The plot revolves around being a high school junior and trying to find a date for the prom. At the beginning of the game, the player chooses a character, cheerleader Kim or actress Carly. The opening scene is in the character's bedroom, where all six members of McKenzie & Co are having a sleepover. They look through the yearbook and then ask the player to choose between two guys. For Kim, the choice is between Brett and Steven, while Carly chooses between Derrick and Brandon. The rest of the game is spent trying to get the designated love interest to ask the player character to the prom.

Both characters have their own rooms in the game where they can read magazines, read their diaries, listen to voice messages, call people, apply makeup, or put on clothes.

When they are away from their rooms, the rest of the gameplay is through short video clips. The player must choose an option of what to do or say at the given time, and the videos will show the outcome. Some choices will lead to the same eventual path as others, and some choices will result in a game over.