I would have to say it's my wedding outfit (that still fits me). It includes my dress, hat and custom made western boots (yes we had a country wedding shock the World). Haven't worn the dress again but I sometimes wear my boots to Easter services and I wore my hat this year and last year to a KY Derby party...I just took off the veil :) Love Jennie
Unless bags count, my most expensive item currently, is a Dolce & Gabbana dress I bought in Los Angeles this spring. It was a little over $3200, and 100% worth the price. If bags count, I have a few Coach's that were over $600.
The shoes I am wearing today. They are the black Christian Louboutin Miss Marple from last year. They were $710. Totally worth it IMO. I dont go crazy on clothing, but I do on shoes.