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This was again stated during a 1988 special which elaborated that Pee-wee was raised in Florida. He went on to say that everyone in his family has a first name that begins with an "H" except for him. During a June 1984 segment on Late Night with David Letterman, Pee-wee said he has a sister named Hermione who was a Girl Scout, his mother's name is Honny Herman, and his father's name is Herman Herman. In both Pee-wee's Big Adventure and Pee-wee's Playhouse, the character surrounds himself with strange inventions and decorations and has no visible means of support, whereas Big Top Pee-wee depicts him as a farmer/inventor. This is echoed by the fact that a star on the Hollywood Walk of Fame was awarded to Pee-wee Herman rather than Paul Reubens.
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During interviews, he has been portrayed as though he is a real life stand-up comedian who expanded his career by playing himself in his films and TV series.
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Throughout his film and television programs, Pee-wee Herman's background has remained relatively ambiguous. Sometime in 1979 Reubens debuted his character on the television show The Dating Game, appearing three times. Reubens thought the name Pee-wee Herman was a name that sounded too real to be made up, and like a real name a parent would give a child that they didn't really care about. The inspiration for the name came from a Pee-wee brand miniature harmonica and the surname of an energetic boy Reubens knew from his youth.
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Also incorporated into the look were short black hair, pale skin with red rouge and red lipstick. Pee-wee's later checkered clothing and persona were largely lifted from manic 1950s children's TV host Pinky Lee. Pee-wee Herman's signature gray glen plaid suit was originally a custom-made suit that Reubens had borrowed from the Groundlings director, Gary Austin the small red bow tie was given to him by an acquaintance. Pee-wee Herman was born that night, his distinctive guttural, "Ha Ha," followed by a low, "Heh Heh Heh," laugh became the character's catch phrase, as did his insult comeback, "I know you are, but what am I?" Reubens decided to play a guy that everyone immediately knew would never make it as a comic, partly because Reubens couldn't remember jokes in real life – he had trouble remembering punch lines and couldn't properly piece information in sequential order. In 1977, The Groundlings staged a performance in which its members created characters one might see in a comedy club. Reubens wrote sketches, developed his improvisational skills and, with Hartman, he developed the Pee-wee Herman character. Hartman and Reubens became close friends, often writing and working on material together.
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In the 1970s, Reubens joined the Los Angeles-based improvisational comedy team the Groundlings and remained a member for six years, working with Bob McClurg, John Paragon, Susan Barnes and Phil Hartman.
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This paved the way for Pee-wee's Playhouse, an Emmy Award-winning children's series that ran on CBS from 1986 to 1991. As the stage performance gained further popularity, Reubens took the character to motion picture with Pee-wee's Big Adventure in 1985, toning down the adult innuendo for the appeal of children. The childlike Pee-wee Herman character developed as a stage act that quickly led to an HBO special in 1981. He is best known for his films and television series during the 1980s. Pee-wee Herman is a comic fictional character created and portrayed by American comedian Paul Reubens. Paul Reubens in character as Pee-wee Herman at the 1988 Academy Awards