LinkedIn Created with Sketch.
The Iconic
Style
|9 Feb 2022

The 3-Step Formula For The Perfect Date Night Outfit

Dress to impress this Valentine’s Day.
Valentine's Day couples dressing menswear outfit ideas with Instagram influencers Shaun Lyle and Holly Titheridge Short sleeve shirt and chinos with white sneakersValentine's Day couples dressing menswear outfit ideas with Instagram influencers Shaun Lyle and Holly Titheridge Short sleeve shirt and chinos with white sneakers

With the rules surrounding smart casual dressing having expanded beyond button-up shirts and skinny chinos in recent years, that too means that the classic date night outfit has also entered a state of flux. Whether it's your first with someone or a Friday night where you've finally managed to escape the kids, there are now more ways to look date-appropriate than ever. And too right as well. After all, a successful date is all about being able to express yourself as freely as possible.

This being said, if your date does involve a night on the town, it always pays to push the boat out a little and make more of an effort than usual. Follow this simple formula, adding your own personal twist at each step, and you can't go wrong.

The shirt

The beauty of the button-up is that it has been both elevated and casualised in recent years, to the point where there are now so many different options that blend in perfectly with both timelessly simple and more irreverent outfits. To take things up a notch, perhaps consider investing in a knitted button-up to bring a little bit of resort-inspired savoir-faire to the occasion, or a jazzy camp collar shirt layered over a plain tee.

The shirt

Images with thanks to @shaun.lyle & @_hollyt
Shop The Look
Textured Check Resort Shirt
...
Textured Chec...
...
Long Sleeve Linen Stripe Shirt
...
Long Sleeve L...
...
Mod Stripe Polo
...
Mod Stripe Polo
...
Holiday Stripe Camp Collar Shirt
...
Holiday Strip...
...
Terry Open Polo
...
Terry Open Polo
...

The pants

Finding the perfect pair of pants is tricky, but as much as you probably want to err towards your trusty jeans or beaten-up chinos, this is a great opportunity to experiment with pants that look both elevated and understated. Maybe try a pair of corduroy skate pants for some extra texture, or style down some cropped wool suit-style pants with clean white sneakers and a polo shirt.

The pants

Shop The Look
Organic Pique Pants
...
Organic Pique...
...
Organic Pique Pants
...
Organic Pique...
...
Classic Trousers
...
Classic Trousers
...
Brody Cord Pants
...
Brody Cord Pants
...
Cross Cord Pants
...
Cross Cord Pants
...
Stripe Linen Pull On Pants
...
Stripe Linen...
...

The shoes

Kicks are another way to express your personal style, and the beauty is that these days, sneakers are as much accepted when the dress code is a little smarter as boots or lace-ups. You can't go wrong with a pair of crisp sneakers or leather R.M.Williams boots, but if you want to look a little more fashion-forward, consider a polished pair of lace-up Dr Martens or perhaps some Clarks Wallabees.

The shoes

Shop The Look
Leather Sneakers
...
Leather Sneakers
...
Wide Fit Craftsman Boots - Men's
...
Wide Fit Craf...
...
3989 Smooth - Unisex
...
3989 Smooth -...
...
Wallabee - Unisex
...
Wallabee - Un...
...
Garnet Leather Loafers
...
Garnet Leathe...
...

Free delivery over $50 and free returns.

THE ICONIC
Related Stories
Load More