Minimalism Week #4-Dress Dilemma

If you are like me, you like to buy a new dress for an occasion, be it a wedding, party or baptism.  I don't love wearing the same dress twice.  Dresses are a big money suck.  I don't need a new dress for every occasion, yet I seem to buy them.  I also like wearing dresses in my every day life as well.

I went through my dresses today and asked myself some questions:

1.)  Does it fit?
2.)  Do I like how it looks?
3.)  Is it functional? (ie. Does it work for breastfeeding?  Can I wear it to more than one type of occasion?)
4.)  Do I wear it?

There are a few dresses that I kept that don't work for breastfeeding, but I did wear them a LOT before I was breastfeeding.  I hung onto these dresses, knowing that they have classic styling and I will wear them again.

Here is my before:

After:

It has occurred to me that I should really learn how to use my dresses for both fancy and casual occasions.  I will put more effort into learning how to dress up and dress down my dresses.  Any tips?  Do you try to use your dresses/dress clothes in more than one aspect of your life?  I would love to hear your ideas!