->''You are the worst group of people who have ever lived.''
-->--Bruce Mathis


!The Gang

[[folder: In General]]
[[caption-width-right:350:Left to right: [[ManChild Mac]], [[AttentionWhore Dee]], [[WildCard Charlie]], [[TheHedonist Frank]] & [[{{Narcissist}} Dennis]]]]
* {{The Alcoholic}}s: All of them (except for Frank) come to the realization that they're alcoholics after experiencing terrible withdraws. Frank becomes more of an alcoholic in "[[ExactlyWhatItSaysOnTheTin The Gang Gives Frank an Intervention]]." Although the reasons the gang gives him an intervention aren't necessarily normal.
* AntiHero: At their absolute best, they manage to be these.
* BadBadActing: Technically applies to the whole Gang at certain times, but Sweet Dee is arguably the in-universe champion of this one. Kaitlin Olson's ability to portray a bad aspiring actress and stand-up comic is nothing short of genius.
* ComedicSociopathy: The show as a whole.
** {{Heroic Comedic Sociopath}}s: On a good day. And the "heroic" part is usually accidental.
* ComicTrio: Dennis is often the clueless leader (occasionally an ignored voice of reason). Mac is often either the dumb follower or ignored voice of reason (occasionally a clueless leader). Charlie often plays the dumb follower (but occasionally an ignored voice of reason).
* DumbIsGood: The borderline illiterate Charlie is the closest thing the group has to a decent person. In contrast, Dennis, the only member of the group who has had a higher education, is easily the worst of the bunch.
** While it's played straight within the gang, the gang as a whole averts this trope because they are in general both immoral jerks and idiots.
* FiveManBand: Lampshaded. Throughout "The Gang Solves the Gas Crisis", they argue over their roles in the group. Using their terminology, they end up agreeing on this:
** [[TheHero The]] [[TheLeader Looks]]: Dennis
** [[TheLancer Wild Card]]: Charlie
** [[TheSmartGuy The Brains]]: Mac
** [[TheBigGuy The Muscle]]: Frank
** [[TheChick The Useless Chick]]: Dee
* {{Flanderization}}: Every member of the gang gets more extreme in their characterizations as time passes.
* FourTemperamentEnsemble: Charlie is sanguine, Dennis is choleric, Mac is melancholic, Frank is choleric/sanguine, and Dee is phlegmatic.
* FreudianExcuse: As detailed below, all of them except Frank have one.
* FreudianTrio: Charlie is TheId, Mac is TheEgo, and Dennis is TheSuperego.
* HiddenDepths: A minor one, but singing appears to be the one thing all of them are actually any good at, which they each show off pretty frequently.
* {{Hypocrite}}: All of them are quite adept at pointing out the others' flaws, while completely ignoring their own glaring problems.
* {{Jerkass}}es: They're spiteful schemers.
** JerkWithAHeartOfJerk: Whenever they do anything remotely heroic it's for selfish reasons.
* LargeHam: All of them are prone to ranting while shouting at the top of their lungs. Dennis is easily the best at ranting while Charlie is the best at shouting.
* LoserProtagonist: No matter what Dennis says, all of the Gang live in squalor and find no success in life.
* LowerClassLout: All of them are poor, unintelligent white trash who regularly engage in petty theft and violence. Dennis and Dee like to think of themselves as above this, but neither of them are.
* NoSocialSkills: Only Dennis has anything even close to normal social skills, and that's only in comparison to the others.
* SmallNameBigEgo: All of them fit this description, though Dennis really stands out.
* SmartBall[=/=]SanityBall: Any character within the gang can play the role of the OnlySaneMan for a scene or two. From most common to least, the people likely to get the Smart Ball are Dennis, Dee, Mac, Frank, and then Charlie though this could be changed at a moment's notice.
* TrueCompanions: Dysfunctional ones but a fellowship nonetheless.
* {{Unsympathetic Comedy Protagonist}}s: Their rude, immoral behavior and misfortunes are PlayedForLaughs. The most sympathetic being Charlie and the least sympathetic being Dennis.
* {{Villain Protagonist}}s: Don't hang out with those guys, or they'll crush your spirits and make you as vile as them.
* VitriolicBestBuds: At best.
* WithFriendsLikeThese: They constantly sabotage each other with dangerous stunts and yet they're still close enough to sing a cappella every once in a while.

!!Dennis Reynolds
[[caption-width-right:350:''"I'm going for that Jesus on the cross look."'']]
->'''Played By:''' Creator/GlennHowerton

-->''"My nose was chiseled by the gods themselves, Frank. My body was sculpted to the proportions of Michelangelo's David."''

A co-owner of Paddy's Pub and is Deandra's twin brother. The most sociopathic of the characters, Dennis is abrasive, narcissistic, selfish, histrionic and vain. Much of his inflated ego is perpetuated by his Ivy League education at the University of Pennsylvania where he minored in Psychology.
* AGodAmI: For some reason, realizing that he controls his own life in "Charlie Rules the World" leads to this mindset.
* AlliterativeName: Uses the pseudonym "Hugh Honey" in "The Gang Exploits the Mortgage Crisis".
* AmbiguouslyBi: Although Dennis is a serial womanizer, he also delves pretty heavily into this area as well:
** There is an episode called "Mac and Dennis Break Up." The title of the episode is only the beginning of the pseudo-romantic relationship antics.
** In "The Aluminum Monster vs. Fatty Magoo" Dennis dresses up in a tight silver dress to "properly model it", using basketballs as "breasts" and wearing bright red lipstick. He does this while listening to Rick Astley. He considers this the highest point in his life. Or, as he calls it, his "peak."
** In "America's Next Top Paddy's Billboard Model Contest" he competes to be the male model on the [[spoiler:non-existent]] Paddy's billboard. His outfits get gayer and gayer each scene -- going from a polo to a tight grey v-neck with a black cropped vest.
** Dennis thinks he knows absolutely everything there is to know about gay sex. As seen in "The Gang Sells Out." And he considers himself to be a power-bottom.
** In the first episode of the entire series, Dennis has a drunken threesome with two men that wasn't part of the plan to get revenge on Dennis for his comments on gay men.
** In "Paddy's Pub: Home of the Original Kitten Mittens", Dennis models a pair of thong underwear he plans to sell at Paddy's, saying, "I'm not wearin' these because I'm comfortable, I'm wearin' 'em because I wanna ''turn you on!''
** In "The Gang Reignites the Rivalry", he tells Frank that back in college, he would stick the tip of his penis in his frat brothers' mouths.
** Mac makes a plan to "plow some ass." Dennis' reaction is to smile and nod his head, seemingly totally on-board with the plan. When Mac clarifies "not gay sex" Dennis looks upset, and says he thought that's what Mac meant.
** When Dennis and Mac become manhunters, Dennis is just as onboard as Mac is with all of the homoerotic pranking.
** The DVDCommentary track to ''Mac and Dennis Break Up'' basically confirms that Mac and Dennis are in the closet, with Rob[= McElhenney=] saying that he's spinning all over the place with his sexuality but will eventually "land on a dick".
** Dennis in "The Gang Dines Out" sings "You're the Wind Beneath My Wings" (as a tribute) to Mac.
* BadassBoast: Incredibly skilled at giving these.
--> (After getting accused of peaking in High School by Dee)
--> '''Dennis:''' "Peaked? Peaked, Dee? Let me tell you something: I haven't even ''begun'' to peak. And when I do peak, you'll know. Because I'm gonna peak so hard that everybody in Philadelphia's gonna feel it."
* BerserkButton: Claiming that he peaked in High School, questioning his success with women or suggesting that he isn't the social God he believes himself to be is not a good idea.
* CampStraight: Dennis is obsessed with his own body and wears make-up.
-->'''Charlie:''' Are you wearing makeup?
-->'''Dennis:''' I'm always wearing a little bit of foundation but that's not the point.
* CasanovaWannabe: Dennis does well with women, but he isn't the magnetic charmer that he considers himself to be. The women he targets are usually dim, vulnerable or far too trusting.
* TheCharmer: Considers himself this and, to his credit, he seems to be pretty good at making a good first impression on people.
* ControlFreak: To the point of ordering dishes for the other members of the gang at restaurants. A therapist becomes rather interested when he reveals that he's been keeping psychological dossiers of the gang, having started Dee's 'file' when they were children.
* DeadpanSnarker: Tends to snark on the others' idiocy with callous indifference.
* {{Deconstruction}}: Of the OnlySaneMan, namely [[ManipulativeBastard what]] [[TheSociopath kind]] [[LackOfEmpathy of]] [[{{Narcissist}} person]] they have to be to hang out with a group of assholes.
* DirtyCoward: When getting mugged, he, like most of the gang, ran away and pushed Dee closer to the mugger.
* EvenTheGuysWantHim: When Paddy's briefly became a gay bar.
* TheFace: He's the only member of the group who can function in certain social situations.
* FauxAffablyEvil: Dennis is quite capable of appearing charming and even likable, but there's a definite sense of cruelty to his actions.
* {{Fetish}}:
** Anonymous sex, particularly glory holes. Major plot point of "Mac & Charlie Die Part 2."
** Controlling someone else's life. Before it he was just creepily controlling over minor things like meal decisions, but season 8's "Frank's Back in Business" confirms that it's a sexual thing when Dennis attempts to "get off" by impersonating a dead businessman.
** The season 7 finale reveals he also has a thing for bondage, which actually ties in quite nicely with the control-freak tendencies mentioned above (though it's also implied the reason he uses duct-tape and rope for sex is that he's dealing with women who are... less than eager).
* FreudianExcuse: His amoral father Frank. His mother also heavily favored him to Dee, constantly feeding his ego to the point that by ''high school'' he referred to himself as a "golden god."
* FutureLoser: Frequently states that he was the BigManOnCampus (and peaked) while in High School. [[spoiler:The Season 7 finale reveals that this was all a lie; Dennis was no more popular than Mac and Charlie. He's just deluded.]]
* HandsomeLech: Although Dennis isn't nearly as much of a Casanova as he thinks, he is still a serial womanizer. And he gets plenty of women and gay men interested in him. Just not as much as he thinks. In fact, some women are turned off his behavior, either thinking he's a {{jerk|ass}} or CampGay.
* HeroicComedicSociopath: He has his moments, though the "heroic" part is usually accidental.
* HeterosexualLifePartners: With Mac. They live together, work together, spend all their free time together, and check in with each other several times a day to make sure the other is okay.
* IncestSubtext: Has a weird habit of calling his sister "baby", "babe" and "babygirl." They also slow-dance in "The Gang Dances Their Asses Off". Though he also is the loudest of all the gang when it comes to insulting Dee and pointing out every physical flaw, and in the episode where it was implied Dennis might have unknowingly slept with her, he literally would not stop vomiting. When Dee's about to leave, Dennis decides to go beyond subtext and gives her a [[spoiler:speech about how he's perfect for her and loves her.]] So he could go to Hollywood with her. This says one of three things, either:
** a) he does really love his sister.
** b) he's willing to be romantically involved with her, just so he can go to Hollywood.
** c) the only way he knows to manipulate a woman is in a pseudo-romantic fashion.
* InformedAttractiveness: InUniverse. While Dennis ''is'' actually attractive, he's nowhere near the Adonis that he claims to be. Even Mac, who's shown to be a little attracted to Dennis himself, is aware that he isn't as attractive as he thinks, instead preferring Rex. Out-of-Universe, Mac and the Waitress have shown interest and then there's his serial womanizing.
* InstantExpert: Thinks of himself as this, but the reality is otherwise.
* ItsAllAboutMe: He couldn't care less about his friends most of the time.
* IvyLeagueForEveryone: He went to University of Pennsylvania and, unlike his sister, he graduated.
* KarmaHoudini: The most likely member of the Gang to occasionally escape punishment.
* KavorkaMan: While he's pretty good looking, Dennis sleeps with far more women than his modest attractiveness and terrible personality should allow. Later episodes show just ''how'' he manages to be a Kavorka Man by revealing him to be an emotionally manipulative serial rapist.
* LackOfEmpathy: He seems perfectly okay with horrible things happening to regular people. See TheSociopath entry for more details.
* TheLeader: While the Gang are perpetually betraying each other and constantly attempting to claim the role of leader, Dennis, due to his status as a ManipulativeBastard ControlFreak, tends to assume this position most frequently.
* {{Lolicon}}: Has an obsession with younger girls. Only dated freshman in High School. Even when he's now in his mid thirties, he likes to go for 18 year old girls still. Charlie points out that's kind of weird.
* ManipulativeBastard: The D.E.N.N.I.S. system is a masterclass in heartlessly manipulating a woman into having sex with you, stringing her along in a semi-relationship and seperate completely entirely for the thrill of having her fall in love with you.
* MistakenForGay: In "The Gang Gets Racist" Terrell, Dee's friend from acting class, is quite ''interested'' in Dennis. When they turn the pub into a gay bar, his greed and vanity is perfectly comfortable with letting all the guys flirt with him as long as he was making cash and feeling good about himself. In "High School Reunion", a married women who he's hitting on is confused when he says that he wants to show her what a boring piece of shit her husband is by doing sexual things to her because he gossiped about her husband and wore makeup and a girdle.
* MistakenForMurderer: In "Mac is a Serial Killer" Dee and Dennis pretend to be serial killers and stalk The Waitress. They get really into it.
* MrFanservice: Certainly ''considers'' himself to be this, and while Glenn Howerton ''is'' quite attractive, Dennis' obsession with remaining slim and trim to the point of bulimia is frequently played for {{Squick}}.
* {{Narcissist}} : For a perfect example, in "Charlie Rules The World" he blows himself in a state of realization that he is God of his own universe.
* NeatFreak: Keeps everything he owns in pristine condition, and freaks out when this gets threatened.
* NonActionGuy: While none of the Gang are particularly good fighters, Dennis is not only shown to be useless in a fight but in terrible shape, to the point of getting winded after playing a few seconds of tennis.
* NotSoAboveItAll: Dennis, apparently the most normal of the Gang, is slowly revealed to be the most sociopathic of all of them.
* OfCorsetsFunny: Dennis is so obsessed with primping that he wears a girdle when he wants to look his best.
* OnlySaneMan: Tends to play this more frequently than the rest of the group, however, this is horribly subverted just as frequently as Dennis' NotSoAboveItAll moments almost always verge into TheSociopath territory.
* ThePornomancer: Although Dennis doesn't necessarily live up to his ego, a lot of people have shown attraction to him. And he has several video tapes of him having sex with a different woman in each one.
* PsychopathicManchild: While Mac and Charlie are more openly immature and childish, Dennis' immaturity takes form in the spiteful way he reacts when not given his way, his lack of responsibility and self-awareness and his inability to see the considerable psychological damage he inflicts on everyone around him as anything more than a game.
* RedOniBlueOni: Blue Oni to Mac's Red.
* {{Schemer}}: The D.E.N.N.I.S. system for seducing women. [[spoiler: Demonstrate value, Engage physically, Nurture dependence, Neglect emotionally, Inspire hope, Separate entirely]]
* ShirtlessScene: In nearly every episode of Season 3, Dennis "pops his shirt off."
* SissyVillain: A rare VillainProtagonist version.
* SmallNameBigEgo: So much that this could probably be renamed ''The Dennis''. He has amounted to absolutely nothing in his life beyond having rich parents, yet has been referring to himself as a [[AGodAmI "Golden God"]] since ''high school!''
* SmugSnake: Nowhere near as smart or charming as he clearly thinks he is.
* TheSociopath: Frequently implied.
-->'''Dennis:''' I am having--this is crazy--but I'm having feelings again, like some kind of 14 year-old kid or something. I mean, you remember feelings, right?\\
'''Mac:''' Yeah. I have feelings every single day of my life.\\
'''Dennis:''' Do you?\\
'''Mac:''' Are you saying you don't have ''feelings?''
** It gets ''really'' creepy in "The Gang Buys a Boat", where Dennis tells Mac the reason they bought the boat would be so he could bring women on it and have guaranteed sex with them. By his logic, a woman would never say no to sex on a boat because of "the [[ImpliedDeathThreat implication]]."
** His whole subplot in "Charlie's Mom has Cancer" revolves around how he's stopped feeling emotions; lack of emotion is one of the biggest (if not ''the'' biggest) signs of a sociopath.
** When he reveals that he has an entire system for emotionally manipulating and abusing women, Dee straight up calls him one, with good reason. Other gags in various episodes imply he's perfectly comfortable with outright raping women, to the point of having a special hidden compartment in his car for duct tape and ropes.
* TenorBoy: Plays one of these during the production of "The Nightman Cometh" and in general isn't afraid of showing off his ''incredible'' falsetto.
* TheyLookJustLikeEveryoneElse: A comedic example. Dennis appears to be the most well-adjusted, handsome, and friendly member of the gang at first glance. Under the surface he's a sociopath whose favorite activities involve manipulating women into sex and exercising total control over his friend's lives.
* TokenEvilTeammate: While the whole group is made up of horrible people, Dennis is the only one who is shown to be undeniably evil.
** When he's rejected by the wife of the man who had sex with his prom date at his high school reunion, he rushes out to his car fetches items including ropes and duct tape. When questioned, he begins screaming that he needs his "tools" and that he needs to "bind and be bound." When he's rejected by his old fraternity, he becomes increasingly unhinged, screaming in harsh falsetto that they're all "idiots!" and he's "a goddamn legend!"

