Timon and Pumbaa arrive at the stadium of Rome, Italy, believing that they're in Las Vegas. There the Emperor, Colosseum Quintious, orders that Timon and Pumbaa be fed to a lion, (which Pumbaa at first misinterprets that they get to feed the lion.) Realizing they're in trouble, Timon and Pumbaa try to escape the stadium. However, they are too late and the lion catches them both. Fortunately, the Lion turns out to be Simba, who refuses to eat Timon and Pumbaa since the three of them are friends (to Quint and the audience's anger).
However just as Timon, Pumbaa, and Simba begin to leave the stadium, Quint stops them, demanding that Simba either eat Timon and Pumbaa, or fight Claudius, a gladiator lion who has never lost a fight. Unwilling to let Simba be hurt and let themselves be eaten, Timon devises a plan to have it seem like Simba ate Timon and Pumbaa in order to trick Quint. (Unknown to everyone else, Simba hides them in his mouth in order make a quick exit.) However, Timon and Pumbaa start to fight while inside Simba's mouth which makes Quint suspicious. Finally, Timon makes Pumbaa fart by accident and Simba is forced to spit them out. Exposed for tricking Quint, Timon, Pumbaa, and Simba makes for a hasty retreat and they manages to escape the stadium, with Quint in pursuit. After a long chase that culminates to both groups using chariots to escape one another, Pumbaa manages to leave Quint behind, leaving him, Timon, and Simba to now try to find a way out of Rome. Shortly after running around however, Quint surprisingly captures Simba and prepares for him to fight Claudius tomorrow.
Unable to free Simba from his imprisonment, Timon and Pumbaa devise a plan to make Claudius forfeit his fight with Simba instead. Later that night, while visiting the Lion's Den, Both Timon and Pumbaa come up with various ways to make their plan work, ranging from:
All of which end in failure. The next day, Simba and Claudius enter the Colosseum, prepared to fight each other. Just as both Lions prepare to fight, to everyone's surprise, Claudius falls asleep. It's then revealed that while Timon and Pumbaa couldn't get Claudius to agree to not fight Simba, their attempts to make him forfeit did keep him up all night, without any sleep.
Enraged that Claudius won't fight now, and that Simba still refuses to eat Timon or Pumbaa, Quint decides to fight the trio by himself. After Timon, Pumbaa, and Simba mess around with his attempts to kill them, Quint accidentally hits and breaks one of the pillars holding up the Colosseum, which causes a Domino effect and cause the entire Colosseum to start falling apart. Timon, Pumbaa, and Simba manage to escape the Colosseum before it completely falls apart and Timon puts a sign on the ground that reads: "Beware of Fallen Empire!".
The title of this episode is a play on the words "roam alone"; to wander alone.
The title is also a play on the 1990 comedy movie, Home Alone.
This is the only episode in the series in which Simba had a human confrontation, with his adversary being Quint-eous.
This is the final appearance of Simba in the series.