How to Dress for a First Date – Smart, Casual or Somewhere In-Between?

First impressions matter—but that doesn’t mean dressing up to the max. The key to first-date style is balance: you want to look sharp, feel confident, and still be yourself. Whether it’s drinks, dinner or coffee, here’s how to get it right with smart, casual, and in-between looks that work every time.

1. Understand the Setting

• Coffee or a walk? Casual, clean, and easygoing layers.
• Dinner or a wine bar? Elevated staples—smart casual done well.
• Outdoor plans? Functional outerwear and weather-aware style.

2. Smart Casual – The Go-To for Most First Dates

What to wear:

• A fitted overshirt or wool shacket
• Dark slim jeans or tailored chinos
• Minimalist trainers or suede loafers
• A plain crew neck or polo shirt (tucked optional)

Brands to trust:tellar.co.uk to make sure your shirt doesn’t gap, your jacket doesn’t bunch, and your jeans sit just right. Fit confidence = date confidence.

• tellar.co.uk take care of the size.