Captain Thomas Whetstone
Captain Thomas Whetstone
At the table
Voice
A dry, salt-roughened voice shaped by shipboard orders, with the measured diction of his upbringing still caught beneath the adopted bluntness. He does not raise his voice to sound dangerous; he makes each word land as if it were part of an account that will eventually be collected.
His voice carries the dry scrape of salt air and a controlled breath learned from giving orders over wind and deck noise. Words are clipped when work is underway, but older, polished phrasing slips through when he is tired, angry, or trying to persuade someone. He pronounces names carefully, as if each one might later be evidence.
Speech patterns
How to play them
Presents himself as a practical captain seeking hands for dangerous work. He offers clear pay and a narrow version of the truth, watching closely for anyone who recognizes his manners. If challenged about the missing crew, he redirects toward the coming British ships or offers information useful enough to purchase a delay.
Goal
Get Jack Drummond and a replacement crew out of Nassau before the British arrive, without allowing anyone to connect Whetstone to Major Stede Bonnet.
Motivation
To survive the collapse of the life he chose without surrendering the last traces of the life he abandoned.
Appearance
A lean, carefully held man whose clothes have been made to pass for a captain's rough working dress, though the fit is too considered and the seams too well tended. His hands are broad at the knuckles, permanently roughened by rope and salt, but he handles a cup as if it were fragile china. He moves with economical steps, placing his feet as though the deck might roll beneath him. The unexpected detail is a small, neatly folded square of fine linen tucked inside one boot, protected from the weather more carefully than his powder.
Clothing
A salt-dark coat, worn shirt, plain waistcoat, and scuffed boots chosen to look ordinary. The coat is serviceable but conspicuously well fitted, with one cuff repeatedly mended in fine thread. He has removed the ornaments that would mark his station, though he still keeps his linen clean when circumstances allow.
Body language
Keeps his shoulders level and his chin composed even in a press of armed men. His hands betray him: one thumb smooths an imaginary crease along his cuff whenever he has been recognized, while his fingers curl toward the cutlass when he is weighing a lie.
- Height
- About 5 feet 10 inches
- Build
- Lean, upright, and stronger than his careful posture suggests
- Eyes
- Dark brown
- Hair
- Dark brown, powdered-looking with salt when unwashed
- Skin
- Weathered, pale skin browned and roughened by salt and sun
- Age
- Adult, in his late thirties
- Gender
- Male
- Size
- Average human
Distinguishing features
Personality
13 traits and drivesWhetstone is disciplined enough to make panic look like patience, yet the discipline is brittle when his identity is threatened. He can show genuine consideration toward a frightened stranger, then calmly use that stranger as cover. In company he performs roughness; alone he repairs small things with the meticulous care of a man trying to prove his former life was not entirely lost.
- Alignment
- Self-preserving, with a capacity for calculated loyalty
Quirks
Habits
Traits · 3
Flaws · 3
Fears · 3
Wants and needs · 4
Combat
HP 12 · Normal human movementAvoids a fair fight. He fires once to break an opponent’s nerve or open a route, then uses cover and the cutlass to force a passage toward an exit. If the odds turn against him, he bargains, retreats, or sacrifices someone else’s position to buy time. His armor reduces incoming damage by d2.
Captain Thomas Whetstone
Actions
Services they sell
Rewards they can give
Equipment
- Padded coat beneath his outer coat (armor)Light armor, reducing incoming damage by d2.
- Cutlass (weapon)A serviceable blade; inflicts d6 damage.
- Flintlock pistol (weapon)A flintlock pistol; inflicts d8 damage and must be reloaded after firing.
- Captain’s stores (supplies)Powder, shot, a folded harbor sketch with marks that may be outdated, and a packet of fine linen.
Possessions
Background
Major Stede Bonnet was born to privilege and learned the manners of a gentleman before the sea taught him their limits. He took to piracy with more money than experience, and his association with Edward Teach and Benjamin Hornigold placed him among men who understood violence as work rather than theater. That difference has never left him. A formative season under Teach taught Bonnet that a crew can become a liability the instant it knows too much. A week ago he came to Nassau under the name Captain Thomas Whetstone, changed the look and name of his ship, and ordered his crew to keep out of sight while he handled business ashore. Teach’s secret message asked him to extract Jack Drummond under that alias. Then rumors spread that Hornigold had accepted the King’s pardon, and the port tightened under Charles Vane, Jack Rackham, Anne Bonny, and Mary Read as British ships approached. With escape barred, Whetstone and Drummond began removing crewmen who could identify Teach’s arrangement. Now Whetstone is trying to gather an unfamiliar replacement crew and leave Nassau with Drummond before the blockade closes. The cost is already visible in the empty berths and the bodies his hired intermediaries have failed to hide.
Role in the story
A disguised pirate captain who hires the PCs to gather a crew for the coming fight, while concealing that most of his own crew are already dead. When the moment opens, he means to take the PCs, Drummond, and a few locals aboard and flee.
“A formative season under Teach taught Bonnet that a crew can become a liability the instant it knows too much.”
- Faction
- A pirate captain with past ties to the Flying Gang and the Republic of Pirates; currently operating under the alias Captain Thomas Whetstone.
Known connections
Media
0 imagesNo images yet.
Turn Captain Thomas Whetstone into a sheet
A high-res, share-ready sheet you can post or print.