At WDW, in and out of rides, on and off the ground, windy spots, sudden rain, bending and reaching… all activities that I want to have piece of mind that I’m not showing my underwear to others. Hence, why you see so many folks reporting wearing bike shorts, slip shorts, etc.It’s piece of mind. Many are quite light weight and all day comfortable. Don’t pick shapewear though as that is too constricting. You see a lot of short skirts around the parks and nearly everyone has something on underneath that makes it fine if the skirt rides up. Some is just boy shorts underwear, but those cover enough to prevent gawking or embarrassment.
It’s also about chaffing. Wearing a dress on a summer day at an arts festival, in and out of the shade, within minimal walking and not really that much sweating, sure dresses are cute and cool. But FL heat and humidity with the miles of walking, I need some protection. Now, if you are lucky enough to have a lot of thigh gap, maybe that’s not a concern. But for those of us who should be thinner, well, it’s an issue.
Be aware that long skirts and dresses will touch the floor on boat rides, need to be gathered on rides you straddle, and you have to take extra care in sometimes yucky bathrooms. So unless it’s just a couple hours in a park and then off to a nice dinner, I think maxi dresses could be a real pain in all day in a park.
But really, my opinion does not really matter! It’s you who has to be comfortable!