If it has to be from DnD...
Willem Thygair. Half-Elf son of a Traveler mother and Eladrin father, itinerate story teller, swashbuckler, libertine, troubadour, erstwhile Assassin, sometimes lover of the arch Fey known as The Maiden of The Indigo Star, revolutionary, pirate, and Doom of Dragons.
He is a 4e Half-Elf Cunning Bard with Rogue and Assassin MCs, but unlike most Cunning Bards, he was a swordsman rather than focusing on ranged impliment spells. Obviously, he used a rapier, and main gauche, or just a rapier, at different times.
Duelist's Panache meant he was an excellent acrobat and a solid athelete, as well, but music and stories are his true strength. At first he was a very shallow character, just concerned with art, vices, and adventure. Then his half brother brought him into The Black Company adventuring company, had a few adventures in Waterdeep, sailed an airship to Returned Abeir, pissed off a dragon, almost got killed by an ogre pirate, sailed back to Waterdeep, and he left the Sword coast guarding a merchant train to East Rift with his closest friends; a Dragonborn scholar and tactician (high int warlord), a incongruously chipper Drow thief, and a Dwarven maul wielding warrior.
In East Rift he and his companions fought duergar on a chain of Earthmotes and bargained for ownership of them, met a Human Paladin of Moradin raised by Dwarves, killed his first dragon by teleporting onto it's back, paralyzingly it, and riding it down to smash upon the chasm floor, and got wise to a conspiracy that lead them on a trail north and then west, to the Inner Sea.
There, the followed the trail, eventually coming to the aid of some Druids. The Druids lead them to the white dragon who'd been manipulating events, leading to Willem's second dragon fight, although his dragonborn friend got that kill.
At that point, Willem disappears for a few years, and the company meets the Halfling Finnan Mac Morwaleth, a warlock and thief in service to an arch Fey, but beholden also to a God of shadows and assassins, and unknowingly Chosen of the dead god, Mask, and his lover and friend, (my wife's character) Nemain [12 middle names here] Trickfoot, Artificer and thief. Finnan and Nemain are part of a resistance group in Sembia against Netheril, and are accompanied by a hulking construct automaton (warforged companion character for when the party was only 3 PCs) of Nemain's design.
Finnan, Nemain, and Torkhan (the dragonborn warlord) go on all manner of adventures. At one point Finnan dies, and is brought back by the Shadowy god who had interfered in his life before, as a revenent hexblade with a cursed chain (gloom hexblade).
Eventually, Willem's half brother, the human ranger, comes to the party asking for help finding Willem. Through investigation and research, they find out Willem travelled somehow to the world of Abeir, and is trapped there. Complicated stuff happens, Nemain's arm transforms into living metal inscribed with arcane formulas, and can now see magic in a manner similar to a Iron Man's holographic displays, Torkhan gained wings, and Finnan regained his mortal life, but lost his magic.
Oh, and the warforged became sentient.
So they end up on Abeir, and find Willem, leading a revolution, and having gained the nickname "The Doom of Dragons".
Definitely my wildest campaign in terms of characters, and my two favorite PCs, and my two favorite PCs in DnD that someone else played (Torkhan and Nemain).
