Cohabitation is a complex phenomenon with a multifaceted trajectory. It carries different meanings for couples. It is not a permanent state but a transition, which is characterised by uncertainty pertaining to its future. Its future lies with men who still have the prerogative to decide its progression. Women can only live in hope. A qualitative, phenomenological, explorative, descriptive, and contextual study was undertaken with 21 participants whose ages ranged from 25 to 35 years. The goals of this study were threefold: (i) to develop an in-depth understanding of the place of cohabitation in the context of changing family patterns and lessons for social work intervention; (ii) to gain insight into the participants’ experiences in cohabiting relationships in relation to the benefits, challenges, and mechanisms to address any challenges; and (iii) to proffer lessons for social work intervention based on the participants’ perspectives. Data was gathered through semi-structured interviews and analysed following Tesch’s (in Creswell, 2009) framework. Lincoln and Guba’s model was utilised for data verification. The major findings of this study indicate that the majority of dating couples slide into cohabitation without a clear agreement on the progression of the transition or relationship. The meaning of cohabitation is gendered as most women regard it as a transition to marriage, hoping that one day their partners will propose marriage. Conversely, men simply enjoy the presence of a woman in the house. Surprisingly, none of the participants consulted social workers when they were experiencing challenges in their relationships. / Social Work / D. Phil. (Social Work)