Fall 2018 Well Dressed Life Wardrobe Challenge: Week 2

4 Weeks to a Better Wardrobe - The Well Dressed Life
Today, we’re jumping into week two of our wardrobe challenge. A big thank you to everyone who has joined our private women’s only Facebook group, and took the time to post their Pinterest style boards and lifestyle breakdowns.  I read every single post, and comment and look at all of your Pinterest boards. There have been some big take aways already, after week one, and they are just what I was hoping they would be.
If you are just joining us, or are running behind, don’t worry.  You can go at your own pace, and still post your thoughts and interact in the comments below or our group.  Be sure you finish each challenge before moving to the next.  This week has two challenges, designed to help refine your style and make editing your wardrobe not so overwhelming.

Four Weeks to a Better Wardrobe - Week 2

Week 2: “Pin” Point Your Style and Start Your Purge

Challenge #1

Edit Your Pinterest Board

Review your Pinterest board and only keep what you love, delete everything else. You must LOVE every pin. (I know! It’s hard.) It’s important to note the difference between appreciating a style and liking a style for yourself. For example, I might pin Rachel Zoe in a head to toe sequin suit, because it looks fabulous.  But I would never wear it, even if I had the budget and lifestyle to make it work.  I’d have to delete the pin. One of the reasons we go through this process is to help you become more definitive in your choices and intentional with how you dress.

Another way to look at it is when you are decorating your home. I’m in the middle of a huge house remodel and focusing on making sure my home is cohesive when it’s finished.  That means paying close attention to hardware finishes, the undertone in woods and figuring out how color and prints will carry through the house.

At the beginning of the process, I pinned a ton of inspiration pictures. It felt daunting because I liked everything. But then, I realized, the better question isn’t what do I like, but what do I want to live in? Your wardrobe is the same. You can appreciate all different styles, but narrowing down to one or two that you want to wear is where to focus. Doing so will help ensure you wardrobe mixes and matches and you always look like yourself.

Find Your Common Threads

Next, review your edited board and look for commonalities and consistencies. It might not be abundantly clear but stick with the challenge, it will start to show itself. You can keep pictures of outfits not quite right for your body type; we’ll get to that later. Your board is pure inspiration. Any style can work for any body type with the right fit and proportions. What we’re looking for here is a theme.

Some a-ha’s you might have:

  • You pinned lots of jeans and pants but have a ton of skirts collecting dust in your closet.
  • Maybe you pinned a dozen monochromatic looks yet own a ton of patterned tops and skirts.
  • Does your board have scarves and accessory heavy looks, but you never incorporate them into your daily outfits?

These are the kind of revelations you might have when you finish this exercise – and it’s fantastic.

Challenge #2

A Quick Closet Edit

You can do this next step in one sitting or for a few minutes a day over the next few days.

Set up a workspace in or close to your closet. Designate three piles: one for your “keepers“, one for “donations“, and one for what I call “undecided.” Having a rolling rack for this exercise makes it easier to stay organized. I use mine for the “keeper” pile.

Next, take your Pinterest board or other inspiration pictures into your closet.

While you’re in your closet, ask yourself these questions and try to come up with an answer:

Is your current wardrobe reflective of the style you love?

If not, what is your motivation for making purchases? (Sale price, impulse, need, etc.) 

What do you have more of, basics or trends?  

For example, my Pinterest board is mostly neutral and solid colors, yet I had at least a dozen printed blouses and tops hanging in my closet. There was nothing wrong with them, except I don’t like a lot of patterns and I wasn’t wearing them.

So why do I keep buying them? In my case, I thought I needed variety. Once I completed the exercise, I permitted myself to let go of what didn’t fit into my style.

You may not have many things in your current wardrobe that reflects your current style. (If you do, you’re way ahead of most of us!) It’s okay to feel frustrated. Take a deep breath and trust the process. Going through these steps will allow you to discover what you like, understand why you make certain decisions when shopping and eventually fill your closet with items you can’t wait to wear.

The process of creating a cohesive wardrobe is not immediate. It takes time to curate your look, find the pieces that work best for you and, of course, work those purchases into your budget. But after this challenge, you’ll be off to a great start.

Now, with your inspiration pictures as your guide, QUICKLY, go through your wardrobe. (For more tips check out our post 6 Steps to Clean out Your Closet in 60 Minutes) Hold every piece up and ask yourself, does this get me to where I want to be?

If your answer is “yes,” put the item in your keeper pile or rolling rack.

If your answer is “no,” put it in your donation pile.

If you have no idea or don’t want to deal with it, put it in the undecided pile.

We’ll deal with those items next week. Do this quickly. The undecided pile is there to take away any pressure.

You will likely have to keep a few pieces that are just ok so you can get dressed in the morning. This is fine and expected. Put these in the undecided pile too. The most important part of this exercise is to see if or how much of what you are buying is reflective of your personal style.

Once finished, put the donations in a bag and right into your car. Get them out of the house! Hang and fold everything else. Put the undecided pieces back in your closet, behind the pieces you love, so your favorite items are the first thing you see.

Don’t focus on organizing anything yet (you can guess where we’re going next week).

Repeat the same editing process with your shoes and accessories.

Just getting started?  Be sure to follow each challenge in order. For week one follow the link below:
Fall Wardrobe Challenge: Week 1

Megan Kristel

Megan Kristel is an entrepreneur, working mom, and former personal stylist. Tired of the one-dimensional portrayal of women online, she founded The Well Dressed Life as a resource for other professional women.

1 Comment
  1. Hi loving this blog. I turned 60 in June and desided to spend more time on my appearance so I did the first challenge in July. I finished the second challenge last month. These challenges make it more fun can’t wait for the next one. Thanks

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