Note: This page only showcases original characters from the series. For characters from the cartoon it's based on, see The Mr. Men Show.
Miss Calamity's co-worker and rival, a nerdy and highly intelligent accountant who started off as a bully to her, before eventually mellowing out and becoming her friend.
- Adorkable: After his Character Development, oh so very much.
- Alpha Bastard: When he first started out, he was this. Fortunately, he morphed into a Lovable Alpha Bastard.
- Awesome Anachronistic Apparel: He wears a yellow bowtie.
- Benevolent Boss: Towards the end of "One Calamitous Date"
- Brainy Brunette
- Brooklyn Rage: Has a very thick New York accent, and an attitude to boot.
- The Bully: Originally towards Miss Calamity.
- Cultured Badass: He listens to classical music and is a history buff.
- The Dragon: Towards Mr. Chair early in the story.
- Death Glare: Has given this on more than one occasion.
- Defrosting Ice King
- Disappeared Dad: He didn't grow up with his father. In the end it's revealed that he was working for him the whole time.
- Does Not Like Spam: He hates pineapple, especially on pizza.
- Evil Genius: Before his HeelFace Turn.
- Freudian Excuse: His father abandoned him and his mother abusively neglected him, which is what cased him to lash out at other people. Fortunately he doesn't use this to gain sympathy from other people, and decides to better himself.
- Four Eyes, Zero Soul: Although this becomes subverted in the end.
- Happily Married: With Miss Type.
- Heroes Want Redheads: Falls for Miss Type.
- Hollywood Nerd
- Hypercompetent Sidekick: Towards Mr. Chair at first. Though he actually HATES working for him, and only overachieves because he wants to get somewhere in life.
- Insufferable Genius: Is a Harvard graduate with an I.Q. of 130, and loves to gloat about it.
- Jerk with a Heart of Gold
- Kick the Dog: Gets one of these at the beginning of the story, where he dropped a doughnut Miss Calamity was about to eat on the floor just to be mean to her.
- Love Redeems: While he was starting to defrost after his Villainous BSoD, he ultimately redeemed himself after falling in love with Miss Type.
- Manchild: Despite being a 30-something-year-old man with a genius I.Q. level, he had no qualms in taunting Miss Calamity like a middle school bully. Even after maturing from that he still has shades of this, enjoying merry-go-rounds, Sunday comics, and Pokémon.
- Nerd Glasses
- Sensitive Guy and Manly Man: The sensitive guy to Mr. Chair's manly man.
- Smug Snake: He fortunately gets better.
- Trademark Favorite Food: Pizza.
Miss Calamity's chauvinistic, aggressive, tyrannical, and lazy (former) manager. Although later artworks show that he has changed for the better, in One Calamitous Date, he's a massive Jerkass and the Big Bad. At end of the story, he was revealed to be Mr. Toil's long-lost father.
- 0% Approval Rating: NOBODY at Miss Calamity's workplace likes Mr. Chair. Even Mr. Toil, who initially sucked up to him, admits to having a disdain for him, and flat out turns against him towards the end of the story. He also has earned contempt outside of work due to his horrible personality in general.
- Abhorrent Admirer: He is attracted to Miss Calamity, despite the fact that she cant stand him.
- Bad Boss
- Big Eater: Downplayed. While he's never really seen eating enormous amounts of food at once, he's a Fat Bastard who indulges in junk food and gets extremely impatient when his food takes a long time at restaurants.
- Big Ol' Unibrow: A combination of Type I and Type II.
- Berserk Button: Getting his coffee wrong.
- Big Bad: Of One Calamitous Date.
- Break the Haughty
- Brooklyn Rage
- Butt-Monkey: Due to his jerkassery, hes the unluckiest one in the cast.
- Deadpan Snarker
- Dirty Coward: When confronted by a sea monster, Mr. Chair pushes Miss Calamity and a random fisherman into his path and takes off.
- Dirty Old Man: Hes at least middle-aged, yet fawns over women much younger than him.
- Cool Old Guy: After his HeelFace Turn and Character Development, especially towards his grandchildren.
- Even Evil Has Standards: He was horrified when he believes he ran over Mr. Just. He's also disgusted by domestic abuse.
- Fat Bastard
- Fat Idiot
- Formerly Fit: Used to be a skinny guy, but is now obese.
