by justine

This weekend, I went on a little shopping trip with Jess of Hell Or High Fashion. I learned so much during the first time we went out. What I learned made shopping for myself much easier. Everything I bought during that original trip felt like such a refresher, I haven’t been gunning for new clothes in a while.

I’ve been in love with my closet ever since.

But as the seasons have changed, I wanted to add a few things (romper, jean vest, mustard everything) to my closet and so I hired Jess for a quick trip this weekend. She did not disappoint.

We shopped at Forever 21 and H&M, and I left with enough pieces to reinvigorate my wardrobe for the next 6 months.

Back at home, I thought I would go through and pull out a few things to donate – new stuff in, old stuff out. But it seemed that adding in these new clothes created two problems:
1. I fell in love with all of my clothes again and
2. I suddenly felt like I had too much clothing

One of the benefits of doing the closet consultation with Jess in Feb ’13 was that I got rid of many things that clouded my wardrobe vision. In fact, I don’t think I even had a vision and I certainly didn’t know how to shop for my personal style. Example: before Jess’ help, I had 5 ill-fitting pairs of jeans I would guiltily avoid while wearing the same perfect-fitting pair of jeans every day forever. Getting styled gave me permission to ditch the old / ill-fitting pants and just live in the one to two pairs that I loved.

But, back to Sunday. I found that I had many a clothing item in my closet and dresser. In fact, I pulled out all of my dresses and counted.


Somehow I went from someone who, pre-styled, wasn’t sure if she liked dresses, to acquiring a large stack of them in under 2 years.

On top of that, I was reading about Elise’s attempt at a capsule wardrobe and remembering the tiny house doc we watched, and I suddenly didn’t feel so good.

Had I over-shopped? Should I have purchased one amazing pair of jeans instead of the 3 dresses or 4 shirts I picked up? Did I need to donate stuff I still loved just to make room for the new?

It was too much at the time, so in that moment, I gave up, and instead of organizing my clothes, I cleaned the living room and set up our October decorations. Much better use of my energy.

But I still wanted to do something to feel better about the (what felt like) immense amount of clothing I now owned.

As I wore a new dress to work on Monday and then again yesterday, I thought about the number of dresses I had… and then the idea for a small personal challenge popped into my head.


The rules are simple – I plan to wear one dress per day for the month of October without duplication. I’m pre-posting, so I’ll be a few days ahead of schedule (as of right now, 3 days to be exact). And I plan to share some little story or vibe about each day/dress.

And we’ll see how it goes.