A list of characters and associated tropes in the long-running sitcom ''TwoAndAHalfMen'':

[[foldercontrol]]

[[folder:The Harper Family]]

!!! Charles Francis "Charlie" Harper (Creator/CharlieSheen)
* TheAce: Winning...
** BrokenAce: Although there have been some ''rare'' moments where his vices do catch up with him (at least until he was killed).
* AdamWesting / MetaCasting / WriteWhoYouKnow
* TheAlcoholic: Gradually over time, mostly in the later seasons, where if he's home, he's either pouring himself a drink or has one in his hand.
* AlwaysSomeoneBetter: To Alan.
* AndThereWasMuchRejoicing: Next to no one had a single nice thing to say about him during his funeral (Alan ''tried'').
* AnythingThatMoves: At least, Alan thinks so.
* AshesToCrashes: Ultimately, his smoldered ashes end up on the floor of the house when Alan drops them after being startled by Walden. And again when Jenny shows up.
* AssholeVictim: The women who attend his funeral view him as one of these.
* AtLeastIAdmitIt: Whatever flaws Charlie has, he doesn't deny who he is.
* BigBrotherBully: To Alan, in their childhood.
* BunnyEarsLawyer: Gets paid millions just for writing jingles and doesn't have to do any other actual work or support anyone else. This is one of the main reasons why Alan despises him so much.
* TheCasanova: Sleeps with a woman every other episode (if not more).
** And it's one of the traits passed down from father to daughter.
** KidAnova: Was one of these in his youth as well.
* CasualKink: According to one of the women at Charlie's funeral, he liked being spanked while wearing her panties.
* TheCharmer: For all his flaws, Charlie actually does treat the women he sleeps with rather well. And then after the sex...
* TheChewToy: He does have his moments as a result of getting hit with the IdiotBall, such as the time when he thought his ex-girlfriend's son was his own. HilarityEnsues.
* CharacterDevelopment: Charlie may have been an immature narcissist and so forth, but he did learn how to be a better uncle and more willing to be in a monogamous relationship.
* ChickMagnet: Alan put it best, ''"They just drop out of the sky for him!"''
* ComedicSociopathy: To disturbing levels.
* DeadpanSnarker: One of the biggest, if not ''the'' biggest, on the show.
* [[spoiler:DeathBySex: Rose catches him showering with another woman during their vacation to Paris and pushes him in front of a train.]]
* DepravedKidsShowHost: "Is There A Mrs. Waffles?"
* DisappearedDad: He decided that he didn't want to be in his daughter Jenny's life anymore and just sent child support.
* DreadfulMusician: He can definitely play the piano well, and turns out to have a surprising proficiency for writing childrens' songs, but most of his actual jingles are so bad that it makes you wonder how he was ever able to make a living (to say nothing of a living in ''Malibu'') off of it.
* [[spoiler:DroppedABridgeOnHim: A train, more specifically.]]
* DudeWheresMyRespect: His family does nothing but insult him, his career and his lifestyle despite him being incredibly successful as a musician (The quality may be questionable, but he's still really successful.) and having every right to live his life as he sees fit.
* EvenTheGuysWantHim
* EveryoneHasStandards: Charlie found there were lines even he wouldn't cross, such as in the Christmas episode where he refused to sleep with a woman that was possibly his sister. As Rose quipped, "It's a Christmas miracle!"
** He also refuses to sleep with teenage girls, as shown with his refusal of Berta's granddaughter's (played by MeganFox no less) advances.
* [[FourTemperamentEnsemble Five Temperament Ensemble]]: Choleric.
* {{Flanderization}}: Charlie became an even heavier drinker and an even bigger {{Jerkass}}. Was flanderized into a hard drug user after his death, though this may have been part of a large TakeThat aimed at Charlie Sheen.
* {{Foil}}: To Alan.
** CainAndAbel: The Cain to Alan's Abel.
** FoolishSiblingResponsibleSibling: The Foolish to Alan's Responsible.
** RedOniBlueOni: The Red to Alan's Blue.
** SensitiveGuyAndManlyMan: The Manly Man to Alan's Sensitive Guy.
** SiblingYinYang
* GirlOfTheWeek: One has to wonder at times how Charlie Harper is the less-exaggerated version of the actual Charlie Sheen.
* HandsomeLech: Charlie's the kind of guy who would be in the dictionary under "man-whore" if the word was in there. It's made all the weirder by the fact that he writes children's songs for a living.
* HilariouslyAbusiveChildhood: As he tells to Evelyn, when she asks why doesn't he like her:
-->I'm not saying I hate you, but if I did, it might have something to do with the fact that you're a narcissistic bloodsucker who drove my father into an early grave, after which you married a succession of men who couldn't care less about Alan and me, which was just fine with you 'cause you... looked at us like a couple of dancing monkeys you could just haul out whenever it suited you! And when it didn't, you sent us off to boarding school or camp or that kibbutz in Israel, where we got beat up 'cause we weren't even Jewish! And now... now you show up here every chance you get to lay a guilt trip on me for not appreciating my cold, lonely, loveless childhood!
* InstantSeduction: Mia was the only one this didn't work on.
* ItAmusedMe: His reason for picking on Alan so much.
* {{Jerkass}}
** JerkassFacade: He showed shades of this, at least in the early seasons.
** JerkWithAHeartOfGold: He was this in the early seasons, before he became more of a...
** JerkWithAHeartOfJerk: ...in the later seasons, before he was killed off.
* JustFriends: With Lyndsey, despite what Alan thought.
* KarmaHoudini: Charlie's jerkassery never seemed to catch up to him until he was [=McLeaned=] at the beginning of Season 9.
** LaserGuidedKarma: The girls who attend the funeral seem to view his death as this.
* KavorkaMan: He's a millionaire with a beachhouse; it's just his personality that makes women leave him.
* KilledOffForReal
* LadykillerInLove: With Mia, Chelsea, and Rose.
* LovableSexManiac: Subverted. It caused a lot of resentment from [[HollywoodDateless Alan]] and [[EvilMatriarch Evelyn]]. Jake was cool with it though. It also got him killed.
* ManChild: "You are a ''child''! A high maintenance ''child''!"
* MommyIssues: Even more so than Alan.
* {{Narcissist}}: No matter if Alan is suicidally depressed, Charlie is ''always'' thinking of himself.
* NotSoDifferent: Has shades of this when it comes to Evelyn. They're both narcissists, drink alot and are promiscuous.
* NotStayingForBreakfast
* OddCouple: With Alan.
* OfficialCouple: With Rose... or so it seemed at first.
* OneOfTheKids: According to Alan - ''"You're a child! A high-maintenance child!"''
* OneHourWorkWeek: Seriously, how often do you ever see him actually working or going somewhere related to his job? Not very often.
** Somewhat justified, since the show tends to take place on the weekend and Charlie chose his line of work since he can do very little work for a lot of money.
* ParentalNeglect
* PlatonicLifePartners: With Berta. WordOfGod is that they're best friends, but neither would admit it.
* ThePornomancer
* [[spoiler:PutOnABusToHell]]: ''Literally.''
** BusCrash
* ReallyGetsAround
* RealLifeWritesThePlot: After his falling out with Chuck Lorre, Sheen's Character is killed off in a very unglamorous way and manages to undo his potental CharacterDevelopment in the Trip he took with Rose at the end of Season 8.
* SmugSnake: Mostly towards Alan.
* StylisticSuck: His jingles.
* TheNicknamer: Mostly to Alan, Jake and Evelyn. Alan was "The Sponge", Jake was "Numbnuts", "Tater head" and "Pumpkin head" and Evelyn was "Satan".
* TookALevelInJerkass: Even more so than originally.
* UnproblematicProstitution: Has an entire contact list full of hookers on his phone.
* UnsympatheticComedyProtagonist: Most of the time.
* VitriolicBestBuds: When he wasn't fighting with Alan or Evelyn, they were this.
* WhatDidIDoLastNight: This is a weekly ritual for him.

