High heels or thigh-high boots? I would say both, for maximum pleasure. There's nothing better than starting boot season with a nice new black pair and, every time, they need to be properly tested on a subject; are you the right one? Can you withstand the painful experience of having a heel deep into your ballsack? Maybe the soles are smooth and you may think you will not feel that much, but that's not how it works. Boots don't make the difference... if it's me wearing them! Get ready to have your balls drained...