A digital makeup artist system and method for a mobile device, a database system storing cosmetic routine information, common makeup looks, cosmetic products for skin types and ethnicity, and user look preferences of a user. The mobile device includes a user interface for interacting with a digital makeup artist. The digital makeup artist performs an interactive dialog with the user in order to provide advice, including requesting a cosmetic consultation, acquiring information including types of makeup look, indoor or outdoor look, skin condition, facial problem areas, favorite facial features. The method determines facial characteristics, and generates image frames to be displayed in synchronization with the interaction with the digital makeup artist to provide the advice, based on the face image, needs of the user, the stored cosmetic routine information, common makeup looks, cosmetic products for skin types and ethnicity, and the user look preferences.