What to wear on your Valentine’s Date?

No matter your plans for valentines, we have you covered with these stylish outfits that are ready to take you from the streets, to drinks, to dinner with undoubted style that will have your other half fawning over your look. Each outfit has been curated to allow you to layer and play around with your look, every piece can be switched out with other wardrobe favourites to create a look that is truly you.


The Adventure Date

Just because it’s valentines day and you want to look your best doesn’t mean you have to be uncomfortable and this outfit boasts all the comfort with an urban street vibe perfect for a date in the city or out. This adventure date outfit will have you styling big name brands with a pop of colour, a mix of textures and metallic accents upon classic silhouettes for an all rounded look.

Starting with the Stretch Slim Fit Twill Cargo Trousers from Polo Ralph Lauren, a classic silhouette with modern detailing and a streamlined cut are the perfect foundation to build your outfit. Stretchy enough to handle any activity with an array of multi use pockets for all your essentials and maybe to hide your date’s gift. 

A white t-shirt is always a go to essential, and this HUGO Dolive Metallic Logo Sustainable T-Shirt takes the essential and transforms it into a bold statement piece by adding their iconic logo patch front and centre in a shiny metallic print. 

Too chilly for just a t-shirt, the Standards Overhead Hooded Sweatshirt from Pretty Green adds more comfort to the outfit with a minimalist design. A classic piece with subtle branding for a nod to the union of music and fashion. 

Why layer up with a single look when the Cusare Reversible Padded Gilet offers two looks in one allowing you to switch it up depending on how you’re feeling. This BOSS gilet adds fearless colour to the outfit that complements the neutral tones of the other pieces. One side is a smooth design whilst the other bears classic channel quilting. 

You can’t adventure without the right footwear and the Leo Carrillo Suede & Mesh Trainers from Android Homme are true comfort with contemporary style. Not only do they tie the whole outfit together with its multi panelled design, it adds cutting edge style to the look that only Android Homme can give. 

Add the finishing touches to your look with a crossbody bag. Tommy Hilfiger has built the ultimate companion for this outfit with the Established Logo Mini Reporter Bag, compact and sustainable, ready to take on the date with you. 


The Daytime Date

Coffee, drinks or lunch this next outfit is perfect for a daytime date. Casual yet on trend with contemporary styling for every man. Easy transitional layering for a complete look head to toe, no matter the weather. 

A classic pair of blue jeans is an absolute when creating a casual look that you can easily style. The Sullivan Slim Fit Jeans from Polo Ralph Lauren are our prime choice, thanks to the stretch cotton denim construction that provides a comfortable fit and the hand-sanded effects that creates a naturally rugged look, elevating the classic blue jean.

The three dimensional detailing on this Armani Exchange Holographic Logo T-Shirt adds a fresh and dynamic look to the outfit that will capture your date’s attention in all the right ways. 

Our first layer is from Belstaff, with motto-inspired quilted detailing, the Jaxon Quarter Zip Sweatshirt offers versatility to your look. Wear with the quarter zip all the way up to keep the chill out or open to show your shirt underneath. 

The Split Logo Contrast Slim Fit Puffer Jacket from HUGO is the ultimate outer layer, with its contrasting two tone shell and sleek silhouette. This modern puffer jacket is guaranteed to keep you warm if you plan to sit outside. 

Throw some retro vibes into the look with the Reebok Classics LT Court Leather Trainers. An 80’s throwback with OG style that transcends time.

Finish off your layering with the BOSS Kelins Beanie & Scarf Set, in a charcoal colour. Soft and warm this classy set is a premium finishing touch. 


The Dinner Date

A traditional valentines date option, that deserves a sophisticated look to match your wise choice of date. This third and final outfit, see’s you combining sharp tailoring with the smarter end of smart-casual for a look that says you dressed to impress. 

Again with some classic blue jeans, because you really can’t go wrong with this choice. The J13 Slim Fit Jeans from Armani Exchange provide optimum comfort and style with 3D whiskering and a faded effect bringing the classic design to the modern day. Allowing you to dress up the typically casual bottoms. 

Shirt up with a staple from Paul & Shark. The Button Down Shirt in white brings the element of smart with the comfort of casual thanks to the stretch cotton construction. A classic shirt for a classic look with refined detailing.

Adding some texture in the form of a understated tailored jacket, the Novay Cotton Blend Seersucker Slim Fit Suit Jacket from BOSS is the fundamental choice for any smart look. The woven seersucker structure creates visual interest and allows for a lightweight suit jacket option. 

Intertwine a pair of timeless Chukka boots into the outfit, for a quintessential gentleman’s look. The Readhead Leather Chukka Boots from Barbour are beautifully crafted and unifies this outfit with ageless style. 

Accessories aren’t just for casual looks and the PS Paul Smith  Zebra Patch Lambswool Scarf elegantly finished off this look with one simple piece. Its pure lambswool construction shows class whilst keeping you warm in confidence. 


Shop our valentines outfit edit for the ultimate date look and with your outfit set the only thing left for you to remember is the reservation and the gift.