Characters from Captured by Pirates.
open/close all folders
Sailors and crewmates
You
some caption text
The main character. A wealthy child with their father on a merchant ship. They can potentially become a pirate if the story progresses.- Ambiguous Gender: While it's more likely you're a male due to the illustrations, it's never confirmed, and you're always referred to by gender neutral terms.
- An Arm and a Leg: Your arm can be amputated in one ending, leading to you being shunned by polite society, yet lauded as a storyteller on the islands.
- Anti-Villain: Your motivation for joining the pirates can make you different shades of this. Either you want enough money to send father home safely or you want to seek out fortune no matter what, yet care deeply about the plight of your fellow pirates.
- Bittersweet Ending: There's a few endings somewhere between happy and sad.
- In some endings, you're stabbed to death or blown to pieces, yet your father is able to get home safely. Alternatively, you can survive but never know your father's fate.
- In a few endings, you survive, yet remain abandoned on an island alien from the rest of the civilized world, with your fate uncertain.
- An early one ends with you running back home with your father, unfulfiled and poorer than when you left, but safe from the dangers at sea.
- Body Horror: Maggots can eat away the infected flesh on your arm after being wounded there. While disgusting, it saves your arm and allows you to pursue medicine, due to your newfound interest in healing the human body.
- Captured by Cannibals: A possible fate, if you sail the wrong way while fleeing Captain Jack and his crew.
- Chronic Backstabbing Disorder: One of the things you do when escaping your punishment for being a pirate is selling out everyone you worked with in exchange for a life of luxury. Even worse, you get no comeuppance for this whatsoever.
- Dark and Troubled Past: In one of the epilogues, you're stranded by the pirates and witness your father die an agonising death. This turns you to the navy, where you become a rutless fighter against the pirates who ruined your life.
- Death of a Child: Your fate, if you go awry during your adventures at sea.
- Disney Villain Death: You can fall to your death off a railing during an attack.
- Downer Ending: If you make the wrong choices, you can be shot, starve to death, die of dehydration, be flogged by an angry sailor, be eaten by a shark or cannibals.
- Dying Dream: During your dehydration, you start hallucinating about your dead mom, believing yourself to be playing the violin for her while rowing away from the island you've been standed on. In reality, you are dying in agony, stuck in a state of constant delirium until you pass away
- Earn Your Happy Ending: You are kidnapped, seperated from your father, and thrust into a dangerous and unpredictable lifestyle, yet can reunite with your dad, return to England, become a respected musician, doctor, storyteller, or even pirate.
- Eaten Alive: There's two instances where this can happen. One's by a hungry shark while the other is by some cannibals.
- Face–Heel Turn: In a few endings you can embrace the pirate lifestyle, becoming just as cruel as those who hijacked your ship.
- Heel–Face Turn: If you side with Captain Dandy, you'll eventually see the error of your ways and the cruelty you've inflicted on innocents, spending the rest of your life as a humble and peaceful farmer, far away from the pirate's life you once embraced.
- Heel Realisation: A begging Spanish sailor at your knees shows you just how evil the pirate life has turned you, making you no better than those you hated. Due to this, you (likely) spare the sailor and abandon your life of crime for a far more modest but legitimate lifestyle.
- Friend to All Living Things: You tend to have a soft spot for cats, pigs and parrots, and your motivation for letting Rosy die is feeding a hungry mother cat.
- From Bad to Worse: Shortly after the mutineers take over the ship and threaten you and your father, some pirates take over, maroon your father on an island, and invite the mutineers into their crew, making everyone far more dangerous.
- Forced into Evil: You can become a pirate to save your own skin and rescue father from his stranding. Whether you embrace the lifestyle depends on you.
- From Nobody to Nightmare: You can go from an unremarkable child to a fearless pirate, if you go down a certain path.
- Going Native: If you encounter the Arawaks, you can abandon your wealthy English life and embrace their way of living. While different from anything you've ever experienced, it tends to be one of the happier out of the endings.
- Golden Ending: In the best ending, you rescue dad, (who has lost a lot of his weight and haughty view of life,) go back to England, and live out the rest of your life peacefully, yet with an amazing story to tell.
- Here We Go Again!: If you witness Anderson's death after failing to protect him, you'll pretty much go down the same path he does, becoming a lonely Talkative Loon, unable to trust anyone but yourself.
