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Size: Standard baseball cap: Adults and Kids
Ash's first hat, worn during the original series, is easily the most well-known: an official Pokmon League Expo hat that was red and white with a green, stylized "L" on the front, which Ash claimed to have "sent in about a million postcards" in order to obtain. Ash wore this hat during his journey through Kanto, the Orange Archipelago, and Johto, and was very attached to it. The design may be loosely based on Red's Generation I hat, and in early concept sketches for the anime, Ash's hat matched Red's exactly.
Commonly, Ash would turn the cap backwards, particularly when he was concentrating heavily, such as when he would face a Trainer or capture a Pokmon. This was seen most often early in his journey in Kanto, gradually becoming less frequent until his journey in Johto ended, by which time he hardly ever turned his cap.