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Originally outline here: http://www.midwesternmac.com/blogs/geerlingguy/adding-module-stylesheets...
Basically, I had a module which defined a stylesheet idcards.css inside it's module folder using drupal_add_css(), as well as a stylesheet idcards.css inside my theme folder defined inside the theme's .info file. When the names were the same, only one of the two stylesheets were loaded. I had to change the module's CSS filename to get it to work.
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Comment #1
Pasquallehttp://api.drupal.org/api/function/drupal_add_css/6