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Pirate Queen, Ching Shih

“Feared Pirate Queen’s Untold Secrets Revealed!”

Pirate Queen, Ching Shih
Midjourney
  • Alias: Ching Shih, Ching I Sao, Zheng Yi Sao
  • Gender: Female
  • Race: Human
  • Occupation: Pirate Queen
  • Religion: Unknown
  • Allies: Her husband, Zheng Yi, The Red Flag Fleet
  • Enemies: The Qing Dynasty, British, Portuguese, and Dutch naval forces
  • Abode/Base of operations: The South China Sea
  • Nationality: Chinese
  • Languages: Chinese (various dialects)
  • Alignment: Chaotic Neutral
  • Affiliation(s): The Red Flag Fleet
  • Significant others: Zheng Yi (Husband), Chang Pao (Adopted son and successor)

Ching Shih, a name that struck terror into the hearts of sailors and captains alike, emerges as a formidable character in the annals of pirate history. This enigmatic figure, a woman of extraordinary cunning and determination, commands respect and fear on the treacherous seas of the South China Sea.

Born into humble beginnings, Ching Shih’s early life was one marked by hardship. Yet, adversity nurtured resilience within her. Her ascent to piracy royalty began when she married the notorious pirate Zheng Yi. Their partnership was far from ordinary; it was a formidable alliance that would soon wreak havoc on maritime trade routes.

Ching Shih’s fears are hidden beneath her stern countenance and fierce reputation. She fears failure, the retribution of her enemies, and, perhaps most of all, the idea of returning to a life of destitution. To protect her growing empire, she meticulously strategizes each move, continuously seeking opportunities to expand her dominion.

Her ambitions are as vast as the ocean itself. Ching Shih seeks wealth, power, and security. Her piracy is not solely driven by a lust for riches but by a quest for autonomy and self-preservation. In a world dominated by men, she stands as a symbol of defiance, an embodiment of the belief that one’s destiny can be seized, not given.

Ching Shih, the Pirate Queen, will stop at nothing to secure her legacy and ensure that her name reverberates through the ages as one of the most notorious and fearless pirates to ever sail the Seven Seas.


  • Ching Shih, Pirate Queen 5e
  • Pirate Queen Ching Shih 5e

Ching Shih, Pirate Queen

Ching Shih, Pirate Queen 5e
Midjourney

Medium humanoid (human), Chaotic Neutral

Armor Class 15 (studded leather)

Hit Points 220 (29d8 + 87)

Speed 30 ft.

STRDEXCONINTWISCHA
14 (+2)18 (+4)16 (+3)16 (+3)14 (+2)20 (+5)

Skills Acrobatics +7, Deception +8, Perception +6, Persuasion +8

Senses passive Perception 16

Languages Common, Cantonese

Challenge 16 (15,000 XP)

Background Feature: Pirate’s Code. Ching Shih has an extensive knowledge of pirate customs and maintains a loyal crew. She can often secure safe passage, supplies, or shelter from other pirates.

Cunning Action. On each of her turns, Ching Shih can use a bonus action to take the Dash, Disengage, or Hide action.

Evasion. When Ching Shih is subjected to an effect that allows her to make a Dexterity saving throw to take half damage on a success, she instead takes no damage on a success and half damage on a failure.

Nautical Expertise. Ching Shih has advantage on all checks related to sailing, navigation, and ship handling.

Sneak Attack (1/Turn). Ching Shih deals an extra 14 (4d6) damage when she hits a target with a weapon attack and has advantage on the attack roll or when an ally is within 5 feet of the target, provided she doesn’t have disadvantage on the attack roll.

ACTIONS

Multiattack. Ching Shih makes two melee attacks.

Cutlass. Melee Weapon Attack: +7 to hit, reach 5 ft., one target. Hit: 10 (1d8 + 4) slashing damage.

Flintlock Pistol. Ranged Weapon Attack: +7 to hit, range 30/90 ft., one target. Hit: 10 (1d10 + 4) piercing damage. After firing, it takes one round to reload.

Legendary Actions (3/round). Ching Shih can take 3 legendary actions, choosing from the options below. Only one legendary action can be used at a time, and only at the end of another creature’s turn. Ching Shih regains spent legendary actions at the start of her turn.

  • Cutlass Attack. Ching Shih makes a Cutlass attack.
  • Intimidating Glare (Costs 2 Actions). Ching Shih targets one creature she can see within 30 feet of her. The target must succeed on a DC 17 Wisdom saving throw or be frightened until the end of its next turn.
  • Cunning Evasion (Costs 3 Actions). Ching Shih uses her Evasion ability.

REACTIONS

Uncanny Dodge. When an attacker Ching Shih can see hits her with an attack, she can use her reaction to halve the attack’s damage against her.

