I finally got to try the Stylebook app which I downloaded a few weeks about. I literary knew nothing about it starting out, but the first look revealed that I can create outfits using photos of my own clothes, and divide them into categories for easy browsing. There are lots of more advanced features as well, but my main goal was to photograph the pieces I'm going to wear this spring and see if I can come up with reasonable number of outfits.

The workflow:
Taking photos - photos can be either taken from the app itself or imported from an album. Either way, the software will offer to apply basic filtering in an attempt to separate garment from the background. It does decent job, but since the algorithm is a simple thresholding technique (it doesn't figure out the contour of the garment, that would be too much to ask, right?), I often ended up with noise in the background. It's easy enough to clean up in any external image editor though.
Creating outfits - the software doesn't offer any collection or capsule options (at least that I'm aware of) so "look" feature is the only way to combine the pieces. While building the look, all the pieces are editable - they can be rotated and zoomed in/out (the latter is important since the garments don't come out at the same scale).

I built a bunch of looks using the images I took (two of them are below as an illustration).
I would like to post all of them as a collection/capsule at some point though. I'm thinking of cleaning up individual images and using polyvore - are there easier ways?
Overall (once you have good quality photos of your garments) the app provides a fun way to build looks and browse through them - I definitely see myself using it once my photographing techniques improve a bit.

Sorry it's so long and thank you for reading.