"Transsexualism and its Discontents," authored by Sheila Mengert, is a profound exploration of the transgender experience, particularly focusing on the societal, legal, and personal challenges faced by trans individuals. The book delves into the complexities of gender dysphoria and the demand for transformative surgeries in a society increasingly acknowledging a spectrum of gender identities. Mengert, through her personal narrative, underscores the importance of moving beyond simplistic soundbites and stereotypes, emphasizing the need for a deeper understanding of the trans experience.

The book also delves into interpreting authoritative texts, such as religious and legal documents, in the context of evolving societal norms and conditions. Mengert raises thought-provoking questions about the adaptability of these texts to changing times and the potential biases in their interpretation. She particularly highlights the role of courts in enforcing the Constitution, arguing against a simplistic view of their function and emphasizing the complexities of constitutional adjudication.

In the final sections, Mengert draws parallels between legal arguments and the Church's stance on issues like same-sex marriage. She critiques the reliance on natural law and divine revelation as definitive arguments, suggesting that these positions may not fully account for the complexities of human experience and societal change. Throughout the book, Mengert advocates for a more empathetic and nuanced understanding of trans experiences, urging readers to move beyond rigid binaries and stereotypes. She calls for practical charity and understanding, emphasizing the need for societal structures to adapt to the realities of diverse gender identities.