Cobbler : An internal tool of Shoes with many purposes, to access it click on Maintain Shoes on the splash screen.,
chsoes : Name of the command line interface of Shoes explained here.
Direwolf : Name of the version 3.3.8 of Shoes.
Gempack : A gempack is a gzipped tar ball of gems to put in end users HOME/+gems, an in depth explanation can be found on the compiling page
Loose Shoes : Loose Shoes is one you built from source, mostly for advanced user and maintainers.
Shy package : A package containing you application as well as some informations like the version, creator and such. It is only mecessary to create a shy package when you want to build your application using the packager
Tight Shoes : Downloaded version of Shoes (the only one must users needs), when you follow the installation page you are using thight Shoes.