 If you liked
Nasu: Andalusia no Natsu
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 ...then you might like
Over Drive
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If you like Over Drive for the cycling aspect, Nasu is the only other cycling anime I know of, and it's pretty good.
"Nasu: Summer in Andalusia follows the story of a professional Spanish cyclist, Pepe Benengeli, as he competes in the Vuelta a España road bicycle race through his home town in the Iberian region of Andalusia. As the story progresses, Pepe is faced with frustrating consequences, with him facing pressure from his sponsors and the wedding of his former girlfriend, Carmen, to his elder brother, Angel, coinciding on the same day of the penultimate stage of the bicycle race, and strives to gain the
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Recommended by TheWestExit
Both about challenge and pushing yourself to the limit. Same sport. Over Drive is a TV series. Nasu - The Summer of Andalusia - a movie, which has a continuation as OVA: Nasu: A Migratory Bird with Suitcase. If you enjoy riding your bike and also love challenges - these animes are for you.
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Recommended by GDL-URAHARA