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The Titular Protagonist of the game, Anebriate is a boorish, lazy, drunk, who hesitates to exert himself in extraneous activities. As time goes on however, he can show a more genuinely altruistic side to himself, much to the bewilderment of his party members.
- A God I Am Not: He disagrees with the Old One's belief that he too is a god.
- Berserk Button: He tends to become very cross with anyone who manipulates him or keeps too many secrets from him, even if they have good intentions. This is implied to be because of his own betrayal of Steve.
- Blade on a Stick: Uses spears in combat.
- Half-Human Hybrid: A book in the save realm implies Anebriate was born to a Save Hobo father and a human mother. The Raccoon of Truth outright confirms Anebriate's true origins as a half-hobo.
- Idiot Hero: Is prone to spacing out, forgetting what he's doing, and is often unaware of the immediate dangers of the situations he finds himself in.
- Informed Flaw: Apparently he's overweight, which most NPCs chastise him for.
- Jerk with a Heart of Gold: While he's never a fullblown jerk. How kind he is depends on the player. While he can invoke Video Game Cruelty Potential, doing so will lock him out from certain endgame bonuses.
- Jock Dad, Nerd Son: Inverted. His father was a hobo professor of rift studies while Anebriate is a Book Dumb warrior.
- Knight in Sour Armor: In general, Anebriate will gripe about how horribly difficult the bosses are and how reluctant he is to take all those quests, but he knows someone has to do it. During the Topsham arc, he lampshades this to Alphonse, who also tires of heroics.
- Meaningful Name: His name is a play on "inebriate," a word that has to do with drunkenness.
- Meta Guy: Frequently questions the zany, unlikely events of his world, while his allies barely bat an eye.
- The Paladin: Averted with Anebriate. He may be a knight with holy/healing powers, and is even referenced as such, but his main interests are drinking booze and doing nothing. In later arcs, he becomes a downplayed paladin due to his increased willingness to help the innocent regardless of rewards, though he's still a sloppy hedonist.
- Perma-Stubble: Unlike his older VX town guard face art, his current face art is unshaven to emphasize his sloppiness.
- Personality Powers: As a selfish Paladin Deluxe, Anebriate is a One-Man Army with few healing or support abilities. After he gets amnesia and becomes more altruistic, he never regains his full powers (unless you farm stat potions), but his new moveset is better for healing and supporting his party.
- Punch-Clock Hero: Downplayed in Anebriate's case. He's primarily motivated by money and booze, but over time, he becomes more willing to do good deeds even if no obvious reward is offered.
- Rage Breaking Point: When he gets really angry, his eyebrows get set on fire.
- White Mage: In spite of being a paladin most of his skills revolve around healing himself or his allies, with his few offensive skills being almost entirely electrical rather than holy. He is also bulkier than most examples of White Mages.
- World's Best Warrior: At least prior to losing his memory less than five minutes into the game.
A Warlock who also lives in Anebriate's hometown of Litchfield.
- Guide Dang It!: Getting her to join your party prior to entering Larry's requires first walking into her house for her to agree to join your party if you first find her a book. In order to purchase the book for her you have to scout around town to look for dollars in every corner, one of which involves finding a key from the mayors house to unlock a hidden passage to a treasure chest.
- Half-Human Hybrid: Her mother was a Witch
- Lady of Black Magic: Although she is more of a debuffer than a straight up Black Mage.
- Magic Knight: Investing in her physical attack is also viable given her high ATK growth and handful of skills that scale off ATK.
- Casting a Shadow: Her offensive moves are all of the dark element.
- He Is Not My Boyfriend: Her common interactions involving Anebriate if their Relationship Values are not high enough.
- Nice Girl: Emma is the least partial to violence of the whole cast, and often tries to encourage Anebriate to refrain hurting others when possible.
- Older Than They Look: Is well over several centuries old, making her relationship with Anebriate a MayDecember Romance
- Relationship Values: Choosing certain actions at points in the game will either raise or lower Emma's affection for Anebriate, and cutscenes and dialogue will change depending on how her relationship with Anebriate is. Unsurprisingly, many choices will give you points with Emma at the cost of Palmer's affection, and vice versa.
- Royal Rapier: Her weapon of choice.
- Single Woman Seeks Good Man: The best way to get into her favor is to be altruistic to NPCs' problems and to pick kinder dialogue choices.