Pirate Queen’s Gambit (Recharge 5-6). When Ching Shih is hit by an attack, she can use her Pirate Queen’s Gambit to deflect the attack and make a counterattack. The attacker must make a DC 18 Dexterity saving throw or take damage equal to the damage dealt by the attack. If the attacker succeeds on the saving throw, Ching Shih takes full damage.

Pirate Queen Ching Shih

Pirate Queen Ching Shih, Ching Shih

D&D 5E – Mythological Figures: Pirate Queen Ching Shih | EN World | Dungeons & Dragons | Tabletop Roleplaying Games

Where to begin with Ching Shih? Well, she wasn’t originally called that. She was born and named Shih Yang in 1775, then took on the nickname Shih Heang Koo while working on a flower boat (brothel) in Guangzhou until 1801 when she marries the pirate Cheng I (from a notorious family known for pirating no less), now being called Cheng I Sao.

Together they create a coalition of buccaneers known as the Red Flag Fleet, sporting over 200 cannons and more than 1,300 rifles that made them a practically unstoppable force.

Cheng I dies in Vietnam in 1807 and–quick to retain her power over the pirate fleet–she marries their adopted son Cheung Po (note this is not one of her two biological children). It’s a little difficult to be certain, but this seems to be around when she takes the name she’s known for: Ching Shih. While Cheung Po is the nominal head of the fleet (what with being a male and all) she is the real decided and holds all the reins of power. This brings us to the code of laws imposed upon all of her pirate subordinates.

Wikipedia said:

  1. Anyone giving their own orders (ones that didn’t come down from Ching Shih) or disobeying those of a superior was beheaded on the spot.
  2. No one was to steal from the public fund or any villagers that supplied the pirates.
  3. All goods taken as booty had to be presented for group inspection. The booty was registered by a purser and then distributed by the Fleet Leader. The original seizer received 20% and the rest was placed into the public fund.
  4. Actual money was turned over to the Squadron Leader, who only gave a small amount back to the seizer, so the rest could be used to purchase supplies for unsuccessful ships. According to Philip Maughan, the punishment for a first-time offense of withholding booty was severe whipping of the back. Large amounts of withheld treasure or subsequent offenses carried the death penalty.

There were other rules too, including some that protected women (although certainly not all the women), and this rigid structure of order helped turn her pirates into a fearsome navy that goes undefeated for several years. In 1810 their daring victories come to an end when the Portuegese Navy gives them the what-for in the Battle of Chek Lap Kok.

She surrenders and accepts amnesty from the Qing Dynasty, and–this is the part that’s really out of this world–only 60 of her pirates are banished, 151 exiled, and 126 executed leaving 16,981 of her buccaneers to go free. At her height she commanded more than 17,000 crew! Cheung Po joins the Qing Navy and with the governor of Guangdong’s blessing the adoption by Ching Shih is annulled, making their marriage a proper one. He dies in 1822 but she lives on, serving as an advisor against British forces in the first Opium War and running her own gambling house until she dies in 1844 at the ripe old age of 69.

D&D 5E  Pirate Queen Ching Shih

Ching Shih 2
Midjourney

Medium humanoid (human), lawful neutral bard (battle) 5/rogue (genius) 7/fighter (warmaster) 8
Armor Class 17 (studded leather, defense fighting style)
Hit Points 138 (12d8+8d10+40)
Speed 30 ft.

STRDEXCONINTWISCHA
10 (+0)​18 (+4)​14 (+2)​16 (+3)​14 (+2)​16 (+3)​

Saving Throws Dex +10, Int +9

Skills Deception +15, Insight +14, Intimidation +15, Perception +8, Persuasion +15, Stealth +10
Tools artisan’s tools (pick one) +6, navigator’s tools +6, thieves’ tools +6, vehicles (water) +6
Senses passive Perception 18
Languages Chinese, Thieves’ Cant
Challenge 11 (7,200 XP)