[[folder:Sweet Dee]]
!!Deandra "Sweet Dee" Reynolds
[[caption-width-right:350:''"Good luck with those kegs, boners."'']]
->'''Played By:''' Creator/KaitlinOlson

-->''"See this is the part where I would volunteer to be the girl on the billboard and you guys would find some reason not to and compare me to some sort of animal like a giant bird."''

Dennis' twin sister, the main bartender at Paddy's Pub and the show's main female character. Sweet Dee dreams of becoming an actress although she lacks any apparent talent and occasionally suffers from debilitating stage fright. She wore a back brace in high school, leaving her with the nickname "the Aluminum Monster". She majored in Psychology at the University of Pennsylvania but failed her classes. Dee lives in an apartment alone, although she had a cat at one point until it became trapped in her wall.
* AbusiveParents: Her mother thought she was completely worthless, going as far as to call her "a mistake" in her will in spite of the fact that Dee's a twin.
* AllOfTheOtherReindeer: Dee was mocked in school for her back-brace.
* AttentionWhore: Dee desperately craves approval, affection and attention. She has trouble gaining approval and affection, so she's happy enough to settle for (usually negative) attention.
* BackFromTheDead: After Mac, Charlie and Dee fake their own deaths, they hide in the office of Paddy's. When Frank and Dennis come in, they run out -- carrying sparklers -- and Sweet Dee yells "Surprise, bitches! We're alive and it's blowing your MINDS right now!"
* BlondesAreEvil: Sometimes.
* ButtMonkey: Watch any episode of this show. Any episode. If not her, then Charlie. Usually both of them.
* CharacterTics: Kicks in the air when she's angry. Stems from Frank asking to be a part of The Gang, and Dee threatening to "kick the pillars [of Paddy's] in" while kicking at Frank.
* CharacterizationMarchesOn: Sweet Dee's character was originally written to be the [[WomenAreWiser voice of the reason]] or the [[TheChick "useless chick"]]. Kaitlin Olson described the dialogue as "Charlie says something hilarious. Mac says something hilarious. Dennis says something awesome. And Sweet Dee goes 'You guys! That won't work!' " By the end of the first season, Dee is just as deranged and depraved as the guys.
* TheChewToy: Pretty much guaranteed to suffer the worst out of the Gang in any given episode.
* DeadpanSnarker: She has her moments. Of course, that comes with [[ButtMonkey having to put up with the boys' shit]].
* DelusionsOfEloquence: She's nowhere near as classy as she thinks she is.
* EatsBabies: Or, at least claims to in "Hundred Dollar Baby."
* FagHag: In "The Gang Gets Racist" the man she is interested in is gay. In turn, he is very interested in Dennis.
* FakingTheDead: In "Mac and Charlie Die Part 2" Dee leads Dennis to believe she has been murdered.
* FreakOut: Over ''poop'' in "Who Pooped the Bed?".
* FreudianExcuse: Again, Frank as a father and a a mother who criticized everything about her, made it known that Dee was unwanted (despite that she and Dennis are fraternal twins) and favored Dennis over her - she has very poor self esteem (aided by way of having to spend most of her teenage years walking with heavy braces due to Scoliosis) and a laundry list of neuroses.
* TheFriendNobodyLikes: The gang are always criticizing her looks and such. At one point, their treatment of Dee finally wore its welcome and she became depressed. They appeared to feel bad about what they did. But [[spoiler: that was all a part of their plan to sink her even lower then before to show her "things could be worse."]]
** Outside of the Gang her two "best friends" are the Waitress, who hates her guts, and Artemis, whose willing to sell her out in a second. To be fair to them, she only ever spends time with them when she has an ulterior motive.
* HollywoodHomely: In-Universe. The gang constantly insults her looks in the most vicious way though she doesn't look significantly different from other female characters.
* {{Hypocrite}}: Although Dee considers herself to be a compassionate liberal, in truth she is incredibly greedy and manipulative.
* IncestSubtext: Dennis frequently calls her "baby", "babe" or "babygirl." They also slow-dance in "The Gang Dances Their Asses Off". Though he also is the loudest of all the gang when it comes to insulting Dee and pointing out every physical flaw, and in the episode where it was implied Dennis might have unknowingly slept with her, he literally would not stop vomiting.
* InformedDeformity: The guys frequently go on about how ugly she is. This is most likely meant to simply be them being dicks, as she has managed to attract quite a few attractive men before driving them away with her awful personality.
* IronicNickname: She's anything but sweet.
* IsThatCuteKidYours: After finding a baby in the Dumpster behind Paddy's, she and Mac decide to raise it and put it into showbiz. When a passerby asks his name, Mac replies with D.B. -- which is short for Dumpster Baby.
* TheLadette: She chugs beer and swears like a sailor like the rest of the boys, though she still pretends she is a glamorous starlet like the girls in SexAndTheCity
* ManipulativeBitch: We find out in "Dee Gives Birth" that she emotionally abuses men into sleeping with her.
* MistakenForMurderer: In "Mac is a Serial Killer" Dee and Dennis pretend to be serial killers and stalk The Waitress.
* OddFriendship: She actually gets along comparatively well with Charlie, to the point where he could be considered the only member of the group who is actually her friend.
* [[OnlySaneMan Only Sane Woman]]: In the first season. Though they eventually made her just as depraved as everyone else, because otherwise there would be no reason why she would even associate with these people.
* ParentalIncest: She and Frank pose as an engaged couple, and even go as far as getting married. [[spoiler:Although Frank isn't Sweet Dee's biological father, it's still creepy.]]
* PoliticallyIncorrectHero[=/=][[PoliticallyIncorrectVillain Villain]]: All of Dee's 'crazy characters' that she's created are outrageously racist. One of them even uses {{Brownface}}. Also Charlie has expressed some dismay upon seeing [[{{Yellowface}} her]] {{Asian| Buck Teeth}} [[AsianSpeekeeEngrish character]].
* ShirtlessScene: "The Gang Solves The North Korea Situation."
* ShowSomeLeg: On more than one occasion, Dee dresses as a prostitute.
* SlapStickKnowsNoGender: Body humor, pratfalls, and AmusingInjuries are Sweet Dee's signatures.
* SmallNameBigEgo: She thinks she's lady-like and compassionate. But in reality, she's crude, rude, and trashy. She also thinks more talented at acting than she actually is.
* TheSmurfettePrinciple: She's the only female member of the gang. Justified in that none of the guys seem to have any interest in women beyond sex and only hang around Dee because A) They're forced to since she works with them, and B) To use as a personal punching bag.
* [[StraightMan Straight Woman]]: The reason she gets so many scenes with Charlie is because she's the most successful at remaining deadpan when he [[ThrowItIn starts riffing off the cuff]].
* TheUnfavorite: Her mother thought Dennis could do nothing wrong and she could do nothing right.
* WhosYourDaddy: The boys spend most of a season trying to figure out who got her pregnant. [[spoiler:Turns out she was the surrogate for Carmen the transsexual and her husband Nick]].

