You Don't Know Richard is an FMV game that simulates romance and dating, aiming at male players as a training tool for active listening and meeting women. The protagonist is a man named Richard, who stumbles through the dating scene. The player decides how Richard responds to dialogue in order to progress through the game.

The game involves adult themes and provides choices for the player to make. The right choices obviously end in romantic intimacy. The wrong choices serves as a tool to educate the player about active listening.