Gino was raised on the grand, enormous Weinberg estate, located northeast of Britannia's capital of Pendragon. The estate was composed of three larger villas and one smaller building for servants; the building Gino stayed in was separate from even his own parents. Most of the time, the only people he was ever in contact with were his servants, instructors and caretakers. Day in and day out, he was schooled, drilled and taught—academics, music, fencing, speech, etiquette—with very little time for play. He was not permitted to leave the estate at any time, and romping was discouraged, so his free time was often spent looking out his third story bedroom window and drawing the things he saw out in the garden. Lacking friends and much purpose in life outside his parents' wish for him to marry into royalty, he was a vague and detached child, viewing his world as dull. "A bird in a cage."
At nine years old, a new servant was brought to his household: a young, Japanese woman that became a personal caretaker of his as well as a household maid. At fourteen, Gino fell in love with his maid. The two of them made plans to leave the Weinberg estate and be together elsewhere, safe from the scrutiny of nobility as well as the wages of war between Britannia and Japan. Gino's parents, however, were quick to discover the affair and had it prevented. His father beat the maid and threw her out into the streets, and both parents admonished Gino, telling him to act in a way befitting his noble status. For the next two years, Gino did nothing more than study. He completed his academics at fifteen and a half and spent the time between then and age sixteen researching Knightmare Frames, military conduct, the war.
And at sixteen he up and left his home, headed straight to the Britannian military, and signed right up. He was a grunt for six months and was so prodigious in his training that he was promoted to the third chair in the Knights of the Round. This was, of course, just as planned, as his intent was to have a hand in changing Britannia for the better. In making it a place where there was a semblance of freedom for everyone (unfortunately he ended up being completely counter-productive to this goal until later, but Gino's not the best at planning ahead).
He was later the one assigned by the Emperor to duel Suzaku Kururugi when he was under consideration for becoming a Knight of the Round as well, and despite his (somewhat forced) smug attitude toward him, he was beaten soundly. This somehow instilled him in a distinct attraction Suzaku, and from that day forward he, Suzaku and Anya, the Knight of Six, became BFFS4LYF. At least, they did in Gino's mind, anyway.
One year later, Zero, the leader of the terrorist resistance group, The Order of the Black Knights, returned from presumably being dead. Gino and the other Knights of the Round were deployed to engage the Black Knights, which never really seemed to go very well, though Gino did eventually get to meet Kallen Kozuki, the Ace of the Black Knights. He commented upon her exemplary skills when she was able to outmaneuver both him and Anya in her improved Guren, saying that she was on par with the Knights of the Round and looked forward to a rematch (he also remarked that she was his kinda lady, and probably went on to think of them as BFFS4LYF as well, as he is wont to do). Unfortunately Kallen was captured by Li Xingke later on and much angst was had on Gino's part until he realized he could go visit her in her cell and yammer on at her about anything he felt like at his leisure. Score!
Both Gino and Anya enrolled into Ashford Academy, a school for Britannian students living in Area 11, in order to see what living like commoners would be like. And also to pig out on pastries or whatever the hell those things are. Gino learned to speak more casually from Rivalz Cardemonde, took an immediate liking to Lelouch, one year his senior (which is funny because Lelouch is actually Zero, his enemy, OOPS), as well as the other members of the Ashford Student Council—which he and Anya soon became a part of.
This fun and exciting endeavor loses its thrill fast, however, as Suzaku later brings up the idea of a coup d'etat against the Britannian government to Prince Schneizel—and right in the middle of a pool game, too. Gino objects to the conspiracy and is taken prisoner to keep him from interfering. Next thing he knows, Zero has "died" AGAIN, Lelouch has become Emperor of Britannia, and Suzaku has turned traitor and become the "Knight of Zero," Lelouch's right-hand man. The Knights of the Round launch an assault on Lelouch to remove him from power, and out of the four deployed, Gino is the only one Suzaku spares, leaving him to question where his loyalties lay and what it is he is fighting for.
Gino then realizes he's been Doing It Wrong the entire time and joins the Black Knights, which are at that time under Schneizel's command, telling Kallen that even though joining her goes against his home country, he can understand her feelings a little. Later, during a battle with Lelouch and Suzaku on the flying fortress Damocles, Gino states that he could not join them because he has to "protect what's in his heart." Though Suzaku defeats him soundly yet again, Gino is able to use the last of Tristan's energy to unleash an attack that destroys the Damocles' barrier and opens Suzaku up to Kallen, who was lurking nearby. He's also able to carry her to safety after she "definitely kills Suzaku for sure, yes, he is absolutely dead, end of story."
Lelouch unfortunately overtakes Schneizel and the Damocles Fortress and takes control of literally the entire world, which pisses off literally everyone, and Gino is taken prisoner along with the entire remaining cast of the show to be executed. But then Zero comes back to life for the millionth time, stabs Lelouch in the stomach, and everyone is set free. Peace reigns with the demon defeated, the war ends, reconstruction happens, and everyone goes on their merry way. Gino resumes attending Ashford Academy and also joins in the rebuilding effort as well as some of the political functions between the recently allied Britannia and Rest-of-the-World. He continues to hold his position as the Knight of Three.
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