Abstract: A method, computer program product, and computer system for receiving, at a first computing device from a second computing device, an HTTP request, including one or more request parameters, for a CSS file, wherein the CSS file requested includes at least one media query, and wherein the at least one media query includes at least one of a media-type and feature. One or more contextual properties associated with the second computing device are identified at the first computing device from the one or more request parameters. At least a portion of media query extensions associated with the at least one media query is executed at the first computing device based upon, at least in part, the one or more contextual properties, wherein at least the portion of the media query extensions is executed at the first computing device before a response to the HTTP request is sent to the second computing device. The response to the HTTP request is sent to the second computing device.