
Pee-wee Herman was so uncool that he became cool.
Watching Pee-wee’s Big Adventure in 1985, it felt like nothing I’d quite seen before – a colourful, free-spirited adventure of a peculiar man-boy who was searching for his lost bicycle. It kicked off Tim Burton’s career, and for a while, it and his popular children’s TV show made Pee-wee a superstar. Of course, it all fell apart a bit in the end.
Up until his sudden death from cancer in 2023, Reubens wrestled with Pee-wee’s legacy – was the character eating him alive? It surely felt so at times.
The fascinating new 3 1/2 hour documentary Pee-wee As Himself reveals Reubens as never before, in a posthumous tribute and confession from this remarkable, furiously independent man.
I was one of the weirdos at age 13 when Pee-wee hit the big screen. Gawky, shrimpy and obsessed with comic books and action figures and all that jazz, I didn’t know who I was or wanted to be. Was I the good church-going Presbyterian my folks raised me as, or was I an artsy innovator – or was I both? I got picked on and called “strange” a lot in adolescence and to me, Pee-wee Herman was a revelation. He showed you didn’t have to fit in some “cool” box. Some found him annoying. I found him liberating.

Even in the ‘80s, a decade filled with eccentric superstars from Mr T to Boy George to Michael Jackson, Pee-wee stood out. Almost never breaking character, Reubens created a kind of Peter Pan for the MTV generation. Pee-wee would never grow up (in his final appearance in the genial 2016 film Pee-wee’s Big Holiday, Reubens was 64 years old, but you’d barely know it).
Pee-wee, freaky as he was, was a signal for many of us misfits and those struggling with their identity that it was cool to be just who you are. Both in his movies and the kid-friendly Pee-wee’s Playhouse, the ultimate message was acceptance – a vibe which feels more precious and precarious than ever here in 2025.
What elevates this lengthy documentary is Reubens’ very vocal, opinionated participation, in 40 hours of interviews done shortly before his death. He spars with the director several times over whether he should be taking part at all, whether the documentary would be better if he directed it, and over just how much he wants to reveal. Reubens’ endearingly cranky debating feels like a discussion on the merits and failings of celebrity documentary as a whole, and somehow his tense reluctance makes Pee-wee As Himself feel richer and more multi-dimensional.

Reubens hid his homosexuality for much of his career and a particularly heartbreaking revelation in the documentary is what that cost him. He abandoned one long-term relationship as a young man for his career, he bluntly admits, and he knew that in 1980s America he could never come out of that closet.
Of course, Pee-wee As Himself hits on the scandals – his 1992 arrest at an adult cinema, the very dodgy attempt to drag him over his collection of erotica in the early 2000s. Seen today when corruption and malice are everywhere, those so-called “scandals” seem pettier than ever and carry a large whiff of homophobia.
It’s hard to fathom now just how omnipresent Pee Wee was in US culture after Pee-wee’s Big Adventure came out. He’d appear in rock videos and magazine covers and had toy dolls made of him, but he was always slightly, cheekily subversive. (Rewatching Pee-wee’s Playhouse episodes today as a creaky adult, you realise how much he played with the very idea of a kids’ show, and never, ever gave up on pushing those envelopes.)
Pee-wee As Himself spends a lot of time exploring how Reubens came to create the character, and how the freeform experimentation of art school, performance art and the Groundlings improv troupe formed him. Reubens wanted to become a superstar, and embraced Pee-wee, who subsumed all the other character creations Reubens had been playing with and took over.
Pee-wee went mainstream for a while, but was firmly a creature of the alternative underground tweaked just enough to “pass”. In today’s culture wars-infested world I don’t think Pee-wee Herman would’ve made it past the workshopping stage, although you can see hints of his wonderful surreal imagination in things like Adventure Time.
I admit to choking up a little hearing what Reubens recorded the day before he died – even the filmmakers didn’t know about his cancer battle – and his last message: “I wanted somehow for people to understand that my whole career, everything I did and wrote, was based in love.”







































