Well for myself it always changes, DH sometimes doesnt even care to get anything but for my girls, we usually get my DD4 something Tinkerbell (her room theme) and something Minnie Mouse for DD2. She has the suitcase, purse, bookbag and pencil case and a few scrunchies.
Before I had kids I got a minnie mouse shot glass that my DD2 saw one time and demanded. Try explaining to a toddler why they can't have a shot glass.
I think the first two posters missed the word departing! It's not what you're bringing to WDW, guys.... it's what you're taking back!
Now... instead of buying trinkets, I try to get something that I will use. I'm a big fan of the Disney Dooney & Bourke purses. I have five, but I definitely use my over-the-shoulder sketch print bag the most. Before that, it was the tassel tote. I have the giant tote bag, and it's good for carrying a lot of things, but definitely not an every-day purse.
I think on my next trip, I'm going to bring home the over-the-shoulder balloon design D&B.
Having a son with diagnosed OCD, have to say I hate it when people throw that term around when talking about being "organized". I know you didnt mean harm in it, but again having a son with this disorder TRUST me it's not fun and nothing to throw around lightly!
Now on to being "organized" about Disney packing...... Always have my over the door hanging shoe organizer to put in the bathroom and keep all my doo dads organized. Hairbands, medicine, and all stuff from the toiletry bag go in it.
Have a great trip!