!!! Alan Jerome Harper (Jon Cryer)
* AbhorrentAdmirer: He attracts old women, like Judy's or Melissa's mother.
* [[AbusiveParents Abusive Parent]]: To Jake, starting with Season 6.
* {{Adorkable}}
* AesopAmnesia: After Walden's ploy to find a woman by pretending to be someone he's not completely blew up in Walden's face, despite Alan's warnings, Alan seems to have completely forgotten these events ever happened in Season 11 and pursues Lyndsey and her fiancée's sister, Gretchen, using the false identity of "Jeff Strongman."
** [[spoiler:And like Walden, Alan ends up losing it all. For now.]]
* AmbiguouslyBi / CampStraight: His rivalry with men often turns into crush, for example towards Walden and Larry.
** Although he says to Charlie in one episode that he's metrosexual.
* BecauseYouWereNiceToMe: He falls in love with Charlie's older, motherly girlfriend in one episode for this reason.
* BitchInSheepsClothing: Alan is the kind of guy who has spent his whole life living by an arbitrary morality, and is now mad that he hasn't reaped the rewards he thinks he deserves for it. Yes, [[ButtMonkey life hasn't treated him all that well]], but a lot of that is because Alan is a spineless doormat; he is incredibly resentful against his brother, who lived in hedonistic revelry that Alan secretly wanted himself, but never allowed himself to go for because he thought that the universe would automatically reward him for his passive aggressive nice guy act. In the last few seasons of the show, however, he seems to have realized this, and consequently has relinquished all pretenses of being a NiceGuy.
** NotSoDifferent: Alan likes to act like he's better then Charlie because he got married and had a kid instead of having endless casual sex in various ways, but while he doesn't have as much sex as Charlie, Alan has quite a bit of casual sex and has cheated on women several times and done some morally questionable stuff throughout the series.
* BornUnlucky: Despite all his faults, one cannot deny that Alan wasn't born with some kind of curse hanging over his head.
* ButtMonkey: Try and name one episode where something bad doesn't happen to Alan in some way. Go ahead, try it.
* TheCassandra: He repeatedly warns Walden about Rose, and is eventually proven right.
* ChildhoodFriendRomance: With Judith.
* CosmicPlaything: Just about ''everything'' is out to get him, and is merciless in execution.
* CovertPervert: Although he tries to act more controlled than Charlie when it comes to women, Alan is perhaps even more of a pervert.
* TheDandy
* ADateWithRosiePalms: Very often. Charlie's even caught him having sex with a vacuum, he admits to masturbating before dates to get the right enthusiasm out of women, and once masturbated six times in several different locations just to use up pills before they expired (eventually getting arrested when he was caught in a movie theater).
* DeadpanSnarker: Especially towards Charlie.
* {{Deuteragonist}}: From Seasons 1-8. In Season 9, one could argue that Alan is the main character (at least for the first half of the season), but by Season 10, Walden is the main focus; in Season 11, he and Walden have roughly equal amounts of importance.
* ExtremeDoormat: One could say that Alan is the world's chew toy.
* FailureIsTheOnlyOption: No matter what happens, Alan will always end up living in the beach house again, broke and without a girlfriend.
* {{Fetish}}: Due to having the best sex with Judith when she was pregnant with Jake, Alan has a bit of a ''thing'' for pregnant women...
* [[FourTemperamentEnsemble Five Temperament Ensemble]]: Melancholic.
* {{Flanderization}}: Into a {{Jerkass}} that makes no attempt to find a place for himself and sponges off Charlie (later Walden) without remorse for his actions. Combine that with the recent [[TookALevelInDumbass levels in dumbass]] he's been taking, and that's essentially Alan's new characterization.
* {{Foil}}: To Charlie (and later Walden).
** CainAndAbel: The Abel to Charlie's Cain.
** FoolishSiblingResponsibleSibling: The Responsible to Charlie's Foolish.
** RedOniBlueOni: The Blue to Charlie's Red.
** SensitiveGuyAndManlyMan: The Sensitive Guy to Charlie's Manly Man.
** SiblingYinYang
* TheFriendNobodyLikes: No one likes him and the show gives plenty of good reasons why they don't.
* HeCleansUpNicely
* HenpeckedHusband: You could not find a better example (although it's more like Henpecked Ex-Husband).
* HilariouslyAbusiveChildhood
* HolierThanThou: He looks down on pretty much everything Charlie does that isn't an age appropriate relationship.
* HollywoodDateless: He's a very, very, ''very'' strange case. Alan finds himself having sex with a woman every two episodes or so, but his bad luck with maintaining a relationship stems from his crippling insecurity and neediness, MommyIssues, and his tendency to gravitate towards emotionally damaged women.
* HumiliationConga: Alan's life is one big one.
* InSeriesNickname: "Zippy", from Berta, "The Sponge" from Charlie.
* {{Jerkass}}: In the later seasons, with only the occasional JerkWithAHeartOfGold moment.
* KavorkaMan: He's managed to hook up with a legion of attractive women, despite being broke, a CosmicPlaything and not particularly good-looking, including mothers Judith and Lyndsey, BrainlessBeauty Kandi, Melissa, and countless others. Nearly all of these have ended in disaster, however.
* LovableSexManiac: Although he's more reserved about it than Charlie, it's still there.
* MDEnvy: He is a chiropractor that is constantly made fun of for not being a "real doctor."
* MistakenForGay: Sometimes with Charlie, but it turns into a running joke with Walden from Season 9-on. Every woman that learns they live together seems to think they are a couple.
* MamasBabyPapasMaybe: Played with. It's implied that Jake might not even be Alan's son; Charlie can't help but notice how much the exterminator, water deliveryman, and mailman all resemble Jake...
* NoPreggerSex: He claims the best sex he ever had with Judith was during the time she was pregnant with Jake, which explains his offbeat pregnancy fetish.
* NoRespectGuy: If Alan is given any amount of praise whatsoever from his family, it's gone or forgotten by the next episode.
* OddCouple: With Charlie and later with Walden.
* OnlySaneMan: In the early seasons; now he's probably the goofiest character on the show.
* ParentalNeglect: In later seasons, both he and Judith exhibit this towards Jake. In turn, Alan was a victim of this from his own mother.
* TheScrooge: His sponging off of Charlie (and later Walden) was eventually Flanderized into this. He was once ''driven to tears'' from having to pay for a meal.
* SmugSnake: To Walden.
* TheThingThatWouldNotLeave: You could practically name this trope ''The Alan Harper.'' It's UpToEleven in Season 9 and onwards.
* TookALevelInJerkass: Starting around Season 7.
* TrueCompanions: With Walden.
* TheUnfavorite: He's gotten {{flanderized}} into this over time, with recent episodes having Evelyn being repulsed by the very thought of Alan.
* UngratefulBastard: He shows brief glimmers of this throughout the entire series, but it's more prevalent in later seasons.
* UnsympatheticComedyProtagonist: Gets [[{{Flanderization}} flanderized]] into this around Season 7-8.
* VitriolicBestBuds: Played completely straight with Walden.
** He and Charlie were this when the latter was alive and they weren't fighting about something.
* YankTheDogsChain: On numerous unfair occasions, most notably when he found happiness with Kandi and moving into a condo, only for Kandi to leave him a few months later, keep the condo, and have the alimony checks for Alan continue, this time for two ex-wives.