- Squishy Wizard: Her ATK, SPI, and AGI are each only second to Webber, Deemer, and Albert respectively, however she has below average DEF, and using Professor Meowmers exacerbates her pitifully low DEF further while increasing the former three stats.
- Warrior Poet: Aside from her her proficiency in magic, she's also an avid poet and something of a literature geek.
Anebriate's best friend, an abusive, misogynistic, Cardinal, who often places his own concerns over that of his friends. In spite of this, he still genuinely cares for Anebriate, though he won't admit it.
A small time thief that the party recruits in Litchfield.
- Becoming the Mask: He was originally planning to kill Anebriate, Palmer, Deemer, and Steve for killing his father. However, his time with Anebriate combined with his realization that his father was evil caused him to save the party from Steve at the last second.
- Cute Mute: Is incapable of talking. Turns out he simply prefers not to talk.
- Divine Parentage: His father is the Old One, aka the Save God.
- Guide Dang It!: While not quite as bad as Emma, recruiting him requires taking on a quest from a man who had his goods stolen by Albert, than confronting Albert at night by the square of Litchfield and beating him
- I Have No Son!: He disowns his father, who turns out to be the Old One and is nowhere near as benevolent as he thought.
- Never Learned to Read: Implied, instead of talking directly to others he simply writes down what he says down on paper. The problem being his lack of proper grammar and spelling. You can find letters and signs that Albert had written and misspelled throughout Maine and the Save Realm after taking down King Steve.
- Wolverine Claws: Uses claws in combat
A wizard who joined Anebriate, Palmer, and King Steve in stopping "They" prior to the beginning of the game and a former mentor of Emma. He joins the party when Palmer suggests that he might have been the one behind the explosion at Larry's
- Affectionate Nickname: Affectionately refers to Anebriate as "Little Paladin Man"
- An Axe to Grind: Equips axes.
- The Berserker: Aside from his general violent demeanor, Webber can invoke this himself in battle by forcing himself into the Berserker status effect.
- Dishing Out Dirt: All of his skills with elemental attributes consist of the earth element.
- Mighty Glacier: While nowhere close to being fast, Webber can dish out heavy hits when given the opportunity to.
- Hulk Speak: Can't seem to speak outside of it.
- Never Learned to Read: The reason why he never wrote back to his family when being gone for 10 years is because he never learned to write.
- No Indoor Voice: Webber doesn't seem to know how to speak outside of shouting.
- Third-Person Person: Refers to himself entirely in such.
- Beware the Silly Ones: Dave at first appears to be a kind, if somewhat goofy fellow, but he is revealed to be a notorious and feared pirate after leaving Bowdoin.
- The Cavalry: If he's assigned to the Dispatch role in the Topsham mission, he'll bring his old pirate crew to fight off the invading monsters.
- Elemental Powers:
- Jack-of-All-Stats: He's the most balanced in stat growth and can specialize in whatever the player chooses. However, his skillset mainly focuses on spells.
- Mistaken for Gay: By Anebriate in no part thanks to comparing attraction to women and "avenues" to Hermit Crabs
- Pirate King: All those pirates with scary-sounding names answer to him.
- Power Copying: His "Burnished Throne" skill allows him to copy the previously used skill of an ally.
- Standard RPG Items: Items that recover a flat amount of Health and Mana heal for double the effect when used in combat by Dave
- Whip It Good: Equips whips as a weapon.
One of Emma's sisters who spent her years growing up in China. She joins the party as Anebriate and his group arrive in China to help Webber's family
- Amazonian Beauty: While her beauty isn't emphasized a whole lot, she still manages to become the subject of Palmer's crush in spite of his misogyny
- Funetik Aksent: As with most of the residents of China, she has a strong Russian accent
- Groin Attack: One of the skills she can learn after the Hobotopolis arc is called "Ball Crusher," which eliminate's an enemy's resistance to blunt attacks.
- Half-Human Hybrid: She shares her mother with Emma, who is a witch
- Husky Russkie: Invoked, while the Chinese in the context of Maine aren't exactly a cultural analogue to Russia, they still have their accents, and it is repeatedly emphasized that Karla is one of the toughest and most fearless people around.
- Luckily, My Shield Will Protect Me: Equips shields in her weapon slot.
- Meekness Is Weakness: Firmly believes in this her inability to address her own emotions seems to lead to her depression in the sequel
- Stone Wall: Her role in combat, at least on the physical side of things.
- Super Toughness: Often described as such ingame, while she does have relative high DEF her HP is somewhat below average luckily she possesses a variety of skills that further bolster her DEF as well as reflect physical damage back to those who attack her.