- For the Evulz: His petty torment of Miss Type (amongst other employees) seems to be based around this.
- Guttural Growler: His voice has been mentioned to sound very deep and raspy.
- Hair-Trigger Temper: He has some rather frightening anger issues.
- Hates Everyone Equally: He's a miserable person who doesn't seem to get along with anyone. At least this was until character development when he started to show love to his family, especially his grandchildren.
- Hate Sink: Starts as this initially. Subverted after he goes through a HeelFace Turn.
- Hidden Depths: Has an interest in movies and dogs.
- Huge Guy, Tiny Girl: The huge guy to Miss Types tiny girl.
- Hypocrite: He makes fun of an employee's weight, despite having a large gut, something that he put upon himself anyway from a horrible diet. He also calls Miss Type ugly despite being old, balding, and conventionally unattractive.
- I Was Quite a Looker: Was thin and had a full head of hair when he was younger.
- Jabba Table Manners: He burps loudly during his dinner with Miss Calamity, and then moments later gets drunk off wine.
- Jerkass: In One Calamitous Date, big time.
- Jerkass Realization: He eventually started to realize how horrible he has been all these years, and attempts to redeem himself.
- Jerk with a Heart of Gold: Finally started to mellow out eventually, and seems to genuinely love his grandchildren.
- Mean Boss
- Must Have Caffeine: Without caffeine in his system, he can throw a rather nasty tantrum if you do so much as get him the wrong coffee.
- My God, What Have I Done?: Is visibly horrified when he runs over Mr. Just.
- Pet the Dog: A quite literal example in that he has a soft spot for dogs. He even eventually gives his grandchildren a puppy for Christmas, to try to be on good terms with his family. There's also a very minor moment in the "One Calamitous Date" story where he gets Miss Calamity something to eat for lunch, and even apologizes for making her drop her phone in the ocean.
- Pointy-Haired Boss: Incompetently lazy, and compared to Mr. Toil and Miss Type, he's not much in the brains department.
- Politically Incorrect Villain: He has a shallow attitude towards women, and uses "retard" as an insult.
- Psychopathic Manchild: He throws temper tantrums like a three-year-old when he doesnt get his way and childishly complains when hes bored, to the point where he makes pre-development Mr. Toil look mature by comparison.
- Sensitive Guy and Manly Man: The manly man to Mr. Toil's sensitive guy.
- Sir Swears-a-Lot: He swears the most out of the other characters.
- The Slacker: Despite being, well, an office manager, he's barely even efficient in his job and mainly just forces his secretary to carry out his own work. Really, the only tasks he does himself is hiring, firing, and bossing around employees.
- Trademark Favorite Food: Coffee and soda. He gets rather irritable if he's deprived of either of these.
- Villainous Crush: On Miss Calamity.
- Would Hit a Girl: He's a bully to Miss Type and at one point he poured (thankfully iced) coffee over her. Miss Calamity was scared that he would start hitting her or throwing things like staplers at her.
- Why Did It Have to Be Snakes?: He's afraid of cats. And heights.
Little Miss Type
Mr. Chair's personal assistant, or used to be, whom he verbally abused, overworked, and underappreciated on a daily basis. In the story, she assists Miss Calamity in getting revenge on Mr. Chair, in retaliation for all his mistreatment towards her. When Mr. Chair got fired from his job and Mr. Toil became manager, she not only becomes the latter's secretary, but also falls in love with and eventually marries him.
- Adorkable: Shes a mousy, shy, nerdy Butt-Monkey.
- All of the Other Reindeer: Was bullied as a child.
- Beleaguered Assistant: Towards Mr. Chair while working for him; while she's competent at her job and actually enjoys secretarial work, the main problem is that she would rather work for anyone BUT Mr. Chair.
- Beware the Nice Ones: She is generally nice, but is definitely prone to snapping after being walked on one too many times.
- Blind Without 'Em
- Deadpan Snarker
- Extreme Doormat: Though she eventually learned to stand up to her bosss controlling behavior.
- Fiery Redhead: A bit more down-to-earth than the other characters, but can definitely be fiery when the time calls for it.
- Happily Married: With Mr. Toil
- Hollywood Nerd
- Huge Guy, Tiny Girl: The tiny girl to Mr. Chairs huge guy.
- Jewish and Nerdy
- Joisey: From New Jersey, accent and all.
