Studies undertaken on women incarcerated in African countries are limited. In this article we explore Kenyan women's (n = 49) narratives of their journeys into prison using life history interviews and a feminist pathways approach. Results show the life stories of imprisoned women in Kenya reflect those of female prisoners elsewhere. In particular, victimisation, disordered familial and intimate relationships, low levels of education, poverty and motherhood (often in teen years) characterised many women's lives. Some also struggled with addiction (usually to alcohol but sometimes illicit drugs) and poor physical health due to HIV infection. Barriers to justice were a generic problem. In addition to these broad categorical findings six different pathway experiences were identified: 1) the economically motivated pathway; 2) domestic violence pathway, 3) harmed and harming pathway, 4) deviant women pathway, 5) pathway of negligible culpability and justice inaccessibility, 6) pathway of one life changing moment.