In this episode of Pretty Lonesome, Madeline dives into her tumultuous school experiences, sharing the impact of missing years due to mental health issues and the challenges of dealing with difficult teachers upon her return. This episode takes the audience on a journey of resilience, highlighting Madeline's struggles and triumphs in overcoming educational obstacles. She also reflects on watching The Handmaid's Tale and its connections to her past school life, offering a unique perspective on personal growth and acceptance.

She details the challenges of returning to school after a prolonged absence, the impact of mental health on education, and conflicts with teachers. These narratives are intertwined with Madeline's reflections on her current perspective as she watches The Handmaid's Tale, drawing parallels between her past experiences and the show's themes.