The story follows a light-bulb-head orphan, named Otto Osworth, who is under the watchful eye of the nasty nun of the School for Wayward Tots, named Sister Thornly, who treats him badly for reading history books. Otto soon finds his ticket out of the orphanage, by using his knowledge of history to talk time cop Buck Tuddrussel and his robot Larry into abducting him. He is suddenly zapped to the satellite and to Eli Whitney's time where they must convince him to invent the cotton gin, not the flesh-eating robot.

Then, they meet up with famous artist and sculptor Leonardo Da Vinci. They have to find some way to encourage him to create great art.

After being upset with grumpy Tuddrussel, Larry is delighted to discover that instead of dumping tea into the Boston Harbor, the Sons of Liberty are having civilized tea parties. Tuddrussel and Otto have to convince them into dumping the overtaxed colonial beverage, for the sake of all America!

Edgar Allen Poe, the writer of horror stores is writing cheerful stories! Can Time Squad remind him how horrible the world can be?

Oh NO!! Mean ol' historically incorrect George Washington's on the satellite!! He's set it toward the earth and on fire!!! Right after he leaves, the satellite crashes into the earth, and Time Squad has lost their lives!!! In a virtual reality game, that is. Right after, they are sent on a mission to Harry Houdini who is using his escape tricks to rob places.

When Time Squad wishes the alarm not to go off, their wish comes true and all are doing whatever they want to! But how long can they last without a mission?