I have been trying a few clothes subscription services and recently tried Stitch Fix after a friend recommended it.
Using the site is easy. You send your Pinterest profile, measurements, preferences and then you schedule a "Fix" that includes five items of clothing. When I got the five clothes and they were totally my style. The stylist had selected them based off of my Pinterest and the fact that I specified I wanted more work clothes. I got a striped tank top, long sleeve blouse, (faux) suede jacket, a pair of black pants and a sweater. Three of the five of the pieces fit and I love them. I also love that I got a little note from the stylist who wrote about why she shared the clothes with me and how to style them.
The only problem with this is I want another fix! (Trying to pace myself.) But you should check Stitch Fix out. You'll love me and hate me for it.