How Dads Dress Well

How Dads Dress Well

This was originally going to be a post about how to dress well as an older gentleman. But Dads are not necessarily older! So to celebrate Father’s Day, we’re talking about how to dress well as a Dad of any age.

It’s fair to say that if you have teenagers, or remember when your kids were that age, or remember when you were that age yourself, you also remember the odd eye roll at your ‘Dad’ outfits. It’s hard for Dads to be cool in the eyes of their kids - but not impossible. And when you do sort your style out and feel the confidence that comes with it, the extra spring in your step is what will really impress your family.

So here are some tips on how to bring out your best style, so you look good, feel good and inspire your loved ones with how you do good.

Know What Suits You
If you have a default colour palette in your wardrobe, particularly if you have a lot of black, take a moment to have a think about whether it really suits you.

Have you ever worn a colour where someone complimented you on how good you looked in it? If so, start there.

Another way to figure out what colours suit is to go into a shop (or department store) that stocks a large range of coloured t shirts or polo shirts and try them on. You don’t have to buy them, you just want to get a sense of the colours that look really good on you. You might be surprised! If your kids are with you, even better. If they’re old enough to observe you in different colours, ask them for their opinion on what suits you best. They’re honest and they’ll probably be right!

When pairing colours together, don’t forget about monochrome. Often the most stylish look is the most simple, with consistent colour throughout. If you’ve indulged recently and want to make it look like you’ve been at the gym, a monochrome outfit might be just the style trick you need!

Once you get a feeling for the colours that work, it’s time to bring those colours through in the styles that both suit you and work for you in your day to day life.

Know What You Feel Comfortable In - But Keep Trying New Things
By now you’ll have a fairly good idea of what styles of clothing are most comfortable for you, and what sorts of things you need in your wardrobe for the functions of your day to day life.

Not a t-shirt guy? Maybe you like to wear a shirt, even on casual days. Not a jeans guy? Maybe you prefer to wear chinos. That’s cool.

But once again, take a step back and double check that these choices are made with good reason rather than by default. If you prefer chinos to jeans, is that because you just never found the right pair of jeans?

Challenge yourself to be adventurous. If there’s something you’ve admired and would love to wear but have never been brave enough to try, give it a go! If you’re in a store, ask for help from the staff to select the style that’s most likely to suit your shape. Or shop online and order multiple options, knowing you can send back anything that doesn’t work.

And remember that weekend clothes, while often needing to be practical, don’t have to be leftovers from many seasons past. You can still look stylish in a simple pair of shorts and a t-shirt, if you’ve carefully chosen fabrics that wear and wash well, in the colours that look great on you.

Make Sure It Fits
Once you have a sense of the colours and styles that will work best for you, then you can evaluate what’s in your wardrobe and make sure you only keep, and wear, the pieces that fit you perfectly.

If you need to buy something, then you can arm yourself with a shopping list and get started with upgrading the items in your wardrobe that you wear most often.

Before deciding whether to buy something, always remember that the fit is the most important thing. If it doesn’t fit perfectly, see whether it could be tailored - and if so, take it to the tailor immediately so it doesn’t languish, unworn in the back of your wardrobe.

If it doesn’t fit properly and can’t be tailored, don’t buy it. Simple as that.
But if it’s a style that you love, in a colour that suits you and it fits you perfectly, go for it!

Make Sure It’s Appropriate For The Occasion
One of the best things about the 21st century is that jeans (and chinos) have become socially acceptable in about +80% of situations.

But always take a moment to think about where you’re going, what you’re going to be doing, and what the weather’s going to be like, when selecting what to wear. If in doubt, it’s better to be slightly overdressed than underdressed.

If you need to dress up for a special occasion, and if that’s not something you do often, think about the dressier options wardrobe and how long ago you updated them. You might not wear your dressiest gear all the time, but for those times when you do wear it you want to look and feel fantastic.

If you’re not sure whether your dressy options are up to scratch, ask for help from a stylish friend. It might not feel comfortable to ask but you’ll be glad you did and they’ll be glad to help.

If you’re a Dad with a style question, I can help. Just submit your question in the comment box below, or contact me directly - Kim Monney at

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