William

William is the character Tekking101 plays in Rustage's One Piece D&D streams. He is the captain of the Devil's Luck Pirates. He is a swindler from the South Blue and only became the captain of the crew because no one else wanted the role. As such, he is not very suited for the role, but does his best to fulfill it anyway. William takes the class of a Swashbuckler Rogue. He has additionally multi-classed into the Fighter class. William is a Devil Fruit user who has consumed the Roulette Roulette no Mi.

Appearance
William has long, brown hair tied into a ponytail, a small brown goatee and a lanky build. He wears a long black bicorn hat with a golden trim. William wears long black pants with a brown belt, a blue long sleeve open cuffed shirt with a brown button up vest over-top. William also has a scar on his shoulder from an arrow and has a large circular scar on his chest from the battle with Tako. Most recently he has gained a plethora of laser scars from being John Marstoned by V's robots after beheading the aforementioned mad scientist.

He carries the True Eight of Spades, an Ō Wazamono-grade sword in a sheath on his back, connected by a brown strap wrapping around his chest. He also has a pistol in a holster strapped to his belt on his right hip.

Personality
William tends to take the events of life in stride and is often noted to be rather lighthearted and humorous. In a true showman fashion, he has a tendency to be somewhat exaggerative, often acting in a comically overly polite manner towards the people he meets in order to throw them off or, alternatively, to gain their trust. He is fairly sarcastic and witty, often making jokes and quippy remarks. Not the nicest of the nice, but also not the meanest of the mean, he usually tries to take a civil approach to conflict. However, once William feels nervous or insulted he's quick to start fights, often with lethal force (even against old men). When in combat, he tends to employ psychological warfare, often mocking and taunting his opponents in order to distract them.

In spite of his lackadaisical attitude to life, William does rarely display a more serious and empathetic attitude, even swearing a vow to not harm the elderly anymore as of Episode 15 (much to Duros' delight), although he joked about killing an 80 year old Marine on Clown Island. William also claims his cut off age for 'elderly' murder is 55. He also really likes pineapple juice and is by far the most unpredictable member of the Crew, both due to his mannerisms and the nature of his Devil Fruit. He also loves playing poker with Louis, since the latter sucks at poker.

William despises slavery in all of its forms.

Even though William doesn't seem like a typical captain on the surface, he is actually highly protective of his crew and cares about them very much, frequently calling them his family. In fact, despite his generally relaxed and easygoing disposition he will always prioritize the safety and well-being of his crew over everything else, even if it means potentially allowing someone else to die. While originally intended to be a Chaotic Good aligned character, William has since become a Chaotic Neutral character.

Ironically enough, he is the only one of the initial Devil's Luck pirates not motivated by some form of revenge.

Laughter Style
N/A

Overview
At the start of the campaign, William used a regular flintlock pistol and a cutlass in battle. Later he discards his pistol for a steam-powered one. While infiltrating the Marine base on Clown Island he obtained a balloon sword, but never used it in battle. During the crew's infiltration of the G-4 Base, he removed his swords and pistol when he surrendered himself over to Trevor and never managed to retrieve them. However, before escaping the base he successfully disarmed Trevor and stole his longsword from him, renaming it the Eight of Spades. However, he has since fused the sword with his cutlass, making the weapon either finesse or not depending on what side William uses. The 8th Flames' candle is also fused into the blade, making it the True Eight of Spades. He has also stolen a pistol from a Marine ship.

William carries thieves' tools and a disguise kit on him at all times. Although he claims to be proficient at picking locks, he has been shown to fail at this quite a bit. He also carries multiple sets of playing cards he uses to perform various card tricks. By the looks of his figure, he seems to be above average physical strength.

He also possesses a high quality spoon, a whole pineapple, the clout that comes with his bounty, and a massive diamond. His most recently acquired weapon is a bag of yellow power from Spinkle's Special Substances which unbeknownst to William would reduce him to the height of 6 inches. William now also uses the bottle that the special substance was in to keep a bit of the ashes Valentine turned into.

Performance
As a swindler, William possesses a potent degree of skill when it comes to performance in tasks such as cheating in card games, most notably when he cheated the experienced gambler Bullet out of a Devil Fruit and information in a game of cards. He also possesses substantial capability in tasks such as playing a musical instrument, as seen in Episode 1 where he was able to play a violin quite well despite never having played one before.

He has shown almost reality warping skills for performing card tricks and sleight of hand, even able to improvise elaborate and successful tricks on the spot.

Roguish Talents
As a Rogue, William is capable of complicated acrobatics, dealing extra damage to enemies through surprise attacks, dodging the brunt of enemy blows, and many more useful abilities. These talents allow William to fulfill a unique and potent role on the battlefield.

Fighter Skills
Upon learning swordsmanship from Duros, William gained a level in the Fighter Class and as such has access to some Fighter abilities. He gains a type of fighting style as well as Second Wind, the ability to use his stamina to heal himself.

Roulette Roulette no Mi
This Devil Fruit allows William to manifest a spinning wheel anywhere on his body. Spinning the wheel allows William to gain another Devil Fruit ability for a specific amount of time. The length of time and how many times he can spin it is determined by how many times he has used this power. The more William uses this power, the longer the duration and more spins he gets.