- Heroic Sacrifice: You can give your life to warn Captain Jack of an attacker. This saves his life but brings attention to you. Jack is so impressed that he personally rescues your father and brings him your cut of the treasure.
- Intergenerational Friendship: With Gabby, Drums, and Portugese Peg, all several times your age.
- Karma Houdini: If you become a pirate, you'll frequently get away with all your crimes, either by selling out your fellow pirates, abandoning your father, or leaving before you murder innocents. On the odd instance you're killed in this lifestyle, you're far more pragmatic than in any of the other endings, meaning your fate is undeserved.
- Kid Hero: You're much younger than the other characters, and are trying to save your father. Though you can stop being a hero entirely if you embrace the life of the pirates.
- Life-or-Limb Decision: You're faced with this when one of your wounds gets infected. Due to Smitty's help, this ends up being subverted and it's entirely possible to keep your arm, albeit in a rather disgusting way.
- Loyal Animal Companion: Rosy becomes one to you, if you save her from being a cat's snack.
- The Many Deaths of You: Most of your mistakes will lead to a grisly death. Expect to be shot a lot of times.
- Odd Friendship: With some of the pirates who kidnapped you, of all people. You can even start a band and music store with a few of them.
- Playing the Heart Strings: Your violin songs become sadder and sadder the more you worry about your father. They're all you can play when you lose all hope of seeing him again.
- Screw This, I'm Outta Here: Along with your dad, you can flee back to England if you're alerted by the strangeness of the meat traders. All things considered, this probably saves your life, compared to what you'd encounter if you were to stay at sea.
- Shrine to the Fallen: If your father dies and you return home, you build a school in his honor using the money you've obtained from your time at sea.
- Too Dumb to Live: As a child, you aren't very intimidating or skilled with weapons, meaning that you're screwed when trying to threaten dangerous pirates with violence, especially when they're better armed and more numerous than you are.
- Undying Loyalty: You love your father dearly and can choose not to leave his side, no matter what. This gets you killed on most occasions. Even if you leave from his side and join the pirates, you'll always be motivated to find him again, though finding and reuniting with him is far more challenging than it seems.
- Villain Protagonist: What you become if you join the pirates and embrace their way of living.
Father
some caption text
Your father. He's snobby and naive, but a good man at heart.- Bad Boss: He's woefully out of touch when it comes to the lives of his sailors, something that can backfire spectacuarly on him.
- Berserk Button: Pirates disgust him. He'll even disown you if you become one.
- Break the Haughty: His time at sea certainly tears down his elitist lifestyle, if he doesn't die from his experiences.
- British Stuffiness: A downplayed yet apparent example. He looks down on the poor and desperate, seeing it as weak and unjustifiable to turn to desperate measures to get by. This puts him at odds with the more cynical and crude sailors, who eventually start a mutiny against him.
- Butt-Monkey: Things don't go well for him most of the time and on the odd chance that he survives, his traumatic experiences will impact him greatly.
- Cosmic Plaything: Apart from you and the arawak woman he hooks up with, nobody seems to be able to stand him. The pirates go out of their way to humiliate and humble him, leading to him going through almost as much hell as you do throughout the course of the story.
- Cruel and Unusual Death: He can die from malaria, dehydration, or an infected wound, with the latter involving him going insane due to his lack of food and water.
- Didn't Think This Through: He's completely defenceless when his fake cannons don't scare pirates away, and unable to comprehend that his sailors may snap due to his mistreatment of them.
- The Ditz: Despite his high education, he has almost no common sense or basic understanding of life at sea, causing him to make a plethora of blunders that cost everyone around him dearly.
- Dumb Is Good: He's not the sharpest tool in the shed but he'd never intentionally hurt anyone.
- Embarrassing Nickname: He's referred to as the crab master by the pirates.
- Fat Idiot: Overweight and dangerously lacking in common sense and rationality.
- Fatal Flaw: Greed and naivete. He wants to make a profit by sailing through pirate infested waters, with a crew of underfed desperate sailors on the verge of mutiny.
- Formerly Fat: He loses a lot of weight in the time he spends marooned on an island with the Arawaks. He looks almost skeletal by this point.
