes with no creases or lint
  • A fit that suits you, not too tight, not too baggy
  • A bit of fragrance, but not too much

Colours

Black, cream and navy are safe and sharp. If you want to add colour, pick one thing.

Stay yourself

If you never wear shirts, do not suddenly wear a shirt. Wear your version of smart. People remember how you made them feel, not how tailored you were.

If it is a first date

Pick something you have worn before and know fits. A new outfit you are unsure about adds nerves you do not need.

Find pieces that go with everything in our shop.

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