- Training from Hell: She explains her morning workout routine as running up and down the slopes of China, then weight lifting boulders and crushing them between her shoulder blades.
- World's Strongest Woman: Ingame item descriptions and the official character guide don't shy away from describing her as physically resilient Badass.
A young Native American man who is stuck on a reservation on Augusta because of the Greedy Hippies there or so he tells Anebriate
Robert joins the party to get out of the reservation and explore the world.
- Ambiguous Disorder / Cloudcuckoolander: Often gets easily distracted and goes on bizarre tangents to the point of both annoying and freaking out Anebriate.
- Archer Archetype: Combat-wise anyway, he equips bows.
- Hidden Depths: The reason he lies to Anebriate about being kept on the reservation is because he's too afraid to go adventuring on his own.
- I Just Want to Be Special: Tells Anebriate at the end of "Big Trouble In Little China, Maine that he wants to everyone to remember his name and make his late father proud.
- Jive Turkey: His manner of speaking.
- Lightning Bruiser: Surprisingly, he has both good AGI and DEF growth even without AP investments, though investing in ATK is required to truly turn him into this trope.
- Magical Native American: Parodied and subverted, while Robert dresses as a stereotypical Native American and his abilities often invoke Native American Stereotypes (Scalping to deal heavy Damage over Time, Crying Indian Tears in order to resurrect the entire party, and so on), Personality-wise he is as far removed from the spiritual aspect of the Native American Stereotype as you can get, and is more of a full-blown Manchild instead.
- More Dakka: His level 36 skill, Arrow Storm, causes him to launch a flurry of up to 17 arrows in a single go.
- Older and Wiser: In the sequel.
- Professional Gambler: Although it's more of an obsessive hobby for him than a source of income. The only thing that prevents him from being considered a fullblown gambling addict is the fact that he's actually really good at slots. Choosing to leave him behind when you first pick up Greg in the Hobotropolis arc allows him to unlock the Masters slot machine at the casino when you talk to him at the slot machines.
- Token Minority: The only explicitly nonwhite human character to be seen in Tales of The Drunken Paladin not counting Barkley in Hobotropolis's Danger Dome
- Affably Evil: He's definitely a manipulative Well-Intentioned Extremist, but how genuinely affable he is depends on whether or not you stick with him, since he'll either try to atone for his treachery towards Albert or try to kill you in the post-game.
- Beleaguered Assistant: To Groobs.
- Bonus Boss: If you choose not to side with him, he and the Red Lion will fight you after you find Theodore's journal.
- Glass Cannon: Hits hard, but has about half the health of other party members. Less so in his boss battle, though he'll still go down faster than the Red Lion.
- Informed Ability: According to the character guide, he has the voice of an Angel.
- Kick the Dog: He secretly teleports Albert to a dungeon containing a dangerous mutant out of fear that He Knows Too Much about the Old One. Not to mention that he's willing to injure civilians during his firework stunt in order to distract Groobs. These two acts could potentially be the last straw for both Anebriate and the player.
- Manipulative Bastard: Manipulates both Groobs (under the guise of a subordinate) and Anebriate for his interests, should Anebriate turn against him however, much of his plans come undone.
- Musical Assassin: Equips Instruments and plays tunes to buff, debuff, and strike foes for poweful single-target attacks.
- Pet the Dog: If you choose to stay with Greg, he'll give Albert a share of the rebels' loot as an apology for leaving him to die.
- Token Evil Teammate: As well intentioned as he may be, Greg doesn't hesitate to dispose of people should they get in his way.
- Token Nonhuman: Aside from Sergeant B'arby.
- Well-Intentioned Extremist: While he genuinely wants change for the greater good in the Save Realm, he won't hesitate to use less than savory methods that may end up hurting bystanders. If Anebriate chooses to turn against him, Greg will immediately turn against him, and will be removed from the party for the rest of the game.
- You're Not My Father: Says this word for word when getting into arguments with his stepfather over his choice to learn music rather than finish his combat school training.
Groosashi's pet winged cat, who joins the party due to his master becoming a shut-in.
- Dark and Troubled Past: According to the Raccoon of Truth, B'arby once loved someone, but he will never love again.
- The Gambler: Most of his skillset is based on random effects and casino mechanics.
