Ozu Hideo is an editor in a shady adult video company. For years, he has dreamed of being a motion picture director while his childhood friend Kurosawa Mai has become an upcoming actress. Then one day, his dreams are shattered when Mai takes all of his amateur videos of her and tells him to get out of her life. On his way home after a few drinks, Hideo bumps into Cyberdoll Sara, who makes him mark an invoice. When he arrives at his pad, Hideo is greeted by three Cyberdolls: Mai, Ai and Mie. All three of them happen to look like different age variations of Kurosawa Mai. And when Kurosawa announces the release of a biography video of her using Hideo's old footage, Hideo decides to start his directing dreams over again using his three Cyberdolls.

Source: ANN

Note 1: Do NOT mistake this for Hand Maid May!
Note 2: This OVA release was stopped after the first Episode. Official Statement translated from Wonderfarm Website: "We must explain to people who are anticipating the 2nd and 3rd volumes of Hand Maid Mai, why they have not yet been released. Five Ways, the firm that released and distributed Hand Maid Mai has become bankrupt. Both Wonderfarm and the production staff are greatly embarrassed. The 2nd and 3rd volumes have been completed. We hope to make them available as soon as possible, we believe it is our responsibility. But we cannot proceed with the release until various legal matters related to the bankruptcy are resolved."

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Same setting: Hand Maid May