Most my things fit in the inner pouch. We definitely think alike! I use the outer section for things like my pouch of lipstick, lip liner, etc., hand cream, glasses case. The wallet, etc go in the pouch.I'm aiming to leave only the larger items out, and shove all the loose stuff in the pouch! Hoping that'll avoid the issue.
At some point I'll do a photo shoot of all my bags - to catalog all of them. I'm starting a major project up in the attic today (was supposed to start yesterday....lol...just not motivated!) so once I get things back to normal (could be months) I'll start with the photos and catalog everything. Sad when you need a list to remember what you have or which tote it is in!