!!! Jacob David "Jake" Harper (Angus T. Jones)
* AbusiveParents: Alan and Judith are this to him.
** Both seemed to at least try to provide a good life for Jake in the early seasons, but after realizing that his life would most likely go nowhere, they stopped caring.
* AdorablyPrecociousChild: Originally.
* BigEater: His defining characteristic.
* BrattyHalfPint: In seasons 2-4. After that he became too old to be considered a "half-pint."
* CatchPhrase: "... Oh yeah!" whenever he's been reminded of something.
* TheChosenOne: Called this by Charlie and Alan. He was the only person who ever [[BreakTheHaughty broke Evelyn]].
* CluelessChickMagnet
* DeadpanSnarker: He has his moments.
* DemotedToExtra: Starting with Season 10, when Jake left to join the military and only appeared sporadically. Even before that, his role slowly started to diminish.
** And now he's left the show entirely.
* TheDitz
** GeniusDitz: He's an idiot, a {{jerkass}} and is socially inept, but he is a fantastic cook and everyone likes his cooking. He even became a chef when he joined the Army.
* DumbassTeenageSon: Alan and Judith both realized pretty early on that his life was going nowhere.
* FatSlob
* [[FourTemperamentEnsemble Five Temperament Ensemble]]: Phlegmatic.
* FromTheMouthsOfBabes
* {{Gasshole}}: According to Charlie, Jake is flatulent like a whoopee cushion.
* {{Gonk}}: In the later seasons.
* [[HasTwoMommies Has Two Daddies]]: If you can consider Charlie and Alan as this.
* HeCleansUpNicely
* InnocentlyInsensitive: He alternates between being this and being a deliberate JerkAss.
* InsaneTrollLogic: Pretty much his default thought process, especially when he gets older.
* InSeriesNickname: "Buddy" from Alan and "Taterhead" from Charlie.
* {{Jerkass}}: Started in Season 3, got worse as time went on.
* KavorkaMan: In the later seasons. He's [[{{Gonk}} ugly]], [[TheDitz stupid]] and [[JerkAss obnoxious]], yet he manages to pull a threeway with two cute girls ''while in high school'' (and at the age of 16, to be exact).
* LazyBum
* [[LikeFatherLikeSon Like Uncle Like Nephew]]: Jake had quite a bit of success with women just like Charlie did. In high school Jake had a threeway with two girls that he likely lost his virginity to, and slept with his tutor, Zoey's slutty neighbor, Missy (who had a boyfriend), his older girlfriend Tammy, and then Tammy's daughter. Charlie would have been proud.
** If some of Jake's throwaway comments to Alan mean anything, the list might be even longer.
* LiteralMinded: It really annoys people too.
* OddFriendship: With Rose.
* OnlyChildSyndrome: Until Milly came along. He's alright with having a little sister though.
* ParentalNeglect: From both Alan and Judith in later seasons.
* ThePigpen: Combine this with being stupid and an eating machine, and that's Jake in a nutshell.
* PetTheDog: He was genuinely sad for Charlie that he and Chelsea broke up.
* PutOnABus: Starting Season 11. He likely isn't coming back (barring the role being recasted), due to Angus T. Jones having decided to largely give up acting in the wake of becoming a Born-Again Christian, and limiting himself to stage work and occasional independently-produced Christian films.
* TheSlacker
* SomethingWeForgot: In several episodes, Alan temporarily moves out of the house and accidentally leaves Jake behind. Although he doesn't seem to care.
* TheStoner: In Season 9. That's basically all he does in that season, get high and act as background filler.
* ThoseTwoGuys: With Eldridge.
* TooDumbToLive: How Jake hasn't killed himself in some crazy stunt, we'll never know. The episode where he and Eldridge film ''Jackass''-type antics takes this UpToEleven.
* TookALevelInDumbass / TookALevelInJerkAss: Jake went from a fairly likable and witty but sloppy kid to an ungrateful, obnoxious, braindead pothead.
* UngratefulBastard: What grown-up Jake has become. In his few appearances in Season 10, he seems to be getting better with his attitude towards his father (no doubt a result of enlisting in the Army).

