This article analyses the Australian Government’s communications on children in immigration detention, particularly those detained at Woomera and Baxter Detention Centres. The authors examine paradoxes and ‘double-bind’ theory; theory which analyses communications which continually put the target of them in the wrong and allow no escape. The analysis uses selected passages from Lewis Carroll’s ‘Alice in Wonderland’ and ‘Through the Looking Glass’ to highlight the nature and impact of such communication. The authors conclude that the Australian Government has consistently used paradoxical communication. In doing so it has placed children and families in detention, child protection workers, the South Australian Government, and sometimes external critics in a communication trap from which it is difficult to escape. Other bodies such as Courts have also demonstrated much paradox in their behaviour and communications on detention issues.