Knowing What Works vs. Playing It Safe

Today would have been my Dad’s 70th birthday, and every year for his birthday, I would give him some piece of clothing that was blue.

Actually, for his birthday, Father’s Day, Christmas; it didn’t matter.

I would always give him some sort of t-shirt, button down, or sweater that had blue in it.

My Dad had the most amazing ice-blue eyes and silvery white hair, so blue looked great on him.

It was his BEST colour – so I saw nothing wrong with him wearing it as often as possible!

Why am I telling you this?

Well, I want to talk about the difference between knowing what works for you in regards to your personal style, versus playing it safe.

Knowing what works for you is important because it not only helps when getting dressed and feeling your best, but it helps when shopping too.

Knowing the specific cuts that work best for you, the colours that make you look amazing, and the various styles that suit you best, will save you time, money, and stress.

Don’t get me wrong though.

It’s not about sticking to ONLY those cuts, colours, and styles all the time.

Because that’s how ruts begin.

You may or may not know this about me, but I’m not big on “rules” when it comes to fashion and style because I think it kind of “cramps your style”.


It’s always good to be clear on those few key cuts/colours/styles that you know you can always fall back on when you’re wondering what to wear and wanting to look & feel your best.

Here’s the thing though…

Knowing what works for you is VERY different than playing it safe.

Playing it safe is doing things like sticking to basic colours and outfit combinations because you’re afraid of mixing and matching things in a new way. 

You do it out of fear of “making a mistake”.

You’re not necessarily dressed “badly” or going to have anyone make any negative comments about what you’re wearing, but you’re probably not going to get noticed (in a good way!)  or be very excited/feel great about what you’re wearing.

That’s the difference between knowing what works and playing it safe.

I want to encourage you to stop playing it safe and experiment a little bit more!

A great first step is to figure out what works for you and THEN explore how you can take those pieces up a notch.

It will take experimenting and some trial and error in the beginning, but you’ll get there!

For example, maybe you know red is a great colour for you.

So, instead of pairing your red top with jeans or a basic black or white pant, try a printed pant (or skirt) that has some red in it somewhere.

It doesn’t have to be super obvious (in fact, the less obvious the better) so you don’t look like you are being too “matchy matchy”, but at least a hint of red.

Then co-ordinate with an accessory and/or jacket that picks up the colours in your bottom piece.

Now it’s your turn!

If you already know what types of pieces work best for you, think about how you will take them to the next level to have more fun with your style.

And if you’re struggling, message me at and I’d be happy to brainstorm some ideas with you.

In the meantime,

Happy Styling!