- Going Native: If rescued by the Arawaks, he'll embrace their culture and marry one of their women. He'll even father a child with her.
- Heel Realisation: If he's found alive later on, he'll have lost a lot of weight and completely changed his outlook on life, realising his greed almost got you and him killed.
- Hidden Depths: If he's made aware of your death, he'll write a book urging other people not to make the same mistakes as he did. This backfires, and only encourages more fortune seekers to take up his call.
- Hoist by His Own Petard: Storing fake and useless cannons instead of actual ones or food for the sailors causes everyone to turn on him. If he'd been a bit less greedy, things might not have ended so badly for him.
- Humiliation Conga: He goes through almost as much hell as you do, and he has almost nobody to help him get through it, meaning he suffers greatly from his experiences.
- I Have No Son!: He'll disown you if you become a pirate.
- It's All About Me: He demands the ship be sailed through a heavy storm so he doesn't lose a profit. This backfires on him spectacuarly and shows the sailors what an out of touch and careless idiot he is.
- The Lost Lenore: His wife and your mother are dead before the events of the story.
- My Greatest Failure: Allowing his child to die at sea because of his own greed haunts him dearly if he survives long enough to come to terms with his mistakes.
- No Name Given: He's simply known as father.
- Outliving One's Offspring: Tragically, it's entirely possible for him to outlive his child. Even worse, it's quite frequent that this will happen.
- Screw This, I'm Outta Here: If you tell him your concerns about being out at sea, he'll come to his senses and return home with you. Considering what can happen, it likely saves his life.
- Too Dumb to Live: Sail through pirate-infested oceans with only fake cannons and sailors inexperienced at combat, what's the worst that can happen? Hint, look at the title of the gamebook.
- Unwitting Instigator of Doom: Him taking you on the ship sets everything in motion.
- Upper-Class Twit: He's rather wealthy and comes across as an aloof snob, especially to the sailors of more modest backgrounds.
- What Happened to the Mouse?: His fate is never revealed in most endings. In the endings that he is found, he's intergrated with an Arawak tribe and potentially had a son with one of their women. On a negative note, he also died of malaria.
Sandy
some caption text
The ship's cook.- Face–Heel Turn: Goes from your father's chef to a pirate cook. Whether he's a heel though or just a pragmatic victim is completely ambiguous.
- Flat Character: He's a friendly and polite fellow, yet only exists to introduce or narrate upcoming plot points. He's the one that introduces you to Stripes, a hungry cat who peridoically pops up throughout the story. He also is the one who pleads with you to join the pirates to save yourself from their wrath, a view your father would obviously disapprove of. He returns as a background character in Jack's crew, cooking food. His role is taken over by Peg, who has a similar personality.
- Kindhearted Cat Lover: Like Higgins, he's fond of cats, taking care of them while they hunt down the rats on the ship. Unlike Higgins, he's always a friendly man regardless of the circumstances.
- Mr. Exposition: While not as talkative as Smitty, he provides some brief explanations about the sea and those who inhabit it, be them cats or pirate captains.
- Nice Guy: He's a friendly and helpful individual, a rarity out in the turbulent sea.
- Punch-Clock Villain: If you can even call him a villain, he joins Jack's crew as a chef, though this is likely to save his own life, as he's seen what happened to those who stayed on the ship.
- Supreme Chef: He's a skilled cook, though his food is limited to only the higher-ups on the ship, such as you and father. He's later seen amongst Jack's crew, helping cook food with Portugese Peg. Unfortunately, his quality has dropped due to having worse ingredients.
- Team Chef: On the ship and for Jack's crew.
Higgins
some caption text
One of the sailors.- Bait-and-Switch: He's smuggling milk and taking it to an unknown place on the ship. It's to feed Stripes, a hungry cat, and her kittens.
- Disproportionate Retribution: Being flogged is pretty harsh for smuggling milk to feed hungry cats. Naturally, he doesn't take this well.
- Face of a Thug: He's quite scary looking and ruthless, and his personality tends to fit this mold. He does have a soft spot for cats, though he's too aggressive to be a Kindhearted Cat Lover.
- Fan Disservice: He's muscular and shirtless in some illustrations, yet is in the process of preparing to flog you with a look of terrifying rage on his weary, messy face.