There's 410 numbers on the spinning wheel, each representing a specific Devil Fruit ability. After rolling a number, William temporarily gains the use of that according Devil Fruit ability. He is also capable of rolling the wheel even while using a Devil Fruit's power, essentially meaning William possesses the abilities of both the Roulette Roulette no Mi and the rolled Devil Fruit at once. A full list of already spun and known Devil Fruits can be found on the Roulette Roulette no Mi wiki page. In Episode 32 Rustage confirmed that at level 10 William has acquired a new power like the other devil fruit users.

In Episode 36 William gained the ability to cheat his roulette once per day. This ability allows him to choose a number between 1 and 410, granting him the power automatically. However, he cannot choose the same fruit using this ability in the following days.

Blade of Justice/True Eight of Spades
An Ō Wazamono (Great Grade) sword originally wielded by William's elder brother Trevor. William luckily stole it in the midst of battle. William is now proficient in the use of this weapon and named it after a card he drew randomly.

During his time on Duros William rolled a Devil Fruit that allowed him to fuse objects together. He used this ability to fuse The Eight of Spades with his cutlass and the Eighth Flame Necklace, resulting in the creation of the so-called "True Eight of Spades". The True Eight of Spades is a double-edged sword, with one side being a finesse weapon of the cutlass, and the other side being the blade of the original Eight of Spades. The Eighth Flame Necklace has now become bound in the guard of this unusual blade. This fusion is permanent. While William could use the Eight and a cutlass, potentially allowing him to do massive damage, as seen in the fight with V, he usually choses to only use the Eight and shoot his pistol.

After recuiting Lyssa in the Crew William asked her and Verona to put a powerfull explosive in the hilt of the sword that can be activated with a remote he carries on him. This feature is meant to be used if his sword is taken and wielded by an enemy as a way to both deal damage and disarm them, since the sword becomes unusable. However the bomb is positioned in such a way that the blade wouldn't be ruined by the detonation and the weapon could be repaired after the battle.

Natural Luck
William is able to manipulate the luck of himself and those attacking him three times a day. This may also be linked to his Devil's Luck.

Six Powers
William is able to use Soru and Geppo at will, having personally named them Shuffle and Double Lift, respectively. These names were inspired by his beloved card techniques.

Slasher
After cutting down so many foes, William has become a master of it (especially when it involves old men). With it, he not only slows down his opponents after cutting them, but if he gets a critical hit, the attack is extremely devastating as the target gains disadvantage on all attacks on their next turn.

Panache
At 9th level of Rogue, William's charm becomes extraordinarily beguiling. As an action, he can make a Charisma (Persuasion) check contested by a creature's Wisdom (Insight) check. The creature must be able to hear him, and the two of them must share a language.

If he succeeds on the check and the creature is hostile to him, it has disadvantage on attack rolls against targets other than him and can't make opportunity attacks against targets other than him. This effect lasts for 1 minute, until one of William's companions attacks the target or affects it with a spell, or until he and the target are more than 60 feet apart.

If William succeeds on the check and the creature isn't hostile to him, it is charmed by him for 1 minute. While charmed, it regards him as a friendly acquaintance. This effect ends immediately if he or his companions do anything harmful to it.

Reliable Talent
By 11th level William has refined his chosen skills until they approach perfection. Whenever he makes an ability check that lets him add his proficiency bonus, he can treat a d20 roll of 9 or lower as a 10.

Inspiring Leader
William can spend 10 minutes inspiring his companions, shoring up their resolve to fight. When he does so, he chooses up to six friendly creatures (which can include himrself) within 30 feet of him who can see or hear him and who can understand him. Each creature can gain temporary hit points equal to his level + his Charisma modifier. A creature can't gain temporary hit points from this feat again until it has finished a short or long rest.

Special Attacks
William, like many of his crewmates, has developed several named techniques and special attacks during the story, usually centered around his sword or the Devil Fruit he has currently active. It is interesting to point out that a good part of those attacks have names based on card tricks or gumbling. Other Info about special attacks can be read here.

Verona
Verona serves as William's Navigator on the Devil's Luck Pirates crew. In spite of Verona's tendency to injure his crewmates, William always takes such occurrences in stride, instead teasing him lightly. William often consults Verona when working out the logical aspects of a plan, and the two are shown to have a strong bond born of near death experiences. When William spoke to Boss for the first time in ten years, Verona comforted him and declared his loyalty to his Captain.

Duros
William and Duros first met by chance. William stumbled upon Duros one day, and as Duros wallowed in self-pity, having failed at everything he was trying to do, William told him to just do whatever he wanted in whatever way he wanted. This helped Duros make up his mind about becoming a pirate in order to freely protect those he wanted to protect. He then joined William’s pirate crew.

Duros serves on the Devil's Luck Pirates as the First Mate, and often takes on the role of a moral compass for William. The two generally have gotten along quite well, Duros often showing pride regarding William's more morally sound actions. However, he has exhibited frustration in the past at William's tendency towards violence in situations where it is not required. Overall, the two are able to work together quite well in and out of combat. However Duros was disappointed when he found out William gambled Ragnar's freedom over a Devil Fruit when William gambled with Bullet.

Ragnar
Ragnar has a great amount of respect and loyalty towards William for his assistance in finding Ragnar's family. On the other hand, William is shown to appreciate Ragnar for his strength, loyalty, and uncomplicated attitude. He also trusts Ragnar enough to encourage and approve of his plans to pose as an earnest member of the Eight Flames, in spite of the great danger in doing so, and Ragnar has devoted himself completely to assisting William's endeavors while working to become the world's strongest man.

