It's WWI, and Germany, in search of the heir to the legendary Roman Empire, discovers an abandoned tomato crate sitting in the middle of the woods. However, even Germany finds himself unprepared to deal with the strange descendant of Rome.

Italy is sent back home after annoying Germany, but Germany quickly finds that ditching the cowardly nation is a task easier said than done. Especially when WWII nears and Italy takes it upon himself to declare that he's now Germany's ally.

Meet Japan. He's the newest ally to Italy and Germany, and a powerful nation in his own right. But with having been isolated from the rest of the world for over 200 years, what he sees as his "normal" behavior comes off as extraordinary to others.

An endless blue sky, pure white clouds, and a shining sea. Normally it would be just your average trip to the beach. In the case of Germany, Italy, and Japan? They've been stranded on a mysterious island in the southern sea, their S.O.S message having gone ignored as the three of them make the most of their "vacation".

Germany reflects on times spent around Austria. Meanwhile, unbeknownst to the three stranded nations, they've got company on the island and are being watched from afar, even when they're roasting marshmallows at their campfire.

Italy introduces his older brother, Romano (who represents the southern half of their country), to Germany. But while Italy himself can't get enough of Germany, the foul-mouthed Romano will try anything to make sure that the "potato freak" stays away from his brother. Anything.

Some days, Italy just can't get a break. Especially when he winds up tricked and kidnapped, not once, but twice by the Allied Forces. But once Germany gets involved, it seems the third time may be the charm... though in whose favor, exactly?

The Allied Forces meet to discuss plans to take down the Axis, but despite their image as a "team" (America as the "hero" and everyone else acting as his backups), they find it difficult to get along and agree with each other.

After he winds up uninvited to the second Allies meeting, France reflects on his history of past "glories" and "accomplishments".

In the climax to the Chibitalia sub-storyline, Holy Roman Empire gives the younger Italy the ultimatum: Will he become the new Roman Empire with him or not? Later on, in 1940, England finds that he still has friends outside of the Allies to count on to cheer him up...

"England, I have something to tell you." In a brief jump forward to 1956, a gloomy and war-torn France proposes to England, who quickly learns the "joke" is indeed on him... and he won't go down that easily. Back in 1940, the Axis Powers train to take on England, and Italy gets a quick and confusing lesson in "culture clash".

After being defeated by Germany, a frustrated England vows to get revenge with the strongest method known to man: Summoning the devil to lay a curse on him. Will he succeed in his ritual, or get something even WORSE than what he expected?

The Germans' attempt at training the Italian Army doesn't go as planned, as they soon find that the men are quicker at the art of escape, rather than combat. Later: It's just another day in the life of Germany, as he attempts to brave the wait and chaos in a never-ending line at the supermarket.

Japan struggles to fit in with the Axis and their strange foreign culture and behaviors, while Italy attempts to help him adjust to life outside of his own land.

In a tale of times past, a younger China meets a strange small nation known as Japan. He takes it upon himself to try to raise Japan as his younger brother, but soon discovers that there's more to the growing youngster than he thought. And he may not be prepared to deal with the sudden changes...

America decides to finally enter his long-abandoned storage room to clean it out, but the memories he finds in there may prove to be too hard to let go of.

The Allied Forces make their move and attempt to take down the Axis, but wind up constantly distracted by a "special guest" on the island, a supernatural stranger that Italy seems to know rather well...

The Allied Forces attempt to get back to business, despite China arriving late for their meeting. But little do they know, they have a surprise guest (or two) in their room, listening in on their "top secret" plans.

The old musket in America's storage room brings back another memory of times long past: The Revolutionary War.

Sealand, the world's smallest "nation", attends a world conference in an attempt to be recognized, but finds that respect and acknowledgment from the others is harder to obtain than he thinks.

Holy Roman Empire gets ready to depart for war, but Chibitalia won't let him leave that easily, and not without one last gift.

Liechtenstein adjusts to her new life with her brother Switzerland. Elsewhere, Italy gets stuck in an embarrassing situation with his own brother.

While out shopping, Switzerland and Liechtenstein run into Austria, much to Switzerland's displeasure. Meanwhile, the Axis Powers are still deserted on an island, but come across a most unusual sight in the middle of a forest.

In a past tale, England raises the young America and treats him to his own "special" brand of cooking. Meanwhile, as the Liechtenstein and Her Beloved Brother arc comes to a close, Switzerland finds himself reminded of his lapsed friendship with Austria.

America unveils a new plane, much to England's chagrin and lets out a secret. Later, England uses Busby's Chair to get revenge on America during an Allied summit, only for Russia to sit on the chair first and destroy it by out-evilling it. England reveals his drunk side when in a bar with America (who England is trying to coax information out of). Then Episode 18 is continued, with England attempting to use Busby's Chair once the Axis are surrounded, although Russia sits on it yet again...