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* NiceGuy: Works hard and is one of the most honest employees at Winfred Louder. Sadly, this doesn't stop the universe from piling crap on him.

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* NiceGuy: Works hard Is a well-meaning worker and is one of the most honest employees at Winfred Louder.a very lovable and sweet guy. Sadly, this doesn't stop the universe from piling crap on him.

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* {{Acrofatic}}: especially apparent during the numerous dance numbers.


!!'''Drew Allison Carey (Drew Carey)'''

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!!'''Drew Allison Carey (Drew Carey)'''
(Creator/DrewCarey)'''



The title character is the Assistant Director of Personnel at Winifred-Louder, a department store. Much like ComicStrip/{{Dilbert}} (and just to hammer the point home, Drew is a ''Dilbert'' fan) he must constantly contend with nutty bosses, strange friends, and unsuccesful romances.

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The title character is the Assistant Director of Personnel at Winifred-Louder, a department store. Much like ComicStrip/{{Dilbert}} (and just to hammer the point home, Drew is a ''Dilbert'' fan) he must constantly contend with nutty bosses, strange friends, and unsuccesful unsuccessful romances.



!!'''Kellie Newmark (CynthiaWatros)'''

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!!'''Kellie Newmark (CynthiaWatros)'''
(Creator/CynthiaWatros)'''


* Childhood Friends: With Kate, Oswald and Lewis.

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* Childhood Friends: ChildhoodFriends: With Kate, Oswald and Lewis.



* SitcomArchNemsis: Mimi is this to him. She inexplicably took his comments during her job interview as sexist, and it spiraled from there when she got hired.
* UglyGuyHotWife: More average looking than ugly but many of the women Drew dated over the course of the series have been absolute knockouts, with several of them including Christa Miller, Kate Walsh, Jenny McCarthy and Cynthia Watros.

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* SitcomArchNemsis: SitcomArchNemesis: Mimi is this to him. She inexplicably took his comments during her job interview as sexist, and it spiraled from there when she got hired.
* UglyGuyHotWife: More average looking than ugly but many of the women Drew dated over the course of the series have been absolute knockouts, with several of them including Christa Miller, Kate Walsh, Jenny McCarthy [=McCarthy=] and Cynthia Watros.



!!'''Kate O'Brien (Creator/ChristaMiller)'''

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!!'''Kate O'Brien (Creator/ChristaMiller)'''(Christa Miller)'''



* Childhood Friends: With Drew, Lewis and Oswald.

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* Childhood Friends: ChildhoodFriends: With Drew, Lewis and Oswald.



Lewis is one of Drew's friends. Your basic know-it-all and troublemaker, he's a janitor at a shady company called DrugCo.

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Lewis is one of Drew's friends. Your basic know-it-all and troublemaker, he's a janitor at a shady company called DrugCo.[=DrugCo=].



* Childhood Friends: With Drew, Kate and Oswald.

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* Childhood Friends: ChildhoodFriends: With Drew, Kate and Oswald.



* ConditionedToAcceptHorror: DrugCo has insane experiments going on all the time. Cloning, giant insects, realistic holograms...Lewis is fairly blasé about it all and casually tells his friends about his job all the time.

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* ConditionedToAcceptHorror: DrugCo [=DrugCo=] has insane experiments going on all the time. Cloning, giant insects, realistic holograms...Lewis is fairly blasé about it all and casually tells his friends about his job all the time.



* Childhood Friends: With Drew, Kate and Lewis.

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* Childhood Friends: ChildhoodFriends: With Drew, Kate and Lewis.



* HoYay: Where to start? One of the best examples came from a Season 2 episode where Kate befriends DistaffCounterparts to Drew, Oswald and Lewis named Jewel, Olivia and Lois. When they flirt with each other at a party Oswald "accidentally" calls Lois Lewis and they walk away in silence, with an expression that screams LetUsNeverSpeakOfThisAgain.