Pearl
William was initially very wary of Pearl as she displayed odd behavior upon first meeting the crew. After learning of her past and ability to transform into a dragon in Episode 3, William was impressed and gradually became more relaxed around her. Excited by the prospect of having an actual dragon on his crew, William made Pearl a proper crew member. Unsure of her position, however, he spontaneously declared her as the crew's M.A.D.G (Martial Arts Dragon Girl), which Pearl took to with enthusiasm. Pearl, on the other hand, seems to respect William for his actions quite a bit, holding him in high regard as her captain.

Throughout their travels together, their relationship has developed further to become more nuanced. William has grown to not only appreciate Pearl's abilities and presence on the crew, but also to genuinely care about her health and well-being, seeing her as a valuable crewmate, a great friend and a dear member of his family. He will often go out of his way to ensure her safety. Pearl, in turn, has shown great devotion to her captain and crew. This was most clearly seen in Episode 18, when William went so far as to lie in Trevor's face, claiming that they had kidnapped Pearl and that she had nothing to do with their crimes, in an effort to save her life. Pearl, however, was offended by this and loudly exclaimed that she is a proud member of the crew, showing that she would rather die or be captured by the Marines than survive by denying her status.

William and Pearl have also come to share a great deal of trust between them. As Pearl is one of the more level-headed and knowledgeable members of the crew, William often listens to her advice when planning their next move. Pearl, meanwhile, often relies directly on William's commands during combat, in a way placing her own life in his hands. In Episode 31 the two teamed up for the second event of the Davy Back Fight between the Devil's Luck Pirates and the Trojan Pirates, working together brilliantly to outperform and defeat their opponents.

Gravy
Originally, due to the crew's desperate need of a proper chef, William was quite welcoming of Gravy after tasting the man's fine cuisine. Despite this, he was not quite ready to accept him as a proper crew member, and as a result put him on probation for a time. William was relatively kind to Gravy and cared enough about his well being to keep him out of danger, provided a proper meal waited after a hard fought battle. He even trusted him enough to guard the Yogi Pooh alone while the crew went to liberate the Tarako Kingdom, and after returning from the battle he officially made Gravy the crew's chef. Since then, William has expressed a desire to protect Gravy and further his interests just as much as any of the crew, even claiming he would be prepared to kill his father figure, Boss, if it meant that Gravy would be spared of his duties as the 4th Flame.

Louis Le'cloque
William didn't seem to particularly like Louis that much during their first meeting, but soon came to appreciate him for his powerful Devil Fruit and humorous accent. In the end, he also felt a significant amount of sympathy for Louis' loss of his brother, and recruited him to the Devil's Luck Pirates in earnest as their Doctor and Musician. Once Louis joined the crew he started becoming a detriment due to his deep infatuation of women which came to its breaking point in the fight against Cleo and his lackadaisical handling of some events lead to William having to confront Louis about this to which Louis vowed to reform and even started learning more about the rapier from William.

Cyril
William seems to really appreciate Cyril as they both were scared of vampires and facing very strong opponents. William also seems to be the most interested in Cyril's growth as a fruit user and as a person.

Lyssa
William is a fervid supporter of Verona and Lyssa's relationship and he had nothing against the navigator asking her to join the crew. Beyond that, he has shown great admiration for Lyssa's resourcefulness and enthusiasm as well as her skills in engineering and mechanics. Generally speaking, the two get along very well due to the fact that both of them are very outgoing and social individuals.

Boss
As the foster father of William, Boss had an immense impact on his identity, teaching him the ways of thievery, a moral code, and impressing a lighthearted, humorous attitude upon him. The two seemed to have turned out to be quite similar as a result, even sharing a capacity to resort to extreme violence in seemingly desperate situations. After being separated at the age of 18, William adopted a dismissive and nonchalant attitude regarding Boss. likely born of disdain from Boss having abandoned him. This was further amplified by the revelation that Boss had actually killed William's parents, delivered by William's brother, Trevor. When the crew first met Hemlock and he learned that the Eight Flames were moving to assassinate Boss, William actually stated that while he didn't want to kill Boss, he certainly would to protect Gravy and the rest of his crew. However, this attitude was shown at least in part to be a façade, as William was reduced to tears after his conversation with Boss in Episode 15.

Chapston D. Trevor
Upon first meeting Trevor, William was very confused and put off by his fierce temper and strength. Once he learned of his heritage as a disinherited noble and that Trevor was actually his brother, William put on an air of sympathy and emotion at the news. William became quite wary and mistrusting of Trevor after this encounter, even referring to him as a psychopath in Episode 15. Trevor, on the other hand, is relieved and overjoyed to have finally found his little brother, but also disapproves of William's identity as a pirate. Trevor gets very upset when William resists after he was trapped at G4. William was going to kill Trevor but didn’t so he could brag about stealing his sword and beating him.