- Jerk with a Heart of Gold: He joins the pirates and is willing to kill the captain and flog a kid, yet has a soft spot for cats, even stealing Stripes from Sandy and taking her with him to Captain Jack's base.
- Karma Houdini: He faces no consquences for joining Captain Jack, or flogging you.
- Red Herring: He seems like he's harboring a smuggler or helping pirates due to stealing milk from the sailor's table. He's not affiliated with the pirates at this point and is actually looking after Stripes and her kittens. He's just one of many mutineers within the ship.
- Would Hurt a Child: He flogs you in revenge for tattling on him to your father when the mutiny happens.
Captain Timothy
some caption text
The captain of your father's ship.- Butt-Monkey: Father aside, he tends to get the most flak from the [[spoiler:angry mutineers. He even gets thrown aboard in one path.
- Flat Character: One of the flattest. His personality is hardly defined and he tends to drop off the map partway through the story, with even the barely-focused-on Sandy getting more time than him.
- Know When to Fold 'Em: He senses the danger he's in and peacefully surrenders during the mutiny.
- Uncertain Doom: He's thrown overboard at some point, though it's unknown if he drowned or somehow found an island to swim to, as you pull off the same feat in one ending.
- What Happened to the Mouse?: His fate is left ambiguous in most of the endings, usually stopping telling his story after he's been roughed up by the pirates for a little while.
- What the Hell, Hero?: He loses his cool and yells at Father for trying to continue their voyage through a dangerous storm. This turns out to be a rightful outburst as the storm turns out to be the tipping point for the already enraged sailors.
Squid
some caption text
One of the sailors on the ship.- Captured by Cannibals: A fate the two of you can share.
- Cruel and Unusual Death: Being Eaten Alive by cannibals while boiled in a pot is a pretty bad way to go, even for an evil pirate.
- Disproportionate Retribution: Letting you starve to death is a pretty extreme reaction for eating better food than him on the higher decks.
- Evil Has a Bad Sense of Humor: He laughs cruelly at Templeton taunting you with some bread.
- Fat and Skinny: The fat to Templeton's skinny.
- The Heavy: Until Jack takes over the ship, he seems to be the main muscle out of the sailors.
- Lack of Empathy: He doesn't have much care for the crew of the ship, threatening them with his pistol and preparing them to be held for ransom.
- Only Known by Their Nickname: He's only referred to as Squid.
- Starter Villain: Him and Templeton are likely the first foes you'll face off against.
- Unwitting Instigator of Doom: He inadvertedly causes the deaths of you and him by taking you to an island populated by hungry cannibals.
- Would Hurt a Child: He shoots you if you try to prevent his mutiny.
Templeton
some caption text
One of the sailors on the ship.- Bullying a Dragon: His first reaction to Smoky Jack is to antagonise him, scoffing at his demand to turn over the loot. This earns him a near death encounter with a cutlass.
- Evil Has a Bad Sense of Humor: In one of his "jokes," he offers you some bread then takes it away, in revenge for you refusing to tell him you ate better food on him at the higher decks.
- Even Evil Has Standards: He has some concerns for the crewmates of the ship when it's taken over, asking what will be done to them. Squid coldly lets him know they'll be held for ransom until they can pay for their release.
- Evil Old Folks: He's much older than most sailors and a ruthless mutineer willing to cut up a child's corpse to catch fish after watching said child starve to death.
- Fat and Skinny: The skinny to Squid's fat.
- Karma Houdini: Unlike Squid, he'll never face consquences for his actions, unless he was one of the pirates you sold out to save your own skin.
- Oh, Crap!: His look after having a cutlass pulled to his neck is that of sheer terror.
- Only Known by Their Nickname: He's only known as Templeton.
- Starter Villain: He's one of the first villains you'll face, alongside Squid.
- White Hair, Black Heart: His hair is silver-white due to his age, and he's a ruthless pirate despite his occasional moments of morality.
- Would Hurt a Child: He's the main one that watches you starve to death on their paddleboat, with Squid sitting and laughing rather than taking part in this psychological torture. He and Squid also don't mind cutting up your body for fishfood.
Smitty
some caption text
One of the older sailors.- Because You Were Nice to Me: He offers you his food when at the pirate camp due to you showing kindness to him on the ship.