!!! Evelyn Harper (Holland Taylor)
* [[AbusiveParents Abusive Parent]]
* BiTheWay: With Lyndsey's mom, as well as allusions to some experimentation in her younger days.
* DeadpanSnarker: Mostly towards Charlie and Alan.
* DemotedToExtra: She only appeared in one episode in season 10, and four in season 11.
* EvilMatriarch: Following a tremendously HilariouslyAbusiveChildhood, Charlie and Alan think so, and from the pieces of it we hear about, they may be right.
* FieryRedhead: When she wants to be.
* [[FourTemperamentEnsemble Five Temperament Ensemble]]: Melancholic.
* GrandeDame
* InSeriesNickname: "Satan" from Charlie. Also called "Death" and "The Black Widow" by Alan once or twice.
* ItsAllAboutMe: AND HOW!
* {{Jerkass}}: Charlie and Alan see her this way, but -
** JerkWithAHeartOfGold: She displays glimmers of being one of these as well. Usually turns out to be related to her narcissism though.
* KarmaHoudini: A lot of what she does passes through the radars without any damage.
* LadyDrunk: She's usually seen with a drink in her hand. True to trope, it's often from a martini glass.
* MoralityPet: She does care about her grandson Jake.
** Although in Season 11, she seems to have forgotten about him in favor of Jenny.
* MrsRobinson: While she is usually seen with guys in her age range, she's been known to do this just as much.
* MyBelovedSmother
* {{Narcissist}}: Biggest one on the show.
* ParentalFavoritism: While she is by no means a loving mom, and it's barely much, she does seem to prefer Alan for being the more responsible son who settled down and had a kid.
* PetTheDog: She comforted Charlie after Chelsea left him.
* ReallyGetsAround: Maybe even more so than Charlie.