- Guide Dang It!: Even more so than Emma and Albert, he must be unlocked by finding Groosashi's Recipts from the Auction House in Freeport, which isn't unlocked until a certain point in Hobotropolis. Even then, you'll have to backtrack to find him in the mountain pass to Bowdoin
- Wolverine Claws: Equips claws.
- Arc Villain: Of the first part of the game.
- The Caligula: All the money he repossessed from Anebriate went into building a Super Castle over Palmer's church.
- Disproportionate Retribution: Taking away Anebriate's memory and riches is one thing, but demolishing Palmer's church while killing a protesting nun quickly establishes that he's too far gone to reason with.
- Fallen Hero: He once fought alongside Anebriate, Palmer, and Deemer against They, but turned against them when they left him out of the spoils.
- Jerkass Has a Point: He points out that Anebriate and the others betrayed his trust first, though he takes his revenge way too far.
- Ninja: He fights with shuriken and a ninjato and has King/Emperor Gaiden as a skill. Not to mention he uses knockout gas when he's cornered in battle.
- Promoted to Playable: In the sequel, he joins Robert and Karla's party.
- Reformed, but Rejected: The sequel's preview screenshots show that the party still doesn't trust him.
- Sdrawkcab Name: In Hobotropolis, "Evets Gnik" shows up as minor NPC in a cafe.
- We Can Rule Together: After cornering Anebriate, he offers the paladin to work for him or die. Luckily, Albert shows up and defeats him before anything can come of this.
Theodore Guildenstern Chesepeake III
- Arc Villain: Of the second part of the game.
- Broken Pedestal: To Anebriate, who was starting to warm up to him, and especially to most of the hobo population. He becomes a Rebuilt Pedestal once Anebriate reads his final message.
- Even Evil Has Standards: He might be a Well-Intentioned Extremist, but he never intended for his hostages from China to be hurt at all.
- The Extremist Was Right: In his journal, he knows his means of taking down the Old One is convoluted and manipulative, but he didn't think he could succeed if he directly told others the unbelievable truth. In the end, Anebriate unintentionally discovers the truth like he planned.
- I Let You Win: Combined with Thanatos Gambit. While he puts up a tough fight, his plan hinges on Anebriate winning and becoming involved in the Save Realm's affairs.
- Informed Ability: Despite being known as one of the most talented hobos, quite a few hobo bosses are tougher than him, including a previous Hopeless Boss Fight. He also claims that he could kill Wesley to prevent him from loading the player's save, but never does so. This is justified when it turns out part of his plan depended on Anebriate killing him.
- Jerk with a Heart of Gold: Zigzagged with Jerk with a Heart of Jerk. He seems to be the former in the first part of the game by constantly bickering with Anebriate while reconciling with him before the battle with Steve. Then this turns out to be a ruse to manipulate Anebriate into distracting the Save Council, giving him an opening to kill them. He swings back to having a heart of gold when it turns out that he only did this because he believed Anebriate was the only one capable of saving both realms from the Old One.
- Justified Save Point: He's one of many Save Hobos, who use space-time powers to aid adventurers at critical locations and towns.
- Kick the Son of a Bitch: He kills the Save Council because they were corrupt and working with the Old One.
- The Paragon Always Rebels: He was considered The Ace among all Save Hobos before turning against the Save Council.
- So Proud of You: You can find his journal in the post-game, where he explains his plans and that he believed that Anebriate could defeat the Old One again.
- Stealth Mentor: He starts the China incident to force the paladin to learn about the Save Realm and the Old One.
- Well-Intentioned Extremist: His plan amounts to destroying the Save Realm's stability so Anebriate can infiltrate the depths of Hobotropolis and kill the Old One.
- Big Damn Heroes: He gives you a chance to access the menu and save your game right before the boss battle with Theodore.
- Big Good: If you take his side during the Hobotropolis arc, Wesley and his group will depose Groobs.
- Justified Save Point: He replaces Theodore during the China arc, due to the latter breaking regulations by helping Anebriate in the Super Castle. Later, he loses this role due to all the chaos from the Save Council's demise.
- Sour Supporter: He tried to be polite to Anebriate when they first met, but had to threaten the paladin into accepting their partnership. Then he proceeds to be nearly as snarky as Theodore at each of his save locations.
- Took a Level in Badass: He starts as a newbie Save Hobo and eventually uses his powers to stand up to Theodore. If you choose his side, he'll successfully lead his rebel group to overthrow Groobs.
After the fallout from the China incident, Gorbochov becomes Anebriate's new save point as a representative of Friends Against Information Loss, or FAIL for short.
