Those prices are about 3x what I would normally pay for basic, casual clothing. I'm from Cincinnati though, so perhaps everything is a lot more expensive elsewhere, or maybe I'm just really cheap.

I don't like shopping much, but if I'm not being picky, it doesn't take very long to get in and out of a store, so even disregarding the price, this isn't that appealing to me. It might be more appealing if the app promised to make me look good without the effort of shopping. Just because I'm feeling lazy doesn't mean I want the person picking out my clothing to be lazy too. Keep the simplicity of the app, but go the extra mile for me. Take my sizes, but also get my age, a few snapshots, my general taste in clothing, and then really tailor your picks to me. That's something I might pay a premium for.