Scarlet, I'm tempted. Is there a way to try insoles and return them if they don't work? I do have at least 1 pair of socks that works with them (aka isn't visible from outside the shoes), but I would need to buy more...
And then there's the heels. I can get around comfortably in my Tahra boots, which are 2" tall and the heel is somewhat wide. These booties are 2 3/4" tall, and significantly thinner. I think they're a bit too tall and a bit too thin, and I do a lot of walking (some of it through gravel and over potholes) so I'm afraid of hurting my ankles...
Honestly, I ordered these because I knew they would be impractical and so I would have to return them. Instead of being the "booties that got away" I'm hoping to use them as the booties that inspire my search for the perfect pair. My perfect boot search continues, but I now have a MUCH better idea of what I'm looking for, and feel a more hopeful that I will (eventually) be victorious!
Edit: For anyone who wants these for their own, I discovered that the flap can be worn up also, which means they can fit well under pants too! Ugh, I'm tempted to ask my cobbler how much he could shorten the heel and how much it would cost.