Paul Reubens, celebrated for his legendary character Pee-wee Herman, brought happiness to countless children through his cherished television series Pee-wee’s Playhouse and films such as Pee-wee’s Big Adventure, Big Top Pee-wee, and Pee-wee’s Big Holiday. His whimsical appearances on late-night talk shows and the stage performance The Pee-wee Herman Show also enchanted adults, whisking them back to the magic of their youth. However, beneath the eccentric bowtie and playful character lay a multifaceted individual with an intriguing story.

Helmed by Matt Wolf, the forthcoming two-part documentary Pee-wee as Himself provides a personal glimpse into Reubens’ life. Incorporating frank interviews with Reubens and those nearest to him, the film delves into his personal narrative, creative contributions, and the controversies that affected his career. The trailer showcases Reubens’ initial doubts about surrendering control over his story, emphasizing the discord between the subject and filmmaker that occupies the core of the documentary. Nevertheless, this very interplay contributes to a compelling portrait of the late artist.

As highlighted in Mashable’s critique from the 2025 Sundance Film Festival, Pee-wee as Himself transcends mere nostalgic homage. “It’s not a straightforward love letter to the beloved character or Reubens,” the review remarks. “That would imply Wolf takes a lenient stance towards either, adoring them without reservation. This is something more profound.”

Viewers will soon be able to watch this illuminating documentary for themselves.

How to watch: Pee-wee as Himself: Part One debuts May 23 from 8:00–9:40 p.m. ET/PT on HBO and Max. Part Two will immediately follow, from 9:40–11:20 p.m. ET/PT on the same platforms.