Tennis no Ouji-sama OVA ANOTHER STORY: Kako to Mirai no Message

Episode 1: Shiraishi becomes the captain of Shitenhoji Tennis Club. In order to maintain the club, the members have to invite a new member. They try to attract Zaizen's attention by showing him jokes but Zaizen passes them off. Episode 2: Ryoma is told Seigaku's seven ghost stories by Momoshiro. They are quite common stories but the third grade members leave the club room in a hurry. Fuji says "It's time to confide this to you." and he begins to tell what he experienced two years ago.

Two short specials included in both DVD Volumes of Tennis no Ouji-sama OVA ANOTHER STORY II: Ano Toki no Bokura. "Toukou Tamashii" is about a social media viral video war between Eiji, Horio, and Shiraishi as they compete for the most views on videos of their friends' talents. "Bunta no Mezame" is about Yagyuu, Yanagi, and Niou secretly following Bunta at his mysterious meet-up with a regular from another school.

Seigaku continues their road to winning the National Championship, but only the best schools remain as they'll have to go toe-to-toe with old rivals and new foes in the National Tournament.

Two short chibi character specials included in both volumes of Tennis no Ouji-sama OVA ANOTHER STORY: Kako to Mirai no Message. The specials feature the Oshitari cousins in a Manzai (漫才) setup [a style of stand-up comedy in Japan, which usually involves two performers—a straight man (tsukkomi) and a funny man (boke)]. "Aruhi no Oshitari" involves Oshitari Yuushi who is tired of being the tsukkomi and wants to try his hand at being a boke but with disastrous results. "Aruhi no Oshitari 2" is about Oshitari Kenya in the role of a boke whose jokes didn't get through to the audience in a joint comedy show with Seigaku and Shitenhouji.