How To Dress Like A Grown Up (Yes, It’s Time)

Whether you’re 16, 26, or 36, there comes a time when you need to dress like a grown-up. It might be for a wedding, a funeral, a big date, or a job interview, but knowing how to dress with style and confidence isn’t just about ticking boxes for formal occasions; it’s a life skill that can make or break the first impressions you give.

If you’re ready to graduate from casual tees and baggy jeans, here’s your guide to dressing like the man you want to be.

When Is Dressing Like A Grown Up Is Required?

Not every occasion demands a full suit, but each event calls for a respectful dress code. The rule of thumb is to go a notch above the standard dress code. Here’s what you need for each:

• Weddings: A suit is always appropriate. A tailored blazer, dress shirt, and trousers will do for less formal weddings.
• Funerals: A dark suit and tie are non-negotiables. Subdued colours show respect.
• Date Night: A relaxed yet polished outfit says “I’m here to impress but not trying too hard.” Think chinos, a button-down, or even a smart polo if you know the venue is casual.
• Job Interviews: If in doubt, go formal. A well-fitting suit, crisp shirt, and understated tie show professionalism and respect for the position you’re applying for.

Understanding these distinctions keeps you from showing up overdressed or underdressed — both of which can leave the wrong impression.

Remember, it’s not all about suits; just looking like your clothes fit you well is another sign you’re dressing like a grown-up. This can be as simple as clean jeans and a white t-shirt with black penny loafers.

How Your Clothes Fit Is Very Important!

Fit is everything. You can buy the nicest shirt on the rack, but if it’s billowing like a sail, it’ll do nothing for you. Getting the fit right is 70% of dressing well; the rest is simply choosing clothing with style.

• Shirts: The shoulder seams should line up with your shoulders, and the sleeves shouldn’t go past your wrists. If the shirt balloons out around your torso, find a more fitted cut.
• Trousers: These should have a slim fit that doesn’t cling too tightly or sag around the waist or knees. Hem them to graze the tops of your shoes for a clean, polished look.
• Blazers: A well-fitting blazer is the hallmark of a grown-up style. Ensure it’s snug on the shoulders and tailored enough to taper toward the waist. When in doubt, bring it to a tailor.

Finding clothing that fits well can take time, but it’ll change your wardrobe once you nail it.

Understand What Grown-Ups Wear (And What They Don’t)

If you’re trying to build a wardrobe that’s both versatile and mature, skip anything that falls under “teenager” fashion and focus on clean, timeless basics:

• What to Wear: Polo shirts, fitted trousers, button-down shirts, blazers, and bomber jackets (in a neutral or muted colour palette).
• What to Avoid: Hoodies, track pants, baggy or overly distressed jeans, and clothes with too many graphics or logos. Cover up the tattoos too.

These simple wardrobe choices say, “I’ve got my act together,” giving you a polished look that’s both age-appropriate and effortlessly stylish.

Find Brands That Fit Your Budget

You don’t need to drop thousands of dollars to dress well. There are fantastic brands out there for every budget. Here are some that offer quality, style, and grown-up appeal:

• Budget-Friendly: Uniqlo is a staple for basics like chinos, button-downs, and simple jackets. Their pieces are well-made and fit nicely without breaking the bank.
• Mid-Range: Suitsupply is great for affordable yet stylish suits, while Venroy is perfect for chic, laid-back separates.
• Affordable Corporate: TM Lewin is known for its dress shirts and tailoring essentials, ideal if you’re looking to invest in workwear or something for special occasions.

No matter your budget, these brands cover the basics to help you build a stylish and mature wardrobe without emptying your wallet.

Getting in Shape Will Help

Clothes fit better on a body that’s in shape. When we’re young, it’s easy to ignore this, but as we age, staying active and maintaining a healthy diet goes a long way in making any outfit look better on you.

Even basic exercise like jogging, swimming, or bodyweight workouts can keep you in shape, making it easier to find clothes that fit well and look sharp.

Never Be Afraid to Ask for Advice

No one’s born with a sense of style, so don’t be afraid to reach out for guidance. Ask for opinions from people you trust, like your girlfriend, an older sibling, or even a well-dressed friend. Platforms like Reddit’s male fashion advice can also be great resources.

Dressing like a grown-up doesn’t mean giving up personal style. It’s about finding the balance between looking sharp and staying true to yourself. By following these guidelines, you’ll be able to dress for any occasion with confidence, knowing that your wardrobe speaks for you before you even say a word.

What the Experts say about Dressing like a Grown-Up

According to men’s stylist Jeff Lack, you want quality over quantity.

Here’s what Jeff had to say when we asked him.

1. Invest in Key Pieces: Prioritise timeless, high-quality items over trendy, disposable pieces.
2. Quality Over Quantity: Focus on well-made, durable clothing and accessories that will last.
3. Attention to Detail: Emphasise the importance of getting small details right, especially with tailoring.
4. Consider Bespoke: Aim to invest in a bespoke suit at least once, particularly jackets and coats, as they can last many years.
5. Accessories in Line with Age: Ensure accessories like jewellery and sunglasses are age-appropriate.
6. Personal Grooming: Keep grooming, including skincare, hair, and fragrance, aligned with your age—updating your hairstyle beyond what you might have had in university.
7. Smart Footwear Collection: Invest in good-quality, smart footwear and consider having a more extensive collection than you think is necessary, as most men tend to have fewer pairs than ideal.