Following Jefferson's framing of Trevor as a traitor to the Marines, the Devil's Luck Pirates have formed something of a pseudo-alliance with the young Commodore due to the common enemy they share in the Aeon cult. Due to these circumstances, the relationship between William and Trevor has also seen new developments: as they spend more time together, they can often be seen bantering or arguing about their plans for the foreseeable future. Trevor truly showed his love for William when he tried to save him when he was about to be knocked unconscious from being stuck in the wall of corpses when fighting the All Mother. Trevor even to some extent has seemed to recognize William though he may not agree with William's way of life he did approve of his brother enough to leave the Sword of Justice/Eight of Spades with William even though William lost their duel over the Eight of Spades and allowed for the Devil's Luck Pirates to escape from Chronograd.

Roulette
Roulette made William sign a contract, but he was able to get out of it. But boss willingly Got to know her very well. Now Roulette is tecnically William's Foster Mother

Parents
Trevor and William's natural parents were named Montgomery and Marissa. Since William was taken away by Boss when he was still an infant, he doesn't remember them at all.

Atom
William, like the rest of the crew, started out cautious regarding Atom, but as time went on William did begin to warm up to him, actually quite liking him before he attacked Pearl and then ran away.

Having attacked Pearl and subsequently left the crew to die, Atom incurred William's wrath. When they noticed his ship docked at Krendor William and Verona relieved themselves in Atom's "chambers" as a form of revenge, but also noticed how poor he truly was. Once they met him on the island William initially thought of killing him in revenge, ordering every member of his crew to at least hit him once. He also forced Atom to apologize to Pearl and even threatened to kill him if he continued to call her names. However, after actually talking to the guy a bit later, the group found out about his backstory. At first, William let Atom travel with them out of pity, but over time the two gained a significant amount of respect for each other. This respect and appreciation for Atom was great enough that William told him not to die before running away from Marrow, even hugging him before turning around to run. Following Atom's death William arranged for his sister to be adopted by the new King of the Tarako Kingdom (officially making her a princess) and even requested a statue to be built in his honor. When Bullet later called Atom just some kid who used to live in the same town as her, William took offense to this and told her not to speak of Atom like that, calling him a great man.

Hemlock
While at first intimidated by Hemlock's flirtatious and dangerous nature, William and the rest of the Devil's Luck Pirates soon found themselves defeating her in combat. Allowing her to live under the condition that she assisted them in fighting the Timber Lord, William held no true trust or loyalty towards Hemlock. After the fighting, he and the rest of the Devil's Luck Pirates parted ways with her without violence, even allowing her to stay on L'Arbor.

The Crew later meets her and Blake at G-4, where the two had arrived in secret to take the head of Marine Captain Verona, a high-priority target. William and Ragnar greeted the two and as their goals happened to align, briefly helped them kill Verona. The assassins then proceeded to assist the pirates in making their escape, eventually successfully escaping the base themselves. Following this encounter William seems to have begun thinking of Hemlock and Blake as their allies, and Hemlock seems to have taken a liking to the pirates as well.

William was reunited with Hemlock during the raid on the Eight Flames Base and actually did not really want to fight her if it could be avoided, a feeling she reciprocated. However, as William was deadset on fighting Cleo and Hemlock still had her pride as a member of the Eight Flames, the two faced each other in combat. Even still, her true feelings eventually got the better of her and following the death of Valentine she formally declared her decision to betray the Eighth Flame and join the raid force. Over the course of their subsequent adventures together William and Hemlock seem to have developed a genuine friendship; after the defeat of the Trojan Pirates she cheerfully bid the Crew, including William, farewell and voiced her desire to see them again. As William returns the sentiment she also promises them that the Devil's Luck Pirates can always count on being able to hire the Eight Flames for free.

Florence
William and the rest of the Devil's Luck Pirates spared Florence mainly through a whim and a fancy little invention, but Florence seems to have gained true respect for the crew after he spent some time speaking to Gravy. The two seem to have gained a better understanding of each other, with William treating the man more seriously and Florence holding William in a higher regard.

Bullet
William and Bullet first met each other on Krendor, in an underground casino where the Crew arrived together with Atom in order to gather information on the Steam Pipe Pirates. They got along instantly, both being veteran gamblers. They played a game of cards, with Bullet betting the information and the Roulette Roulette no Mi and William betting his crew: William won, took the Devil Fruit and Bullet gave them the information. William later claimed to have found Bullet attractive, but Bullet rejected his advances.

The Devil's Luck Pirates later fought Bullet in the Tarako Kingdom, but she surrendered upon seeing the Second Candle they were carrying, as she thought that they were all members of the Eight Flames sent to kill her. However, they let her go.

Following their reunion in the Oasis, Bullet used to blame William for all the misfortune and hostility that befell her after she lost her Devil Fruit to him on Krendor and hated him for deceiving her. However, she could still work together with him towards the common goal of destroying the Eight Flames. Although William seemed to like Bullet more after she promised to stop selling and owning slaves, the two still couldn't be called friends. However, after everything that happened in the Oasis and afterwards the two have gained more respect for each other. Following the conflict between the Devil's Luck Pirates and the Trojan Pirates they ultimately parted on mostly friendly terms, sharing a handshake and smiling at each other before going their separate ways.

Blake
William took an instant liking to Blake when the two met for the first time at G-4. He sees blake as an example of a "cool" person and greatly enjoys his company. William actually likes him so much that he has invited Blake to join his crew twice, first during the raid on the Eight Flames Base and then again later after the battle against Emperor Dominius. Blake has yet to give a definitive answer.