!![[spoiler:Ronald]] "Mac" [[spoiler:[=McDonald=]]]
[[caption-width-right:350:''"I gave him an ocular pat down."'']]
->'''Played By:''' Creator/RobMcElhenney

-->''"The streets are flooded with the ejaculate of the homeless, and you people are counting on the police?"''

A co-owner of Paddy's Pub. He is Charlie Kelly's childhood friend and Dennis' high school friend and later roommate. The son of a convicted felon, Mac is frequently trying to demonstrate his toughness and refers to himself as the "sheriff of Paddy's". He also often brags about his hand-to-hand combat skills, although he typically flees any type of physical confrontation.
* AbusiveParents: Mother was emotionally vacant and his father went to prison when he was 8 or 9 for dealing meth and heroin.
* AlliterativeName: Uses the pseudonym "Vick Vinegar" in "The Gang Exploits the Mortgage Crisis".
* AmbiguouslyGay:
** Twice dates a pre-op (MTF) transexual. Their relationship is explicitly sexual and he takes a lot of flak for it from the rest of the cast.
** There is an episode called "Mac and Dennis Break Up." The title of the episode is only the beginning of the pseudo-romantic relationship antics.
** Upon finding out that Charlie was molested as a child by the school's gym teacher, he wonders why he wasn't, and flirts with the man who allegedly did it.
** Insists that The Waitress dress up like Dennis before they attempt to have sex. Also, Mac insists on being the bottom.
** He's obsessed with the male physique, and chooses action films to watch purely on the muscularity of their stars.
** He's obsessed with Chase Utley. He admits, "In many ways I do love him," but insists not in a romantic way.
** By season 8 it's not that ambiguous any more :
*** In "The Gang Recycles Their Trash", he tries to kiss Dennis.
*** In "Charlie and Dee Find Love", he oils up and wrestles with another man. It looks a lot like they are having sex.
*** In "The Gang gets Analyzed", he notices a pen on the therapist's table, thinks it looks like a dick, then starts fondling it, and sucking on it. According to Dennis he does that all the time.
*** In "The gang Dines Out", he feels the waiter's ass when tipping him the same way Frank and Dennis felt the hostess's breasts.
** By Season 9, he's not even fooling the rest of the Gang anymore. "Mac Day" has everyone simultaneously agreeing that Mac is completely gay and deeply in denial [[spoiler: after he drags them to a Bodybuilder competition so they can "oil up beefcakes".]]
** And yet again, in Season 9, where Mac has a fantasy dream sequence where he goes to heaven. Apparently his image of heaven is a bunch of super muscular shirtless men in angel wings standing by a sexy shirtless God.
** In ''The Gang Group Dates,'' after Dennis tells him that he's deluding himself by thinking that he's heterosexual & tough, Mac replies, "I am tough."
** AmbiguouslyBi: To his credit, he sleeps with women fairly regularly and was legitimately attracted to Dee and Dennis' mom, giving him a fetish for older women.
* AnythingThatMoves: Had sex with Margaret [=McPoyle=], a woman he's openly disgusted by, simply because she offered.
* ArmouredClosetGay: See Ambiguously Gay. Now combine that with the fact that Mac said [=AIDs=] is God's punishment for gays in "Mac Day".
** There's also an episode called "Mac Fights Gay Marriage" though he's really just using homophobia as an excuse to be jealous that some guy married Carmen, a (trans-gendered) [[InsaneTrollLogic woman]]. It is repeatedly pointed out that Mac had sex with Carmen back when she still had a penis so his objections make even less sense.
** In "Mac Day", he apparently spent 5 hours lecturing them about the evils of homosexuality. Everyone else said it was incredibly blatant he had a boner the entire time. Later in the episode, he has himself and the gang grease up male bodybuilders.
* BackFromTheDead: After Mac, Charlie and Dee fake their own deaths, they hide in the office of Paddy's. When Frank and Dennis come in, they run out -- carrying sparklers -- and Sweet Dee yells "Surprise, bitches! We're alive and it's blowing your MINDS right now!"
* BadassLongcoat: "It's not a jacket, it's a duster. It's like a jacket, only it's longer, thicker, and far more badass. I look like Lorenzo Lamas, and women find it irresistible." Subverted though, in that Mac is anything but a badass.
* BeardOfEvil: Has a beard and is a prejudiced ass.
** BadassBeard: Considering he's in a perpetual state of trying to be a badass, this is most likely why he has it.
* BerserkButton: He has many, usually relating to insults directed at him or his mother.
* BigEater: To the point of gaining a significant amount of weight in Season 7.
* TheBigGuy: Seems to think that he's this, what with his constant claims of being the sheriff of Paddy's, but everyone else is all too aware that he's anything but this. In the episode where his role in the FiveManBand is determined, he fights for the position of "The Muscle" before settling on "[[TheSmartGuy The Brain]]", while in reality he's more or less TheLancer.
* BoisterousWeakling: Mac's always eager to fight, but in the instances where he doesn't simply [[DirtyCoward run away]], his fights are always [[CurbstompBattle Curbstomp Battles]] in his opponent's favor.
* DependingOnTheWriter: While he's always presented as far, ''far'' less skilled of a fighter than he claims to be, the show switches between whether he is physically pretty strong but lacking in any stamina or fighting ability, or completely weak in every sense of the word.
* DirtyCoward: Not unlike most of the gang, he pushed Dee forward and run away when confronted with a mugger.
* EvenBadMenLoveTheirMamas: Mistreatment of mothers is one of the many things that set him off.
* EvenEvilHasStandards: He is typically the only one to protest the scheme that the gang cooks up if it's too morally reprehensible. He also once told off Dennis and Dee for their plan to go on welfare after their unemployment runs out.
-->'''Mac''': Welfare is for people who need it, like drug addicts and single mothers. It's not for over privileged pieces of shit who want to waste millions in taxpayer dollars.
** When he wants out of the Gang's schemes he sometimes just leaves and says "I'm washing my hands of the whole situation!" He has gone back to their schemes after leaving, though.
* FakeBand: Chemical Toilet.
* FakingTheDead: "Mac and Charlie Die" Parts 1 and 2. [[spoiler: He and Charlie fake their death in order to escape from Mac's father, who they believe is trying to kill them.]]
* {{Flanderization}}: While his homoerotic obsession with muscles and Dennis was always a thing, it has reached a point that, by the episode "Mac Day", Charlie flat out admits, to the immediate agreement of the rest of the Gang, that Mac is gay. Before he also showed interest in women, even having an older woman fetish that he was embarrassed by. Now he mostly shows interest in dudes.
* FreudianExcuse: His father was a meth dealer who was in prison for most of Mac's life and his mother did not care about him at all - he constantly seeks approval and attention.
* TheFriendNobodyLikes: He becomes this in "Mac Day" due to his constant denial of who he really is.
* TheFundamentalist: Moreso as the series progresses. Dialed UpToEleven in "Mac Day".
* GlobalIgnorance: Apparently thinks Philadelphia and Detroit are states.
* HeterosexualLifePartners: With Dennis.
** He's also this with Charlie, who he has known since childhood.
* {{Hypocrite}}: Mac is a very devout Catholic but lives by absolutely none of the church's teachings. Most notably, he joins an anti-abortion movement until he believes that he gets a girl pregnant, then suggests that she get an abortion.
* IJustWantToBeBadass: Mac is entirely motivated by his desire to be the resident {{Badass}}. Unfortunately for him, his DirtyCoward nature actually makes him the member of the Gang with the fewest AwesomeMoments.
* IncrediblyObviousBug: When he and Charlie fake their own deaths, they hide in the air-vent during their joint funeral at Paddy's, talking at full volume. This alerts Dennis that they aren't actually dead.
* InstantExpert: Often believes Himself to be this but he really, really isn't.
* IsThatCuteKidYours: After finding a baby in the Dumpster behind Paddy's, Dee and Mac decide to raise it and put it into showbiz.
** When a passerby asks his name, Mac replies with D.B. -- which is short for Dumpster Baby.
* LikesOlderWomen: As a result of sleeping with Dennis and Dee's mother.
* ManChild: While Dennis, Charlie, and Dee show shades of this as well, Mac is by FAR the biggest example. He's constantly doing childish stunts for his "Project Badass" videos, and notice how he acts anytime he shares the screen with his parents.
* ManipulativeBastard: He was a drug dealer in high school and ratted on all the other dealers to free up the market.
* MartialArtsAndCrafts: Inserts arbitrary roundhouse kicks and karate chops into pretty much everything he does.
* MilesGloriosus: He brags about being a great martial artist. In reality, he's a dirty coward who knows nothing about fighting. He did block a punch from a black belt though, but only to get knocked out shortly afterward.
* MistakenForGay: Seen in the original pilot that was pitched to FX.
* MistakenForMurderer: The episode "Mac is a Serial Killer." He's actually [[spoiler: banging Carmen the Transexual. Again.]]
* MistakenForRacist: "The Gang Gets Racist." Need I say more?
* OnlyOneName: Mac. Just Mac. It was believed to be his last name, because his parents are referred to as Mrs. Mac and Luther Mac to keep the gag going. But in "The Gang Cracks The Liberty Bell", in which Mac, Dennis and Charlie tell the story of The Gang's 1776 counterparts cracking the Liberty Bell, he is referred to as "[=MacDonald=]." "The High School Reunion" gives us the whole thing: [[spoiler: Ronald [=McDonald=]]].
* PoliticallyIncorrectHero/[[PoliticallyIncorrectVillain Villain]]: He's a homophobic fundamentalist. And he not only thinks {{Blackface}} can be done tastefully, but has done it himself.
* ProgressivelyPrettier: Inverted in Season 7, where he suddenly gains 60 pounds and becomes a lot less good looking. Rob [=McElhenney=] was actually really annoyed at the trend of ProgressivelyPrettier in television, especially for actors that play characters that would have no access to (blatantly obvious) plastic surgery or personal trainers, so he put on a ton of weight just to mock the practice.
* PsychopathicManChild
* RaisedCatholic: PlayedForLaughs since he only remembers his Catholic faith when he wants to complain or to criticize other people.
* RedOniBlueOni: Red Oni to Dennis' Blue.
* {{Schemer}}: The M.A.C. system for seducing Dennis' castoffs. [[spoiler: Move-in After Completion]]
* SleevesAreForWimps: To the point of making the rest of the gang do it to when they have to all listen to him for the day in "Mac Day".
* SmallNameBigEgo: He is a MilesGloriosus who thinks he's less sinful than most people.
* SmartBall: Easily the biggest victim of this. Depending on the episode, his intelligence can vary wildly from [[OnlySaneMan one of the more rational members of the Gang]] [[TooDumbToLive to even dumber than Charlie]].
* StoutStrength: This varies in Season 7 when he puts on 50 pounds.
* ThisIsForEmphasisBitch: Frequently greets walks into Paddy's and yells "What's up, bitches?"
* TemporaryBulkChange: This occurs in Season 7.
* TooDumbToLive: He tells a mob boss's wife that he won't sleep with her because she's gross in "The Gang Gets Whacked".
* UnfortunateName: [[spoiler:Ronald [=McDonald=]]] And his nickname was [[spoiler:Ronnie the Rat]] for narcing on drug dealers in high school.
* VerbalTic: Tends to pepper his sentences with the word "bro" frequently.
* WellDoneSonGuy: Mac, still stuck on adolescence, desperately seeks the approval of his creepy wayward father Luther. While Luther is in prison, Mac tries unsuccessfully to show him that he's "hard." When Luther first gets out of prison, Mac becomes emotionally invested in getting his parents back together, sputtering, "This is about happy boys!" He even tries to bond with his father by driving him to the houses of everybody who was responsible for getting him convicted. In the end of "Mac & Charlie Die Part II," Luther leaves a note telling Mac that he still loves him, even though Mac has driven him away with his constant screw-ups.
* WhatTheFuAreYouDoing: On the occasions where he shows off his martial arts skills it becomes painfully obvious that he has none.