- Face of a Thug: He looks like an orc, but he's by far one of the nicest characters in the game.
- Insistent Terminology: Due to legal issues, he can't call his job "saving".
- Justified Save Point: As a member of FAIL, he can maintain save files for the player, though his organization is so new that they don't have all the save point features until near the end of the Hobotropolis arc.
- Nice Guy: Compared to the previous Save Hobos, he's always polite to Anebriate despite the latter's ditzy behavior and occasional rudeness.
- Why Did It Have to Be Snakes?: He's absolutely terrified of Emma's cat form.
A Death Knight who acts as Anebriate's rival.
- Always Someone Better: He has a history of one-upping Anebriate in almost everything they compete in. However, it's possible for the player to win a difficult drinking contest against him to avert this trope. This is also averted when he and Anebriate join different factions in Hobotropolis, only for Anebriate's faction to come out on top.
- Big Damn Heroes: Played for laughs and subverted. He thinks he's saving Anebriate and Palmer from their skeletal counterparts, but by the time he does so, the counterparts were already defeated.
- BFS: The sword stolen from Antoxicate is rather broad.
- Dark Is Not Evil: Combined with Good Is Not Nice. He's a Death Knight, but he's on the side of good for the most part, though he's a smug jerk about it.
- Jerkass: Like Blue from Pokémon Red and Blue, he's very condescending towards his rival. He does have some moments where he's a Jerk with a Heart of Gold, as listed in his Pet the Dog entry.
- Meaningful Name: Like Anebriate, his name is related to alcoholism.
- Pet the Dog: After Anebriate's party is defeated by the China kidnapper, Antoxicate looks after Anebriate while he's unconscious. He also congratulates Anebriate after the latter solves the China incident.
- The Rival: Every time he appears, the rival theme from Pokémon Red and Blue plays just to lampshade this trope.
- Skewed Priorities: During the China incident, he refuses to give Anebriate his piece of the puzzle unless the latter beats him in a drinking contest.
- The Unfought: Despite his status as being Always Someone Better to Anebriate, he's never fought at all.
- Unknown Rival: Played with, since they were already rivals to begin with, but after defeating the Old One, Anebriate will learn that Antoxicate was working for either Greg or Wesley depending on who Anebriate joined. At this point, this knowledge doesn't matter because Anebriate's side already took over Hobotropolis.
The leader of They, who waged war against Maine and nearly took over until Anebriate and his allies defeated him. He is eventually revealed to be the Old One, aka the Save God.
- A God Am I: As a Physical God, he truly believes he has the right to toy with both humans and hobos.
- Armor-Piercing Attack: He has an attack that must be blocked via Action Commands, or it'll damage a character even if they have reflect applied.
- Big Bad: He goes from Greater-Scope Villain to the Big Bad once it turns out he's still alive and planning to start another war. Not to mention he's controlling the Save Council and Groobs from the shadows.
- Fallen Hero: His purpose as an Old One was to keep watch over the Monster Realm, but he eventually decides to invade Maine.
- Final Boss: He's the last boss needed to resolve the Hobotropolis arc.
- For the Evulz: When asked why he attacked Maine, he claims that he's doing it to "give meaning" to everyone's life.
- Jerkass Gods: Combined with Jerk with a Heart of Jerk. He not only waged war against Maine out of petty boredom and ran Lewiston to the ground, it's also evident that he didn't care about his family despite Albert thinking he was a noble father.
- Luke, I Am Your Father: To Albert, who disowns him upon learning the truth about his evil, especially when it's evident that the Old One cruelly abandoned his mother in Lewiston and is responsible for the Deep Crow that killed her.
- Not Quite Dead: Somehow, he survived his battle with Paladin Deluxe Anebriate, Palmer, Deemer, and Steve.
- Physical God: The reason he nearly defeated all of Maine's forces? He's actually one of many godlike "Old Ones" who are supposed to govern various realms, but he went rogue and tried to take over the human and Save Realms.
- Shadow Dictator: The Save Council and Groobs are all in his pocket.
- Voluntary Shapeshifting: He can take whatever form he feels like for his One-Winged Angel fight. This is best shown by how the developer occasionally changes his sprite between patches.
- Walking Spoiler: For one thing, everyone thought He was still dead.
- Worthy Opponent: Despite being stronger than Anebriate's peak, he still considers the paladin to be a fellow Physical God for managing to stop him during his initial war on Maine.