Spinkle
William (under the alias Theodore) quickly befriended Spinkle and received a 50% discount on all of his future purchases after Spinkle tells the group that he hopes to sell to substances to them all once they return.

Little Timmy
William became quite fond of the child following their first meeting. He thinks of the kid as a son and hoped to meet him again. When they finally reunited on the Grand Line, William was able to talk Little Timmy into joining him in the fight against V.

Rodney Poledark
Due to some unfortunate circumstances, the captain of the Angler Pirates and William were pitted against each other on Gallows Island. Poledark grievously wounded him before being killed by Duros, leaving William with a scar on his shoulder.

Captain Marrow
As the murderer of Marrow's father, William was regarded with nothing less than hatred by Marrow. Because Marrow murdered both Verona's father and Atom, this feeling was most likely mutual. After he was killed by Ragnar in the throne room battle at Tarako Kingdom, William likely felt a significant amount of relief at the defeat of such a powerful (and vengeful) foe.

The Timber Lord
William helped save Ragnar's family by helping in the arduous battle against the Timber Lord. While William disliked him for his actions in life, it is likely that he gained some sort of pity for the man after his death, after learning of how ruined he had truly become. William made a promise to not attack any elderly without good reason over his grave.

Cleo
While having agreed to work with her during the journey to G-4, William holds no affection or appreciation for her as a person. Her fascination with his card tricks, while useful in convincing her to work with them, has made William quite uncomfortable and annoyed, and her attitude and demeanor have led to him disliking her quite a bit.

Arzen
William hates Arzen for his human experiments, torture of Boss, assault of his Crew, and for almost taking his hand. Once Arzen was "killed", William was relieved to know that his Crew, and to a smaller extent the world, would be safer.

V
V is, so far, the only justifiable death of an old man that William has caused. V was also the only person to make William, for a time, lose his normal happy-go-lucky demeanor and concentrate solely on defeating him due to the old man's horrible actions.

Emperor Dominius
Due to the latter's ban on space travel and the Devil's Luck Pirates' aspirations to get back to their planet, William and Dominius started out as enemies from the beginning. In fact, William was the only member of the Crew (besides Ragnar) to speak in favor of killing the Emperor as soon as they learned of his existence and his laws concerning space travel. As the Crew traveled across Duros and learned more about the world and its circumstances, William became increasingly convinced about the necessity of taking down the Emperor by force.

Birth and Childhood
William was born 28 years before the start of the campaign to a noble couple. His parents, Montgomery and Marissa Chapston, were eventually killed by a burglar who panicked when he realized that the house he had broken into wasn't empty. The man then grabbed the infant William and made his escape. William was subsequently raised by this criminal, a con artist whom he started calling "Boss". Boss taught William everything he needed to know about scamming, swindling and other criminal activities, only resorting to violence as a last resort or as a means of escape. Boss raised William for as long as he could remember. Over the years William attempted to ask Boss about his biological parents and the man's true identity several times, but was given a different story each time.

Once, when William was 4 years old, Boss told him that if he wouldn't go to bed, vampires would kill him. This gave William a lifelong fear of vampires. When William was five years old, Boss forgot his birthday. He also started smoking at that age, and eventually began drinking five years later: Boss made him drink whiskey on his tenth birthday. His eighth birthday party (which was held at a bar) eventually turned into a fight that toppled his cake. When William was 15, he and Boss angered a group of prospectors, which resulted in them having to escape in a mine cart. Also at age 15, he tried to rob a retirement home with Boss after losing a game of chess to an elderly man. He also burned down a retirement home following a lost game of chess.

Throughout his youth, William and Boss went on a variety of adventures together, hopping from island to island, scamming, conning and robbing people along the way. At one point the two ended up on an island ruled by a certain nobleman. They tried to steal from him and Boss nearly lost a leg during their escape. The leg had to be sewn back on and William nearly passed out from seeing all the blood. William and Boss also played a practical joke on a woman which involved stealing her pig and then returning it the next day along with another pig they stole from a nearby farm, leaving the woman confused and believing that she had "multiplying" pigs. The two also once took a job which involved them robbing a bank. Following the heist they tried to escape from the Marines, but were halted in their efforts by a mime who was acting as a crossing guard much to William and Boss' annoyance, so they beat the mime to a bloody pulp. This began William's hatred for mimes in general. Many years ago, Boss reminded William that there are times where he would have to cheat everything in order to win.

The last time Boss and William saw each other before the formation of the Devil's Luck Pirates was when William was 18 years old. The pair were attempting to rob a prominent noble in the South Blue and the job soon went downhill after the two broke into the noble's castle. William managed to escape, taking an arrow in the shoulder in the process while Boss' fate was left uncertain. After waiting at their rendezvous point for some time William realized that Boss wasn't coming and left off on his own. Believing Boss to be either dead or captured, he continued to swindle and cheat his way through life alone, making various enemies along the way.

William the Pirate
Despite initially having no interest in piracy, William eventually got tired of risking his life trying to steal from pirates and so decided to become one himself. Sometime after this, he happened to meet Rick D. Astley in a bar somewhere. The two quickly became best friends despite their different backgrounds: Rick was a wealthy bar owner who had grown tired of his mundane life. The two then decided to become pirates together. This eventually lead to the formation of the crew that would become known as the Devil's Luck Pirates.

