It's awesome that everyone is having the same response to the ROG that we did. It is a lot more fun than you'd think.
Some comments here and on the blog inspired me to make two tweaks. First, I added a "your collection only" option because the "your wardrobe only" option can be a little restrictive. I suspect this is why some people thought the ROG wasn't picking up enough items.
Second, I added the ability to "pretend to be" someone. For example, if you type Angie's username "angie" into the "Pretend To Be" text field then you will generate outfits from her wardrobe and her collection instead of your own. I had initially done this so I could test that it was working for other people, but then thought it would be a lot of fun for everyone to play in each other's collections, so to speak.
Note: you need to use the username, not the display name, in the "pretend to be" field. Hover over a user's profile picture to see their username in the address of their profile page. For example, mine is "admin".
Enjoy, and let me know if you see anything strange.
ETA: here's a link to the generator: http://youlookfab.com/random-outfit-generator/. I'll find a home for this link somewhere in the forum.