!!! Jenny Harper (Creator/AmberTamblyn)
* TheAlcoholic: To the point where she tries to cure a hangover with vodka.
* ChickMagnet: Seriously. She picks up a girl in a bar that isn't a lesbian without revealing that she herself is a lesbian.
** And already has managed to sleep with non-lesbians, such as Walden's mom Robin, Lyndsey (as part of a threesome with Lyndsey's boyfriend) and Lynda ''freakin''' Carter. Walden even calls it the "lesbian zombie" virus.
* CousinOliver: Introduced in Season 11 to take Jake's place.
* DeadpanSnarker
* [[FourTemperamentEnsemble Five Temperament Ensemble]]: Leukine.
* GenerationXerox: She is exactly like her father Charlie, to the point of being an {{Expy}}. Berta even says "Charlie's back" when seeing her in action.
* GirlOfTheWeek: Just like dad.
* HardDrinkingPartyGirl
* IBangedYourMom: She banged Walden's mom [[UpToEleven in a threesome with Lynda Carter!]]
* InstantSeduction: See ChickMagnet.
* InTheBlood: As much of a womanizer as Charlie was.
* TheLadette: Loves drinking, partying and sex (with women).
* LipstickLesbian: Though her behavior is stereotypically masculine, her appearance is feminine.
* LovableSexManiac: She's a lot nicer than her father was.
* MsFanservice
* ReallyGetsAround: Are you starting to see the pattern here?
* TheStoner

[[/folder]]

[[folder:Other Main Characters]]

