Contra the notion of prisons as discrete, 'hidden' spaces, contemporary research has stressed a range of connections, transactions and exchange. The relationship between the offender and the outside communities -captured in the policy rhetoric of rehabilitation and the promotion of good citizenship -is just one of these connections. This paper explores contemporary, liberal imaginations of the 'ideal' citizen; it goes on to critique formal rehabilitation programmes and highlight informal mechanisms developed within the prison environment which disrupt these constructions. Ultimately, this allows a deeper appreciation for how, despite attempts to practise citizenship in an environment that renders conventional rights and responsibilities absent, the prisoner remains altogether 'less than ideal'.