I am extending a class (which is in a plugin) by including a module, this is done in an initializer.
require \'qwerty/core/user\' User.send :include, Qwerty::Co
In Rails 3.x you can configure a block to run every time reloads happen (in development mode, or when config.cache_classes = false). This would go in an initializer:
config.cache_classes = false
ActionDispatch::Callbacks.to_prepare do # configure stuff or initialize end