- Mistreatment-Induced Betrayal: She finally turns against Mr. Chair after years of abuse.
- Nerd Glasses
- Plucky Office Girl
- Redheads Are Uncool
- Sassy Secretary
- Shrinking Violet: Though Mr. Toil helped improve her confidence.
- Single Woman Seeks Good Man: She eventually falls for Mr. Toil, being one of the few people who were good to her.
- Twofer Token Minority: Is Jewish, and the only one of the main cast to hail from a different U.S. state.
- Women Are Wiser: Played straight with her and Mr. Chair, though averted with her and Mr. Toil.
Mr. Just/Officer Just
- Fair Cop
- Hair of Gold, Heart of Gold
- Nice Guy: The nicest character in the story
- Reasonable Authority Figure
- Shallow Love Interest: He has no purpose in the story other than to throw Miss Calamity a bone and jumpstart Mr. Chair's Laser-Guided Karma. It's later revealed that they broke up and became Just Friends some point after the story just to simply avert this.
Little Miss SuperiorMiss Calamity's other cubical neighbor, who is known to use her looks to get what she wants.
- Alpha Bitch: An workplace version. She constantly picks on Miss Calamity and acts like a mean girl in general. She even tries to victimize Mr. Toil at some point in the story only to get the short end of the stick after Mr. Toil reveals a rather disgusting secret about her.
- Brilliant, but Lazy: She could easily get work done if she put her mind to it, though the problem is she would rather not.
- Country Matters: The only character to use the C-word.
- Dumb Blonde: Sees herself as this.
- Really Gets Around
- Womanchild: She still acts like a bitchy teenager, despite being an adult.
Little Miss DelicateA co-worker of Miss Calamity. Very quiet and sensitive, she is often on the receiving end of insults from Mr. Chair.
- Beta Bitch: She is usually alongside of Miss Superior assisting her, though she's too nice to really be a threat.
- Fat Girl: Which results in her being a target for Mr. Chair.
- Nice Girl: She genuinely doesn't hold any ill-feelings towards anyone. While she does do a few questionable things, like teaming up with Miss Superior in antagonizing Mr. Toil, or telling Miss Calamity that she didn't want to talk to her out of fear of being made fun of, she is usually very polite and non-malicious.
- Shrinking Violet: Even moreso than Miss Type.
Mr. DullA male employee at Miss Calamity's workplace, who is a stereotype of your everyday office drone.
- The Comically Serious: Despite being a no-nonsense guy, he often finds himself caught in strange or funny occurrences, often to his exasperation.
- Creepy Monotone
- Pet the Dog: He genuinely cares for his wife and kids.
- The Stoic
Mr. OptimisticAnother male co-worker of Miss Calamity, who is usually upbeat even while working his dreary job. He often tries (and fails) to make friends with the boss, unaware that Mr. Chair finds him annoying for his overly-happy attitude.
- All-Loving Hero: He doesn't seem to consider himself an enemy to anyone, including his Mean Boss.
- Comically Missing the Point: He fails to see that Mr. Chair actually hates him. Even when Mr. Chair throws a cake in his face, it still doesn't phase him.
- Nice Guy: He's probably the most affable employee in the building.
- The Pollyanna
Little Miss Business
Mr. Toil's mother, and Mr. Chair's ex-wife.
- Abusive Parents: Her attitude towards Mr. Toil is...unsettling to say the least.
- Bad Boss: If the way she treats her assistant is anything to go by.
- Bigger Bad: She was the reason why Mr. Toil was the way he was, and possibly one of the reasons why Mr. Chair is as bitter as he is.
- Corrupt Corporate Executive
- Hate Sink
- Jerkass: She is a slimeball of a businesswoman who yells at her assistant, and doesn't care about her son at all. Unlike Mr. Toil and Mr. Chair, this is played completely straight, with no moments of kindness.
- Jerk with a Heart of Jerk: You think she would learn from her wrongdoings and make amends with her son? You're completely wrong.
- Married to the Job: A rather serious example, as she cared more about her job than her son and now ex-husband to the point of flat-out neglect.
