Kimmy is a visual novel style game about babysitting during the summer of the late 1960s in Massachusetts. The player takes on the role of Dana, who becomes a babysitter to Kimmy, a young girl whom she found wandering around alone in her neighborhood. Throughout the game, players collect trinkets, play street games, and get to know the characters, including Kimmy and her mysterious family, through a dialogue-rich story that takes place over the course of five acts.

The game features a painterly art-style that brings the characters to life, including multiple illustrated cut scenes. It is an intimate story about childhood, honesty, and growing up. With over ten characters to chat with and get to know throughout the story, players are in for a treat.

It is recommended to play the game with headphones, and a single playthrough takes about two to three hours. However, playing multiple times is encouraged to see all of the conversations. While the game is about childhood, Kimmy does address some serious issues and is primarily intended for adults. Conversations between the characters include topics such as death, profanities, and alcohol, so it is important to consider this before playing with younger kids.