At some point William met Duros when the knight was down on his luck, having been betrayed and left for dead by the Marines. William reminded him of the importance of personal freedom and one's own sense of justice, which inspired Duros to join William as a pirate in order to protect and punish people freely.

It is unclear exactly how many members the crew ultimately had before the start of the campaign. However, at some point Rick gathered everyone together and appointed William as the captain (because no one else wanted the position, including Rick himself). They then sailed the South Blue together for a time. Eventually the crew was met by a catastrophe when they were hit by a typhoon during a battle with some marines. Both ships were destroyed and most of the people on them perished, including Rick. The only people to survive the typhoon were William, Duros, Verona and Ragnar, along with three marine soldiers and Pearl. They then drifted onto the shore of an unknown island.

Major Battles

 * The Devil's Luck Pirates vs the Angler Pirates - Won
 * The Devil's Luck Pirates and Atom vs Poley - Won
 * The Devil's Luck Pirates vs Pearl - Won
 * The Devil's Luck Pirates vs Lieutenant Hubris and the Marines - Won
 * The Devil's Luck Pirates and Atom vs Volt and the Steam Pipe Pirates - Won
 * William D. Chapston vs Tarako Prison Guard - Won
 * The Devil's Luck Pirates vs Piper and the Steam Pipe Pirates - Won
 * The Devil's Luck Pirates vs the Steam Pipe Pirates - Won
 * The Devil's Luck Pirates vs Bullet - Won (conceded)
 * The Devil's Luck Pirates and Jasper vs Captain Marrow and Eustass Valve - Won
 * The Devil's Luck Pirates vs 3 Wood Men - Won
 * The Devil's Luck Pirates vs Commander Bait, Alpha Marine and Marines - Won
 * The Devil's Luck Pirates vs Hemlock, Noodle and Monty - Won (conceded)
 * The Devil's Luck Pirates and Hemlock vs Chuck and Buddy - Won
 * The Devil's Luck Pirates and Hemlock vs The Timber Lord - Won
 * The Devil's Luck Pirates vs 3 Clowns - Won
 * The Devil's Luck Pirates vs Big Bozo - Won
 * The Devil's Luck Pirates vs Trevor D. Chapston - Lost (conceded)
 * The Devil's Luck Pirates, Cyril, Hemlock and Blake vs Trevor D. Chapston, Vice-Admiral Arzen and Captain Verona - Won
 * The Devil's Luck Pirates vs Hemlock and Cleo - Won
 * The Devil's Luck Pirates and Hemlock vs Valentine - Won
 * The Devil's Luck Pirates and The Eight Flames vs The Eighth Flame - Won
 * William D. Chapston, Verona, Ragnar and Duros vs Helios - Won
 * The Devil's Luck Pirates and Lyssa vs Helios and Luna - Won
 * The Devil's Luck Pirates, Lyssa, Luna and Helios vs Inquisitor Maximus and Inquisitor Aster - Won
 * Duros, Ragnar, Luna and Helios vs Inquisitor Maximus
 * William D. Chapston, Pearl, Verona, Cyril, Louis Le'cloque and Lyssa vs Inquisitor Aster
 * The Devil's Luck Pirates and Lyssa, Luna, Helios, Hemlock and Blake vs Emperor Dominius - Won
 * The Devil's Luck Pirates vs the Trojan Pirates (Davy Back Fight) - Won
 * William D. Chapston and Pearl vs Humphrey and Taurus (Mine Cart Race) - Won
 * The Devil's Luck Pirates vs Na'nuut - Won
 * The Devil's Luck Pirates vs Jefferson - Won
 * The Devil's Luck Pirates vs a Sea King - Won
 * The Devil's Luck Pirates vs Captain Everest and The Fantastical Fayln - Won
 * The Devil's Luck Pirates vs Bio-Arzen - Won
 * The Devil's Luck Pirates vs Robot Hastings - Won
 * The Devil's Luck Pirates vs The All Mother - Won