- Body Horror: He was flogged due to being distracted on a navy ship, and the scars are still on his back. To say it's not pretty is an understatement.
- Cool Old Guy: He's one of the oldest sailors and is a world-worn and likable man who can also dance with the best of them.
- Hidden Depths: He has decent medical knowledge and is able to prevent an arm from being amputated.
- Mr. Exposition: He tells you about why the sailor's hate those who overstep their boundaries and why music means so much to pirates and sailors alike.
- Nice Guy: His personality isn't explored much, but he's shown to be a friendly person and is either uninvolved or hardly involved in the mutiny, barely being seen amongst the angry sailors. Even while amongst the pirates, he's still nothing but friendly and helpful to you.
- Seadog Beard: He has one of the largest ones out of the sailors.
Pirates and their crewmates
Smoky Jack/Captain Jack
some caption text
One of the two major pirates and the man who captures your ship.- A Father to His Men: He cares deeply for the pirates under his command, and is regarded highly by all of them.
- Affably Evil: Being a ruthless pirate aside, he's a friendly and genuinely honorable man. That being said, he's not above using violence to get his way, even if a child is his victim.
- A Lighter Shade of Black: Ruthlessness aside, he's this to Captain Dandy who is regarded by a tyrant by his men and a monster by the Spanish.
- The Bad Guy Wins: It turns out being a ruthless pirate gets you wealth, fame, and a powerful crew. Just ask Smoky Jack, who gets this in almost every ending.
- Big Bad: He's the main threat you'll encounter throughout the story. Despite this, he stops being a threat to you if you join his crew, though he never stops his villainous actions.
- Bitch in Sheep's Clothing: He presents himself intially as a meat smoker who stays at sea to sell his wares. In reality, he uses this ruse to get close to ships and study their defenses, preparing to raid them when their guard is down.
- Evil Brit: He's a British pirate and an evil person, despite his affable nature.
- Foreshadowing: When first introduced, he's seen wearing an earring despite pretending to be a meat merchant. Such earrings are far more common amongst pirates, hinting at who he actually is.
- Greed: He is a pirate, after all. He desires wealth above all else, and is willing to do anything to amass it, including raiding ships and killing everyone onboard.
- The Hedonist: He enjoys the finest things in life, such as treasure and power. He's willing to sink to depths most wouldn't in order to get the wealth he desires.
- I Gave My Word: He'll rescue father just like he promised, provided that you survive your encounter with him and his crew.
- Jerkass to One: He absolutely loathes Father, belittling and threatening him in a way he does with nobody else. It's a jarring contrast to the rest of his personality, as a friendly and cheerful man.
- Kangaroo Court: He performs one for the hell of it when Gabby tries to hold you accoutable for not stopping a hungry cat from killing his parrot. The "court" is adjourned when the cook/defence attorney starts pointing guns at everyone in the crowd until they give up.
- Karma Houdini: In most endings, he gets away with being a pirate. He even gets rewarded for his evil actions.
- Light Is Not Good: Don't let his bright colors and affable nature fool you, he's still a cruel and greedy man.
- Noble Demon: If you die while protecting him, not only will he mourn your death, he'll give your share of the loot to your father and take him back to land, despite having nothing to gain from doing so.
- Universally Beloved Leader: He's adored by everyone under his command, with only the victims of his raids having negative views about him. This is a stark contrast to Captain Dandy, who rules through fear and violence.
- Villain Team-Up: With Dandy, when the two of them agree to join forces to rob a ship.
- What Happened to the Mouse?: If you become a successful pirate, it's unknown if he's one of the pirates you sell out to save your own skin.
- Would Hurt a Child: Wrong him and he'll let you die at the hands of his pirates. While a rare occurrence, it can happen if you anger him enough.
Captain Dandy
some caption text
The second of the two pirates.- Affably Evil: When he's not murdering his crewmates and raiding countless ships, he's genuinely polite, if a bit flamboyant.
- Bad Boss: He murders one of his crewmates due to thinking they're stealing his treasure.
- The Bad Guy Wins: He amasses power, wealth, and men throughout the story, and even if he is killed in the crackdown by the Spanish, he's already achieved everything he wanted.
- Berserk Button: Don't steal from him. You'll get a bullet for your efforts.
