This thesis explores the transformational dynamics of intimate relationships as they are currently situated within long-standing systems of norms and the pull of modernity's characteristics in Western societies. Drawing on historical, cultural, and theoretical perspectives, this thesis investigates how tensions within certain forms of intimate relationships lead to their transformation. It adopts a holistic approach, encompassing diverse forms of intimate relationships, including romantic, sexual, and platonic connections, which are all governed by beliefs and practices pertaining to three systems of norms: amatonormativity, mononormativity, and heteronormativity. The hegemonic form of intimacy-modern monogamy-is guided by these systems, which promote the dependence in and stability of a romantically and sexually exclusive couple. However, modern monogamy is also influenced by modernity, characterised by an emphasis on individual independence and equality. Applying Jaeggi's (2014) critique of forms of life framework, modern monogamy is constructed as a form of life in crisis, unable to solve the internal tensions between the institutionalised norms and the pull of modern values. As a result, alternative relationship forms emerge, which seek to resolve the issues and present a better problem-solving strategy, such as open relationships, polyamory or being single by choice. These alternative models break open some of the traditional norms to promote independence and equality of the individuals, while preserving dependence and stability within their relationship(s). However, this research argues that they merely shift around the normative systems as fixed points, providing a temporary relief, but ultimately failing to address the underlying issues causing the crisis: the imbalance of independence and dependence, and the idealisation of equality, while being embedded within a system of structural inequality, which they reinforce through their practices. This thesis highlights various paths to break the vicious circle, such as the deconstruction or transcendence of norms, and discusses issues of privilege and agency, which can limit individuals' ability to lead the relationships they desire. By situating the transformation of intimate relationships in their historical and cultural context, this research offers a critical examination of the evolving landscape of intimate relationships and the potential for future transformation towards more inclusive and equitable forms of intimacy.