FLANNELS 3-WAYS: HOW TO DRESS FOR DATE NIGHT

FLANNELS 3-WAYS: HOW TO DRESS FOR DATE NIGHT

Date night outfits

FLANNELS 3-WAYS:

HOW TO DRESS FOR DATE NIGHT

Big Valentine’s Day plans? From where to go to how to dress when you get there, this is how to do date night, the FLANNELS way.

WORDS: HANNAH DUNN, GRAPHICS: AYRA PEREDO, PHOTOGRAPHY: INDIA ASHMORE, STYLING: LETIZIA GUARINO, DATE: 07.02.25 Photographer: jane doe

Love is in the air. Valentine’s Day is just around the corner. And it’s time to get serious, about your date night outfits and your date night venues. Need to dress to impress? Don’t worry, we’ve got you covered…

Introducing FLANNELS 3-Ways, your new styling BFF. We’re breaking down three ways to dress for different occasions. This time? Valentine’s Day. You’ve probably already checked out our gift guide but now it’s time for the big event – by which we mean picking out your outfit and date venue combo. From where to go to how to dress while you’re there, this is how to do date night dressing the FLANNELS way. And we’re bringing Gucci, Stone Island and Prada along with us…

THE DATE: PERFECT PUB PAIRINGS

Valentine's Day outfits to wear to the pub

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Taking your other half to the pub this Valentine’s Day? Whether your local watering hole or a pretentious city pub that’s debuted on TikTok, we have just the garms on tap to keep you going ‘til last orders. Time to split the G.

A model wearing Bottega Veneta and Jacquemus A model wearing Stone Island and Bottega Veneta

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Taking the classic ‘jeans and a nice top’ to the next level, we’ve found the perfect pub pairing with these Bottega Veneta wide-leg jeans and off-the shoulder Jacquemus top. A smooth pint has never tasted - or looked - so good.

The easiest way to take your pub look up a notch? It’s all about accessorising. Double up on Miu Miu’s hair clips to add a point of interest up top. Ready for another round? Slip on Chloe’s classic black ballet flats and this tiny Acne bag; the perfect size for all the essentials – lip gloss, phone, keys…cardholder – complete with a mirror for touch ups on the go. And to top it off, we’ve found the chicest outer layers thanks to Jacquemus and this keep-forever leather jacket. The finishing touch? A splash of red for Valentine’s Day, of course, in the shape of an oversized Vivienne Westwood scarf – perfect for when you step outside. 

Enjoy a smooth smooth ensemble thanks to Prada’s latest collection. Opt for a knitted jumper (warm, on-trend, classic) and pair with fresh white trainers and the ‘Re-Nylon Leather Shoulder Bag’ for all your prized possessions (V. Day card, keys, wallet). Co-ordinated chill nailed.

Refresh your wardrobe with Gucci’s double ‘G’, this shearling aviator jacket is sure to keep the cold out. Pair with CP Company’s khaki cargos to give streetwise Prince Charming, ushering in a wave of breezy cool to the ‘fit. Impress your date and all the locals with these uber cool boozer-ready garms.

THE DATE: TABLE FOR TWO

Dinner date outfit featuring Prada and Magda Butrym

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Dim-lighting, small plates, natural wine and a dreamy date…. who isn’t in the mood? From London’s Bar Crispin to Manchester’s Erst, you foodies may be eating and drinking in the most aesthetic interiors across the UK. But the question remains: what to wear to fit the vibe? Well, we have the freshest a la carte of FLANNELS finery lined up. It looks like it’s Prada on the menu tonight…

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Dish of the day? Magda Butrym’s pretty pink mini ‘Magda’ mini dress; with a side order of a Prada. The Italian brand’s ultra-chic take on the sling-back kitten heel has provided us with a fancy shoe that’s comfortable enough to get around in – the dream.

We’ve always got room for more, so indulge in some Saint Laurent dangling earrings and Acne Studio’s adorable baby pink pocket bag. Chef’s kiss. 

They say you eat with your eyes – well, we’re serving you the freshest looks on the menu. It’s time to get suited up for some small plates in this Prada blazer and check suit trousers. Couple up this suave set with an Acne Studios t-shirt and pop of pink, you’ll be a pair to remember. Finish up with some Gucci loafers and a Prada belt. Delicious. 

THE DATE: MOVIE NIGHT

Two models wearing date night outfits

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With a choice of Heart Eyes or Bridget Jones, the cinema is the perfect setting for date night this Valentine’s Day. Whether you’re rewatching a cult classic or you’re a pair of film buffs waiting to give A Complete Unknown a Letterboxd review, these film-ready fits are five-star worthy. 

A model wearing A Bathing Ape puffer jacket and Balenciaga Shorts A model wearing a red mini Norma Kamali dress and holding a Givenchy bucket bag

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Time to sit back, relax and watch a rom com? We’ve got just your type. Embrace the preppy spirit that’s dominating the fashion set right now with pieces that play into the collegiate spirit. Layer Jacquemus's knitted polo jumper with a pop of blue c/o one of Prada’s cashmere cardigans – which you can easily layer on top of your jacket when you step out into the cold. The finishing touch? Miu Miu’s boat-shoe-inspired loafers and Gucci’s Ophidia GG mini bag. Take your cues from Jane Birkin and embellish with bag charms and keyrings for a truly personal touch. 

Cool, comfortable and practical? Stone Island are always our go-to for these occasions. Pair their Soft Shell Jacket with layers of jumpers and tees (you never know what the temperature will be doing in the auditorium) that you can add or subtract. And finish with Moncler’s loose-fit trousers, chunky boots via Prada and Gucci’s Belt Bag to keep your wallet close to hand when it comes to dropping your hard-earned cash on pick ‘n’ mix. Forget Harris Dickenson dancing to ‘Father Figure’, you’ll be the one to watch.


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