The epiphany from childhood to adulthood is often perceived as a receding of imagination, innocence, and affective openness replaced by an ideal of rational, structured and disciplined inner world. Yet adulthood is never a complete departure from ingenuous childhood; it is, instead, a layered continuation in which early experiences, fantasies, and emotional logics remain active, silently structuring the ways adults perceive themselves and the world. This paper dives deeper into the vignettes of the imaginative characters in E.B White’s narratives – particularly Charlotte’s Web and Stuart Little who serve as literary mediators, for adult readers to reconnect with their own childhood. Through anthropomorphism, ethical tenderness, and a blend of wonder with existential depth; E.B White constructs characters that invite adults to revisit the emotional territories of childhood i.e. vulnerability, fear, belonging, curiosity and resilience. In an era, defined by rapid transformation, urban alienation, ecological anxiety and emotional fragmentation, the return to childhood memory and imagination emerges not merely nostalgic but as a psychologically restorative practice. White’s imaginative realism, offers a mode of reading in which adults encounter their younger selves indirectly: through a frightened runt-pig yearning for acceptance, a wise spider crafting miracles through words, or a miniature mouse navigating a world far too big for him. These characters act as a symbolic representation of innocence, vulnerability and imaginative resilience. This contemporary reading positions White’s narratives not solely as children’s literature but as complex emotional texts that articulate the continuity between childhood and adulthood. By examining his imaginative characters, this research paper investigates how adults “carry their childhood” within themselves and how White’s narratives provide a literary space to acknowledge, process and celebrate this continuity.