William Plunkett — Gentleman Rider and Highwayman

William Plunkett is a mounted robber whose manners are good enough to make victims doubt the encounter until the weapon appears. He prefers controlled theft to bloodshed and cultivates the reputation of a gentleman even while living outside the law.
At a Glance
- Name: William Plunkett
- Species: Human
- Base: Roads between England, Wales and the Irish Sea ports
- Role: Mounted highwayman and duellist
- Alignment: Chaotic Neutral
- Campaign status: Alive and active
- Campaign use: Highwayman, road contact, criminal ally or mounted rival
Game Statistics
5.5e / 2024
William Plunkett — CR 6 humanoid; AC 17; HP 76; Dex 18, Wis 14, Cha 17. Skills Animal Handling +7, Deception +7, Perception +6, Persuasion +7.
Mounted Robbery. While mounted, after Plunkett makes a ranged attack he can move his mount up to half its Speed without provoking Opportunity Attacks from the target.
Courteous Threat. Advantage on Persuasion or Intimidation checks made during a hold-up before violence begins.
Multiattack. Two rapier or light crossbow attacks.
Pathfinder 1e
William Plunkett CR 7; human fighter 2/rogue 4/aristocrat 2. AC 21; hp 66; sneak attack +2d6. Ride +15, Bluff +13, Diplomacy +13, Perception +12. Feats Mounted Combat, Ride-By Attack, Quick Draw, Weapon Finesse.
D&D 3.5e
William Plunkett CR 7; human fighter 2/rogue 4/aristocrat 2. AC 20; hp 56; sneak attack +2d6. Mounted Combat, Ride-By Attack, Quick Draw, Weapon Finesse.
What Is William Plunkett Doing Right Now?
Plunkett is moving stolen correspondence across the Irish Sea because the letters are too dangerous to keep in England. He has not read all of them, which may be the only reason he is still alive.
Meeting William Plunkett
Plunkett greets travellers courteously, names the property he intends to take and offers them a chance to surrender it without bloodshed. If refused, the courtesy disappears quickly.
Encounters
- Plunkett politely asks the party to surrender one sealed packet and ignores all other valuables.
- A port officer knows Plunkett’s horse but not the name he is using this week.
- Plunkett offers the party half the value of stolen goods if they help him avoid a bloodier road gang.
Influence and Tactics
Plunkett fights from horseback whenever possible, keeping distance and controlling the road. He values reputation, avoids needless killing and will honour a clearly stated bargain if doing so does not guarantee his capture.
Appearance and Manner
He dresses like a minor gentleman on the road: good cloak, polished boots, fine horse and weapons kept clean enough to support the illusion of respectability.
Personality
Daring, controlled and vain about his reputation. Plunkett wants victims to remember him as bold rather than brutal.
Relationships
MacLaine: friendly rival and occasional partner. Port contacts: move goods and messages. Officials: frustrated by witnesses who describe him too admiringly.
Equipment and Resources
- Rapier and dagger
- Light crossbow
- Excellent riding horse
- Fine mask and reversible cloak
- Packet of dangerous stolen letters
Running William Plunkett at the Table
Use this NPC as a source of pressure, choice and consequences rather than as a static historical cameo. Their social position, allies, enemies and current problem should matter as much as their combat statistics.
Adventure Hooks
- The Irish Packet: Plunkett needs escort for letters more dangerous than stolen coin.
- The Polite Robbery: The party is robbed without injury, then realises one specific document was the true target.
- MacLaine’s Rival: A friendly competition between two highwaymen starts disrupting military traffic.
- Witness for the Defence: A victim refuses to identify Plunkett because he spared the household.
Connected Places and People
Historical Inspiration
William Plunkett is adapted from the later gentleman highwayman. His mounted road-crime identity is translated fully into fifteenth-century Britain.
Rules Notes
The game statistics and campaign relationships on this page are original adaptations for the stated rules editions.
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