!!! Berta (Conchata Ferrell)
* TheAlcoholic: Implied to be this on multiple occasions, although not to the extent of Charlie.
* AlmightyMom
* AscendedExtra: The character of Berta was so popular with test audiences that she became a member of the main cast.
* DeadpanSnarker: Probably the biggest one on the show.
* FieryRedhead
* [[FourTemperamentEnsemble Five Temperament Ensemble]]: Choleric.
* JerkWithAHeartOfGold: She may be snarky and rule the house through fear, but has shown that she cares about her employers in her own way.
** [[MyFriendsAndZoidberg Even]] [[TheFriendNobodyLikes Alan.]]
* NoLastNameGiven: Even [[LampshadedTrope lampshaded]] by Alan in one episode when Walden asks how old he thinks Berta is, and Alan responds with the fact that he "doesn't even know her last name."
* OnlySaneWoman: She thinks of herself this way and just might be in comparison to everybody else on the show.
* PlatonicLifePartners: With Charlie. WordOfGod is that they're best friends, but neither would admit it.
* PromotionToOpeningTitles: In Season 2.
* ServileSnarker
* TheStoner

!!! Judith Harper-Melnick (Marin Hinkle)
* [[AbusiveParents Abusive Parent]]
* AlphaBitch
* ChildhoodFriendRomance: With Alan.
* DemotedToExtra: Started to become this in Season 9, although now she has officially been PutOnABus.
* EvilMatriarch
* [[FourTemperamentEnsemble Five Temperament Ensemble]]: Choleric.
* {{Hypocrite}}: She scolds Charlie and Alan for numerous things she herself has been known to do.
** And then she left Herb because he cheated on her with his receptionist, even though she has cheated on Herb with men that he considers his friends.
* InvincibleVillain: She's determined to be the biggest bane in Alan's life, and she does it too, [[KarmaHoudini with almost zero backlash]].
* ItAmusedMe: Went from merely bullying Alan for her own needs to just thriving on any moment that will make him squirm.
* ItsAllAboutMe
* {{Jerkass}}: Biggest one on the show.
* KarmaHoudini: Outside getting her ego stung slightly by the odd dry one liner, she has gotten away with taking Alan for everything (though that was also Charlie's fault), as well as constantly hurling abuse at him, trying to control his life and being a full on {{Jerkass}} to him for almost a decade as well as treating Herb and Jake like crap and indirectly interfering with Charlie's life as a result. It only seems to be set in stone now she has been PutOnTheBus.
* MamasBabyPapasMaybe: The paternity of her daughter Milly is called into question before the girl was even born (as Milly was conceived around the time Judith and Herb were separated whereupon she and Alan had a brief affair). Moreover, ''everyone'' (except Herb) can see that Milly resembles Alan a great deal, causing Judith a great amount of aggravation. [[TheUnreveal The question itself is never actually answered]], but it really does look like Alan is the biological father.
* PutOnABus: As of Season 10.
** TheBusCameBack: In a single episode, where Walden and Alan tried to convince her to take back Herb.
* SuddenlySexuality: Although she just used this as an excuse to divorce Alan.
** WhatCouldHaveBeen: It was intended to be genuine at first, but after finding out ''{{Friends}}'' [[ItsBeenDone used a similar plot]], they rewrote it as a lie, helping establish her manipulative Jerkass persona.
* TakingTheKids: Used this as a threat from time to time on Alan. [[spoiler: She actually followed through by taking Milly away when she divorced Herb.]]
* TookALevelInJerkass: While she was always a {{Jerkass}}, but mostly just in [[ItsAllAboutMe a self centered manner]]. As time passed she became actively vindictive, mooching off Alan and [[ItAmusedMe making his life a living hell at every opportunity]]. Her callousness became indiscriminate too, neglecting and abusing Jake, and treating Herb as badly as she had Alan.

!!! Rose (Melanie Lynskey)
* AxCrazy: God help anyone that tries to stand in her way.
** Charlie ended up in this situation, too...
* BitchInSheepsClothing: Yup, and how.
* [[HandsomeLech Beautiful Lech]]
* {{Cloudcuckoolander}}
* ComedicSociopathy: She has yet to be prosecuted for stalking and murdering Charlie, despite basically confessing the latter to the assembled crowd at his funeral.
* DemotedToExtra: With Charlie dead, it's very unlikely that Rose will ever play a major role in the series again, although it has been shown that she is now stalking Walden.
* FlowerMotifs: Her clothes embroidered with flower patterns, topped with her name.
* [[FourTemperamentEnsemble Five Temperament Ensemble]]: Sanguine.
* {{Jerkass}}: In her own way, although she may not seem like it at first glance. And she did murder Charlie. But, to be fair, he did cheat on her and as Berta states, "Never cross a crazy woman." She also stalked Walden and had her ferrets attack Walden when he dumped her.
* KarmaHoudini: It's heavily implied that she killed Charlie. Plus all of the stalking over the years.
* LoveMakesYouCrazy
* MsFanservice
* OddFriendship: With Jake.
* OfficialCouple: With Charlie at first, but shit happens...
* PutOnABus
** TheBusCameBack: In the introductory episode of Season 9 and three episodes of Season 10 (this time stalking Walden).
* StalkerWithACrush: A self-proclaimed "Stalker with a Crush", too, towards Charlie (and later Walden).
* SugaryMalice
* {{Yandere}}: ''Hell yeah.''

