Ash meets May in the episodes that take place in the Sinnoh season during the dubbed season of Pokémon Diamond and Pearl: Battle Dimension. The episode in which Ash and May reunite is the episode that is titled "A Full Course Tag Battle" however she first appears near the end of the episode that is titled "Our Cup Runneth Over."
May returns in order to participate in the Wallace Cup which takes place in the episodes that are titled "Staging a Heroes' Welcome" and "Pruning a Passel of Pals."
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the second episode.
well actually he never leaves if you saw the episode ash meets brock he says he needs someone to go with and ash volunteers so he stays with him forever
Episode 1 of Season 10 OR if your counting all of the episodes of Pokemon Episode 467
Ash meets Brock in episode 5 of season 1, Showdown in Pewter City.
If you are talking about after the Johto League tournament, yeah. They meet in episode 319. :D