
The School Days watch order runs to just 15 entries and is easy to follow: the 12-episode TV series first, then two OVA side stories. Start with Episodes 1-12 to see Makoto's infamous love-triangle drama play out in full, since the main series is one continuous arc that must be watched in sequence. Once you've finished the finale, move on to the standalone extras — the Valentine's Days OVA and the Magical Heart Kokoro OVA — both of which sit outside the main continuity and work as lighter companion pieces. This 2005 adaptation is best watched in this order: the complete TV run first, OVAs afterward, since the specials assume you already know the cast. That's the whole picture for where to start and how the movies-and-OVAs question shakes out — one season plus two OVAs, and nothing else to track down.
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Season 1
TV Series · Finished Airing

"Valentine's Days" OVA
OVA · Finished Airing

"Magical Heart Kokoro" OVA
OVA · Finished Airing

School Days: Valentine Days
OVA · Finished Airing