How to Dress Well: Women’s Guide to Timeless Fashion

This post: A guide on how to dress well for women.

When I was a little girl, I had a favorite aunt. 

Mostly what I remember is that she was always pretty, her hair was always curled, and she always smelled nice

She married when I was about four years old, and being the flower girl at her wedding was pretty much the pinnacle of my childhood.

Growing up, she taught me how to dress like a lady and what feminine confidence looked like.

When I married at twenty-one, I had my bridal veil fashioned after the cathedral-length veil I remembered from her wedding.

 I’ve worn perfume pretty much every day of my life since I was quite young- definitely a habit I picked up from my aunt.

That’s the power of a well-dressed woman.

Not surprisingly, I’ve always loved pretty clothes.

Maybe my aunt’s influence played into that, and maybe it’s just because I’m a bit of a diva at heart. 

As a young wife, I couldn’t afford to buy new clothes very often and certainly not expensive clothes.

 I had to learn to how to dress nice for cheap.

images in this post are credited to Laura Chouette

I learned that creating my dream wardrobe was possible without spending a lot of money. 

But I needed to make another kind of investment first.

What’s my clothing style?

Have you ever thought about your fashion personality?

This is the kind of investing you can do, even without spending a dime on your wardrobe.

Everyone woman has her own style personality.

A fun way to discover your personal style is to create a Pinterest board, or browse magazines, and pay attention to what catches your eye. 

Do you gravitate toward classic blacks-and-whites?  Or do bold florals or patterns catch your eye?

Everyone has her own style. When you have found it, you should stick to it.

Audrey Hepburn

Time to Find My Style

 Create a Pinterest board and call it What’s my fashion style? or something like that.  

(You can follow my fashion board on Pinterest here.)

If you haven’t “discovered” your style yet, invest some time doing it.

Any time you see a style you love, Pin it. Pay attention to the colors, styles, patterns and “looks” that catch your eye.

Do you love handbags? Flats or stilettos? Hats or boots? Ponytails or beach waves?

Begin to define your style: are you classy and chic? Bohemian or blingy? bright and edgy? soft and feminine?

Don’t worry about a budget at this point: invest in discovering who you are first.

 Take an honest look at your current wardrobe.

Do you love your clothes?  Why or why not?

Does your wardrobe really reflect who you are?  What does it say about you?

Do you have “too much stuff” piled into your drawers and closet?

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If so, begin to gently purge.  What are you ready to get rid of?

Is your wardrobe understocked or a pit parse?

Eventually, it will be time to invest in a few essentials that you love.

But don’t jump ahead and do that yet.

How to Dress for Your Body Type

Did you know? There are TWELVE different body types?

Ladies, we tend to shop and dress according to what looks good on someone else. 

Find a copy of The Body Shape Bible, by Susannah Constantine and Trinny Woodall. (This book is typically available on Amazon, or check your library or local bookstore.)

Susannah and Trinny taught me how to dress for my body type and it totally changed the way I shopped for clothes.

How to Dress According to Your Personality

Discovering a free quiz by Dressing Your Truth (DYT) was a game-changer for me!

DYT by Carol Tuttle is a deeper look at beauty types than the seasonal color palettes most of us are familiar with.

She explores types of beauty based on energy profiling. The results are spot on.

Just for fun: According to DYT, I’m a type 4. I’d love to know what your type is if you take the free quiz!

Time to Find My Beauty Type

 Read up on body shapes and energy profiling.  

Add sections to your Pinterest board about your body shape and DYT type. 

What styles look really good on your body shape?

Which ones should you avoid?

What are your top five or six colors that will really enhance your complexion?

What colors are more apt to wash you out?

Take it a step further and do some research on face shapes and hairstyles.

Find a woman you admire (either someone you know, or a famous person) who has a similar complexion and body shape as you do. 

Pay attention to what she wears.

Keep developing your own style, but always learn from the best!

My personal fashion icon is Kate Middleton.

Here are a few great links to check out: 

How to start a capsule wardrobe

A capsule wardrobe is:

a collection of a few essential items of clothing that don’t go out of fashion, such as skirts, trousers, and coats, which can then be augmented with seasonal pieces.” (source)

I love this concept because it implies these two things: 

  • simplifying
  • being intentional about what you buy and wear

Here are a few great links to check out: 

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Want to Feel More Confident?

Begin to thank God for who He made you to be.  

Regardless what you’ve previously believed about yourself, you are a treasured, one-of-a-kind, beautiful woman.

Does it feel hard to own your personal sense of worth and beauty?  Why or why not?

Do you have daughters?  If so, are you helping them cultivate their own sense of style?

Give them space to be themselves, and to eventually grow into their own unique womanhood. 

Identity is a God-given gift.

How to Dress Well: In Summary

I’m super impressed that you’re still here! I want to make it totally worth your time, so stick around for the freebie.

But first, let’s review how to dress nice everyday:

#1 Define your style.

#2 Choose clothes that flatter your body type.

#3 Dress according to your personality.

#4 Build a capsule wardrobe that you’ll love.

LET ME SEND YOU A FREE GUIDE: 5 Ways To Take Your Wardrobe To the Next Level

  1. Click here 2. Drop your name + email.

You’ll join my newsletter, plus get the free printable as a bonus.

  1. Download the free guide. Join my weekly-ish newsletter and as a bonus, you’ll get the printable!
  2. Print. Any paper will do the trick, but card stock would be ideal.  
  3. Keep your guide somewhere handy- in your planner, at your desk, or someplace you see every day.
  4. Stick with it. Building your dream wardrobe won’t happen overnight! Give yourself time to work through the steps… and be sure to pin this post for review xoxo.

Here’s a sneak peek of your printable guide:

5 Ways To Take Your Wardrobe To the Next Level | Kristy Howard


Looking to find your personal style? Share your biggest challenge below.

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