Picture drama episodes included on the DVD/Blu-ray Volumes of Kakegurui.

Based on the Fate/Kaleid Liner Prisma☆Illya 2wei! manga by Hiroshi Hiroyama, which is a spin-off of the Fate/stay night erotic visual novel by Type-Moon.

On the run from the Erste Empire, Gran and the crew of the Grandcypher receive an offer to negotiate a ceasefire. Meeting at the neutral territory of Albion Citadel, they are welcomed and hosted by Vira Lillie: current Lord Commander of Albion and a friend of Katalina Alize from her officer training at Albion. Imperial General Furias grants the Skyfarers an official pardon, but fails to defuse the tense situation. Given time to unwind, the Skyfarers attend a gala hosted by Vira to celebrate the arrival of the crew. However, tensions run high, as Furias and the Erste delegation remain at Albion even after the negotiations conclude. Learning about the existence of a Primal Beast on the island, the crew is shocked to discover a letter from Katalina announcing her resignation. While Gran heads off to find their former comrade, Eugen and Rackam decide to investigate the Imperial presence on the island, suspecting a more sinister scheme lying up the Empire's sleeve. [Written by MAL Rewrite]

The story revolves around Yuuki Kagami, a boy who enrolls in the academy of his dreams as a honors student — and is mistakenly put in the girls' dormitory where boys are prohibited. Faced with the possibility of having to leave the school, Yuuki has to dress up as a girl in the dormitory. On top of things, he ends up rooming with the female teacher Ayana Kakinozaka, who has to watch over him.