!!Charlie Kelly
[[caption-width-right:350:''"Wildcard, bitches! Yeeee-ha!"'']]
->'''Played By:''' Creator/CharlieDay

-->''"Bro, I can handle my sedatives."''

A childhood friend of Mac and later high school friend of Dennis and Dee. He is also Frank's roommate. Charlie does most of the dirty work (referred to as "Charlie Work") at the pub, is borderline illiterate, an alcoholic and substance abuser and is often seen huffing glue/paint. He suffers from deep psychological problems, and lives in squalor. An abortion survivor, Charlie has extreme anger issues and often screams to get his point across. He also has a severely unhealthy obsession with "The Waitress", who finds Charlie repulsive and shows no interest in him.
* AbusiveParents: Of a very different kind than the rest of the group. His mother has a horrendous case of SuperOCD and coddled him to a point where he can't properly function in society.
* {{Asexuality}}: While he's obviously got [[StalkerWithACrush romantic feelings]] for the Waitress, Charlie is implied to have very little interest in sex, and even [[http://www.youtube.com/watch?v=OG3xRol51qI explicitly stated so in a deleted scene]].
* BackFromTheDead: After Mac, Charlie and Dee fake their own deaths, they hide in the office of Paddy's. When Frank and Dennis come in, they run out -- carrying sparklers -- and Sweet Dee yells "Surprise, bitches! We're alive and it's blowing your MINDS right now!"
* {{Beware the Nice|Ones}}/[[BewareTheSillyOnes Silly Ones]]: When Charlie has been wronged, and is on his A-Game, he can easily become [[TheChessmaster the biggest Chessmaster]] in the series.
* BreakoutCharacter: Probably the most iconic character in the series. Charlie Day has found the most mainstream success of the cast as a result.
* BumblingSidekick: He's TheDitz of the group. As a result, when the gang has a scheme, he sometimes manages to screw it up. Not that the others don't do their fair share of screwing up.
* ButtMonkey: Watch any episode of this show. Any episode. If not him, then Sweet Dee. Usually both of them.
* CaughtWithYourPantsDown: Multiple times.
* TheCastShowoff: Charlie, like his actor, can sing and play piano.
* ChaoticStupid: When the gang determined that Charlie is the "Wild Card" of the group, Charlie took it as a cue to go completely insane. Not that he had far to go.
* ChekhovsGun: Often has some sort of crazy idea, scheme or object that's meaning isn't clear until the very end. Ex: "The Nightman Cometh"
* TheChessmaster: Mostly in "Mac bangs Dennis' Mom," but, it's still present.
* {{Cloudcuckoolander}}: His favorite food? "Milk steak". Hobby? Magnets. Likes? Ghouls. ("You know, funny little green ghouls?") Dislikes? People's knees.
* ClusterFBomb: In "A Very Sunny Christmas" [[spoiler:Charlie repeatedly screams "DID YOU FUCK MY MOM?!" at a mall Santa, and then takes a bite out of his neck.]]
** In "Mac & Dennis: Manhunters" Charlie drops the F-bomb. It was (obviously) censored when it aired on TV, and disappointingly censored on the Season 4 [=DVDs=].
* CrouchingMoronHiddenBadass: Despite being a lovable idiot, he can pretty a vicious {{Chessmaster}} when he wants to be. He's also generally the only member of the Gang who ever does well in a fight. He possesses a savant-like skill in music and the ability to ice skate, among other things. Hidden genius beneath salient stupidity seems to be his specialty.
* DumbIsGood: Charlie is the least intelligent member of the Gang but is also the least morally bankrupt.
* ExtremeOmnivore: He doesn't deny the possibility of newspaper, credit card fragments, and wolf hair being in his stool in "Who Pooped the Bed?". In "The Gang Goes to the Jersey Shore", he drinks sunscreen.
* FakingTheDead: "Mac and Charlie Die" Parts 1 and 2. [[spoiler: He and Mac fake their death in order to escape from Mac's father, who they believe is trying to kill them.]]
* {{Flanderization}}: He who went from "somewhat awkward, sometimes loud, and occasionally dim-witted, with a mild crush on this one waitress" to "entirely illiterate and completely insane StalkerWithACrush and NoIndoorVoice."
* FreudianExcuse: He was an abortion survivor (may or may not have contributed to his impaired mental faculties) with no father (though [[spoiler: Frank may be Charlie's missing father]]), an OCD, overbearing, and sexually promiscuous mother, and was most likely molested as a child (the "Nightman" song) - explains a lot.
* GeniusDitz: Charlie has natural piano talent and can pull off some very Machiavellian plots when properly motivated.
* HeterosexualLifePartners: With Frank. He's also this with Mac, who he has known since childhood.
* HiddenDepths: Despite being functionally illiterate, he was able to compose and direct a musical in "The Nightman Cometh". He can play piano quite well and is skilled at sewing.
* HotBlooded: Pretty much comes with being the LargeHam that Charlie is.
* IncrediblyObviousBug: When he and Mac fake their own deaths, they hide in the air-vent during their joint funeral at Paddy's, talking at full volume. This alerts Dennis that they aren't actually dead.
* InnocentlyInsensitive: Other than joining in on the guys' verbal beat downs of Dee, Charlie almost never intends to offend anyone, he's just really, ''really'' stupid and naturally violent.
* IWantMyBelovedToBeHappy: To the Waitress, but instead of letting another guy have her, he agrees to stop stalking her. This ends poorly for her, because his "activities" have actually been keeping her out of a lot of trouble. [[spoiler: It turns out that him not stalking her was just a part of his plan to pull an OperationJealousy.]]
* JerkWithAHeartOfGold: He shows more empathy than any other member of The Gang and seems to have slightly higher ethical standards.
* KavorkaMan: He gets two very attractive girls interested in him, despite being a spastic weirdo. He has no interest at all in either, preferring to continue stalking the Waitress.
* LargeHam:
--->"YOU ALL WANT A GO AT [[{{Serpico}} SERPICO]], IS THAT IT?!"
* LimitedWardrobe: Charlie is the only main cast member seen wearing the same clothes over and over, emphasizing his poverty. In one episode he states that he repairs his old clothes rather than buy anything new. Notable favorites include his black and red horse t-shirt, green army jacket and long thermal underwear. Some of these clothes are Charlie Day's actual property.
* LIsForDyslexia: Charlie has difficulty reading and writing, which is often pointed out by the rest of the gang as a learning disability or outright illiteracy. His writing is either garbled gibberish or at least partially in pictoral form, though he does manage to write a musical.
* LovableCoward: Downplayed. He does have some DirtyCoward moments [[note]] (leaving Dee behind when running away from a mugger, fantasizing about saving the waitress by pushing Dee (instead of {{h|eroic Sacrifice}}imself) in front of her to prevent her from getting shot, etc)[[/note]]. But he is the most likable and pitiable member of the gang by far.
* LukeIAmYourFather: In the finale of Season 2, [[spoiler: it is revealed that Frank is Charlie's real father.]]
* {{Lolicon}}: He gets engaged to a 12 year old in "The Gang Solves the North Korea Situation."
* MadeOfIron: Charlie cannot be killed or permanently hurt.
** Charlie's mom had an abortion while pregnant with him, but he still managed to survive it, along with living through that hilariously revolting life style of his.
** He's also been electrocuted, like, 500 times according to Mac.
** Charlie eats a brownie filled with drugs, even though Mac claims it has enough drugs in it to kill a gorilla. Charlie replies "I can handle my sedatives, bro."
** Mac and Dennis consider him to be almost indestructible. They train him to be a pit fighter by repeatedly smashing him with various objects.
* ManBitesMan: Charlie realizes that his mother was a prostitute who slept with men at Christmas, and those men often dressed (sometimes shabbily) as Santa Claus to fool Charlie. He has something of a freak-out, and winds up sinking his teeth into the throat of a mall Santa.
* ManChild: His CloudCuckoolander personality (and that he found himself to have plenty of things in common with a 12 year old) give this impression.
* MoralityPet: A ''very'' mild example of this to Frank, as he appears to be the only person Frank genuinely cares about besides himself. This doesn't mean much most of the time, but occasionally causes Frank to back down.
* NoIndoorVoice: After the first season, '''CHARLIE SCREAMS ALL THE TIME.'''
* OddFriendship: He gets along rather well with Dee, especially in comparison to how the other members of the group treat her.
* PerpetualPoverty: While none of the Gang are financially secure, Dennis, Dee and Mac live in nice apartments and frequently spend far more money than they actually possess, putting them all in severe debt. Charlie on the other hand lives in an apartment that is nothing short of terrifying, lives off of cat food and wolf hair and generally never seems to have any money whatsoever.
* PhraseCatcher:
-->"God damn it, Charlie!"
-->"So stupid, Charlie..."
* ThePigpen: He lives in squalor and has limited personal hygiene. Mac says that he has never seen Charlie put on deodorant.
* PsychoticManChild: Charlie's animated day-dream in "The Gang Saves the Day" reveals that he has the mind set of a child.
* RapeAsBackstory: Very strongly implied to have been molested by his uncle.
* RenaissanceMan: Surprisingly, despite his lack of intelligence, Charlie is shown to be the most artistically gifted and versatile of the group.
* SonOfAWhore: In A Very Sunny Christmas, Charlie reflects on what his childhood was like during Christmas. A bunch of Santas would come in, give him presents, & go upstairs with his mom & cheer her up. Mac suggests that his mom was whoring herself out on Christmas day. Charlie [[{{understatement}} doesn't take the realization very well]].
* SingleTargetSexuality: The Waitress, obviously. In nine seasons, Charlie has dated exactly one other woman, with the sole intention of using her to make the Waitress jealous.
* StalkerWithACrush: Has been obsessed with The Waitress for years, to the point where he often has to live off of dog food because he spends all of his money paying spies to follow her. Even wrote a musical to propose to her. She has multiple restraining orders against him. Ironically, the actress who plays The Waitress is Charlie Day's wife.
* StrawLoser: Charlie manages to make Mac, Dee and Dennis look pretty successful and well-adjusted in comparison, as they all have fairly nice apartments and have had multiple relationships in contrast to Charlie's near literal Hell Hole of an apartment and fixation on a single woman who hates his guts.
* TokenGoodTeammate: The only one in the Gang who is NOT a horrible person or a sociopath.
* TookALevelInJerkass: He's usually the nicest one in the group, but at the end of "Charlie and Dee Find Love," [[spoiler: reveals that he was only dating a girl to make the Waitress jealous, and does so very publicly and insults her considerably.]]
* ThrowTheDogABone: Dennis, Mac, and Dee spend an entire episode trying to do this to Charlie when Frank tells them it's his birthday and he seems pretty depressed. Though things like taking him to a movie and a spa backfire horribly due to his insanity, they eventually find a book where he catalogs his dreams in pictographs and recreate some of the items in it. Charlie feels pretty happy.
* VillainousBreakdown: He gets even more shrill and angry after gaining power in a social game in "Charlie Rules the World" and having his plans compromised.
* WildCard: Given the title of by Mac and Dennis in "The Gang Solves The Gas Crisis."

