8 Questions to an Elegant Fall Wardrobe


I’m excited about my very simple (hopefully elegant) fall wardrobe. Want to know what’s in it?

Ten dresses.

Yep, that’s it. No jeans, pants, skirts, blouses, T-shirts, tank tops, tunics, blazers, vests, cardigans, dusters, sweatshirts or any of the must-haves in most capsule wardrobes. Just ten casual dresses.

What a relief it is to open my closet and not be overwhelmed by clothes that are superfluous, irrelevant, and confusing to me. After a lot of trial and error and wasted time and money, I came up with eight questions that helped me pinpoint precisely what to wear every day to make me feel and look my best.

Once I defined exactly what I want to wear, I realized anything in my closet that didn’t meet those qualifications was just a distraction. Putting together my fall wardrobe didn’t require a lot of shopping. In fact, it mostly required subtracting, not adding. I donated many items. Others are stored away for another season of the year or season of life. The few things I purchased this fall had to meet a very specific criteria unique to me and my life.

Here are the eight questions that helped me discover my perfect fall wardrobe. I’ve included my own answers to better understand the process. Although we will each have different answers, I think these questions can lead anyone to their own personal version of an elegant wardrobe.

  1. What’s Your Look?
    My mother once said, “You’ve gotta have a look!” Keeping that in mind, I’d like to look simple, polished, and modern. I believe elegance can be achieved with many different styles, from classic to romantic to avant garde. What’s your look?
  2. What Will Give You That Look?
    For me, nothing beats the simplicity of a dress. Dresses make me feel polished and pulled-together. For a more modern look, I stick to dresses with clean lines. They need to be casual enough not to feel too dressy for my everyday life, but I have to remember I’m okay with being slightly over-dressed.
  3. What’s Your Best Silhouette?
    The dresses that work best for me are tailored, knee-length or slightly longer, with some waist definition.
  4. What Fabric Do You Prefer?
    I like smooth modern fabrics that can be machine-washed, hung dry, and only need a little steaming, if that. For fluctuating fall temperatures, my dresses are medium-weight and can easily be topped with tights, a sweater, or a coat.
  5. What Are Your Colors?
    For simplicity’s sake, all of my dresses coordinate with black shoes and accessories.
  6. What Patterns Will You Choose?
    I prefer solids and simple, contemporary prints.
  7. How Many Outfits Do You Need?
    I like the idea of wearing a uniform of sorts and keeping a fairly minimal wardrobe. I think ten everyday dresses will give me more than enough variety for the fall season.
  8. What Specialty Clothing Do You Need?
    In addition to my everyday wardrobe, I have clothing for exercise, messy chores, and yard work. I also have a cocktail dress, a conservative dress, and a couple options for more formal events. Beyond that I’ll remember what Henry David Thoreau said, “Beware of all enterprises that require new clothes.”

I hope these questions help you formulate your own simple and elegant fall wardrobe. We can’t control everything in life, but we can all be the boss of our closets so we can get on with more important matters. ยง

“To thine own self be true.”
~Polonius to his son in Shakespeare’s play Hamlet