Growing up, while everyone else was wearing those Benetton rugby shirts, I was bleaching my hair blonde and wearing all black with silver studs. I loved going against what was expected.
But as I’ve gotten older, and particularly since I started teaching style to my private clients, I see the value of a simple guideline. It’s helpful when you don’t know what you’re doing and want to know how to dress.
But here’s my issue: women get so locked into following fashion rules that they forfeit all their choices to “getting it right.”
Take this example: “Since I carry most of my weight on my bottom, I need to wear fuller or wide leg pants.” Because of that rule, this woman eliminates every hip-hugging option from her wardrobe — which might make sense for her, or it might not. She’ll never know if she’s too focused on following the rules instead of trying something new.
Yes, having a basic understanding of guidelines can be incredibly helpful when choosing cuts and colors. But letting go of those guidelines could be your fast track to finding your full expression.
So here are 10 rules I see women following religiously — consider rewriting them the next time you get dressed!
10 Fashion Rules To Question
1. Women over 40 can’t wear wear crop tops or mini skirts
With intention (and good taste), a crop top and mini skirt can be fab on us older woman.
2. Your earrings and necklace must match
This may have worked for your mother or grandmother, but you can do things differently. (I actually advise my clients against matching like this.)
3. Don’t wear navy and black together
Did you ever see that show Billions? The entire cast (yes, everyone!) wore navy and black. They looked modern and sharp.
4. Always match your belt, bag and shoes
Think of them as cousins, not twins. They must harmonize, not be identical.
5. Don’t mix gold and silver jewelry
We’re seeing the future of fashion in combination pieces that mix it up.
6. Belt loops must have a belt
Do they? Definitely question this.
7. Sneakers don’t belong with a dress, skirt or dress pants
Mixing sporty with dressy is unexpected and creates dynamic opposition, a foundation for the most interesting looks.
8. Every wardrobe must include a trench coat, white button down top and pair of ballet flats
These lists of essentials drive me nuts. When I look at all my private styling clients, there is not one item they all must have. The individuality of their lives and circumstances call for a unique wardrobe.
9. Buying something expensive means it’s high quality
Fortunately, or unfortunately this is not the case. I’ve seen $500 tops that felt like they were $50. And I’ve found $500 dresses for $50. It comes down to knowing what high quality looks and feels like, and using your own judgement to decide what to buy.
10. A formal dress must be long
Jumpsuits and tuxedos are also great alternatives for your formal occasion!
BONUS: Don’t Wear White In The Winter
Winter white is chic. Also chic — a tonal look of mixing cream, white and beige
How To Dress Instead
I created this list to give you more options—and your permission to break the rules. But don’t break them just because I said so.
Focus on discovering your unique style and let the guidelines fall naturally around that.
For example, my style is edgy, elegant, and energetic. I wear colors from my prescribed palette because they make me feel vibrant and like myself.
Too often, women follow what others say because they don’t feel confident enough to decide for themselves. And honestly, it’s easier to go with the crowd—even if that means settling for a style that doesn’t quite fit who you are.
What To Do About These Fashion Rules
Break these fashion rules because they’re not serving you. Or follow them because you want to. But don’t do it without consideration. Be thoughtful about your style choices because they’re a simple celebration of who you are and all you’re worth!
Need help with dressing your body to complement your shape? Click here to download the free style guide.
It’ll help you discover the styles and silhouettes that suit you best!
I break all of these rules. I love the tonal winter white with cream and beige thrown in. I’m definitely going to try navy and black. Mixed metals are fun. And I love sneakers with a dress.
Love navy and black, black and brown. Definitely will never hace a white button down or trench coat. . Ballet flats, maybe
I still believe belt loops require belts. Be careful with money & quality. I choose to match my shoes, bag and belt but that’s just my thing but it is more interesting to not match and younger looking!!
I love how clear you are on what’s your thing! This is what makes a strong personal style❤️
Ballet flats are comfortable which is a big plus in my book!
Would love to know how you liked wearing navy + black!
I love wearing white in winter especially white knits. Yes definitely to navy and black, one of my favourite work shirts was navy and black, worn with black suit. I personally like ballet flats and white buttoned shirts – agree with not having to be matchy matchy with accessories which doesn’t feel contemporary. No trench coat.
Love the clarity you have around your style!
I laughed when i read your comment about white shirts and trench coats. I live in florida and have absolutely no use for a trench coat. The “wardrobe basic” required blazer is also a hard one to find and use. Forget white shirts: i can’t wear white due to my coloring nor most button downs due to my body shape. I do however, like ballet flats. I am NOT a rule follower!
Glad you got a laugh, Ruby! and love how clear you are that you are NOT a rule follower!