In my dark grey Matinee:
Main compartment: Clutch wallet,
Coach makeup case, Loop/Parcel pouch, Coach wristlet (for cards), mini bridal planner, Hayden-Harnett coin purse, ginormous MbMJ sunglasses and case, security card for work, mess of keys.
In pockets: iPod Shuffle, gum, mints, more lipglosses and balms than I really need, Band-Aid blister block, Advil, postage stamps, pen, travel mouse for my laptop, and MbMJ Daisy perfume ring hanging on the outside.
Not shown: a folded nylon travel bag with carrying pouch for groceries/shopping (left it in the car) and cell phone (obviously taking the pic).
...and there is PLENTY of room to spare! I normally use a chameleon insert, but never found the need with this one. The pockets keep me organized enough and I don't even use them all. It's warm here now, but when it was colder I also had gloves and a scarf in there.