- Chiba YudaiNaruse RyuMain Role
- Totsugi ShigeyukiShinomiya KanameMain Role
- Tanaka KeiHaruta SoichiMain Role
- Satsukawa AimiTachibana HinaSupport Role
- MEGUMINeko HarukaSupport Role
- Suzuka OujiMichibata KantaSupport Role
Ossan's Love: In The Sky Special 2019 / おっさんずラブ : in the sky 2019 / Ottoman Love 2 , Otobaru Love 2 , Ossan's Love: In The Sky SP , おっさんずラブ : in the sky SP , おっさんずラブ in the sky ゆく年くる年SP , おっさんずラブ二
The story continues after Ryu Naruse and Kaname Shinomiya's ‟Christmas Kiss‟, with Naruse deciding to clear up the awkward situation at Kaname Shinomiya's New Year's party. Meanwhile, Kanta Michibata tries again to pursue Hina Tachibana. Will Naruse and Michibata get what they want in the end? (Source: GagaOOLala)
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