I will readily admit I have a lot of stuff... and when I moved 3 years ago.. I did get rid of a lot of clothes that I had in my possession for years, sometimes even more than 10. Nowadays, I do try think in terms of complete outfits and ensembles.. what could go with what?
Realising that a cute LBD can be worn in 5 different ways by using different belts, scarves, shrugs and shoes has saved me quite some money and wardrobe space.
However, I still prefer to buy cheap except for shoes since I don't want ruin my feet (I'm already walking in 4 or 5 inch heels.. no reason to exacerbate the situation. So most of my dresses are still under 20 euros unless it’s something really really special.
I just can’t spend a 100 dollar on a dress knowing that I want to mix it up every time! :p