Valentine’s Day Style Guide for Every Stage of Relationship

Valentine’s Day Style Guide for Every Stage of Relationship

Last week, we helped you plan your Valentine’s night out for whatever level of your relationship you’re in. Now the question remains, “what to wear?” Mr. Derk has picked the prime outfits for all those creative dates we gave you for any stage in your relationship.


Casual Dating and Casual Elegance

valentine's day mr derk

Your relationship is fresh, so you’ve picked out the newest restaurant and planned your night out to avoid going over the top. You may still be casually dating, so the casual elegance of a crisp button-down dress shirt with a reserved stripe, like this blue and white one from Stenströms (available in store), with a textured tie is a great option to keep your look sharp and refined. Keep things simple and engage your date in conversation rather than making bold statements in your outfit. No need for an overly formal tux when the occasion calls for simple, comfortable and void of distraction. This “Balloon” blazer from Ring jacket is made from breathable wool, made to stretch for easy mobility, but built to last so you can look back at it in a few years and remember this first Valentine’s together. Under the table, you should be sitting comfortably in a relaxed pair of jeans with a braided belt that will make things easy to adjust in case you stuffed yourself with too much food. And like a heart-shaped box completes the pair of wine and chocolates, the perfect dress shoe, like Loake’s Buckingham in chocolate brown, will finish off your look.


Wearing Your Heart on Your Sleeve


If you’ve been together for while and decided to get creative and try some new activities this year, your outfit should reflect that break from the boring. It’s Valentine’s not Groundhog’s Day, so steer clear of that tired outfit you’ve repeatedly used for every major holiday.


Add some whimsy to your outfit with a floral print, like this Ordean dress shirt (available in store). A warm, reserved, neutral sweater is going to be necessary for any outdoor adventure you take your date on. A pair of dark denim will keep your fancy outfit ideals from getting overblown, plus they will take your look all the way through your day to night adventure. Rather than some literal rose coloured glasses, opt for a floral scarf to accessorize your outfit. Finish everything off with a few sprays of a warm, elegant cologne like Murdock of London’s new Napier scent, inspired by the elegance and style of the British Isles’ grand heritage of motor racing. The cologne is warm and green with top notes of sage, cypress, hyssop & fig leaf, mid notes of patchouli, fig & dried fruit and base notes of oakmoss & amber. The perfect scent for the modern gentleman to premiere on this day celebrating the warmth of a love in bloom.


Romancing The Stone Wash

v day style guide

Here’s Mr. Derk’s look if you’ve got a big day with multiple activities planned, and you want to be as comfortable in your outfit as you are in your relationship. An easy henley and some tonally contrasting denim will have you relaxed and ready for anything. A military inspired coat is both utilitarian and sharp-looking: fit any number of sneaky little gifts into your multiple pockets, plus the olive green will match perfectly with the bouquet of roses behind your back. Polish off the look with a pair of combat boots, like these from Base London (available in store), that are stylishly less combat-on-the-battlefield and more along the front lines of a Pat Benatar song.

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