!!Frank Reynolds
[[caption-width-right:350:''"I may have started a money fire."'']]
->'''Played By:''' Creator/DannyDeVito

-->''"No! We can't go out like that. Look, if life pushes you down you gotta push back! If you've been dealt a bunch of lemons, you've got to take those lemons and push them down someones throat until they see yellow!"''

The legal father of twins Dennis and Sweet Dee, and may be the biological father of his roommate Charlie. He used to be a successful businessman with a long history of illegal operations and dealings with sordid characters, but chose to abandon that life and redeem himself after leaving his money-grabbing, cheating wife. He now shares a tiny, filthy studio apartment with Charlie, where they share a pullout couch.
* AbusiveParent: He was a terrible father who relentlessly emotionally tortured Dennis and Dee.
* AffablyEvil: One of the most depraved members of the gang. Also one of the most pleasant, and arguably the highest-functioning.
* AmbiguouslyBi: Frank volunteers to judge the male models in "American's Next Top Paddy's Billboard Model." It turns out that he had already posed with two giant-breasted women, making the whole contest moot anyway. Frank and Charlie have a bizarre relationship. In one episode they are revealed to play "Nightcrawlers," which involves crawling around on the ground together. In another episode he believes that Charles is dead and makes a mannequin of him. Charlie claims that he saw Frank "banging that thing."
* AxCrazy: He ''will'' pull out his gun and fire wildly into the air at the slightest provocation...or just no provocation.
* BadassGrandpa: He's just so batshit crazy that he's pretty relentless in a fight. Especially notable in comparison to the other members of the Gang, who are [[DirtyCoward Dirty Cowards]] that suck at fighting.
* BaldOfEvil: [[CaptainObvious He's bald and evil]].
* BloodKnight: He seems pretty happy doing water torture and also wanted to kill a serial killer in the episode "[[MistakenForMurderer Mac is a Serial Killer]]."
* CatchPhrase:
** Repeatedly says "What's the action?" in season 2.
** Repeatedly says "Bigtime!" in season 5.
* {{Cloudcuckoolander}}: Becomes this the more depraved he gets. He participates in some of Charlie's weird activities; some involving bridges, boiling denim, among many other things.
* DirtyOldMan: He's the oldest member of the gang. He also hires prostitutes and has a food fetish.
* DropInCharacter: Frank is the only member of the Gang who isn't guaranteed to be in an episode, and several episodes begin with him kicking off the plot by announcing something while walking into the bar.
* EvenEvilHasStandards:
** Despite his ludicrous levels of depravity and cruelty, he's absolutely opposed to Dennis and Mac hunting [[spoiler:Rickety Cricket]] in "Mac and Dennis: Manhunters." Why this specific sociopathic scheme bothers him isn't particularly clear, unless [[spoiler: he really can't tell the difference between his life and John Rambo's]].
** He also opposes dousing a 12 year old in a wet T-shirt contest, and jumps in the way so he gets soaked instead.
** Although he has no problem using virtually any illicit substance that crosses his path, he thinks that only the true bottom of the barrel sells drugs, according to "The Gang Gets Whacked."
** He's the only one who insists that Cricket is taken to a hospital, after his hand's been shot.
* EvilMentor: Plays this to Mac whenever they share a plot together, such as teaching him how to run a sweat shop.
* ExtremeOmnivore: He doesn't deny the possibility of newspaper, credit card fragments, and wolf hair being in his stool in "Who Pooped the Bed?".
* FatBastard: One of the biggest bastards of the gang, and is played by Danny [=DeVito=] who is fairly overweight.
* {{Fetish}}: Food fetish. Has a fling with Artemis in "The Waitress is Getting Married." They put Bacon Bits in her hair to "make her feel like a Cobb Salad." This is also hinted at in "Mac & Charlie Die Part 2." Frank and Dennis go to an orgy, and all Frank does is eat. In "Who Got Dee Pregnant" Artemis and Frank experimented with food while having crazy loud sex in a dumpster.
* {{Flanderization}}: His behavior became more and more wild and depraved. Possibly [[JustifiedTrope justified]], in that he joined the gang in order to leave behind his successful-businessman lifestyle and embrace hedonism full-on instead, so has become progressively more addicted to any and all sorts of vice he can get his hands on, and more lost in his own life of depravity.
* GunNut: He loves to pull out his gun and according to "Reynolds vs. Reynolds: The Cereal Defense", he has several guns without a permit.
* TheHedonist: See DirtyOldMan, {{Fetish}}, AxCrazy, BloodKnight, and ExtremeOmnivore. He gave up his wealth for the sake of doing all the depraved things he wants to.
* HeterosexualLifePartners: With Charlie.
* {{Hypocrite}}: [[{{Jerkass}} Buys Dee's and Dennis's dream gifts for himself for Christmas every year]] in a twisted attempt to teach them that you have to earn what you get, a principle Frank claims made him a millionaire. As Dee immediately throws in his face, what made him a millionaire was embezzling from his partner.
** Him constantly calling his wife a [[FunetikAksent who-er]] - sorry, ''whore'' - gets rather ironic when he later frequents prostitutes.
* ILoveTheDead: On two occasions he's stated that he doesn't care what happens to his corpse. In "Frank's Little Beauties," he says that he'd have no problem with someone having sex with his corpse.
* IncrediblyObviousBug: Plants a baby monitor in a man's apartment in "The Gang Solves The Gas Crisis."
* KavorkaMan: Considering he looks like Danny [=DeVito=] (sorry Danny) he's done pretty well for himself and is the only character to have a consensual, on-going relationship...with Artemis.
* KissingCousins: Frank hooks up with his ex-wife's sister's daughter. Yes, that would be his niece. For the record all they do is dry-hump, though he describes it as "awful."
** He specifically does this when he's trying to achieve the most depraved behavior possible. Originally, he wanted to bang his dead wife's sister (at her husband's funeral) but Mac convinced Frank that going after his own niece would be even more twisted.
* LackOfEmpathy
* LukeIAmYourFather: In the finale of Season 2, [[spoiler: it is revealed that Frank is Charlie's real father, though he denies it and the plotline is mostly dropped afterwards.]]
* ManipulativeBastard: Frank is a very shady business man. One time, he brought up the whole gun regulations debate up because he made a deal with a gun company and then decided to do the same thing with clean drinking water.
* MessyHair: His balding hair starts out combed down but as he joined the gang and the seasons went on, his hair becomes noticeably disheveled, likely to match his depravity.
* NobleDemon: Sometimes.
* ParentalIncest:
** He and Dee pose as an engaged couple, and even go as far as getting married. [[spoiler:Although Dee isn't Frank's biological daughter, it's still creepy.]]
** [[spoiler:Shares a bed with Charlie, his biological son. They sleep ass-to-ass.]]
** After Charlie fakes his death, Frank dresses up a mannequin as [[spoiler:Charlie]] and Charlie claims [[spoiler:he saw Frank "banging that thing"]].
** Additionally, In "Mac Fights Gay Marriage" him and [[spoiler:Charlie]] try to get a civil union for the benefits.
** A possible double-kill in "Mac and Charlie Die: Part 2." He not only almost gets into a glory-hole situation with Dennis, [[spoiler:his adopted son]], but also [[spoiler:lets the mannequin he dubbed "New Charlie" watch.]]
* ParentalSubstitute: A twisted one for Mac and Charlie, particularly the latter, who didn't have father figures growing up. He tends to act more fatherly when dealing with them than he does when dealing with his legal children Dennis and Dee.
* PetTheDog: Assures a humiliated Charlie that [[spoiler:his musical was very good after the waitress refused his marriage proposal in front of the audience.]] Note that Mac, Dennis, and Dee were unconcerned as usual. This fits well with how far over the deep end he went when [[spoiler:he thought Charlie was dead, going to the point of carrying around a dummy of him.]]
* {{Red Baron}}: "The Warthog".
* RetiredBadass: He was a street fighting, drug dealing gang leader in his youth and still has several of his old connections.
* {{Schemer}}: Became a millionaire by screwing over his old business partner.
* ShirtlessScene: Emerges [[spoiler:fully nude from a couch in "A Very Sunny Christmas"]].
* ThisIsForEmphasisBitch: Very frequently uses an emphatic "bitch."
* TokenAdult: [[ManChild Despite all of the other members of the group being in their thirties]], Frank is still treated like "the old guy" and is several decades older than everyone else.
* TriggerHappy: He's guaranteed to misfire a gun if he's holding one.
** ImperialStormTrooperMarksmanshipAcademy: He's a pretty terrible shot though.
* WildCard: Frank fits the webpage's definition of this trope because he has no loyalty and is willing switch sides (and betray his own side) for his own benefit. He simply does what he thinks will give him the most profit. However in the FiveManBand dynamic (or the gang's definition), he's less of a [[TheLancer wild card]] and more of a [[TheBigGuy muscle]].