- Not So Different: As much as she denounces her association with Mr. Chair, the two have a lot of similarities to each other. Both of them run a company, have glasses-wearing, opposite-gendered secretaries whom they maltreat on a daily basis (formerly in Mr. Chair's case), have blue, elongated bodies, and are mean, cruel, and abusive people who abandoned their son, get angry over botched food requests, and park in handicap spots. Though the only difference is that Mr. Chair improved himself and became a better person, while Miss Business still remains a flat, static character with no redeeming qualities.
- Trademark Favorite Food: Sushi, specifically spicy tuna rolls. She gets really upset when she gets the wrong sushi.
- Walking Spoiler
Little Miss Endeavor, Mr. Moil, and Mr. Bookish
Mr. Toil and Miss Type's children, fraternal triplets whom they have at some point after the events of the story. Miss Endeaver is the oldest, Mr. Moil is the middle child, while Mr. Bookish is the youngest.
- Academic Alpha Bitch: Miss Endeavor.
- Annoying Younger Sibling: Moil is this to Endeavor.
- Big Brother Bully: Mr. Moil to his siblings sometimes, although downplayed since he simply just teases rather than flat-out bully them, and he does care for them deep down.
- Black Sheep: Mr. Moil is a jock to contrast his nerdy parents and siblings.
- Foolish Sibling, Responsible Sibling: Moil is the foolish sibling to Bookish and Endeavor's responsible sibling.
- Freudian Trio: Moil is the Id, Bookish is the Ego, and Endeavor is the Superego.
- Generation Xerox: Miss Endeavor and Mr. Bookish basically act like a genderbent Mr. Toil and Miss Type.
- Identical Grandson: Somewhat with Mr. Bookish and Mr. Chair. Bookish acquires Miss Type's circular shape and red hair, but inherits Mr. Chair's light blue color for some reason.
- Kidanova: Mr. Moil is mentioned to be this. Though sometimes he falls into Casanova Wannabe territories, like with Miss Stern.
- Lovable Jock: Mr. Moil, at least to his peers. To his siblings, he acts more like a Jerk Jock.
- Morality Pets: To Mr. Chair.
- Sensitive Guy and Manly Man: Mr. Bookish is the sensitive guy to Mr. Moil's manly man.
- Two Guys and a Girl
Miss Business's assistant.
- Distaff Counterpart: To Miss Type, though he's even more of an Extreme Doormat than her.
- Extreme Doormat
- The Ghost: In the story, though his appearance was revealed eventually.
- Nice Guy: A least compared to his boss. If the official artwork for him is anything to go by, he seems to be a genuinely decent guy and only follows through with Miss Business's antics because it's his job.
A famous movie star who appears to be a friendly guy to the public, but is actually a spoiled, bad-tempered, narcissistic prima donna. He's had a burning hatred towards Mr. Happy ever since he "stole" the role he wanted in a movie, though this is unbeknownst to the optimistic Mr. Happy, who thinks the two are good friends.
- Attention Whore
- "Awesome McCool" Name
- Bad People Abuse Animals: In his Establishing Character Moment, he throws a cat across a room and screams that he hates animals.
- Big Bad: Of "Golden Sunshine"
- Bitch in Sheep's Clothing
- Green-Eyed Monster: He becomes jealous of Mr. Happy when the latter started to receive more fame than him.
- Hair-Trigger Temper: Has as nasty of a temper as Mr. Chair does
- Hot Guys Are Bastards: Lusted over nearly every Little Miss, yet is a complete and utter Jerkass.
- Nice Character, Mean Actor: He acts like a Nice Guy on camera, but once they stop rolling he is horribly abusive to people.
- Rich Bastard: A very wealthy and famous movie star.
- Sore Loser: He didn't react kindly to his most recent movie getting negative reviews, and Mr. Happy's movie getting positive reviews.
Little Miss Rocker
Miss Sunshine's manager, who runs the flower store she works at.
- Deadpan Snarker
- Fallen Princess: Originally the lead guitarist to a metal band, until she was fed up with celebrity life and left, downgrading herself to a flower store manager. She doesn't seem to mind living a normal life, even criticizing celebrity life, though does miss music sometimes.
- Jerk with a Heart of Gold
- Mean Boss: Downplayed. She comes off as a stern and strict manager who's a Deadpan Snarker, but does show at least consideration for people, even towards Miss Sunshine.
Little Miss Bubbly
Miss Sunshine's best friend.
- Blue Is Heroic: She's light blue colored and a Nice Girl.