!!! Kandi (April Bowlby)
* BiTheWay: Charlie points out that Kandi has probably slept with more women than Alan. Alan finds this a [[GirlOnGirlIsHot very fun thought indeed]].
** And then there was that little encounter with Lyndsey that both agreed never to tell Alan about.
* TheBrainlessBeauty
* TheDitz
* [[FourTemperamentEnsemble Five Temperament Ensemble]]: Sanguine.
* HiddenDepths: She does occasionally show some intelligent moments, and seems to be a decent piano player.
** She's a decent enough actor and can accurately say forensic stuff without mispronouncing it.
* InnocentlyInsensitive
* LiteralMinded
* MsFanservice
* TookALevelInJerkass: Before she left Alan, she was much nicer to him than everyone else.

!!! Chelsea (Jennifer Bini Taylor)
* [[FourTemperamentEnsemble Five Temperament Ensemble]]: Phlegmatic.
* MsFanservice
* NiceGirl: Before [[TookALevelInJerkass taking a level in Jerkass]], she treated Alan (and to an extent, Charlie) the nicest out of everybody on the show.
* TookALevelInJerkass: As a result of Charlie's actions.
* YouLookFamiliar: Taylor had already guest starred in previous episodes, including the pilot.

!!! Walden Schmidt (Ashton Kutcher)
* AlwaysSomeoneBetter: To Alan.
* BungledSuicide: He tried to drown himself in the ocean outside of the beach house after his wife left him, but apparently didn't realize the water would be so cold.
* ButtMonkey: He's still much better off than Alan, but has started to verge into this territory recently.
* CharacterizationMarchesOn: Around the time when Walden's beard was gone, so was his childlike personality. Alan originally had the upper hand as his "guidance" following his divorce, but by Season 10, Walden is clearly the more mature one in the house, often acting as Alan's conscience to show how far his personality has gone.
* ChickMagnet: Seriously. Every girl on the show who has met him expressed attraction towards him in some way.
* DeadpanSnarker: Especially to Alan.
* DitzyGenius: Started off in this zone, got better but still has the occasional moment.
* EvenTheGuysWantHim: Alan didn't mind kissing him, the therapist questioned her orientation after his hug.
* {{Flanderization}}: In Season 11, he starts to develop some shades of neediness, unable to sleep with an attractive woman without declaring his love for her.
* [[FourTemperamentEnsemble Five Temperament Ensemble]]: Sanguine.
* IBangedYourMom: He had sex with Evelyn, despite Alan's warnings that she was a cougar.
* ManChild / OneOfTheKids: Originally, but his personality has greatly matured over the past two seasons, and at this point it's clear who is the more mature one in the beach house.
* MistakenForGay: It used to be a running gag, but now it's been upped to OncePerEpisode.
* MrFanservice
* NiceGuy: He's a genuinely good guy who, despite being a little sharp-tongued to Alan, is kind to those around him and rarely ever antagonizes anyone (again, unlike Alan, whose behavior he actually has a reason to scoff at). And, unlike Alan, he actually feels remorse for his actions and realizes when he's made a mistake.
* NoNudityTaboo: In his introduction episode.
* OneHourWorkWeek: He is the head of a billion dollar company, yet seems to have tons of free time to hang out with Alan, and is hardly ever shown working.
* OnlySaneMan / ReasonableAuthorityFigure: He is starting to become something like this in the beach house, in comparison to Alan, Jenny, and Berta.
* ParentingTheHusband: This situation is what led Bridget away.
* TheStoner: Even has a drawer containing pot hidden inside his nightstand.
* TrueCompanions: With Alan.
* VitriolicBestBuds: In Season 9, he was fairly sympathetic and generous to Alan, but in Season 10, he seems to have discovered most of Alan's gnomish qualities and threatens to kick him out of the house multiple times. Regardless, he and Alan know that whatever happens, they can count on each other.

