Wear This Now: An After-Hours Suit That’ll Make You Feel Like Connery

Whatever your plans are for the long weekend, you owe it to yourself to get dressed up for the occasion. No, you don’t have to suit up like you’re pulling overtime at the office, but breaking out some tailoring is a good idea. Forget the collared shirt, tie, and dress shoes in favour of a relaxed sweater and wingtip-inspired sneakers — they’ll look just as good with a suit while ensuring you can really kick back and enjoy the extra time off.

Menswear Suit

1. Reiss Cruise B Mottled Navy Blazer, $655, and Trousers, $290

If you’re used to only wearing a suit to work, it’s time to branch out. Tailoring in a rich shade of navy with texture to spare feels relaxed yet refined, and by pairing it with other pieces that straddle the line between dressy and casual you’ll create a winning look.

2. Steven Alan Raglan Heavy Crew Neck Sweater, $390

Double down on texture by wearing a knit sweater under your blazer. The crew neck means you can skip a collared shirt, while the white provides a bright hit of contrast to lighten up the navy shades of the suit and shoes.

3. BOSS Cansian-G Italian Suede Belt, $180

Belts are inherently utilitarian, and often aren’t even seen, but that doesn’t mean you should skimp on something luxurious. Crafted from suede with a sturdy yet understated buckle, this one will keep your pants cinched in style.

4. W. Kleinberg Alligator Case, $450 at Club Monaco

Whether you’re going out for dinner or playing host, you don’t need a bulky wallet dragging you down. This case will hold the essentials so that you have what you need without ruining the lines of your suit.

5. Royalties Paris Pineapple Stripe Socks, $30 at Simons

There’s something about pineapple prints that designers just can’t get enough of, so get in on the fun with these patterned socks. It’s a fun flash of personality that shows you don’t take getting dressed too seriously.

6. Brooks Brothers Suede Wingtip Sneakers, $395

These shoes offer the best of both worlds, pairing a supple suede upper with brogue detailing and a rubber sole to create a sneaker that feels just as good as it looks.