Discovered LESS and actually gave it a spin. Very exciting stuff and I can see great potential for this with long or overly complicated CSS stylesheets. (LESS basically lets you build dynamic stylesheets that have variables and functions, and is compiled into readable normal CSS at runtime.) The dotless nuGet package was a snap and the only work required was renaming my .css files to .less. I also optionally installed a Visual Studio plugin that forces the editor to open .less files using the CSS editor (color coding, syntax/intellisense, etc). My fear with committing too much to LESS is that it could “break” my css skills and cause headaches if I need to go back to not using LESS.
(Probably going to backburner the XNA stuff for a while, since I seem to be on a tear with the web dev stuff. Web Dev is obviously also a higher priority!)