After accepting a weekend invitation, Hachiman Hikigaya accompanies Isshiki Iroha around the Chiba Prefecture to brainstorm ideas suitable for an ideal date with Hayato Hayama. As the duo wanders from place to place without a plan, they seemingly enjoy each other's company. Yet, through these straightforward and sincere interactions, the meaning behind what it means to be genuine continues to intrigue Hachiman and his outlook for the future of the Volunteer Service Club and its members. [Written by MAL Rewrite]

One morning, Hachiman Hikigaya contemplates the superfluous nature of marriage and its misleading image of happiness. However, he is forced into confronting his skepticism when the Volunteer Service Club is tasked with assisting a local municipal magazine advertise the allure of marriage to younger people. Unfortunately, neither the club's advisor, Shizuka Hiratsuka, nor the other club members have any firsthand experience with the subject. With only one week until the deadline, the group must quickly learn about the intricacies behind the special ceremony, even if they have to resort to more creative means!

Yamada Elf's Love Song As a novelist with works getting adapted into anime, Elf Yamada holds an event to celebrate her success and to thank everyone who had supported her. With her mother attending, she becomes more excited. However, just as her mother arrives, she tells Elf to go back home so that she can find a suitable husband. Elf, who harbors feelings for Masamune Izumi, chooses to say no… Cooked Meals of Pure Love Winter has come, and it's freezing outside. With her brother Masamune catching a cold, Sagiri Izumi decides to nurse her brother into good health by stepping outside the comfort of her room and doing the housework herself. [Written by MAL Rewrite]

Episodes 14–16 of OreImo 2 which finish adapting the OreImo novels.