Background: Nautical. Ching Shih is able to acquire passage on a sailing ship for her and her allies free of charge. She has no control over the ship’s route, departure, or return, and although no coin is required she and her companions do have to help crew the vessel.
Action Surge (1/Short Rest). On her turn, Ching Shih can take an additional action on top of her regular action and a possible bonus action.
Bardic Inspiration 1d8 (3/Short Rest). As a bonus action on her turn, Ching Shih can choose one other creature within 60 feet who can hear her. That creature gains one Bardic Inspiration die, a d8. Once within the next 10 minutes, the creature can roll the die and add the number rolled to one ability check, attack roll, or saving throw it makes. In addition, they can add it to a weapon damage roll, or when they are hit by an attack they can use their reaction to add it to their AC (possibly causing an attack to miss). The creature can wait until after it rolls the d20 before deciding to use the Bardic Inspiration die, but must decide before the GM says whether the roll succeeds or fails.
Cunning Action (1/Turn). Ching Shih can take a bonus action to take the Dash, Disengage, Help, or Hide action.
Evasion. When Ching is subjected to an effect that allows her to make a Dexterity saving throw to take only half damage, she instead takes no damage if she succeeds on the saving throw, and only half damage if she fails.
Feat: Brilliant. Ching always knows how long it will be before the next sunset or sunrise, the northerly direction, and can perfectly remember anything she’s experienced within the last 31 days.
Jack of All Trades. Ching adds +3 to any ability check she makes that doesn’t already include her proficiency bonus.
Second Wind (1/Short Rest). On her turn, Ching can use a bonus action to regain 1d10+8 hit points.
Sneak Attack (1/Turn). Ching deals an extra 14 (4d6) damage when she hits a target with a weapon attack and has advantage on the attack roll, or when the target is within 5 feet of an ally of Ching that isn’t incapacitated and Ching doesn’t have disadvantage on the attack roll.
Song of Rest. After a short rest, Ching or any friendly creatures who can hear her performance regain hit points by spending one or more Hit Dice, each of those creatures regains an extra 1d6 hit points.
Spellcasting. Ching is a 5th-level spellcaster that uses Charisma as her spellcasting ability for spells (spell save DC 17; +9 to hit with spell attacks). She has the following spells prepared from the bard’s spell list:

  • Cantrips: message, true strike, vicious mockery
  • 1st-level (4 slots): bane, comprehend languages, hideous laughter
  • 2nd-level (3 slots): calm emotions, silence, suggestion
  • 3rd-level (2 slots): bestow curse, fear

Tactical Focal Point. Ching selects a 10-foot square to be her tactical focal point as a bonus action or as part of the attack action, choosing one of the following benefits to apply to it. This lasts until she cannot take actions or uses this feature again. Each time Ching completes a long rest, she can swap one of these benefits for a different one.

  • Area Clear. When an ally inside Ching’s focal point hits a creature with an attack, the ally can move that creature 5 feet.
  • Cover the Flank. As many as three target creatures of Ching’s choice can use a reaction to move up to their speed when an enemy that she can see enters her focal point, so long as that movement does not end in the focal point. If a target creature is ending their movement adjacent to the enemy that triggered this feature, they do not have to use their reaction.
  • Phalanx Sidestep. An ally inside of Ching’s tactical focal point doesn’t provoke opportunity attacks as long as they move from a square adjacent to an ally and into another square adjacent to an ally. In addition, Ching and her allies can end their movement in space occupied by an ally. The ally immediately moves 5 feet away from the direction they came in and must end movement inside of her tactical focal point.
  • Run Away! When an ally inside of Ching’s tactical focal point is forced to make a Dexterity saving throw, they move up to their speed by using their reaction and are no longer subjected to the triggering effect if their movement takes them outside of the area or range.

Tactical Mastery (7/Long Rest). Ching uses part of her Attack action or a bonus action to take mastery of the battlefield, granting it to herself and allies within her focal point by expending uses of this feature. A creature that is granted a use of Ching’s Tactical Mastery can either regain 2d10 hit points when it is granted (any hit points greater than its maximum are temporary hit points) or use it to deal an extra 2d10 damage with an attack.
Tactician. Ching is able to use the Help action to aid an ally attacking a creature as long as the target of the attack is able to see and hear Ching and is within 30 feet of her.

ACTIONS
Extra Attack. Ching attacks twice.
Saber. Melee Weapon Attack: +10 to hit, reach 5 ft., one target. Hit: 7 (1d6+4) slashing damage.
Dagger (4). Melee or Ranged Weapon Attack: +10 to hit, reach 5 ft. or thrown 20/60 ft., one target. Hit: 6 (1d4+4) piercing damage.
Pistol (8). Ranged Weapon Attack: +10 to hit, range 30/90 ft., one target. Hit: 9 (1d10+4) piercing damage.

REACTIONS
Uncanny Dodge. When an attacker Ching can see hits her with an attack, she can use her reaction to halve the attack’s damage against her.

Currently in the World

Ching Shih, the infamous Pirate Queen, is a commanding figure to behold. She stands at an average height, but her presence radiates strength and authority. Her raven-black hair is pulled tightly into a bun adorned with elaborate pins and ornaments, signifying her status. Her almond-shaped eyes, a deep shade of brown, carry a fierce determination that can pierce through even the thickest fog.

Adorned in regal robes, Ching Shih dons rich, silk garments in bold shades of red and gold, reflecting her position as a pirate queen. Her attire is embellished with intricate embroidery depicting scenes of maritime conquest and the might of the Red Flag Fleet. A large, ornate dragon-shaped pendant hangs from her neck, symbolizing her power and dominance over the seas.

Currently, Ching Shih stands upon the deck of her flagship, surrounded by her loyal crew, their loyalty earned through respect and fear. The South China Sea stretches out in every direction, mirroring the vastness of her ambition. The wind whips through her hair, and the scent of saltwater fills the air. Her mood is one of calculated confidence, as she contemplates her next move in a never-ending quest for power and wealth.

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