I: The Beginnings of Ching Shih
Ching’s humble beginnings started with her birth in 1775 in the southern Chinese port city of Guangzhou, Guangdong Province. Guangzhou lies on the Pearl River northwest of Hong Kong, and was known for a long time as Canton. This sprawling port city welcomed visitors and merchants from all over the world, and became famous for their “flower boats”, or floating brothels. It was believed at the time that the gentle rocking of the river provided a scintillating and thrilling element to the customers’ sexual experience. These flower boats floated all along the Pearl River, and at a very early age Ching Shih began working on one as a lady of the night. More than likely, due to the rampant poverty in Guangzhou, Ching Shih was forced into this profession by her parents. This was a common fate for many young girls in this area at the time, and Ching Shih could have easily faded into history as one in a long line of prostitutes on the flower boats of Guangzhou.
Yet Ching Shih set herself apart in several ways. She was renowned for her exquisite beauty and her earned a reputation for providing grand and lavish hospitality to her customers. Her charm, beauty, and grace shot her up the working girl ladder, and she is said to have entertained many high-ranking guests from military leaders to palace statesmen. In DnD terms, this woman had a 20 in Charisma and rolled those saving throws with double-ultra-mega advantage. It is clear that Ching Shih didn’t want to be chained to rules and laws all her life, because for all the men of quote un quote “good breeding” she put under her spell, it was a pirate that she ultimately chose to run away with.
II: For the Love of a Pirate
Though Ching Shih took her tragic circumstance as a young adolescent girl forced into prostitution and turned it to her advantage, she had no wish to be stuck on the flower boats for the rest of her life. Because of her history as a sex worker, she would have little to no chance to marry into polite society. With her options limited she waited for the right opportunity to show itself. In 1801, in stepped Zheng Yi, the fierce and hardened commander of the Red Flag Fleet, one of the most notorious bands of pirates hunting on the waves of the South China Sea.
Accounts differ on just how the charming brothel worker and the gentleman of fortune started their romance. One story goes that Zheng Yi was a customer on Ching Shih’s flower boat and was so awed by her striking looks and charm that he became overcome with all consuming passion for her. Once he was back on his ship, he commanded a raid on the flower boat housing the object of his desire, had his men kidnap Ching Shih, and married her on the spot. Another, and in my opinion more likely story given how damn savvy this woman was, says that Zheng Yi kinda did the boring, yet respectful, thing and simply asked for her hand in marriage. Ching Shih agreed on the proviso that she wield some power withing the Red Flag Fleet and receive her equal and rightful share of the plunder. Is it just me, or are there few things sexier than a whip smart woman who knows how to work the system?
No matter which account is true or not, what we do know for certain is that Ching Shih refused to be a docile flower of a wife and got her terms and conditions met, and soon these two started tearing shit up all over the South China Sea together. Zheng Yi’s original Red Flag Fleet numbered 200 ships at the time of their wedding and eventually grew to around 1,800 ships in a matter of months. Ching Shih’s time on the flower boats paid off as she used her paralyzing charisma and sick negotiating skills to schmooze other pirate lords to join the Red Flag Fleet. Soon their numbers swelled to upwards of 70,000 pirates flying under her and Yi’s fleet, making it the largest horde of pirates ever assembled in history. For 6 years, Ching Shih and her pirate husband raided and pillaged the Chinese coast and port cities, and plundering merchant ships from all over the world on the high seas. As they reveled in their riches and their romance, neither one of them could have known just what the sea, mercurial and uncaring, had in mind for them…
III: Breaking the Pirate Glass Ceiling
In the year 1807, Zheng Yi was riding high on the waves of his good fortune. He was the commander of the greatest pirate fleet to ever put sail to wind, richer than he could have ever fathomed, and had a gorgeous wife who not only made this all possible, but was his match in ferousity and battle prowess. While sailing off the coast of Vietnam, a sudden violent storm appeared on the horizon, engulfing Yi’s ship and drowning the pirate captain and most of his crew.
Ching Shih did not have much time to mourn her husband as his death left a massive rift in power within the Red Flag Fleet. Factions formed, loyalties were broken, and yet Ching Shih was able to cobble together enough support to keep the Fleet intact and assume command. Those who were disloyal quickly had their necks introduced to the chop of a blade. Though Ching Shih swiftly established her authority over the bickering pirates, she still had one loose end to tie up. What happened next was as strategic as it was downright…weird.
Within a few weeks of Zheng Yi’s death, Ching Shih married a strapping young pirate named Chang Pao. This in itself isn’t strange. A charismatic older woman taking a younger man as her man candy isn’t surprising, but lets look at just why this was strategic and weird. First, the strategy! Chang Pao had been her husband’s right-hand man throughout their marriage. He was well known and well respected among the various factions making up the Red Flag Fleet. Ching Shih knew him well and had his undying loyalty. Having Chang Pao as her husband would quell the sexist whispers among the crew that could turn into active betrayal against their female commander. Given this situation, why was this effective strategy so damn weird?
