THE OUTDOOR WEDDING
A couple exchanging vows may prefer a garden or beach wedding and ask that their guests dress comfortably. Remember, it’s still a wedding and even as a guest, you’ll want to look like you’ve put in some effort, especially in front of single female friends of either the bride or groom.

The look: Comfort is key, so make a suit of an off-white cotton-linen jacket and khaki chinos. Wear a stylish printed T-shirt underneath and finish off with a pair of white boat shoes. You’re all set to toast the happy twosome.

THE BLACKTIE BENEFIT
When you find yourself attending upscale charity events, suffice to say that your humanitarian contributions are paying off by way of the elevation of your social standing. When you dress for anything “black-tie”, keep in mind that your appearance must spell “impeccable”. Ask yourself: How would James Bond do it?

The look: Even if you buy a tuxedo off the rack, it’s important to speak to the stockist about the alterations you’ll need to ensure your tux will fit you just so. For the shirt, make sure that the collar fits snugly without constricting you. The finishing touch: Wear a distinguished square-faced timepiece, like a tank watch, with a black crocodile strap.

THE OFFICE PARTY
What better way to celebrate company successes, acknowledge staff contributions and get better acquainted with the big guy than at the office party? It’s a relaxed affair and you’ll essentially be wearing the same thing you wear to work.

The look: There are easy ways to get creative with work clothes without resorting to a cartoon tie. Instead, wear a shirt with French cuffs and then dress it up with cufflinks. We picked a fun robot design for the occasion. You can also comfortably add a layer to your outfit with a lightweight merino wool cardigan.

THE FOOTBALL FIESTA
The uncertainty of whether your favourite team will emerge triumphant or defeated will keep the adrenaline coursing for you and your mates through the late-night hours. It’s a time for hanging out, a few hours of escape from work and home concerns.

The look: Jeans and sneakers are unbeatable for beer-soaked boisterousness. What you wear on top depends on where you’ll be. Anywhere without airconditioning will only need a T-shirt or a polo shirt. If there’s air-conditioning and you’re feeling particularly dressy, get cosy with a knitted pullover.

THE SUNDAY BRUNCH
Whether it’s something you share with your friends or your girlfriend and her family, brunch on Sunday is one meal that must be accompanied with laughter and good cheer. It marks the end of a week and the beginning of another. So have another helping of those crab cakes and have another glass of bubbly while you’re at it too.

The look: It is Sunday after all, so we recommend avoiding any shirt that has more than two buttons. Throw on your favourite polo shirt with a sports jacket and pair them with jeans or slim-fit shorts (if your brunch venue lets you bare some skin).