I was pleasantly surprised at how comfortable the insole of this shoe is, having wrongly assumed that Jessica Simpson shoes would be like the old Steve Maddens (so pretty but oh so painful).  Not the case here and the shoe has a nice amount of cushioning.  However, despite putting bandaids on the back of my ankles to prevent chaffing, I ended up with a bad blister on one foot and a raw ankle on the other.  I am trying to figure out what else I can wear back there to prevent this in the future because the shoes are otherwise very comfortable. If I can't figure something out, however, they won't be worth it.