Well, here’s the thing about Chang Pao. He was not only Zheng Yi’s loyal lieutenant; he was also the adopted son of the pirate couple. Yep, Zheng Yi and Ching Shih had adopted Chang Pao as their son and Yi’s official heir, making Ching Shih’s marriage to Chang Pao a tad bit incestuous. But let’s add a scooch more weirdness to this relationship, shall we? According to some of my sources Ching Shih and Chang Pao were having secret sexual liaisons while she was still married to Zheng Yi. And then, just to turn the weirdness up a dozen more notches, other sources claim that Chang Pao was also hooking up with Zheng Yi as the pirate captain’s lover!! What…in the fuck…is happening!??!?! Now I’m not here to kink shame anyone, but here’s the good thing…whatever happened between this adopted family of three at least everyone was a consenting adult. Ching Shih and Chang Pao’s marriage even turned out to be fruitful later on. In the meantime, before the kiddies came along, Chang Pao deferred completely to his adopted mother wife’s authority over the fleet, leaving her the freedom to set up some new rules for her massive gaggle of pirates.
IV: Laws and Pirate Life
Where Zheng Yi had ruled the Red Flag Fleet with the boisterous rage befitting a gold hunting pirate, Ching Shih led with a quiet, calculated iron fist not to be fucked with. As the new pirate lord of nearly 70,000 scary pirates, she implemented new rules for her howling horde to strictly adhere to, particularly when it came to female captives. These included:
- Those female captives who were considered quote unquote “ugly” were to be unharmed and immediately released.
- If a female captive was beautiful enough that a pirate wanted her, then he would not only have to marry her but also remain faithful to her on pain of death. The rest were either ransomed or freed.
- Raping a female captive carried an immediate death penalty.
- Consensual sex between a pirate and captive led to a swift beheading for the pirate and some tightly fastened lead weights for a quick descent to a watery grave in Davy Jones’ Locker for the female captive.
Other laws were more geared toward Ching Shih keeping her position as pirate lord and the distribution of treasure:
- Heaven help the pirate who thinks he knows better than Ching Shih and gives out unsanctioned orders. You’re dead were you stand.
- All loot, be it goods, money, or slaves, goes straight to your superior for equal distribution.
- If you steal from the public coffers, your head gets a permanent, vacation from your shoulders.
For several years, Ching Shih had total dominion over all goings on in the South China Sea. No ship entered her waters without her knowledge, and these merchants were ripe for plunder or coerced taxation at the end of a blade. Their choice. The Red Flag Fleet had connections all along the coast, with whole villages working for the pirates, helping keep them fed and watered, providing shelter when needed, and keeping them apprised the movements of merchant ships along the coastline. Ching Shih was a menace not only to the Chinese government, but to several governments in Europe who were trying to buy and sell goods in Chinese ports. In other words, this bitch made her badassery known worldwide.
All of this made the Chinese emperor desperate to get rid of this troublesome woman, so he sent the better part of his imperial navy after the Red Flag Fleet. It only took a few hours for the emperor’s navy to realize they were facing defeat and going up against a crew of 70,000 pirates with nothing to lose was really not the best idea. Ching Shih, with her superior charisma stat, told the remaining survivors that if they joined her ranks, they would be spared. The emperor’s sailors fell over themselves in a mad scramble to join the pirates, and the emperor lost a huge chunk of his own navy to Ching Shih.
V: Life after Piracy and Death
Things were going well for the Red Flag Fleet in the years following Zheng Yi’s death at sea. Under the iron guidance of their fierce female commander, the pirates were set up with unimaginable riches and beautiful wives, and they had an international reputation that paralyzed the hearts of merchants who dared sail their seas. Even better, they had humiliated a mighty emperor. With so much contentedness, it’s not surprising what came next.
In 1810, Ching Shih began to lose control of the Red Flag Fleet due to huge swathes of infighting, and the fleet broke up into 6 separate groups. With the pirate alliance lying broken and scattered on the waves, Ching Shih decided to change course.
The emperor she had humiliated offered her and the remains of the Red Flag Fleet full royal pardons and in return they would hunt down and destroy the other 5 groups of pirates who had disbanded from the pirate alliance. Chang Pao, Ching Shih’s adopted son/husband became captain of the Guangdong navy and spent his remaining years hunting down his former pirate comrades.
Ching Shih stayed on shore caring for their newborn son and daughter until Chang Pao’s death in 1822 when she decided to move to Macau at the mouth of the Pearl River Delta and put her pirate wealth to good use by setting up a gambling den, hopping on the salt trade, engaging in a bit of smuggling, and then establishing a brothel. Old habits die hard, I guess.
Unlike most pirates who died violently on the sea at a youngish age, Ching Shih died in 1844 peacefully in her sleep surrounded by her children and family at the age of 69 having maintained her ill gotten gains and provided a profitable and comfortable life for her family. By constantly challenging expectations and conventions, living her life according to her desires, and using her incredible intelligence, Ching Shih stole everything and got to keep it all…on her terms. So, let’s build this incredible bitch!