- Establishing Character Moment: His introduction shows him as a cheerful and charismatic individual, a stark contrast to the ambitious yet raggedy pirates under Jack's command. His ship is extremely clean, but his men live in fear of him, with one even being shot by his gun. This shows Dandy as an incredibly powerful and dangerous man.
- Evil Brit: He's incredibly evil and an English born pirate.
- Eviler than Thou: He's far more cruel and ruthless than Captain Jack, being more willing to murder and conquer while ruling by fear rather than honor.
- Eyepatch of Power: He has an eyepatch and is an incredibly dangerous pirate leader.
- Greed: Goes with being a pirate. His desire for wealth drives his most horrendous actions.
- The Hedonist: A more successful version than Captain Jack. He wants wealth and luxury above all else, and will literally kill for treasure.
- Irony: The panels of his ship are rather similar to those in Smitty's story, showing Jack is not so different from the sailors he abhors.
- Karma Houdini: Assuming he isn't hanged for his crimes, he gets away with his raids and murders.
- Names To Run Away From Very Fast: As well as captain Dandy, he's known as the devil in lace. He's every bit as terrifying as that name implies.
- Politically Incorrect Villain: His hatred for the Spanish motivates him almost as much as his love for money.
- Uncertain Doom: Was he hanged among with the rest of the pirates? Did he escape the wrath of the Spanish and continue his conquests? Those questions are never answered.
- Villain Has a Point: He's (or his crew is) correct that you never technically signed any contract declaring your allegiance to him and the pirates, meaning you can't be arrested for being one of them. Ironically, this allows you to continue his legacy for many years.
- Walking Spoiler: Captain Jack's not the only pirate out there.
- We Can Rule Together: He wishes for Captain Jack and his crew to work under him in their raids in order to take on bigger ships.
- Wounded Gazelle Gambit: His plan to take over the Spanish ship. He wishes to make it look like they're a stranded ship, then take advantage of the kindness of the passing ship by taking it over and killing all the sailors and stealing their treasure.
Gabby
some caption text
A chubby Irish trumpeter with a pet parrot. He's one of the pirates.- Anti-Villain: He supports the actions of the pirates, and violently lashes out against those who dare harm his "beloved" bird, yet perfers to perform music for the pirates rather than participate in raids, and happily leaves his lifestyle behind to pursue a legal music career.
- Berserk Button: Don't let his parrot get eaten. He may not have much love for the bird, but he's appauled by it's senseless death and turns violent against you for your indifference to Rosy's fate.
- Big Fun: He's fat and generally friendly (as long as you don't let his parrot die,) as well as a talented musician. He'll even start a music shop with you in one ending.
- Brainy Brunette: He's got brown hair and is a talented orator and musician.
- Fat Best Friend: He's this if the two of you put your differences aside and start a music store together.
- Friendly Pirate: If you don't let Rosy the parrot die, he's one of the nicer of the pirates. Let Rosy die, and he'll turn against you and subvert this trope.
- Gossipy Hens: His strategy to turn others against you is to start rumors about you to other pirates. It works and he manages to sow division within the crew.
- Heel–Face Turn: He can go from a standard pirate to a legitimate freelance musician.
- Hypocrite: He doesn't have much love for his parrot and gives it to you to get rid of it if you save it from being eaten by a hungry cat, yet will become a fierce enemy to you if you let his parrot die.
- Pirate Parrot: He used to have one. It either dies or is given to you as a gift for rescuing it.
- Punch-Clock Villain: He's a pirate, yet mostly plays music for the rest of the crew, even abandoning his pirate lifestyle to open a shop with you in one of the endings.
- Would Hurt a Child: He tries to strangle you if you fail to save Rosy. Whether he was trying to kill you or hurt you is unknown, as he's stopped before he can do any harm.
Drums
some caption text
An African musician in Captain Jack's crew.- Ambiguously Evil: How involved he is in the pirate lifestyle is never stated.
- Face–Heel Turn: He goes from a musician in Africa to a pirate in Captain Jack's crew.
- Flat Character: Even among the pirates, he has so little personality, he doesn't even have a line of dialogue. If you look closely enough, you may get to see him a few times amongst Jack's crew, though that's about it for his character.
- Heel–Face Turn: He goes from a pirate to a musician just like he was in Africa.
