Two major international agendas are currently working to realign social, material and representational elements of the city in ways that are helpful for both children and older adults. The Age Friendly City movement (AFC) (led by the World Health Organisation) and the Child Friendly Cities (CFC) movement (led by UNICEF) aim to ensure that planners, policy makers and developers design cities that take account of the interests of age groups who are too often marginalised in current policy and design processes. These movements are valuable and important in themselves, however they also have significant implications for the future of a learning city in which intergenerational exchange is valued. In this chapter, in order to understand better how the city might (re) learn to become intergenerational, we explore different intergenerational assemblages, looking at what is being aligned, and connected in the AFC and CFC movements. We then describe a performative, experimental project that sought to enable different alignments between these movements. A key element of this involved building new imaginative ideas about what might be possible in order to realign these generational assemblages for intergenerational, civic learning. Finally we explore what worked and didn't work, what resisted enrolment, what was easily aligned and what routines were disrupted.