Trivia

 * Like most pirates, William is aware of Pirate King Gold Roger and his treasure, the One Piece. However, unlike most pirates of his era, he has explicitly stated that he has no interest in trying to find it.
 * Out of universe, this is used by Tekking101 as a way to ensure that the campaign will never end up in a situation where the crew would actually find the treasure and Rustage would have to decide what it is.
 * William has almost exclusively rolled paramecia Devil Fruit abilities using his Roulette Roulette Fruit, only rolling three Logia abilities and one Zoan ability, and a mythical at that, as of Episode 41. However, in Episode 31, he rolled an ability that allowed him to transform into up to three animals that he has eaten throughout the course of his life, which could fall into the Paramecia and Zoan categories.
 * William appears to be the most self-aware character, as seen when talking about the Timber Lord's Commanders and the potential danger of long lost brothers (the later of which actually paid off with the existence of Captain Everest).
 * William is technically capable of maintaining two Devil Fruit abilities at once (the Roulette Roulette no Mi and a Devil Fruit rolled by it), a feat considered extremely extraordinary and almost impossible.
 * William is the first character to use any of the Rokushiki techniques, namely Geppo. He's also the first character to use Shuffle (Soru).
 * If the Devil's Luck Pirates were to compete against each other in a drinking contest, William would place fifth.
 * William is the only member of the Devil's Luck Pirates to have the "Will of Rick", named after their fallen crewmate.
 * William loves pineapple juice as it is, in fact, the best juice. His opinion on tepache is unknown.
 * William in the canon has an unexplained urge to kill the elderly as seen by how Boss remembers William making various nursing homes turn into bloodbaths.
 * According to Tekking101 in Episode 24, the reason William hates the elderly is because they smell of Oatmeal.
 * William may have the most percentage of his body covered in scar tissue from the start of the campaign, from Tako, the Blade of Justice, and many laser rounds.
 * William hates the color orange.
 * It was revealed in Episode 29 that William and Louis often play poker together while traveling on the Yogi 2. Louis always loses every round.
 * Fun Fact, in a live stream we found out that the only parts of the character's backstory that Tekking101 planned at the very beginning of the series were his last name Emanon, which is a joke as its just "no name" spelt backwards and him growing up in the care of Boss. Things like him having the D. and everything regarding Trevor was all Rustage.
 * William hates mimes, as do most of the crew.
 * William has killed a grand total of 7 people after setting out to sea only 2 of them being old men surprisingly being Cranstin and V. (Although it's stated in jest, his kill count could be higher if Boss' nursing home on fire statement is canon.) William also has the 4th highest kill count on the Devil's Luck Pirates.
 * In the real world, William would be American - specifically from Massachusetts.
 * If he had a job in the real world, William would be a dealer at a casino or a used car salesman.
 * Williams favorite place to hang out on the Yogi Pooh is the captains quarters which he'd turn into his own room. However, he still likes actively going around the ship to check on everything.
 * William's favorite food is Walnut glazed shrimp.
 * William's kink is killing old men.
 * If William were to be killed after rolling the Revive Revive Fruit, he would just die.
 * William can have a man bun.
 * If William were in the Avatar: The Last Airbender universe he would either be a Waterbender or a non-bender.
 * If William were placed on a morality scale with 0 being evil, 50 being neutral, and 100 being good he would get a 55.
 * William became a pirate because he tried swindling crews but they kept trying to kill him so he said “If ya can’t beat em, join em” and started looking for people to join his crew.
 * William's favorite place is The Oasis.
 * William's favorite recent memory is stealing Trevor's Blade of Justice and renaming it the True Eight Of Spades.
 * Williams favorite ice cream flavor is dark chocolate with marshmallows
 * According to William he won the home economics award in eight grade.
 * William has a 3 inch dong.