!!'''Mimi Bobeck [[spoiler:Carey]](Creator/KathyKinney)'''

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!!'''Mimi Bobeck [[spoiler:Carey]](Creator/KathyKinney)'''
[[spoiler:Carey]](Kathy Kinney)'''



* [[spoiler:HappilyMarried]]: To Drew's older brother, Steve. [[Spoiler: Until the middle of season 8]].

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* [[spoiler:HappilyMarried]]: HappilyMarried: To Drew's older brother, Steve. [[Spoiler: Until [[spoiler:Until the middle of season 8]].



* JerkAss:

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* %%* JerkAss:



!!'''Larry Almada (Creator/IanGomez)'''

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!!'''Larry Almada (Creator/IanGomez)'''
(Ian Gomez)'''



* May-December Romance: [[spoiler:With Fran louder throughout seasons 3 and 4.]]

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* May-December Romance: MayDecemberRomance: [[spoiler:With Fran louder throughout seasons 3 and 4.]]



!!'''Fran Louder (Creator/NanMartin)'''

* May-December Romance: [[spoiler:With Larry throughout seasons 3 and 4.]]

!!'''Chuck (Creator/KellyPerine)'''

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!!'''Fran Louder (Creator/NanMartin)'''

(Nan Martin)'''

* May-December Romance: MayDecemberRomance: [[spoiler:With Larry throughout seasons 3 and 4.]]

!!'''Chuck %%!!'''Chuck (Creator/KellyPerine)'''


* [[Spoiler: HappilyMarried]]: To Drew's older brother, Steve. [[Spoiler: Until the middle of season 8]].

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* [[Spoiler: HappilyMarried]]: [[spoiler:HappilyMarried]]: To Drew's older brother, Steve. [[Spoiler: Until the middle of season 8]].

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* ManChild: The most immature of the group by a fair margin.


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* [[Spoiler: HappilyMarried]]: To Drew's older brother, Steve. [[Spoiler: Until the middle of season 8]].


Added DiffLines:

* May-December Romance: [[spoiler:With Fran louder throughout seasons 3 and 4.]]
* PutOnABus: Disappeared by the start of season 5.


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* May-December Romance: [[spoiler:With Larry throughout seasons 3 and 4.]]


* TheChewToy: Where to begin? He's overworked and unappreciated at a dead end job. His parents openly prefer his brother to him. Two women he dated ended up getting married mere months after breaking up with him. [[spoiler:He's even resorted to marrying his boss, Mr. Wick, in order to get his job back in season six]].

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* TheChewToy: Where to begin? He's overworked and unappreciated at a dead end job. His parents openly prefer his brother to him. Two women he dated ended up getting married mere months after breaking up with him. [[spoiler:He's even resorted to marrying his boss, Mr. Wick, in order to get his job back in season six]]. [[spoiler: Kate, his best friend for DECADES, leaves Cleveland to marry another man a little over a year after her and Drew's marriage implodes at the start of season 7. Before her last appearance he outright tells Kate he stills loves her]].

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Kate is Drew's best friend since age 7. [[spoiler:She starts dating Drew in Season 5.]]
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* Childhood Friends: With Drew, Lewis and Oswald.


Added DiffLines:

* Childhood Friends: With Drew, Kate and Oswald.


Added DiffLines:

* Childhood Friends: With Drew, Kate and Lewis.


* HoYay: Hoo boy, where to start? One of the best examples comes from a Season 2 episode where Kate befriends DistaffCounterparts to Drew, Oswald and Lewis named Jewel, Olivia and Lois. When they flirt at a party Oswald calles Lois Lewis.

to:

* HoYay: Hoo boy, where Where to start? One of the best examples comes came from a Season 2 episode where Kate befriends DistaffCounterparts to Drew, Oswald and Lewis named Jewel, Olivia and Lois. When they flirt with each other at a party Oswald calles "accidentally" calls Lois Lewis.Lewis and they walk away in silence, with an expression that screams LetUsNeverSpeakOfThisAgain.

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* Childhood Friends: With Kate, Oswald and Lewis.