[[/folder]]

[[folder:Recurring Characters]]
!!!Herb Melnick (Ryan Stiles)
* DeadpanSnarker: You'd have to be after living with Judith.
* GentleGiant: He's 6'4", and is easily nicer than the rest of the cast.
* HenpeckedHusband: Like Alan before him. The poor guy gets treated like crap by his wife.
* LoveMartyr: Seriously. Herb has the patience to rival Buddha for being able to put with Judith.
* MamasBabyPapasMaybe: Look above with Judith.
* NiceGuy: The nicest guy on the show.
* OddFriendship: With Alan.
* [[spoiler: YourCheatingHeart: Cheated on a receptionist at his work, driving Judith to divorce him.]]

!!! Lyndsey [=MacElroy=] (Courtney Thorne-Smith)
* TheAlcoholic: Naturally, like Charlie, her drinking habits have been toned up in recent episodes.
* CompressedVice: Portrayed as an out-of-control alcoholic in ""Not in My Mouth!", with no previous indications of a drinking problem. Her alcohol issues appeared inconsequentially in the following episodes.
* {{Flanderization}} / TookALevelInJerkass: Goes from being a genuinely kindred spirit into a bitchy alcoholic.
* {{Gasshole}}: One reason that she likes Alan is because she can fart with him around, and he won't leave her, because he won't be able to find anyone better.
* IWasYoungAndNeededTheMoney: Her explanation for appearing in a porn movie.
* JustFriends: With Charlie, despite what Alan thought.
* MsFanservice
* RelationshipRevolvingDoor: Dated Alan consistently in season 8 until she left him for her ex-husband, then they got together again briefly and broke up due to Alan's paranoia that she was sleeping with Charlie. They got back together in Season 9 because she can fart like crazy and he won't leave her. They were engaged in Season 10 and then they broke up, seemingly for good. However, in the second episode of Season 11 she began sleeping with Alan again, but they are not in a relationship, as she has a boyfriend, Larry. Alan eventually wanted to restart their relationship and planned on proposing to her, but Larry did it before he could. After that, Lyndsey stopped sleeping with Alan. Later, she tried to restart the affair, but by then, Alan was dating Larry's sister, so he rejected Lyndsey.
* SingleWomanSeeksGoodMan: To Alan.
* TookALevelInJerkass: At first she was perfectly nice to Alan and seemed to genuinely love him. Then he accidentally burnt her house down.
* YourCheatingHeart: In Season 11 she's involved in a committed relationship to a NiceGuy... and cheats on him with Alan because he's really terrible at sex.

!!! Eldridge [=MacElroy=] (Graham Patrick Martin)
* TheDitz / DumbBlonde: He's [[UpToEleven even dumber then Jake is]].
* DumbassTeenageSon: For Lyndsey.
* {{Jerkass}}: Is incredibly disrespectful to his mother and Alan.
* LiteralMinded: Perhaps even more so than Jake.
* PutOnABus. He joined to the military along with Jake at the season 9 finale, and haven't been seen since.
* SatelliteCharacter: His only defining character traits are being Lyndsey's son and Jake's friend.
* ThoseTwoGuys: With Jake.
* TheStoner: Combine this with being an idiot and that's his character in a nutshell.
* ToxicFriendInfluence: He's definitely rubbed off on Jake.

[[/folder]]

[[folder:Minor Characters]]
!!! Gordon (J.D. Walsh)
* ButtMonkey: Offscreen, his life may be just as bad as Alan's: He was only a substitute for Charlie when he was dating Rose, and mentioned in an episode that he got a decent job as well as a wife within a 2-year radius, only for all of that to leave him. He's also envious of Charlie's lifestyle and easygoing demeanor, calling him a "genius."
* ChuckCunninghamSyndrome: Disappeared after Season 8, so it's unknown if he's aware that Charlie died.

!!! Larry (D.B. Sweeney)
* CrazyJealousGuy: To the point where he hires a private investigator (who turns out to be Rose) to get the scoop on the guy Lyndsey's been cheating on him with (unaware that it's his new best friend, "Jeff"). He thinks it's Walden, though.
* TheDitz: He was completely oblivious to many of the slip-ups Alan made about sleeping with Lyndsey.
* {{Flanderization}}: And in less than ten episodes, too. He started off as being simply too naïve to pick up on the fact that Alan and Lyndsey were cheating behind his back; then, he's suddenly a full-fledged Ditz who isn't bright in the least.
* GoodPeopleHaveGoodSex: Subverted. He's incredibly bad at it, which is why Lyndsey is sleeping with Alan.
* MySisterIsOffLimits: Inverted: He's delighted to find out that Alan has been sleeping with his sister.
* NiceGuy: Treated Alan the nicest out of everybody on the show, despite only being around for a few episodes.

[[/folder]]