- Odd Friendship: With you, a merchant's kid, and Gabby, a fat Irish trumpeter.
- Only Known by Their Nickname: Drums is the only name he's referred to, a nickname that's almost certainly not his actual name.
- The Quiet One: He talks through his music, something which he's said to be very skilled in.
- Token Black Friend: His role in the story. Namely, the path which ends with you, Gabby, and him starting up a music business.
- Token Minority: He's the only named black character in the story.
Chips
some caption text
The carpenter for the pirates, turned medic.- Back-Alley Doctor: He's not even a doctor, he just knows how to cut things. He even performs an amputation using a hacksaw.
- Flat Character: Only exists to help you perform a Life-or-Limb Decision.
- Life-or-Limb Decision: He provides this to you when your limb becomes infected. Due to his lack of medical knowledge, he jumps to this conclusion instantly. Fortunately, Smitty can provide an alternative that saves your arm and your standing in polite society.
- The Medic: Since the actual one died, he's unfortunately taken up this duty.
- Truth in Television: Amputations were bloody and crude endeavours which could be performed in seconds a few hundred years ago. As long as the bleeding could be stopped quickly enough, they were relatively easy to do by almost anyone with enough strength, including a rusty carpenter.
Freckles
some caption text
One of the younger and uglier pirates.- Butt-Monkey: When he does show up, he's this to the other pirates, who mock him for being less effective than they are.
- Embarrassing Nickname: Freckles isn't exactly the most terrifying nickname a pirate could have.
- Flat Character: He has almost no personality, apart from being one of the less respected members of Captain Jack's crew.
- Lethal Joke Character: Despite being rather unintimidating by pirate standards, he still is one of the raiders on your father's ship and he participates and survives the raid on the Spanish ship, something even you don't always achieve.
Portugese Peg
some caption text
The chef for the pirates and a friend of yours.- An Arm and a Leg: A loose cannon rolled onto him during his time on the navy. He was forced to become a pirate due to being rejected by most of society due to his disability.
- Anti-Villain: He's joined the pirates due to them accepting him despite his disability and is slightly more enthusiastic about Jack's ideals than many a Punch-Clock Villain that make up the crew.
- Face–Heel Turn: He became a pirate due to being rejected by polite society because of his peg leg which he got from an accident at sea. Despite this, he's hardly a heel and the one of the only pirates who never antagonises you at all.
- Good Is Not Nice: He "adjourns" a "court trial" by threatening to shoot anyone who stays. Nobody wants to continue after this.
- Handicapped Badass: He may have a peg for a leg, but he'll face down a group of angry pirates to protect your honor.
- Hidden Depths: He's skilled with remedies for keeping away bugs as well as preparing coconut drinks to help you sleep more easily.
- Intergenerational Friendship: He instantly takes a liking to you and the two of you become fast friends. He even helps you out later on, saving you from a Kangaroo Court.
- Lethal Chef: A benevolent example. His cooking is awful, though he means well. This can inadvertedly get you killed if you refuse to eat it due to it's pungent nature, being executed by an angry pirate for a botched violin performance.
- Nice Guy: He's friendly and helpful, going out of his way to make you feel at home in Captain Jack's crew.
- Team Chef: He cooks for the other pirates, though he's not very good at it due to having few ingrediants. He eventually teams up with Sandy and the two of them work together as the designated chefs for everyone.
Hawk
some caption text
The lookout for Captain Jack.- Cruel Mercy: He fills his gun with two bullets and gives it to you when he maroons you and your father. This is the pirate's mercy, after all.
- The Dragon: He seems to be this for Captain Jack, frequently seen by his side. He's also entrusted as the one to maroon your father and potentially you as well.
- Hidden Depths: Before Portugese Peg "adjorns" the trial you're in, he does a decent job proving your innocence while acting as your attorney.
- Kangaroo Court: The lawyer for you in one of these. The pirates do love their mock trials, after all.
- Schmuck Bait: Go on, try to shoot him with a pistol with recoil far too much for a child to handle. It'll certainly end well for you.
- Would Hurt a Child: He'll strand you and your father on an island, not caring about your fates.
Other characters
Anderson
some caption text
A crazy pirate searching for treasure.- Cruel and Unusual Death: In one ending, he's torn apart by hungry dogs.
