Disclosed a portable personal security device and methods for secure communication. In one example, the personal security device may wirelessly connect to a user device and collect information about the user device. The personal security device may then assess security characteristics of the user device based on the collected information. When the user device is determined to be unsecure, the personal security devices may instruct the user to use a secure internet application of the personal security device instead of an unsecure internet application of the user device. In addition, the personal security device may instruct the user to use a secure data input device of the personal security device instead of an unsecure data input device of the user device. The personal security device then receives via the secure data input device a user input data for the secure internet application, and transmit it to the user device.