Here is my dilemma. I'm fairly new to the SS platform and I need to go about changing the template files for the output of all created userforms. Our client is not savvy adding extra classes via the CMS and I don't want them to need to know what class to apply to a checkbox or a textfield. These need to be generated at the template level. I know that userforms defaults to page.ss and I can create a UserDefinedForm.ss to override page.ss. How about each individually generated form field? Thanks!

try putting them in your theme directory - that should overrule the ones in the module I think. Be sure to keep the same directory structure though, and don't forget to flush :)