Hi! I haven't read the entire thread but I just wanted to share my experience!
My DBF and I are AP, so we go all the time (14 times this month!!!). Our goal is to ride everything in a year, and we are both Pooh sized. I am 23, 5'4" and about 220, fluctuating between a 16/18. DBF is a little bigger than I am. I'm happy to say that we haven't had any problems at WDW yet! Sometimes we have to adapt, like riding separately on Dumbo, AO, and the flying carpets. And the SM seats sure are a struggle to get out of sometimes, but I don't think that's limited to Pooh sized people! And then there are times on rides with multiple people per row like GMR where the CM might try and fit more people per row than is comfortable (I take it as a compliment!), but we've never had any issues or embarrassment, which is somewhat of a miracle considering we're both pretty sensitive about our weight.
In regards to walking, we are using our passes and our obsession with WDW to try and get a little more in shape! Walking so many miles a day doesn't feel so much like exercise when it's at the happiest place on earth! However, if you're in MK and you're struggling or it's just too hot, or you're dealing with yesterday's blisters, etc, one thing I've learned is to use the train! It's such a great way to get around the park and you don't usually have to wait too long to get on. It's so nice to sit down for a minute instead of trying to navigate the crowds when you're trying to get across the park! It really cuts down on the walking.
Another thing is to be strategic. If you're overheating, go do something where you can sit down in the air conditioning (my go tos- Philharmagic, ETWB, HoP, the Little Mermaid show at DHS, any of the movies at the World Showcase in Epcot). You'll still feel like you're doing something while taking a break at the same time! If you need a break, go grab a Mickey bar and sit somewhere pretty. Do what you need to do to enjoy your time!
I have a pretty standard uniform of leggings, a tank top, and a light cardigan. Leggings generally eliminate the chafe (dresses at disney just are not happening for me), and I'm always too hot or too cold so I leave a jacket in the car just in case. I don't carry much into the parks, so I usually use a small Marc Jacobs crossbody bag that fits everything I need- pricey but functional and super cute. Finding the right shoes has been a challenge (I love my Sperry's but do NOT recommend them for WDW)- I go back and forth between Toms and
Crocs Sexi Flip sandals. I just got the crocs and am so impressed with how comfortable they are! I'm definitely going to order a couple more pairs!
Anyways, I hope this is helpful! I hope that we continue to have Pooh-sized Disney bliss for many years to come and I hope the same for all of you!!