Some Saturdays are stupidly busy. After a dizzying morning shop (for a much needed work suit), you’ve grabbed lunch on-the-run, before a three o’clock brew with the boys. Not long after, you’re ditching the lads for a dinner date, followed by late drinks with office crew for the boss’s fortieth. Exhausting.
When there’s no time to change – between midday at the mall and the birthday bash at the bar, having a few day-to-night outfits up your stylish sleeve is essential. But not everyone gets it right.
These four outfits can be worn any time of the day – think mid-morning brunch or Saturday night’s barbarianism. Once dressed, however, it’s up to you to keep things civilised. You don’t want to leave a stain on your hard work.
#1 Double (& Dark) Denim
Stylish gents were working light chambray shirts with selvedge jeans last season. But for day-to-night sensibilities, stick to double dark denim. Try teaming a dark wash denim shirt with the same coloured jeans, rolling the sleeves to the elbow to lighten the indigo load. For a smarter look, button the shirt up to the neck (no tie, please) and add a leather belt (for those seeking a visual break from the denim).
Then focus on the shirt tuck: half, full or none at all. The latter best for days, the former more night-time chic. Denim should be straight-cut or relaxed – never skinny (especially in you’re shirt tucking) and a then opt for sock-free, white sneaker or natural suede lace-up – boot or brogue.
#2 Graphic Attack
The graphic sweater is a must-have piece this season. From animal prints to rocket ships to Andy Warhol-inspired pop art, these jumpers’ need for attention makes them a fun daytime choice. Playing down the novelty, however, is essential, pairing graphic knits with neutral pieces to absorb the noise of the print.
Night time appropriation comes via clean lines achieved with tailoring – think a sharply-cut wool trouser or a minimal overcoat with a pair of leather sneakers or Derbies. And keep the base colour of the sweater monochrome – black, white or grey – to appear smarter.
The statement sweater won’t replace your plain and patternless knits. But for some day time quirk and night time chic (especially when the sweater boasts neutral tone) they’re hard to beat. An easy pop of colour and comfort.
#3 Tee-Time Tailor
As the sartorial lines blur between casual wear and tailoring, it’s far easier (and more acceptable) for men to sit comfort t-shirts under a suit. But not just any suit: unstructured, lightweight suits that have an air of summer about them and warrant the need for a cotton tee.
Styling works best with monochrome two-piece suits, tucking the t-shirt (yes, it’s more refined under a blazer), classic Breton stripe or a modern graphic – underneath an unbuttoned jacket. Avoiding the belt is more streamline and clean looking on the body, too.
But play up jewellery and accessories – a silver neck chain, copper cuff or acetate shades – before choosing appropriate footwear – white sneakers or chunky sole Derbies. Just the kind of formal cool you’re after when going from day-to-night.
Taking dress-drown Fridays into the weekend (as long as that’s the only work-related thing you do on a Saturday), casual jackets and tapered trousers is the ultimate fashion collaboration. With street chic cues – a monochrome palette and crisply-cut outerwear – take a matte-finished leather perfecto and team it with a checked or striped dress shirt, tucking the button up into wool, front-pleat trousers.
The suede bomber is a must-purchase this season; in natural-hide browns or dark navy with a sporty raglan sleeve design. For the weekend, a business blue shirt – no tie – and navy cotton trousers loose all boardroom appeal, the pants cropped with bold socks and soft-polished shoes, rounded at the toe.
After selecting one of the aforementioned outfits, the key is making sure that everything fits perfectly – a slim and streamline fit, but not inhibiting or uncomfortable.
Next, try limiting your look to three pieces – a jacket, shirt and bottoms – making sure each piece complements the other, shoes included. Synchronised and streamline looks – obtained by neutral and natural colours and fabrics – are the easiest to transition from day to night. Less really is more.
For more inspiration, click through the slideshow for key men’s wear items to nail day-to-night dressing.