Research shows that the use of Instagram can result in a decline of self-esteem as it readily facilitates social comparison. The ensuing consequences—manifested as insecurities, self-criticism, and the fear of judgment—are recognized indicators of low self-esteem. Through a mixed-methods approach, we investigated the impact of Instagram use on self-esteem, particularly focusing on social comparison, identity curation, and rituals of disengagement. In this project we present an interactive story with a narrative that is designed to prompt self-reflection, bringing attention to the diverse ways in which readers engage with Instagram. The story peeks into the life of a girl named Madhuri. It uncovers nuanced instances of how self-esteem influences posting habits, like Madhuri's hesitation towards sharing her artwork, and upward social comparison, where Madhuri seeks inspiration on how to maintain an art account. Through relatable instances of decisions, we hope to resonate with readers, further their imagination, and encourage readers to explore their own experiences. As an introspective exercise, the story can act as a probing tool for future qualitative studies in the realms of psychology, sociology, and the ever-evolving landscape of digital interaction.