I'm a mix!
I love dresses, but I don't have eight different Disney-themed dresses for every day in the park. So, I have to switch things up a bit.
For example, How to Train Your Dragon isn't a Disney IP, but I happen to love the way this dress looks on me, so I'm packing it for my next Disney vacation. (I wore it to church once, and the older ladies kept complimenting me on my "cats", ha!)
On the other hand, I do have
some proper Disney dresses. Kingdom Hearts, Little Mermaid... definitely packing those.
I also have some fun dresses that have Ms. Frizzle-style stars and galaxies on them. One even glows in the dark! So, those are coming along on the trip, for sure. I can't wait to see the glow in the dark one on some of the dark rides!
My plain sea-green lace dress, paired with a sparkly hot pink headband, got me addressed as "Mermaid" all day, when I wore it to the Magic Kingdom once. I think I accidentally Disneybounded!
So, I'm looking forward to trying that again.
And I've got a black lace dress, that I think will go very well with a pair of classic Minnie ears I acquired at our church's Fall fair. That particular dress
does have a lace skull on the back (which clashes a bit, thematically), but I have long hair and no one ever notices the skull unless I pull my hair up and point it out.
I have some ridiculous baby-pastel beribboned headbands that a dear old friend of mine bought me, and I want to wear them because I do love him, but I really can't wear them around town and still retain any amount of dignity. Not at my age, anyway. So, instead, I'll wear them at Disney, take some pictures and send them to him. Because who needs dignity, when you're at Disney?
The way I see it, Disney is one of the few places I can really have fun dressing up. No one knows me, and if they're silently judging me for my fashion choices... so what? I'll never see them again.
And one of the things I love most about Disney are the interactions I have with Castmembers and guests, and I've found over the years that a cool, unusual t-shirt or dress is a great way to spark conversation. I've worn Disney patterned sneakers and had strangers comment on them while riding the bus to the parks. I've worn Doctor Who tees and had castmembers engage me in conversation about the show, point out a hidden Tardis in the Magic of Disney Animation show (it's gone now), and warn me to keep an eye on the statues in Italy! I once had a security guard chase me down to tell me that the artist who'd drawn the Disney-themed t-shirt I was wearing, had visited that very same park, just the day before! And I have a ton of other stories, just the same.
So I think you should wear whatever makes you happiest, and will make you feel good!