Boots grew up traveling as part of a gnomish halfling caravan. There, he and his sister would eke out a tidy living peddling wares and goods made by Boots or purchased from far off. While he could take or leave the wanderers lifestyle, his sister, Apple Bottomjeans, lived for it. She would constantly wander and get herself lost throughout their travels and forcing Boots to frequently have to go and dredge her up from who knows where. years ago she left Boots in the night one last time, stating that she was off to investigate the Ash Wall and has not returned since. Knowing he would not be able to follow, Boots sadly gave up searching for her after months with no return or correspondence. Now that the Ashwall has fallen however, there lies a glimmer of hope that maybe, he might be reunited with his sister once again.