Appearances and television returns During the filming of
Mystery Men, Reubens appeared on
The Tonight Show with Jay Leno in 1999 in one of his first out-of-character interviews. It was also on that interview that Reubens first announced plans to start writing a new Pee-wee movie. In a 2004 interview with
Entertainment Weekly, Reubens also mentioned his hope that Hollywood has not seen the last of Pee-wee. Reubens later stated a strong possibility of a ''Pee-wee's Playhouse
movie on an NPR interview with Terry Gross on November 29, 2004. Later on in August 2006, Adult Swim started airing Pee-wee's Playhouse'' at 12 a.m. ET. In October 2006, Reubens made a public appearance, dressed as Pee-wee at Chiller Theatre Expo, an East Coast fan convention, with ''
Pee-wee's Playhouse'' co-star,
Lynne Marie Stewart. There he signed pictures and other memorabilia, and posed for photographs with fans. At
Spike TV's 2007
Guys' Choice Awards in June, Reubens appeared on TV as the Pee-wee Herman character for the first time since 1992. On February 1, 2012, Reubens appeared as Pee-wee on Bravo's
Top Chef: Texas and served as guest judge. Part of the contestants' challenge was to ride a bike, similar to Pee-wee's, while gathering ingredients through San Antonio to prepare and serve a special lunch for Pee-wee at
the Alamo. The use of The Alamo is a reference to Pee-wee's film, ''
Pee-wee's Big Adventure'', where his stolen bike is allegedly hidden. While taping the Top Chef episode on the Alamo complex, author and Alamo spokesman
Tony J. Caridi led Reubens on a guided tour of the basement on the Alamo grounds, which is used to store gift shop merchandise.
Proposed films ''Pee-wee's Playhouse: The Movie'' ''Pee-wee's Playhouse: The Movie'' is a proposed film allegedly greenlighted by
Paramount Pictures. Filming was expected to start in early 2007. According to Reubens, the story will focus on the characters from the
television show finally leaving the playhouse and venturing off into Puppetland and beyond (the playhouse characters had rarely left their home in the TV series). The characters from the playhouse will be on an epic adventure to look for a missing character from the playhouse. Reubens stated this will be a "road" movie. Reubens said that, although he feels confident that he can still portray Pee-wee himself, he would optionally cast
Johnny Depp if needed. He said "My second option is to have Johnny Depp play Pee-wee." He also stated that filming of the movie had not started yet, but hoped to begin filming in the next couple of months. Reubens described the film's plot to MTV: It was because of the adult situations of this script that Reubens sat down and started writing the
Playhouse movie script. At first, Reubens was going to do the adult Pee-wee movie first, but within a few months, Reubens announced that it was very likely that the
Playhouse movie would be made first. A third idea came about to make a reality-based Pee-wee film like those in the 1980s. In 2010, Reubens announced he is working on making this version with
Judd Apatow, who wrote and directed the films
Knocked Up and
The 40-Year-Old Virgin. In 2013, Reubens reported that Pee-Wee will soon return with a new film which he plans to start shooting in 2014. While promoting his voice role in
The Smurfs 2, Reubens told the
Los Angeles Times on the long-gestating project, saying the film has funding, a finished script, and a director lined up. Reubens was said to be developing a new TV show, which he commented would potentially be an update on the popular ''Pee-wee's Playhouse''. He added that a more detailed announcement was "imminent".
The Pee-wee Herman Show revival Paul Reubens confirmed in a January 2009 interview with
Swindle magazine that there are indeed negotiations under way for the Pee-wee Herman stage show to return.
