BY OCCASION

Date night outfits for men

Quick answer

For a date, men should look put-together but relaxed: a well-fitted casual shirt or knit polo in a colour that suits your skin tone, dark jeans or chinos, and clean sneakers or loafers. Fit and freshness matter more than labels. Avoid gym wear, loud graphic tees and anything wrinkled.

Three outfits that always work

  • Navy linen-blend shirt, beige chinos, white sneakers.
  • Black knit polo, dark indigo jeans, brown loafers.
  • White Oxford shirt, olive chinos, suede sneakers.

Small details

Roll your sleeves twice, keep shoes clean and make sure nothing is too tight. A good fit looks more confident than an expensive brand.

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Frequently asked questions

What should a guy wear on a first date?

A fitted casual shirt or knit polo, dark jeans or chinos and clean shoes. Simple, clean and in colours that suit you.

Is a t-shirt okay for a date?

A plain, well-fitted tee in a good fabric is fine for a casual date, especially under an overshirt or light jacket.