!Dennis & Dee's Family

!!Barbara Reynolds
->'''Played By:''' Anne Archer

Frank's gold-digging ex-wife, Dennis and Dee's mother. She was a cold, cruel, selfish woman with little affection for her family. Frank referred to her as his "whore wife".
* AbusiveParent: To Dee more than Dennis.
* GoldDigger: Married Frank for his money.
* ItsAllAboutMe: She is very self-centered and smug.
* LackOfEmpathy: She stole medication from ''dying children'' and chastised Dee for telling one of them they won't die after they asked her if they would because "if they die, you'll look like a fool".
* MrsRobinson: {{Subverted| Trope}}. She banged Mac, but only to upset Frank and actually finds him quite unattractive.
* {{Narcissist}}: See It's All About Me.
* ParentalFavoritism: Towards Dennis.
%%* ReallyGetsAround
* RichBitch: Well, she did marry a rich guy for his money.
* SmugSnake: See It's All About Me, again.
* TheSociopath: The worst sociopath in the entire series, which is saying a ''lot''.

!!Bruce Mathias
->'''Played By:''' Stephen Collins

Dennis and Dee's biological father. The antithesis of Frank Reynolds, Bruce devotes his time and money to charities and philanthropic efforts, including adopting several suffering children in Africa.
* CastingGag: Bruce Mathis, Dennis and Dee's actual father, is level-headed, kind, practically a saint, and is even a pastor. He's also played by Stephen Collins, who also played the father from ''Series/SeventhHeaven''.
* GoodIsNotSoft: He tries to teach Dennis and Dee a lesson by pushing them to their limits.
* NiceGuy: He does volunteer work and is very nice and courteous to Dee and Dennis before realizing they're bad people.

[[folder:Gail the Snail]]
!!Gail the Snail
->'''Played By:''' Creator/MaryLynnRajskub

* AbhorrentAdmirer: To just about everyone. Both platonically and sexually.
* HaveIMentionedIAmSexuallyActiveToday: She brags about losing her virginity twice despite being 33 years old, once to her own mother.
--> '''Gail''': Guess what mom, I'm sexually active!
--> '''Donna''': You're 33, you're supposed to be sexually active.
%%* SpoiledBrat
* WomanChild: Downplayed. She acts a desperate teenager who just wants to fit in. She's in her thirties.

-> '''Played By:''' Tom Bower

Dee and Dennis' grandfather on their mother's side.
* NaziGrandpa: His nazi-war-vetern status and prejudices cause Dee and Dennis to be unsure about whether or not to pull the plug on him. This is because on 1 hand, they'd be killing a family member, but on the other hand, he's a nazi.
* ThoseWackyNazis: Fought in [=WWII=] on the side of the Germans and still believes in Aryan superiority.

!Charlie's Family

!!Bonnie Kelly
->'''Played By:''' Lynne Marie Stewart

Charlie's mom, a sweet and timid woman who is attracted to cruel men. She had a one-night stand with Frank Reynolds 30 years ago, possibly making him Charlie's biological father.
* AllGirlsWantBadBoys: When Frank was with her, he would treat her like crap because "The woman prefers to be treated like crap. [He's] never seen anything like it." and says that sometimes it's too much even for ''[[LackOfEmpathy him]]''. Charlie later tries to break them up by setting her up with Mac's dad, informing her that he was in prison. And it works.
* HookerWithAHeartOfGold: Played With. In the ChristmasEpisode, she's revealed to have been a prostitute and is one of the nicer members of the cast. But she also has severe mental issues and is a xenophobe.
* NervousWreck: She's very timid and shy. "I don't want a dog to eat my face off, Charlie!"
* ReallyGetsAround: Aside from the dozens of men she had sex with while being a prostitute, she's slept with both Frank and Luther.
* ShrinkingViolet: Older, but has severe nervous issues.
* StepfordSmiler: She has a tendency to admit depressing things in a cheerful tone.
* SuperOCD: She does things, such as flicking light swithes on and off, [[RuleOfThree three times]] because she thinks that if she doesn't, Charlie will die. She gave Charlie vaccinations every month. And she and him would also wear bubble boy suits every flu season.

!!Uncle Jack Kelly
->'''Played By:''' Andrew Friedman

Charlie's uncle (the brother of Charlie's mother Bonnie) and a lawyer.
* AmoralAttorney: Jack's a lawyer though a rather bad one. It's obvious to the audience that something's not quite right with him, every time he appears on screen.
* BlackComedyRape: It's strongly implied that he molested Charlie or exposed himself to him or ''something'' that has caused Charlie to be extremely wary of him.
* CreepyUncle: Uncle Jack is a deeply unsettling man. He's always touching people, he's obsessed with hands (he feels his own hands are too small) and he is all but outright stated to be a pedophile interested in young boys. When Dee declares she's kidnapped some kids (by accident) he immediately leaps into action with solid creepy advice.
* {{Shotacon}}: Heavily implied.

!Mac's Family

!!Luther [[spoiler:[=McDonald=]]]
->'''Played By:''' Gregory Scott Cummins

Mac's father, a convicted felon. He is tall and has numerous tattoos and a generally intimidating appearance because he never blinks. Possibly due to his past imprisonment and intimidating presence, he is one of the few people The Gang does not immediately try to manipulate or exploit.
* TheAtoner: Once released from prison, he goes to apologize to all the people he's wronged.
* BeardOfEvil: The evil part is subverted. In a flashback to Christmas where he doesn't have the beard, he's more unambiguously evil.
* DeathGlare: His default expression. He himself remarks, 'I don't blink'.
* JerkWithAHeartOfGold: He genuinely loves his son. Even after [[spoiler:Mac was so worried about getting killed that he called the cops on him which he apparently wasn't going to do & instead ended up getting him arrested for going against his parole in order to buy tickets for Disney Land for his-own son.]]
* IcyBlueEyes: As Charlie points out to Bonnie.
* TattooedCrook: He has quite a few tattoos.

[[folder:Mrs Mac]]
!!Mrs. "Mac" [[spoiler:[=McDonald=]]]
->'''Played By:''' Sandy Martin

Mac's mom. She is usually seen smoking and watching television on the front porch of her home. She is extremely apathetic, demonstrated by her falling asleep at her son's "funeral" with a portable TV on her lap and remaining the same as usual when Luther is out on parole, and she often communicates with minimal words and unenthused grunts, (which Mac serves as translator for).
* BerserkButton: Being woken up, as Mrs Kelly found out to her detriment.
%%* {{Gonk}}
* MustHaveNicotine: She's literally ''never'' seen without a cigarette in her mouth.
* TheVoiceless: Most of the time she doesn't talk.

[[folder: Country Mac]]
!!Country Mac
->'''Played By:''' Sean William Scott

* TheAlcoholic: The gang notes he always he has a beer in his hand. [[spoiler:This later causes him to die abruptly.]]
* {{Badass}}: Lampshaded in "Mac Day". Everyone in the gang except for Mac thinks Country Mac is bad ass and will comment on it every now and then, while Mac insists he's just reckless.
* BadassGay: Mac's cousin, Country Mac. Everyone finds his genuine {{Bad Ass}}ness and being open about being gay to be very refreshing over Mac [[MilesGloriosus believing he's the former with little reason]] and [[ArmouredClosetGay loudly condemning the latter in spite of himself]].
* CountryCousin: He's nick-named "Country Mac" because he's Mac's cousin from the countryside.
* DeathByFallingOver: He dies from his motorcycle falling over at low speed.
* DroppedABridgeOnHim: [[spoiler:He falls off his motorcycle and dies.]]
* {{Foil}}: To his cousin, Mac. He is reckless, tough, confident but not [[SmallNameBigEgo cocky]], and religious but tolerate. To provide further contrast, Country Mac's open and honest about his sexuality. While Mac prefers to keep things ambiguous.
* ImprovisedWeapon: When a black-belt knocks out his cousin, he uses his shirt to strangle him.
* ManlyGay[=/=]StraightGay: He admits he's at the bodybuilding competition to pick up some bodybuilders.
* OnlyKnownByHisNickName: We never get to know his actual name.

!The [=McPoyle=] Clan

[[folder:In General]]
* BigOlUnibrow: All the family members have one.
* BrotherSisterIncest: And brother-brother incest.
* CommutingOnABus: While heavily featured in the earlier seasons, the characters were phased out due to the actors playing the twins landing work on other shows. Currently, they appear once every couple of seasons.
* EvenEvilHasLovedOnes: They're a very close family even sometimes [[VillainousIncest a little too close]].
* MassiveNumberedSiblings: In the football episode, many many siblings are shown together.
* TrademarkFavouriteFood: Milk. They always drink lukewarm milk...they drink it instead of beer, have it instead of punch at a wedding and use it on their wounds.
* VillainousIncest: It is actually family tradition to sleep with and marry off other family members to prevent others from tainting their gene pool. Liam however convinces Ryan that after years of incest, it won't be them getting their gene pool tainted by others, but them tainting the gene pool of other families.

!!Papa [=McPoyle=]
->'''Played By:''' Creator/GuillermoDelToro

* ThePatriarch: Papa is the main authority behind the [=McPoyle=] family. He's even played by ''Guillermo del Toro''!
* EatsBabies: In his ramblings, he mentions that every [=McPoyle=] springs 'fully formed' from his loins, and he eats them so they don't eat him first.
%%* EvilOldFolks

[[folder:Liam & Ryan]]
!!Liam & Ryan [=McPoyle=]
->'''Played By:''' Jimmi Simpson & Nate Mooney

Creepy former elementary-school classmates of Mac and Charlie.
* BigNo: Liam, the hammier of the twins, who often exclaims a massive no in conjunction with SuddenlyShouting.
* CreepyTwins: Who sleep with each other.
* TheDitz: Ryan. When Liam commands him to stab someone, he stabs ''Liam''.
* EyeScream: Liam loses an eye during the Maureen Ponderosa Wedding Massacre. He now uses a flesh-colored patch that is very off-putting. When the Gang tells him how [[NightmareFuel disturbing]] it looks, [[ComicallyMissingThePoint he draws a cartoon eye on it.]]
* FalseRapeAccusation: When they are first introduced, they are accusing their old gym coach of molestation because they hated his guts. Charlie rats them out.
* {{Jerkass}}: They're both creepy and more than a little stand-offish.
* SuddenlyShouting: Liam has a tendency to do this.
* ThoseTwoBadGuys: Being brothers with a creepily close relationship, they're always seen together.
* TwinCest: A pair of fraternal male twins who are sexually involved.

!!Margaret [=McPoyle=]
->'''Played By:''' Thesy Surface

* AlliterativeName: '''M'''argaret '''M'''cPoyle.
* GirlishPigtails: Low pigtail braids.
* {{Gonk}}: She has a uni-brow and a masculine-looking face.
* TheSpeechless: She is a deaf-mute.