- Earn Your Happy Ending: He becomes a very wealthy man and forms a friendship with you if the two of you uncover the treasure he's searching for.
- Eaten Alive: Courtesy of some starving dogs who spot him while digging for treasure.
- Go Mad from the Isolation: Being alone and stranded for so long has clearly taken a toll on his sanity.
- Hero of Another Story: How he's survived on an almost empty island for so long is never really explored.
- Loner-Turned-Friend: He goes from an old coot lost on an unfamiliar island to a great friend, provided that he survives his quest to find the hidden treasure.
- Pirate Booty: What he seeks, and what he can find, depending on whether or not you happen to be a good spotter for him.
- Properly Paranoid: He's worried the treasure is cursed, and refuses to dig it up without someone to help him. The "curse" ends up being hungry dogs who will settle for a stringy old man to fill their bellies.
- Seadog Beard: By his clothes, it's clear he used to be a pirate, and being alone in an almost empty island for so long has given plenty of time to grow an impressive beard.
- Shoot the Shaggy Dog: It's possible for him to be Eaten Alive by hungry dogs before he can uncover the treasure he's spent so long trying to find.
- Talkative Loon: A given, since his voice is the only one he's likely heard for many years.
- Talking to Themself: How he's introduced. Luckily for you, he happens to be talking about the treasure he wants to uncover at the exact moment you encounter him.
Rosy
some caption text
A noisy, hyper parrot who can potentially be saved from Stripe's attack.- Catchphrase: God save the king.
- Killed Off for Real: If Stripes eats her.
- Lethal Joke Character: She saves your life if you sneeze during the attack on the Spanish ship, flying through the air and screaming her head off long enough to distract the Spainards.
- Loyal Animal Companion: To you, should you save her from Stripe's belly. She can even save your life on the Spanish ship.
- Pirate Parrot: She was this to Gabby, a pirate musician, and potentially to you if you become an official pirate. She's no longer this if you adopt her and refuse to take the pirate oath.
- Toilet Humor: According to Gabby, she had a habit of pooping on his shoulder.
Stripes
some caption text
A hungry cat looking after her kittens.- Chekhov's Gunman: She appears by Sandy's feet in the beginning of the book and pops up every now and then, usually causing trouble for you when she does.
- Cute Kitten: The reason the sailors and the pirates keep her and her family around.
- Flat Character: She's rather plain compared to Rosy, with half of her personality involving her being hungry enough to eat the bird.
- Odd Friendship: She's very close with Higgins, a rough pirate with the Face of a Thug. This is because he's smuggling milk for her and her kittens.
- Unwitting Instigator of Doom: Her eating Rosy leads to you being disowned by Captain Jack's crew, joining Captain Dandy and potentially becoming a fearsome pirate leader.
- What Happened to the Mouse?: It's not known what Gabby did to her in revenge for her eating his bird.
Spanish captain
some caption text
The captain of the Spanish ship.- Ambiguously Evil: It's unknown if he's just defending his ship from pirates or every bit as amoral and ruthless as Jack and his crew are.
- Final Boss: The last real threat you face during the story, and the most dangerous one.
- The Heavy: He's the strongest member of his ship, and the most deadly.
- Killed Off for Real: He dies if you can avoid his attacks.
- Oh, Crap!: In one ending, he's killed after his cutlass is stuck in the railing.
- Undignified Death: He's distracted by a noisy parrot and stabbed to death by Captain Jack.
- Taking You with Me: He'll kill you before dying at Captain Jack's hands if he gets the chance.
- Walking Spoiler: His appearance reveals that you can actively participate in the pirate's lifestyle.
- Would Hurt a Child: He'll kill you if you're not careful. Though to him, you're just another pirate.
Mother
some caption text
Your mother who is long dead by the start of the story.- Dying Dream: She talks to you in one of these, likely to comfort you in your final moments.
- The Ghost: She's never seen in person, either in pictures or hallucinations.
- The Lost Lenore: She's this to your father, who still greatly mourns her death.
- Posthumous Character: She's dead before the story starts, yet appears in hallucinations when you're starving to death.
- Too Good for This Sinful Earth: Infection induced delirium aside, your father and you have nothing bad to say about her. It's clear her death was a great loss to everyone around her, especially your father who still isn't close to being over her death.
