Yozakura-san Chi no Daisakusen

Both Protagonists are orphans who, through different scenarios, join a loving spy family. Both have many comedic and wholesome moments.  

They both have a similar vibe so far. Both are rom-coms where the bride's family is full of colorful characters. 

In Mission: Yozakura Family, Taiyo joins the quirky Yozakura spy family, each member equipped with unique skills and distinct personalities, which gradually helps him overcome the trauma of losing a childhood friend in a spy-related incident. His loyalty to his wife, Mutsumi, and her family fuels his growth and commitment to becoming a capable spy. Similarly, in Malevolent Spirits: Mononogatari, Hyoma is sent to live with Botan and her Tsukumogami “family,” who challenge his hatred for Tsukumogami—a hatred rooted in his family’s tragic death at the hands of these spirits. Though his Saenome clan duties conflict with his growing bond with Botan’s Tsukumogami, Hyoma begins to heal and learn acceptance by seeing them as family rather than enemies. In both stories, the protagonists’ journeys are shaped by loyalty, love, and family support, allowing them to confront and ultimately transform their past traumas. read more 

Both animes have similar vibes. MCs of both animes start out weak but become strong. Both revolve around a criminal family organization (one a spy family (yozakura) and the other a mafia family (reborn).