!!Doyle [=McPoyle=]
->'''Played By:''' Bob Rusch

* ICouldaBeenAContender: He had a pretty promising future in football, but it's brought to a halt by the Gang.
* UncannyFamilyResemblance: Downplayed and lampshaded. He doesn't look exactly like his relatives. However once he says his name is "Doyle [=McPoyle=]", Mac and Dennis start to notice some similarities.

!Other Characters

[[folder:The Waitress]]
!!The Waitress
->'''Played By:''' Mary Elizabeth Ellis

The object of Charlie's affections, she works at a coffee shop near Paddy's.
* TheAlcoholic: She claims to have a drinking problem. She seems to have it in check, but the few times she slips up, she ''really'' goes overboard.
* BreakTheCutie: Thanks to the GambitPileup in "Mac Bangs Dennis' Mom".
* CharacterizationMarchesOn: Much like Dee, the Waitress use to be the OnlySaneMan to the gang's antics. Then she developed an obsessive crush on Dennis, started drinking again, and became more and more of a ButtMonkey.
* TheChewToy: The Waitress tends to be easily manipulated because of her one-sided crush on Dennis.
* EveryoneCallsHimBarkeep: Everyone calls her "the Waitress," even her stalker Charlie and the guy she was engaged to.
* NoNameGiven: Lampshaded on a few occasions. In the high school reunion it is heavily implied her name is Nikki Potnick. WordOfGod confirmed this was not her name.
* TheNondescript: No one can remember her name, and no one except Charlie remembers her from high school, to the point of the school forgetting to make her a name tag for the reunion.
* NotSoAboveItAll: Can be just as rude and cynical as the Gang at times. 'Flowers for Charlie' also suggested she is as vapid and shallow as them too.
* ReallyGetsAround: Which makes it all the more ironic that Charlie still hasn't had sex with her.
* SixthRanger: Plays a completely unwilling one frequently.
* SleepsWithEveryoneButYou: The waitress will sleep with just about anybody except for Charlie.
* StalkerWithACrush: A recipient of this from Charlie. Sometimes acts this way herself, to Dennis.
* WithFriendsLikeThese: Dee occasionally claims that she's her best friend. Not only does the Waitress hate her guts, but Dee only spends time with her when she has something to gain.

[[folder:Rickety Cricket]]
!!Matthew "Rickety Cricket" Mara
->'''Played By:''' David Hornsby

A Roman Catholic priest who becomes defrocked, destitute, abducted, assaulted (both non-sexually and sexually), threatened, hunted, severely injured and addicted to cocaine all directly or indirectly resulting from the influence or action of Deandra, Dennis, Charlie and Mac, who are his former high school classmates. As a boy he suffered from a medical condition that required the use of very conspicuous complex leg braces which inspired the pejorative nickname "Rickety Cricket".
* AlliterativeName: Though no one calls him Matthew Mara. His nickname almost rhymes.
* AllLoveIsUnrequited: For Dee, although God along knows why.
* BreakTheCutie: He goes from a clean-cut, mature, and successful priest to a crack-addicted street rat who has lost his mind. All thanks to Dee.
* ButtMonkey: Poor Cricket has fallen to the very bottom of society's rung, and then a few rungs below that, thanks to the Gang.
* CardCarryingVillain: By the later seasons, he had been completely corrupted. To the point where he gladly dresses like a terrorist and blinds the gang in a fight in the name of destroying America.
* CharacterDevelopment: While he's definitely become much, much worse after spending so much time with the Gang, he at least seems to have finally gotten over Dee.
* TheChewToy: See ButtMonkey.
* CrazyHomelessPeople
* CrouchingMoronHiddenBadass: The few times he physically confronts the Gang, he kicks their asses. He still always ends up getting screwed over though.
* DoggedNiceGuy: He doesn't like Dennis, Mac and Charlie at all and only helps the Gang out to try and win Dee's heart. He seems to have ''finally'' gotten over this, as he acknowledges that she's a total bitch multiple times and no longer seems to care about her.
* FacialHorror: The first time we see him in Season 8, he has a scar over his eye, which he got from an off-screen incident that was, for once, entirely his fault. After [[ManOnFire his fate]] in ''The Gang Squashes Their Beefs,'' he now looks like [[BatMan Two-Face.]]
* FateWorseThanDeath: Every time you think he's going to be KilledOffForReal, he gets a severe injury instead.
* FromBadToWorse: No matter how low he has sunk, the gang always seems to manage to make his life even worse. At this point, expect every appearance to cost him a body part.
* GoodShepherd: ''Was'' this, until Dee managed to get him to renounce his faith, get a cocaine addiction, become homeless, and have two broken legs from the mob.
* HeCleansUpNicely: He shows up to his high school reunion clean cut and mature, apparently having been let back into the priesthood. Even after all that had happened to him, he still looks quite handsome. [[spoiler: It turns out to have been a ruse, though.]] However, starting with Season 8, he has been getting [[NightmareFuel horrific]] injuries that he will probably never be able to recover from.
* HeelFaceRevolvingDoor: While calling the Gang faces is probably going to far, Cricket swaps between their ally and enemy constantly, generally several times an episode.
* HumiliationConga: Has been in a perpetual one for most of his life, courtesy of the Gang.
* LoveMartyr: For Dee.
* NoAccountingForTaste: His crush on Dee remains despite innumerable amounts of evidence that she hates him and is a terrible person. Seems to have finally wised up to this, but by that point he's already lost his job, his house and his mind because of her.
* SanitySlippage: Goes from the OnlySaneMan in his first episode to one of the Gang's most deranged foes by his later appearances.
* ShaggyDogStory: He was relentlessly bullied for wearing leg braces as a teen before cleaning himself up and becoming a respected priest... after which he ends up losing his job and being put into a much, ''much'' worse situation than he was initially with no hope of recovery and, as a final insult, stuck in leg braces once again.
* SixthRanger/ SixthRangerTraitor: The Gang frequently ropes him into their schemes, but he's just as likely to betray them.
* TookALevelInJerkass: Gets worse and worse with each appearance, to the point where he sometimes makes ''the Gang'' look good in comparison.
* UnluckyChildhoodFriend: Again, for Dee.

->'''Played By:''' Artemis Pebdani

Dee's friend from her acting classes who acts out a scene from Coyote Ugly. Artemis is overly serious about her craft and displays bizarre habits and outbursts. She is very open about her sexuality and often offers to perform in the nude, even when it is unnecessary. Recently, she was involved in a sexual relationship with Frank and the two shared a food fetish. She likes having sex with bacon bits in her hair because it "makes her feel like a cobb salad." She and Frank once had makeup sex in a dumpster behind Wendy's, where she incorporated a bun. She has openly proclaimed that she has a "bleached asshole".
%%* AffablyEvil
* TheAlcoholic: She usually can't remember how she spends her nights.
%%* DeadpanSnarker
* {{Fetish}}: Like Frank, she has a food fetish.
* TheHedonist: Artemis likes to have fun, whether it means banging in public or getting insanely high at a Halloween party.
* LargeHam: When she starts confessing her poor financial state, Dee can't tell if she's still doing some sort of performance.
* ReallyGetsAround: She introduces herself to men by telling them she has a bleached asshole, arguing that they're "going to find out anyway."
* SixthRanger: She's basically the only recurring character to have any sort of positive relationship with the gang, and occasionally joins in on their schemes in some capacity.

[[folder:The Lawyer]]
!!The Lawyer
->'''Played By:''' Brian Unger

An attorney who has had several run-ins with the Gang. Like The Waitress, his real name is unknown.
* TheAce: Much more capable than the Gang and outwits them with ease during each conflict.
* AmoralAttorney: Averted. He starts out as a decent person until he's had enough of the gang duct-taping his secretary and constantly bothering him. In fact, he seems weirded out by Dennis suggesting that he could "[[InsistentTerminology make love]]" to his soon-to-be-ex-wife while she sleeps as an act of ''good faith''.
* AscendedExtra: Originally, he was just the lawyer assigned to read Dennis and Dee's mother's will. Since then, he has frequently been at odds with the Gang in unrelated legal situations.
* CrazyPrepared: Makes 50 copies of the contract he gives the gang knowing they'd destroy them. Also keeps a gun in his desk in case someone busts in wanting to kill him.
* DeadpanSnarker: He always has a witty put-down.
-->'''Lawyer:''' It is just so nice to see you again, Mr. Reynolds, I see that you're still...just horrible.

-->'''Lawyer:''' You know, I don't think I'm going to do anything close to that and I can clearly see you know nothing about the law. Seems like you have a tenuous grasp on the English language in general.
* ItAmusedMe: The only reason The Lawyer got involved in Dennis' divorce was to spitefully give him a hard time.
* ManipulativeBastard: He got the gang to unknowingly sign a contract that also acts as a restraining order and gives him all the profits from their merchandise and makes about 50 copies, knowing that Mac will just eat the original.
* NoNameGiven: He's yet to be given a name.
* YouHaveToHaveJews: Averted, but for his own racist reasons Frank believes him to be Jewish by virtue of being a lawyer.

[[folder:Ben Smith]]
!!Ben Smith
->'''Played By:''' Travis Schuldt

Dee's online chat buddy "soldier of fortune". He served as an American soldier in Iraq.
* TheDitz: He's shown to be somewhat of a lovable idiot.
* ExtremeDoormat: He was so nice and innocent that Dee would tell him to sit and wait for her in the car, in blistering 100 degree weather, for hours on end, with the windows rolled up simply because she didn't mention to roll down the windows. Though he does eventually leave her when it's made clear that she's "a mean person."
* NiceGuy: Ben is just a sweet guy who's very considerate and pleasant to be around. He was very nice to Dee until he realized she was a jerk. At one point, he offered to help her when she had some trouble walking after falling down.

[[folder:Bill Ponderosa]]
!!Bill Ponderosa
->'''Played By:''' Lance Barber

Dee's high school crush and the brother of Dennis's high school girlfriend Maureen Ponderosa. He has put on a lot of weight since high school.
* AffablyEvil: Bill is a very jovial fellow who's always willing to share his drugs with people...who don't want his drugs. Bill cheats on his wife, frequents prostitutes, snorts up whatever drug is closest and lies to women that he had a vasectomy to avoid wearing a condom. [[EvenEvilHasStandards Even the Gang find him super-shady.]]
* FatBastard: Dee is surprised and put off by how fat he's become, but sleeps with him anyway, leading to an awkward conversation with his wife.
* FunctionalAddict: He appears pretty well-adjusted upon first meeting him, and then he starts casually using drugs.
* TheHedonist: Gluttony, lust, drugs. Yep, sounds about right.
* YourCheatingHeart: Cheats on his wife with several prostitutes [[MyFriendsAndZoidberg and Dee]].

[[folder:Maureen Ponderosa]]
!!Maureen Ponderosa
->'''Played By:''' Catherine Reitman

Dennis's high school girlfriend and the sister of Bill Ponderosa.
* FourthDateMarriage: Played With. She and Dennis knew each other in high school. They met up again, now older. They have one more date before getting married. Dennis falls out of love with her the next day.

