Oh, I had forgotten about that photo! Here are some updated ones that I took yesterday for another thread. These are of my nero medium rather than the Intagli ebano, but it's the same idea.
Actually, these new photos have the additional sunglass case (the light blue thing in there--it's a sports sunglass case), a somewhat larger mobile phone, and a longer but narrower wallet (the purple thing).
To answer your question, yes, my medium still drapes--it is nowhere near packed tight. There is a little bit more drape without the liner; the sides just drape in without the liner there to buffer the movement. And, I have ample room under the arm, too, in both cases. Your experience may vary.
Sorry if the photos are not the best--it was dark when I took them.
photos with the same Purse To Go liner:
photos without liner/organizer (the interior is bigger than it seems--I was trying to keep my hand out of the way of the photo so I had to prop it open as best I could and then shoot quickly):
