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Peter Alston “alias James May”

Peter Alston "alias James May"
Peter Alston “alias James May” – AI Generated Artwork – NightCafe Creator

Peter Alston, also known as “James May,” was a tall, rugged individual with a strong build, unkempt beard, and deep-set eyes. He had a scar above his left eyebrow and was known to carry a flintlock pistol and a cutlass sword. He had a distinctive and memorable appearance.

  • Alias: Peter “The Shadow” Alston
  • Gender: Male
  • Race: Human
  • Occupation: Highwayman, Counterfeiter, River Pirate
  • Religion: None
  • Allies: The River Rats (a band of outlaws)
  • Enemies: The Sheriff’s Posse, rival criminal gangs
  • Abode/Base of Operations: Hidden cabin in the swamplands
  • Nationality: American
  • Languages: English
  • Alignment: Chaotic Neutral
  • Affiliation(s): The River Rats
  • Significant Others: Rebecca “Red” Thompson, fellow member of the River Rats

Peter Alston, also known by his alias “James May,” was a notorious criminal operating in North America. A skilled highwayman, counterfeiter, and river pirate, Alston was feared and respected in equal measure by those who knew of him.

Born into a life of poverty and desperation, Alston turned to a life of crime at a young age, quickly making a name for himself as a daring and ruthless outlaw. He was known for his cunning and ability to evade capture, often using his charm and wit to outsmart his pursuers.

Despite his lawless ways, Peter Alston had a code of honor and was known to have a soft spot for the underdog. He was an associate of the notorious Samuel Mason and the Harpe Brothers, and the three of them formed a powerful and feared criminal organization that terrorized the American frontier for years.

As the years passed, Alston’s reputation grew, and he became one of the most wanted men in the colonies. However, he was never caught and his ultimate fate remains a mystery. Some say he died in a gunfight, while others claim he escaped to start a new life in the Caribbean. One thing is for sure, the legend of James May will continue to live on in the annals of history as one of America’s most infamous outlaws.

Peter “The Shadow” Alston

Medium humanoid (human), chaotic neutral

Armor Class: 15 (leather armor) Hit Points: 120 (16d8 + 48) Speed: 30 ft.

14 (+2)18 (+4)16 (+3)12 (+1)14 (+2)16 (+3)

Saving Throws: Dex +7, Con +6 Skills: Acrobatics +7, Deception +6, Perception +5, Stealth +7 Senses: Passive Perception 15 Languages: Common


  • Multiattack: Peter Alston makes two attacks with his shortsword or two attacks with his longbow.
  • Shortsword: Melee Weapon Attack: +6 to hit, reach 5 ft., one target. Hit: 6 (1d6 + 4) piercing damage.
  • Pistol Shot: Ranged Weapon Attack: +7 to hit, range 40/120 ft., one target. Hit: 10 (2d6 + 4) piercing damage. Reload (1/2): It takes 1 bonus action to reload the pistol.


  • Evasive Maneuvers: When Peter is targeted by a ranged attack, he can use his reaction to impose disadvantage on the attack roll.

Legendary Actions Peter Alston can take 3 legendary actions, choosing from the options below. Only one legendary action option can be used at a time, and only at the end of another creature’s turn. Peter regains spent legendary actions at the start of his turn.

  • Shadow Step: Peter magically teleports up to 30 feet to an unoccupied space he can see.
  • Sneak Attack: Peter makes one shortsword attack against a target within reach. On a hit, he deals an additional 3d6 damage.


  • Leather armor
  • Shortsword
  • Longbow
  • Flintlock pistol
  • Thieves’ tools
  • Burglar’s pack
  • 50 gold pieces

Magic Items

  • Shadow Cloak: This magical cloak grants Peter advantage on Dexterity (Stealth) checks made in dim light or darkness.
  • Ring of Quick Escape: Once per long rest, Peter can use an action to cast the misty step spell.

CR Level: 8 (6,000 XP)

Description: Peter Alston, known as “The Shadow,” is a skilled highwayman, counterfeiter, and river pirate. With his lean and agile frame, he moves like a phantom in the night. Dressed in dark leather armor, he strikes fear into the hearts of his targets. Peter is a master of deception and stealth, always staying one step ahead of the law. His trusty shortsword, longbow, and flintlock pistol are his constant companions, allowing him to engage in close combat or strike from a distance with deadly accuracy.

Equipped with a Shadow Cloak that aids him in blending into the shadows and a Ring of Quick Escape for swift getaways, Peter is a formidable opponent. His legendary actions grant him the ability to teleport through shadows and deliver devastating sneak attacks. Beware the darkness, for that’s where “The Shadow” thrives.

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