Quotes

 * "Huge nips, lets go with that!"
 * "Atom, we pissed in your bed"
 * "Atom, you son of a bitch, you do not die. It's not for your sister, do not die man...I mean, it is for your sister, do not die!" - William's last words to Atom before the Crew flees from Marrow.
 * "Neutral my ass you shot me in the shoulder!"
 * "I regret nothing, your dad was old!"
 * "Let's try killing them without killing them"
 * "I just asked you for a fucking compass!"
 * "After today I think some cannibalism would be good for all of us"
 * "Duros' got the biggest balls you've ever seen lady"
 * "I might've killed that old man, but I didn't eat him afterwards"
 * "You're a fan of Not Dying? I only know Not Steve, I don't know Not Dying"
 * "Pearl I'm not a dragon, Verona isn't a dragon, Duros isn't a dragon, you're the dragon! You're the MAD G!"
 * "We will figure out a way to deal with your clown problem old man, but we have to go on a bit of a shopping montage first"
 * "Yeah, we're pirates. But we get free stuff now, right?"
 * "How do you like card tricks now asshole?"
 * "Do you have plush toys?"
 * "We do have money, but also we're pirates"
 * "Wait, you're a Marine Captain? You're a lady?"
 * "No, it's Corona"
 * "How ya doing Trevor? Ya dumbass! Now you're getting us the fuck outta here"
 * "Beware the power of SODIUM!!!"
 * "By the way, you name's fuckin' Larry"
 * "I know right, it's all social media and stuff"
 * "I killed an old man once, is that Haki?"
 * "Hey, you're fuckin' weird, I don't know what's going on with you"'
 * "And I figured if we did lose then we could slaughter everyone in that room"
 * "Your dad's fish stew sucked dick”
 * “I may not be as strong as Ragnar, as loyal as Duros, or as intelligent as Verona, and I'm not a damn dragon like Pearl! But I feel like the luckiest man alive with my family!”
 * "They took our Gravy!"
 * "I have been known to slay a senior citizen from time to time."
 * ”That was also an accident! The retirement home was there, the old guy beat me at chess and next thing you know there is a massive fire!”
 * "We've saved lives, we've saved islands! We've also killed a lot of people..."
 * "Let's just share the meat stick."
 * “When I drink this will I decrease in size and turn into a gourd?”
 * "You guys wanna buy some drugs"
 * "This is Duros. He's God now!"
 * "Was it a vegetable? Do they have Devil Vegetables on this planet?"
 * "Every time I killed an old man it was an accident. Except the last time. And the time before that."
 * "We have a Cyril for water. He makes water."
 * "It's a chronic condition of space face! Do we need to get some Claritin or something?"
 * "I won't check in on your wife Ragnar, don't worry"
 * "Is it possible that everything you have ever been told your entire life is a lie?”
 * ”That’s easy then, your emperor is an idiot!”
 * "Let's check up on Jasper. Sight beyond sight!"
 * "Gravy we know what's for dinner tonight!" - directed at Maximus' remains
 * "Even if you know everything about us, you don't know how I am gonna fight, because I don't even know how I am gonna fight!"
 * "He doesn't even talk with his accent anymore, get out of here!"
 * "We have a damn planet..."
 * "Happy new Government Day!"
 * "So, Duros! You know my bedroom was right next to yours last night, right?"
 * "Do you have any paint?"
 * "A healing-exploding-battle droid!"
 * "That kid can rot in hell thought, I hate him!"
 * "That fight was just sad!"
 * "Oh, we already killed God!"
 * "Do you guys want to see some alien dirt?"
 * "Well, Cyril, I don't know who is the bigger jerk, my brother or yours."
 * "I guess you could start a bakery or something."
 * "Only if ABSOLUTELY NECESSARY will we ever become mimes! Do you hear me?"
 * "Ragnar, I know it's cold outside, but please don't ibernate!"
 * "He sent bugs after us! Bugs, for fuck's sake! Even evil Duros wasn't that evil!"
 * "We are murdering this guy. You want in?"
 * "So Trevor must be on board if it's powered by hot air."
 * "Do you recongnise that giant spaceship-looking thing in the sky?"
 * "I don't know your life man!"
 * "Trevor, my brother...check out what I did to your sword!"
 * "It is not as cool as space pirates. It is a close second though."
 * "I got dirt...from space...Check it out!"
 * "SCIENCE!"
 * "But Verona, he is Family."
 * "SKY PIRATES OHO!"
 * "There is only one true kind of justice in the world, and that's honey!"
 * "Verona, you got to pop the bubble!"
 * "Why bubble-guns of all things?!"
 * "You are becoming way less cool."
 * "Ragnar! You were a physicist this all time!"
 * "That could have been the stupidest move I ever did, but God it looked awesome!"
 * "That's right! He launched a giant water missile in your face!"
 * "As long as you are not trying to kill us, we can be an awesome team! Trevor and William! High five!"
 * "Just push a button! Maybe it will work!"
 * "I was having a bit of a panic attack there giant sea monster that's how it goes"
 * "I want that back after we are done tho! We are brothers! Trevor, I'm serious, I want that sword back!"
 * "Yeah, lets do it! And I also want my sword back, but we can do it!"
 * "Let's go boat shopping!".
 * "I renamed it, it's mine!"
 * "You now own this shop. In fact I now proclaim you mayor of this entire town!"
 * "Pillaging montage!"
 * "If you see Spinkle tell him that the yellow shit doesn't work."
 * "It's not stealing if they are dead."
 * "Let's settle this like men! With a thumb wrestling contest, Trevor!"
 * "That's true love right there, spitting on a Rear Admiral together."
 * "Beans for everyone! BEANS!"
 * "Let's have our bean-men fight each other!"
 * "Because we have you surrounded, dipshit!"
 * "Ok, that is weird, but not the weird I was thinking of, so that's fine."
 * "Ma'am, would you like to join my pirate crew?"
 * "Cyrill, you have to understand. If you go out at see as a pirate, you'll probably have to fight your brother in a blood contest at some point."
 * "Are you going to get stabbed?"
 * "Ok Arzen, it's time to go down!...(singing)Go to sleep! Go to sleep! Little Arzen, go to sleep!"
 * "Ragnar has a PhD in Physics, apparently! He knows his shit!"
 * "You're cheating, aren't you? Old Man!"
 * "Give Ragnar all the Homie Points!"
 * "Don't worry Cyril, we have a strategy!'"
 * "I am promoting you from First Mate to Best Mate."
 * "Where is your German Science now?!"
 * "We are all best mates!"
 * "She was a magician and tried to kill us with rabbit-bombs, so I stabbed her in the face. Or I stabbed her in the stomach? Whatever, it doesn't matter."
 * "Lyssa, say the thing!"
 * "Allright everyone, listen up! I want everyone to think about one thing on this mission, and that's Family!"
 * "Let's just do this and try not to die! Devil's Luck Pirates forever!"
 * ”You forgot my Fifth birthday!”
 * ”Sorry about this, but I am gonna stab you in the face now.”
 * ”Louis I want you to take your sword and your French pride and stab that giant spider in the face.”
 * ”Don’t worry guys, I am sure after we stopped the big one the other constructs will just stop what they are doing and blow themselves up...Shit, they are not doing that!”
 * ”Pearl, breath on my sword! It’s gonna be so cool!”
 * ”I can only stab it once every six seconds! You know the rules, Duros!”
 * ”I believe in you, Jam!”
 * ”That’s the second thing we are gonna do here...after...you say thank you!”
 * “I can just persuade my way into this place apparently!”
 * ”You don’t know me? Everyone knows me, I’m Nathaniel!”
 * ”Do we have to fight you? You could just give up right now and give us your island. Might as well ask.”
 * ”You messed with our lives indirectly, so we will mess with your life...directly...I don’t know how this works!”
 * ”We are brothers! We are dodging Sea Kings! We are awesome!”
 * ”He’ll probably be ok. I’m coming Pearl!”
 * ”Hey lady, guess what the opposite of water is. Fire.”
 * ”Sometimes a good message can be twisted by other people.”
 * ”V murdered children and pregnant women in order to power a spaceship. This is a line I am 100% serious about!”
 * "They're all pirates, so fuck 'em!"