->'''Played By:''' Brittany Daniel

A trans woman who was dating Mac. She is attractive but displays an obvious bulge in her pants. She keeps Mac interested in her with promises of undergoing sexual reassignment surgery and with constant flattery of Mac's physique.
* EarnYourHappyEnding: Has yet to have her life ruined by the gang...so far.
* EasySexChange: Possibly averted she most likely kept saying she would lose her penis 'soon' due to how expensive it is. She also disappeared between the end of season 3 and the season 6 premiere, so the time frame isn't quite as compressed as it usually is in TV.
* EvenTheGirlsWantHer: Dee comments on her impressive implants in her first appearance.
* HappilyMarried: Eventually, to Nick, following the completion of her surgery.
* NiceGirl: Carmen is very sweet and kind.
* {{Transsexual}}: Male-to-female. She spends much of the series still in transition.

[[folder:Brian [=McIntyre=]]]
!!Brian [=McIntyre=]
->'''Played By:''' Dave Foley

The high school principal who hires Dee as a substitute teacher and Charlie as a janitor.
* ButtMonkey: The few times the gang shows up to his school, there's always trouble. Especially the second time.

->'''Played By:''' T.J. Hoban

One of the male models vying for the spot on Paddy's Pub's billboard.
* BrainlessBeauty: He's a male model. But he did things like eat a whole bowl of cockroaches ''before'' Frank told him to, just so he can be on a billboard (not so he can get paid, just wanted to be on a billboard).
* {{Determinator}}: He wants to win the billboard competition very badly.
* {{Hunk}}: Rex is very muscular. The gang describe him rather accurately as a beefcake.
* ShirtlessScene: Well, he ''is'' a model.

[[folder:Duncan & Z]]
!!Duncan & Z
->'''Played By:''' David Gueriera & Chad Coleman

Frank's bizarre friends that he met under a bridge.
* ButNotTooBlack: Almost said word for word by Mac. When they try to win an award they invite Z to try and add some diversity but Mac says that he's too black and is just going to intimidate the judges.
* ScaryBlackMan: Z, as played by the intimidatingly large Chad Coleman.
* ThoseTwoBadGuys: They tend to appear together, and are very unsavoury criminals.
* ToxicFriendInfluence: Dennis considers them this for Frank, although Frank doesn't really need anyone's influence to be awful.

!!Peter Schmidt AKA Schmitty
->'''Played By:''' Jason Sudeikis

A former member of the gang back in high school. Mac and Dennis kicked Schmitty out of the gang (and a moving car) to make Charlie happy. Charlie and Schmitty used to be roommates and Charlie always feels upstaged by Schmitty.
* TheAce: Schmitty is good at pretty much everything.
* NiceGuy: He was the most normal and well-adjusted out of the gang. Kind of makes you wonder why he was friends with them in high school.
* OnlySaneMan: For the short time he returns to the Gang. He's off-put by their strange habits and rituals which Schmitty has long grown out of, even commenting to them how 'weird' everything they do is.
* TokenGoodTeammate: All to briefly but when Dennis and Mac reunite with their old friend Schmidty and ask him to replace Charlie in the gang. Schmidty is friendly, personable, inclusive and doesn't mind when the gang tries to push him out of a moving car! (''Twice''!) Needless to say, he is one of few decent people in the history of the show.
* UnknownRival: Charlie hates him and considers him a threat to his position within the team, but Schmitty isn't too aware of Charlie's feelings.

[[folder:Fatty Magoo]]
!!Ingrid Nelson AKA Fatty Magoo
->'''Played By:''' Creator/JudyGreer

A high school friend of Dee's. In High School Dee wore a back brace and was dubbed the Aluminum Monster while Ingrid was morbidly obese and was given the name Fatty Magoo.
* FormerlyFat: The reason her nickname in high school was "Fatty Magoo"
* NiceGirl: She maintains a cheerful disposition. When Dee told her that she herself was gonna grow up to be an actress to rub it in her face, it instead inspired Ingrid to run her own clothing store. And she personally thanks Dee for this upon seeing her in her store.

->'''Played By:''' David Zdunich

* RecurringExtra: He's a barfly who shows up in the background multiple times.

[[folder:Psycho Pete]]
!!Real Name TBA
->'''Played By:''' TBA

A former member of the Gang back in high school. The Gang saw him as a harmless {{Cloudcoockoolander}}, but Ingrid Nelson tells them [[AxeCrazy that he is in a lunatic asylum for cutting up his family & eating them for Christmas Dinner.]]

* AxeCrazy
* TheDreaded
* HeWhoMustNotBeSeen: This will most likely change in ''Psycho Pete Returns.''
* ImAHumanitarian
* InsanityDefense
* JustJokingDefense: The Gang naturally assumes this after Ingrid tells them he threatened to blow up the school, but she tells them that he is legitimately AxeCrazy.
* KarmaHoudini: He got the InsanityDefense, and he was able to threaten to blow up the school, forcing Ingrid to hire extra security. In ''Psycho Pete Returns,'' he gets set free after his institute shuts down.
* NotMakingThisUpDisclaimer / SincerityMode: Ingrid tells them that he is literally AxeCrazy, and that he literally ate his entire family for Christmas Dinner
* KnightOfCerebus

!The Nightman Cometh

[[folder:Little Boy/Dayman]]
!!Little Boy[=/=]Dayman
->'''Played By:''' Dennis Reynolds

* AndShowItToYou: How he desposes of the Nightman, ripping the beast's heart out and showing it to him.
* {{Badass}}: He defeats the Nightman and the Troll in combat.
* BraggingThemeTune: 'Dayman'.
* TheDogBitesBack: He was forced into slavery and later fights back.
* TheHero: He saves the Coffee Shop Princess.
* ThisIsForEmphasisBitch: When he kills the Troll.
-->''"You know what it is, bitch."''
* TookALevelInBadass: Goes from a defenseless little boy to the invincible Dayman by the end of the play.

[[folder:Coffee Shop Princess]]
!!Coffee Shop Princess
->'''Played By:''' Deandra Reynolds

* PinkMeansFeminine[=/=]PrincessesPreferPink: She wears a pink dress.
* {{Shotacon}}: An unintentional example. She's deeply in love with the little boy, who is meant to be a young man but is only ever referred to in ways that make him sound extremely young. Defied by Dee who's worried about people perceiving her as a pedophile because of her character.
* WriteWhoYouKnow: [[invoked]] Considering the Waitress works at a coffee shop, she's probably loosely based on her.

!!The Nightman
->'''Played By:''' Mac

* AnimalEyes: Cat eyes, specifically.
* {{Badass}}: Intended to be this by both Charlie and Mac, who utterly fail at portraying him as one.
* BigBad: He's the main antagonist of the play.
* DarkIsEvil: He dresses in all black and is named "Nightman".
* LargeHam: Mac plays him this way, it actually leads him to become an audience favorite, but not for the reasons Mac intended (He wanted them to think of him as a scary badass, not a goofy LargeHam).
* SssssnakeTalk: He speaks with a lot of hisses.
* {{Shotacon}}: Once again not intentionally. He's supposed to be something of a grim reaper type figure after the Little Boy's soul, but Charlie's writing, mixed with Frank's continuous pronunciation of "soul" sounding like "hole" and Mac's closeted attraction to Dennis all make him come off as a rapist.
* TitleCharacter: Of 'The Nightman Cometh' of course.

[[folder:Antonio the Troll]]
!!Antonio the Troll
->'''Played By:''' Frank Reynolds

* BiggerBad: Antonio is the one who the Nightman pays for the Boy's soul/hole, and keeps the Boy in servitude.
* FatBastard: He's played by Frank Reynolds who is fairly overweight himself.
* KarmicDeath: He's killed by his own slave.
* LargeHam: Due to being played by Frank.
* VillainSong: 'Troll Toll'.

!Lethal Weapon Series

!!Martin Riggs
->'''Played By:''' Dennis Reynolds & Mac

* AmbiguouslyGay[=/=][[AmbiguouslyBi Bi]]: In ''Lethal Weapon 6'', there is some unintentional ShipTease between Riggs and Murtaugh [[AuthorAppeal because of Mac]]. So he decided to add a scene with them at a strip club to make them appear straight, but all it did was make [[ArmouredClosetGay them look insecure about the sexuality]]. He did marry Murtaugh's daughter, but it's possible she was [[TheBeard his beard]].
* AwesomeAussie: Only when Dennis plays him though.
* TheHero: Though he steps down from the spotlight a bit in Lethal Weapon 6.
* MrExposition: When Mac plays him, he makes sure to go into extended detail about every single event occurring around him because, in Mac's words "nobody ever knows what's happening in movies".
* TheOtherDarrin: [[invoked]] A comedic example. Mac and Dennis switch parts abruptly in the middle of both movies.

!!Roger Murtaugh
->'''Played By:''' Dennis Reynolds & Mac

* ADayInTheLimelight: Lethal Weapon 6 focuses on him a bit more than Riggs.
* AmbiguouslyGay/[[AmbiguouslyBi Bi]]: In ''Lethal Weapon 6''. To the point where one guy confused it for gay porn. He ''does'' have a daughter, though and ''did'' have a wife. So he's either bi or used his family as TheBeard.
* {{Blackface}}: Mac uses this trope when playing Murtaugh. Averted with Dennis who finds it racist.
* CatchPhrase: "I'm gettin' too old for this shit!"
* CoolOldGuy: He's supposed to be this, though Mac and Dennis are clearly the same age.
* TheLancer: Though he steps up to the spotlight more in Lethal Weapon 6.
* TheOtherDarrin: [[invoked]] PlayedForLaughs. Mac and Dennis randomly switch between playing Murtaugh and Riggs.

!!Chief Lazurus
->'''Played By:''' Frank Reynolds

* BadBoss: He uses his own goon as a human shield.
* BackFromTheDead: He's resurrected in Lethal Weapon 6 by a Native-American witch.
* BigBad: Of Lethal Weapon 5 and 6.
* {{Brownface}}: Native American Chief Lazurus is played by caucasian Frank Reynolds.
* CorruptCorporateExecutive: Of his casino. He also owns an umbrella factory, likely a planned safe haven for after his apocalyptic rain dance.
* JabbaTableManners: As seen when he meets with Riggs & Murtaugh for the first time.
* LargeHam: Frank is really enjoying playing a villain. Lazurus shouts, snarls, froths and groans.
* MeaningfulName: Chief 'Lazurus' comes back from the dead.
* NativeAmericanCasino: He's a Native American who owns a casino.
* ReallyGetsAround: As one of the actor's stipulations, Chief Lazurus gets lots of ass.
* RoaringRampageOfRevenge: After being brought back from the dead, he sets out on a mission of revenge and to do a rain dance that will drown the city.

[[folder:Police Chief]]
!!Police Chief
->'''Played By:''' Charlie Kelly

* BadBadActing: Charlie's acting in Lethal Weapon 5 is so terrible that Dennis and Mac seriously consider cutting him out completely.
* DaChief: Of the Police Department.
* MrExposition: He tells the two detectives the basic plot of the movie.
-->''"Turns out another person just died from tainted tap water. Turns out someone taint - Someone tapped the tainted water supply. (pointing at Murtaugh) The person who just died was your wife."''