- Celeb Crush: Towards Mr. Destiny. Though her crush towards him started to fade after meeting Mr. Chill.
- Spoiled Sweet: Spoiled by her wealthy father, yet is a nice person and caring towards her best friend Miss Sunshine.
- The Pollyanna
- Valley Girl
Mr. Happy's best friend, a successful reality show host.
- Big Fun
- Fat Best Friend
- Nice Guy
- Uncle Pennybags: He's a rich reality star who lives a lavish lifestyle, but is a Nice Guy and is best friends with Mr. Happy.
Little Miss DivaA famous pop star, who Mr. Happy used to date.
Miss Magic's manager, a greedy and arrogant magician who owns a magic show. He's a Bad Boss to Miss Magic, pretty much treating her like a prop for his shows, and constantly looking down on her for having trouble with her magic skills.
- Bad Boss
- Blessed with Suck: He's a very competent wizard with powers even more extraordinary than Miss Magic's...which he can't even use too much or else he'll die.
- Card-Carrying Villain: He's not a good guy, and revels in this fact.
- Evil Counterpart: To Miss Magic.
- Evil Is Hammy: Has a very pretentious and grandiose attitude, moreso than other characters.
- Evil Sorcerer
- Green and Mean
- Husky Russkie: Has a thick Russian accent and is very well evil.
- Only in It for the Money: He only runs a magic business for the cash, not because he actually enjoys doing magic. Understandable that he would hate magic since using it can literally kill him, but the fact that he's willing to risk his life to make a quick buck proves his extreme materialism.
- Psychic Nosebleed: Having a medical condition that makes him prone to bleeding out if he uses his powers too much, he often suffers from this.
- Right-Hand Cat: His pet rabbit, Pixie, who he uses for his magic shows and has a soft spot for.
- Sweet Tooth: He is mentioned to love sweets and desserts.
- Villain with Good Publicity: His magic shows are popular and he's fairly famous. Forget the fact that he's an avaricious Evil Sorcerer who veers into supervillain-territories.
The owner of the restaurant Mr. Rude works at, and Mr. Rude's boss. A bit on the ill-tempered side and bent on giving his restaurant a good name, he is demanding to his employees, and is especially harsh with Mr. Rude, whom he can't stand. On the other hand, he is benevolent to costumers, wanting to give them the best experience possible and provide a good reputation for his establishment.
- Big Eater: He loves food, and eats a lot, resulting in his large body shape.
- Bilingual Bonus: His name is French for "gluttony".
- Chubby Chef: He's a large guy, due to his love of food.
- French Jerk: Downplayed. He's not a jerk in general, just to Mr. Rude.
- Supreme Chef: He takes his work very seriously.
A renown food critic/former TV chef from England. He tends to be rather aloof and bitter towards people, though if you manage to impress him enough with your cooking, he can turn out to be a decent guy. One of his major pet peeves is restaurants that lack cleanliness, and is immediate to chastise any restaurant that has the slightest hint of being unsanitary.
- Berserk Button: Restaurants that aren't clean.
- Expy: Of Anton Ego, obviously, with also a bit of Gordon Ramsay thrown in for good measure.
- Jerk with a Heart of Gold: He's an affable guy once you get to know him.
- Mean Brit
- Mean Character, Nice Actor: Downplayed. He's much less scarier than how he appears on TV and can be friendly to people, though is still a strict and hard-to-please food critic.
- Neat Freak: Courtesy of his obsession with clean restaurants.
Mr. Tickle's boss, a businessman and CEO of the Japanese toy company that Mr. Tickle works at. Dedicated to his work, he is a good-natured, honorable man who is well-liked among the workplace he runs. Despite being impatient at times, he is fair to employees. He is also on good terms with Mr. Tickle and sees him as an employee with potential (though he does find his tickling annoying).
Mr. Nervous's sidekick in his job. Despite his youth and size, he's brave, energetic, and always up for adventure. He's always the one to help Mr. Nervous overcome his fears so that he can succeed in his job of filming ghosts.
Little Miss Bell
Miss Whoops' boss, a woman with a thick Southern accent who runs the diner that Miss Whoops works at. Since the diner doesn't really get much business, she doesn't make much of a big deal over Miss Whoops' accidents, and keeps her around since she is understanding of the clumsiness that she can't help. She does try to help Miss Whoops improve at her job.