The Jay Leno Show, and ''
The Tonight Show with Conan O'Brien. Pee-wee would also return for a cameo on the penultimate episode of The Tonight Show'' with
Conan O'Brien as host and during O'Brien's stop at
Radio City Music Hall in New York City for
The Legally Prohibited from Being Funny on Television Tour. Original plans for a November 2009 stage debut were scrapped when demand for tickets prompted a move to a larger theater. The
Pee-wee Herman Stage Show: The Return opened on January 12, 2010, at
Club Nokia in
Los Angeles for a limited four-week schedule. The show moved to
Broadway in New York at the
Stephen Sondheim Theatre on November 11, 2010. Much like the original stage show, the new production revolved around Pee-wee's desire to fly. It had 11 actors, 20 puppets and marked the show's first production since 1982. It employed many of the same set artists and the musical composer from Pee-wee's original stage show as well as some of the original cast members, including Lynne Stewart as Miss Yvonne, John Moody as Mailman Mike and John Paragon as Jambi the Genie. Reubens cited his desire to make a film version of ''Pee-wee's Playhouse'' and expressed a desire to "introduce Pee-wee to the new generation that didn't know about it". Pee-wee's 2010 stage show received positive reviews from various Los Angeles–based publications, including the
Orange County Register,
Los Angeles Times and
The Hollywood Reporter. To promote his Broadway show, Pee-wee Herman
guest starred on the November 1, 2010, edition of
WWE Raw at the
Nassau Coliseum. During the program, he participated in backstage antics and had an in-ring confrontation with
The Miz and
Alex Riley. Pee-wee won a
Slammy Award for Guest Star Shining Moment of the Year on December 13, 2010, for his appearance. Pee-wee Herman returned to WWE at
WrestleMania XXVII in a segment with
The Rock and
Gene Okerlund in which he admitted to being
John Cena's number one fan.
''Pee-wee's Big Holiday'' After Reubens started giving interviews again after his 1991 arrest, he talked about the two scripts he had written for future Pee-wee Herman films. Reubens once called his first script
The Pee-wee Herman Story, with the plot involving Pee-wee becoming famous as a singer after making a hit single and moving to
Hollywood, where "he does everything wrong and becomes a big jerk". and follows Pee-wee and his
Playhouse friends on a road-trip adventure, meaning that they would leave the house for the first time and go out into "Puppetland". All of the original characters of the show, live-action and puppets, are included in Reubens' script. The story happens in a fantasy land that would be reminiscent of
H.R. Pufnstuf and
The Wonderful Wizard of Oz. In December 2009, while in character, Reubens said this film is "already done, the script is already fully written; It's ready to shoot." Most of the film will take place in Puppetland and
claymation might be used. He also said that using
CGI for "updating" the puppets' looks could be an option, but it all depended on the budget the films would have. Reubens approached ''
Pee-wee's Big Adventure director Tim Burton with one of the scripts and talked to Johnny Depp about the possibility of having him portray Pee-wee, but they both declined. In an October 2014, interview with Rolling Stone'', Reubens gave an update on the status of the film, saying: "It's been months and months of being right on the verge of being announced…I thought something was going to go public yesterday, actually, and that you'd be the first person I'd be talking about this with. But I'm thinking there will be something made public very soon. It's going to get made shortly after the new year. I wish I could tell you about it right now, because…I mean, it's amazing. It's going to be amazing. I think it first got leaked four years ago or so that the movie was going to be made, and ever since then it's just been stalling and stalling. So I'm really ready for this to happen. But I'm not kidding: It's very imminent." In a November 2014, interview with
The A.V. Club, Reubens explained why the film took so long to be made, saying: "I think part of what happened with this project is it got leaked probably a year and a half or two years before we really wanted anyone to know about it. I was doing a Q&A somewhere, and I said I was writing a movie with a guy named Paul Rust, and the next day a journalist called my manager and said, "Paul Rust is someone very associated with Judd Apatow, can you confirm Judd Apatow is involved in the project?" The whole thing got leaked and we had just started. We didn't have a script yet or anything, so the script took a year andI don't really know the answer. I think two years of it was like premature information out there, and then the last two years it's just been very, very slow to get the right people involved, and we now have such an amazing company involved, and that's the really big announcement that hasn't been made yet." On December 22, 2014, it was announced that the film would premiere exclusively on
Netflix. On February 24, 2015, Netflix announced the film would be titled ''Pee-wee's Big Holiday'' with Apatow and Reubens producing the film,
John Lee directing, and Reubens and Paul Rust writing the screenplay. On March 11, 2015,
Tara Buck joined the cast of the film.
Principal photography began on March 16, 2015. On April 8, 2015,
Joe Manganiello joined the cast. On April 19, 2015, Jessica Pohly was cast in the film. The film released on March 18, 2016 on
Netflix to positive reception. The film was the last time Reubens portrayed the character before his death in 2023. ==Honors==