Choosing the Perfect Outfit for Stylish Occasions

Joanna

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Published June 25, 2018

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Updated October 23, 2024

Photo: PexelsPin
Photo: Pexels

Finding the right outfit can be a tad overwhelming if you’re not fashionable or have no clue what items you have in your closet. Before anything else, audit your clothes and see if you can organize them according to how often you wear them.

It is rare, but there are times when stylish occasions pop out of nowhere to surprise you, so it is best to be prepared before it happens. As it happens, some of your clothes may be used for stylish occasions and may be covered for some events.

If you are particularly new to building your own wardrobe, the best advice is to stick with the basics because you can never go wrong with the classics. Make sure that all your clothes fit you well, and while it is nice to be stylish, it is even more important to be comfortable.

Always remember that it doesn’t hurt to have an “impress everyone you meet” mindset at all occasions, especially work-related events. Fashionably dressed is the quickest way to make an impression, and if you want to make more connections, you will be easily remembered.

Now that you have the basics nailed down, here are tips on choosing the perfect outfit for stylish occasions.

Weddings

Dressed to impress, Rainer Andreesen, Arthur Kulkov, Bo Develius, and Hamid Onifade wear red accessories by LE 31.Pin
Rainer Andreesen, Arthur Kulkov, Bo Develius, and Hamid Onifade are dressed to impress. They wear red accessories by LE 31.

In any formal events, guests are expected to follow the dress code. At weddings, you should expect business casual or black tie. For business casual, you can wear pants, a dress shirt similar to the color motif of the wedding, and a blazer.

If the event calls for a black tie, you can opt for a dark suit, a tie, a white shirt, and some dress shoes. If you are part of the entourage as the groomsman, lucky you. It is more than lucky that the couple bought and paid for your outfit.

While the groom usually gives gifts to his groomsmen as tokens of his friendship and appreciation, consider getting gifts for everyone, especially if this little boys’ group has been through a lot. Throw in some unique customized flasks for everyone to commemorate the special day.

You could also consider gifting something classic, like men’s leather wallets or accessories, which are stylish and practical, adding a touch of sophistication to the memorable day.

Business Dinner/Formal Meeting

Donning a sharp grey suit, Luc van Geffen stars in GANT's spring-summer 2018 campaign.Pin
Donning a sharp grey suit, Luc van Geffen stars in GANT’s spring-summer 2018 campaign.

If it is a formal meeting where you are expected to conduct business or simply a business dinner, you should dress according to the company’s dress code. If you wear suits for work every day, you are also expected to show up in one during the gathering.

If you work in a casual office environment, it doesn’t hurt to dress up a little bit to business casual. You could very well be meeting with the boss or some higher-ups, so this is a great way to give them a good impression of your professionalism.

If you’re expected to talk business with your colleagues, managers, or bosses, be sure to take everything you need with you, like your laptop, pen, paper, hard drive containing pertinent work files, and more.

Make sure you pay attention to the bag you’re bringing in instances like this. If you’re looking for a versatile but long-lasting bag, consider getting a vintage leather handbag. Yes, men can wear totes and look just as fabulous in any outfit.

Graduations

British model Tom Barker suits up for Express.Pin
British model Tom Barker suits up for Express.

It helps to dress business casual to semiformal on this occasion because it celebrates the graduate’s achievements. A good way to honor that is to show up in good attire: dark trousers, a simple suit, and a fitted blazer. Make sure to take into consideration the location of the graduation venue to avoid being overheated by too many layers or underdressed.

Parties

All smiles, Matthew Davidson dons a polo shirt and chinos from H&M.Pin
All smiles, Matthew Davidson dons a polo shirt and chinos from H&M.

There are many kinds of parties, so dressing up for one or twenty can be pretty situational. At parties that are more like weekend get-togethers or company bonding, it is best to dress comfortably and let loose a little bit to socialize with other people: casual to business casual is appropriate.

For cocktail parties, guests are required to dress more formally. It is an event where many guests do not know everyone. That is because the purpose of these kinds of parties is business networking or socializing. Your attire should not be any less than business formal (or even a black tie is an option, depending on the invitation).

It Never Hurts to Ask

While it is ideal to be perfectly dressed every time, there may be instances that invitations come without dress codes. This can be confusing, and you risk being overdressed or underdressed at the event, so never hesitate to ask your host through text, email, or even a simple phone call. If you can’t reach them, try asking other attendees.

If no one is available and the host is too preoccupied to answer your questions, do a little bit of guessing. Consider the time and venue; indoor receptions are generally more formal, while outdoor ones are more relaxed, and so on.

It is more excusable to be overdressed because you can dress it down later when you get to the event. Taking off the tie or shrugging the jacket off will instantly make your outfit less formal.


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