With the emergence of the first 3G mobile technologies in everyday life, mobile phones and PDAs are able to function as more than just simple means of communication. Research on these devices, in combination with 3G networks includes the development and use of a context aware personal assistant to support users. The Youngster project was one of the pioneers, which sought solutions for a more efficient interactive experience over mobile devices based on context aware and personalization technologies. This paper reports on some aspects of the way in which personalization and context awareness are handled in the Youngster platform to meet the overall goals. As a case study, two applications that make use of these functionalities are presented.