How can we anticipate and meet users’ future needs for technological support while mobile when the practices around mobile technologies are emergent and profoundly influenced by their contexts of use? This paper describes Acting Out in Context, a method for envisioning the interaction between future technologies, mobile users and contexts of use. Acting Out in Context is demonstrated in a study of business professionals who ‘act out’ their needs as they travel to meetings. An outcome of applying the method is to draw our attention to the importance of understanding the breadth of users’ needs for technological support while mobile rather than focusing purely on the design and evaluation of one particular type of technology or device.