What to Wear on a Date: A Style Guide for Every Occasion
The last part can sometimes be one of the most difficult components of a date that goes well. Because truth be told, choosing your outfit is important. First impressions matter. Even if you’re in an established relationship, choosing the right outfit for date night can be the difference between showing that you care and showing that you’d rather be somewhere else.

The right outfit tells your date that you put some thought into something and conveys your overall sense of awareness. If you ask us, all of these things are pretty important.

Determining the right outfit becomes increasingly complicated when you consider the many types of dates you could be on. From first dates to ten-year anniversaries, from bowling alleys to the city’s fanciest cocktail bars, every setting and situation calls for something different. What’s a guy to do? Don’t worry.

We’ve put together a helpful guide to help you choose better date outfits, so you can use this page as your personal stylist the next time you’re getting ready.

First Date: Make an Impression

Dinner Date
Attire: A stylish blazer, a quality shirt and chinos. Pair with leather shoes.
Why: It is important to look stylish and attentive on a first date. A blazer and shirt combination gives a stylish and comfortable look.

Coffee or Casual Date
Attire: A solid colored polo shirt, comfortable jeans and sneakers.
Why: A polo shirt represents sporty elegance and provides a comfortable look. It creates a casual but attentive style.

Long-term Relationships: Maintain Care

Anniversary Dinner
Attire: A classic suit, tie and leather shoes.
Why: A classic suit for special occasions is always the symbol of elegance. It shows how much you value your partner.

Cinema or Entertainment Center
Attire: A stylish sweater, comfortable pants and loafers.
Why: A comfortable and elegant combination is suitable for cinema or entertainment activities. It offers a comfortable but attentive look.

Activities: Dress for the Occasion

Hiking or Picnic
Outfit: A light jacket, sturdy pants and hiking shoes.
Why: Comfortable and functional clothing is important for outdoor activities. It also provides a stylish look.

Sports or Bowling Alley
Outfit: Graphic T-shirt, sports shorts or joggers and sneakers.
Why: Comfortable and flexible clothing should be preferred for sports activities. It also creates a sporty style.

Nightlife: Look Stylish in the City

Cocktail Bar or Nightclub
Outfit: A chic shirt, slim fit pants and leather shoes.
Why: It is important to look striking and stylish in nightlife. A chic shirt and slim fit pants provide a modern look.

Dinner and Dancing
Outfit: A patterned shirt, chinos and loafers.
Why: A patterned shirt adds movement to your style. It creates a stylish and comfortable combination with chinos and loafers.

Choosing the right outfit for a date shows that you are attentive and thoughtful. By choosing the right clothes for your date, you can achieve both a stylish and comfortable look. Remember, pay attention to your outfit choices to make a good impression and show your value to your partner. This guide will be with you as your personal stylist on your next date.