Legrand "Blackeye" Drex
Legrand "Blackeye" Drex is a feared and respected figure in the Republic of Misty Waters, known for his brutal efficiency, strategic cunning, and imposing presence. As the former right-hand man of Guzmán Martinez, Drex has spent decades enforcing the pirate king’s rule with an iron grip. But with Martinez absent from Sidonia, Drex has stepped into a more prominent leadership role, shaping the city—and the archipelago—in his own image. Under his rule, respect has given way to fear, and whispers of treachery spread like wildfire through the pirate strongholds.
Blackeye Drex commands Serpent Haven, his fortress-like mansion built from the remains of his legendary flagship, the Shadow Serpent. He rules with a mix of booming laughter and underlying menace, always appearing warm and inviting while keeping his true intentions obscured. Beneath the surface of his affable exterior lies a dangerous mind, one that calculates every move and expects unwavering loyalty—or swift retribution.
Early Life & Rise to Power
Drex’s origins are shrouded in rumor, with stories painting him as everything from an ex-naval officer gone rogue to a former slave who rose through sheer brutality. What is known for certain is that he was once just another ambitious pirate in the Misty Waters, carving out his reputation in blood and fire. His moniker, "Blackeye," comes from an infamous duel where, despite being struck with a dagger through the eye socket, he managed to kill his opponent with his bare hands. Rather than seeking magical healing, Drex kept his empty socket as a badge of honor, filling it with a polished obsidian sphere that only added to his imposing aura.
His rise to prominence began when he aligned himself with Guzmán Martinez. Recognizing Drex’s talent for enforcing order among the often-unruly pirate fleets, Martinez elevated him to the rank of his second-in-command. Drex became Martinez’s enforcer, his voice in the darker corners of the archipelago, ensuring that those who opposed the Republic of Misty Waters were swiftly and brutally silenced.
Personality & Leadership
Blackeye Drex is larger than life, both in physical stature and personality. He is known for his booming laughter, his love of excessive feasts, and his habit of treating all his dealings like grand stories in the making. However, beneath his gregarious exterior is a shrewd and ruthless mind, one that rarely forgets a slight and never forgives betrayal. He operates by a simple philosophy: "Loyalty is bought with coin, fear, or both."
Under Drex’s rule, Sidonia has grown more dangerous. While Martinez had balanced chaos and order, Drex leans heavily into control, ensuring that every pirate, smuggler, and merchant knows exactly who holds the power in the Misty Waters. Those who cross him tend to disappear, their fates whispered in hushed conversations over tankards of rum.
His leadership style is one of brutal pragmatism—he does not tolerate incompetence, and he rewards those who prove themselves useful. He is not a man of empty threats; when he makes a promise, whether of violence or fortune, he always delivers.
Connections & Allegiances
Drex’s loyalties, though seemingly clear, are beginning to unravel. While once unquestionably devoted to Martinez, his recent actions suggest a shift in allegiance—or perhaps the crafting of his own ambitions. He maintains strong ties with various pirate captains and warlords but has also cultivated relationships with figures outside the Misty Waters, hinting at a greater scheme at play.
Conclusion
Blackeye Drex is a pirate lord who embodies both the best and worst of the Misty Waters—a charismatic leader, a brutal enforcer, and a man whose ambitions may soon plunge the entire archipelago into chaos. Whether the party seeks to ally with him, expose him, or bring him down, one thing is certain: standing against Blackeye Drex is to stand against the might of the Republic’s deadliest captain.

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