rake autospec should handle css file watching and reloading, guard is a bit pear shape at the moment

lib/autospec/reload_css.rb

@@ -0,0 +1,40 @@
+module Autospec; end
+class Autospec::ReloadCss
+
+  MATCHERS = {}
+  def self.watch(pattern, &blk)
+    MATCHERS[pattern] = blk
+  end
+
+  watch(/tmp\/refresh_browser/)
+  watch(/\.css$/)
+  watch(/\.css\.erb$/)
+  watch(/\.sass$/)
+  watch(/\.scss$/)
+  watch(/\.sass\.erb$/)
+  watch(/\.handlebars$/)
+
+  def self.message_bus
+    MessageBus::Instance.new.tap do |bus|
+      bus.site_id_lookup do
+        # this is going to be dev the majority of the time, if you have multisite configured in dev stuff may be different
+        "default"
+      end
+    end
+  end
+
+  def self.run_on_change(paths)
+    paths.map! do |p|
+      hash = nil
+      fullpath = Rails.root.to_s + "/" + p
+      hash = Digest::MD5.hexdigest(File.read(fullpath)) if File.exists? fullpath
+      p = p.sub /\.sass\.erb/, ""
+      p = p.sub /\.sass/, ""
+      p = p.sub /\.scss/, ""
+      p = p.sub /^app\/assets\/stylesheets/, "assets"
+      {name: p, hash: hash}
+    end
+    message_bus.publish "/file-change", paths
+  end
+
+end