Just as scanning module 106 may scan data input to the application for sensitive data, detection module 110 may scan or detect data output by the application for a format that the data loss prevention scanner cannot read or parse (e.g., cannot directly read or parse, as discussed above). Examples of these formats may include image formats, sound formats, video formats, unsupported formats (e.g., new and/or customize formats, including file formats), and/or encrypted formats. Accordingly, detection module 110 may intercept some or all attempts by the application to output data objects and then determine whether the data objects that the application attempts to output are formatted in a format that potentially obfuscates underlying sensitive data. In some examples, detection module 110 may specify or predefine a list of readable or non-obfuscated formats and/or a list of unreadable or obfuscated formats. Detection module 110 may then detect whether the data object is formatted in an obfuscated format by checking for the presence or absence of the data object format on one or both of the lists.