This chapter examines the notion of the ‘prepared mind’, popular in serendipity and creativity studies, in ways that defend and advance the ontological position that mind and context are co-constitutive or interdependent. From this standpoint, it makes little sense to ask what is ‘inside’ the mind but, rather, what happens in-between mind and world in moments of creative serendipity. Three forms of relating to the world are proposed as essential for serendipity and, more broadly, for creativity: surprise, curiosity and wonder. The ways in which surprise, curiosity and wonder shape our experience of serendipity are discussed with a view towards expanding the prepared mind into a system of open and dynamic relations between self and other, mind and culture, person and world.