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* BewareTheNiceOnes: Despite his general milquetoast demeanor, he displayed several moments of impressive courage throughout the series, the first being in season one when he stood up to Kate's domineering ex-boyfriend, Barry, and also when he beat up the stalker of his ex-girlfriend Wendy.


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* HoYay: Hoo boy, where to start? One of the best examples comes from a Season 2 episode where Kate befriends DistaffCounterparts to Drew, Oswald and Lewis named Jewel, Olivia and Lois. When they flirt at a party Oswald calles Lois Lewis.

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* HypocriticalHumor: Constantly insults Drew's weight despite being much fatter than him. For [[DoubleStandard some reason,]] Drew never responds in kind.

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* MamasBoy: And damn proud of it, too!



* HeterosexualLifePartners: With Oswald. They do ''everything'' together

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\nLewis is one of Drew's friends. Your basic know-it-all and troublemaker, he's a janitor at a shady company called DrugCo.
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* HeterosexualLifePartners: TheBlindLeadingTheBlind: He's smarter than Oswald, but his advice to the guy tends to suck.
* CloudCuckooLander: He and Oswald both do weird stuff and are [[ManChild really immature]].
* ConditionedToAcceptHorror: DrugCo has insane experiments going on all the time. Cloning, giant insects, realistic holograms...Lewis is fairly blasé about it all and casually tells his friends about his job all the time.
* HeterosexualLifePartners/ThoseTwoGuys:
With Oswald. They do ''everything'' togethertogether, and it often has little to do with the plot.


!!'''Drew Allison Carey (Creator/Drew Carey)'''

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!!'''Drew Allison Carey (Creator/Drew (Drew Carey)'''



The title character is the Assistant Director of Personnel at Winifred-Louder, a department store. Much like ComicStrip/{{Dilbert}} (and just to hammer the point home, Drew is a ''Dilbert'' fan) he must constantly contend with nutty bosses, strange friends, and unsuccesful romances.

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* BigEater: Uh-huh. You can count the episodes that don't mention his eating habits on one hand. It's mentioned that he orders so much pizza that he's gotten multiple delivery boys through college!



* ExtremeDoormat: He has trouble standing up for himself. Even as an adult he still gets pushed around by his older brother and can only respond with a wimpy slap to Steve's bald head.
* FriendsRentControl: [[InvertedTrope Inverted]]. Despite having a decent white-collar job, his living conditions aren't that great.



* NiceGuy: Works hard an is one of the most honest employees at Winfred Louder. Sadly, this doesn't stop the universe from piling crap on him.
* SitcomArchNemsis: Mimi is this to him.

to:

* NiceGuy: Works hard an and is one of the most honest employees at Winfred Louder. Sadly, this doesn't stop the universe from piling crap on him.
* SitcomArchNemsis: Mimi is this to him. She inexplicably took his comments during her job interview as sexist, and it spiraled from there when she got hired.




to:

* OneOfTheGuys: She's this to Drew, Oswald and Lewis.



* HeterosexualLifePartners: With Oswald.
* InsufferableGenius: In one of the later seasons it's revealed by his mother he has an IQ high enough to join MENSA. Predictably, this inflates his ego to insane levels. He was also straight A student before he met Oswald.

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* HeterosexualLifePartners: With Oswald.
Oswald. They do ''everything'' together
* InsufferableGenius: In one of the later seasons it's revealed by his mother he has an IQ high enough to join MENSA. Predictably, this inflates his ego to insane levels. He was also straight A student before he met Oswald.
Oswald.



* ExcessiveEvilEyeshadow:

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* ExcessiveEvilEyeshadow:ExcessiveEvilEyeshadow: The unpleasant Mimi just loves her makeup. Drew calls her a [[MonsterClown clown]] every chance he gets.
* FriendToAllChildren: Yeah, seriously. Mimi isn't ''good'' with kids (most parents would think she's irresponsible), but she has a soft spot for them and they adore her wild antics.
* JerkAss:




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* UnlimitedWardrobe: Of really, really [[ImpossiblyTackyClothes loud]], gimmicky outfits. Holiday episodes milk this for all it's worth.

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