Heartbreak High: A Break-Up Simulator

Heartbreak High is an arcade-style spin on visual novels and dating simulators that asks you to break up with all of your high school sweethearts instead of woo them. A single play-through can be completed in one 20-40 minute sitting, with each break-up featuring a unique branching story path and lovable (or unlovable?) characters for you to crush beneath your feet over and over again.