In Kul Tiras, young Lester served as a minor mage in Falrevere's estate. The noble indulged the lad's interest in the dark arts out of respect for his father, who died in Falrevere's service when Lester was a baby. Others were not so kind, and shunned the pale, bald, fatherless boy.
When the Scourge invaded Lordaeron, Lester traveled to the mainland, thinking to join with the undead. The sight of the creatures horrified him, however, and he lost his nerve. He found a secret basement and hid, surviving on preserved fruit while the Third War raged above. Finally, he emerged and slunk past the undead forces, hoping to find the only man who had ever shown him kindness. Three years ago, he reunited with Falrevere and became a Bloodsail Buccaneer.
Lester is fiercely loyal to Duke Falrevere, and he and Jessi are the only people the duke allows into his confidence. Lester's sailing skills leave much to be desired, but the past three years and his emulation of Duke and Jessi Falrevere have taught him much. His sailors are afraid of him, and he is ruthless when it comes to destroying his enemies; he often takes dangerous measures to accomplish his goals, such as pursuing an enemy vessel into a probable trap or taking a shortcut over a coral reef. Lester's arcane powers — particularly those that involve fire — are valuable in naval engagements, and the young warlock has finally found people who respect his abilities.