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* ADayInTheLimelight: Cooper tends to average about [[OnceASeason one of these per season]], where he's the focus of his own plotline and not just Oliver's SecondBanana:
** "The Walk" in season 1, where Katie, annoyed that he's a terrible influence on his son, picks on him mercilessly; surprisingly, he's so touched by her refusal to defer to him as the son of the richest couple in town that he speaks on her behalf when all the other housewives accuse her of neglecting Anna-Kat when she lets her walk to the library on her own.
** "All Coupled Up" in season 2, where Cooper is the central character in the FriendVersusLover plot when Oliver picks his new girlfriend Gina over him. He seeks out Katie to help him reform so that Gina (a girl from Branford who hates stuck up "Westport kids") will tolerate him spending time with Oliver. He doesn't really put it off but Oliver's so touched by him trying anyway that he puts in a good word for him.
** "Insta-Friends" in season 3 finally shows his StepfordSmiler side after three years of pretending that his parents never being around doesn't really bother him, and he admits how much being Oliver's friend and the Ottos taking him in really means to him.
** "Hip to Be Square" has Cooper ready to tell his first serious girlfriend that he loves her, which Oliver protests, because they're both in lockstep in their relationships with their respective girlfriends and Oliver isn't ready to say it yet. Cooper eventually says it anyway after asking Katie and Greg for advice, only to get rejected and heartbroken. (This also means that Oliver's girlfriend dumps ''him'' as well - the girls were in lockstep too.) At the end of the episode, [[spoiler:[[HeterosexualLifePartners he says "I love you" to Oliver, and Oliver reciprocates]]]].
** "The Walk" in season 1, where Katie, annoyed that he's a terrible influence on his son, picks on him mercilessly; surprisingly, he's so touched by her refusal to defer to him as the son of the richest couple in town that he speaks on her behalf when all the other housewives accuse her of neglecting Anna-Kat when she lets her walk to the library on her own.
** "All Coupled Up" in season 2, where Cooper is the central character in the FriendVersusLover plot when Oliver picks his new girlfriend Gina over him. He seeks out Katie to help him reform so that Gina (a girl from Branford who hates stuck up "Westport kids") will tolerate him spending time with Oliver. He doesn't really put it off but Oliver's so touched by him trying anyway that he puts in a good word for him.
** "Insta-Friends" in season 3 finally shows his StepfordSmiler side after three years of pretending that his parents never being around doesn't really bother him, and he admits how much being Oliver's friend and the Ottos taking him in really means to him.
** "Hip to Be Square" has Cooper ready to tell his first serious girlfriend that he loves her, which Oliver protests, because they're both in lockstep in their relationships with their respective girlfriends and Oliver isn't ready to say it yet. Cooper eventually says it anyway after asking Katie and Greg for advice, only to get rejected and heartbroken. (This also means that Oliver's girlfriend dumps ''him'' as well - the girls were in lockstep too.) At the end of the episode, [[spoiler:[[HeterosexualLifePartners he says "I love you" to Oliver, and Oliver reciprocates]]]].
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* {{Foil}}: Cooper is one to his best friend Oliver, having the thing Oliver wants most in the whole world (obscene wealth), but wanting the one thing Oliver has that he doesn't: a loving family.
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* AmbiguouslyGay: The subject of the first-season episode "The Otto Motto", where Katie discovers an "attainment board" attached to the inside of Oliver's closet door, with lots of pictures of shirtless models and athletes (and his best friend, Cooper Bradford), leading her to assume he's gay. (Angela, a lesbian, remarks that his unpleasant personality could be due to the emotional toll of being an ArmoredClosetGay.) When Katie and Greg discover he's enrolled in ballet classes they're convinced, but it turns out Oliver's taking ballet strictly to get into Harvard (though he does come to enjoy it) and the "attainment board" is full of pictures of people Oliver wants ''to be like''. This subject is revisited several times in later seasons, with the RunningGag of Katie hoping Oliver ''is'' gay so that they can take a mother-son gay cruise together.
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* HeterosexualLifePartners: With Cooper.
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* HeterosexualLifePartners: With Cooper. In the CastCalculus Cooper tends to function as a "love interest" to Oliver (analogous to Trip for Taylor and Franklin for Anna-Kat) although both characters are ([[AmbiguouslyGay or at least claim to be]]) straight and Oliver ''has'' had multiple girlfriends, most of whom are far less prominent as characters than Cooper is.
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* HeterosexualLifePartners: With Oliver.
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* HeterosexualLifePartners: With Oliver. Although both characters are straight and have had girlfriends, Cooper acts as a surrogate "love interest" to Oliver in many plots, often grouped with Oliver's sisters' ''actual'' love interests, Trip and Franklin, and it's clear that their relationship with each other is the one that both of them value the most.
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* PuppyLove: Her relationship with Franklin officially becomes a romantic one at the end of season 3, in "The Dance", when they are just nine years old (well, Franklin is nine-and-a-half, as Anna-Kat angrily informs Taylor).
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* PuppyLove: He and Anna-Kat have a very elementary school type "relationship" starting at the end of the third season. Anna-Kat calls him her "platonic childhood husband partner".
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** In a rare example of an unhappy ending for this show, two years later when he finally meets his half-brother in person it's noted that Greg has not spoken with his parents ever since.
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* FreudianTrio: Katie is TheKirk, forced to choose between Doris and Angela and their (usually contrasting) advice.
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* FreudianTrio: Katie is TheKirk, forced to choose between Doris and Angela and their (usually contrasting) advice. She'll generally choose to listen to ''neither'' of them, ironically enough, when they're actually in agreement about something.
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* CloudCuckooLander: Franklin is ''weird''. One episode shows he gets this from his mother, who informs Katie that she is a ghost.
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* CloudCuckooLander: Franklin is ''weird''. One episode shows he gets this from his mother, who informs Katie that she is a ghost. (Later on we learn she's joined a cult.)
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* HiddenDepths: Anna-Kat pleads with Oliver and Cooper to make Franklin over to impress her friends at her first "party for no reason" party, which turns out to be completely unnecessary when [[spoiler: it turns out Franklin can play the piano and has the voice of an angel]], which Anna-Kat never even knew about.
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->'''Played by:''' Diedrich Bader
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->'''Played by:''' Diedrich BaderCreator/DiedrichBader
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->'''Played by:''' Meg Donnelly; Johnny Sequoyah (pilot only)
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->'''Played by:''' Meg Donnelly; Creator/MegDonnelly; Johnny Sequoyah (pilot only)
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* OutnumberedSibling: Oliver is the only boy in a family of three kids. Downplayed later on, when the Ottos increasingly take on Taylor's boyfriend Trip and Oliver's own best friend Cooper as surrogate sons.
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* IconicSequelCharacter: Trip is one of the few long-term recurring characters who didn't debut in the show's first season, instead making his first appearance in season 2. But he's logged more appearances on the show than anyone else not named in the opening credits.
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* NoAccountingForTaste: Anna-Kat absolutely adores him, for reasons which make sense only to her.
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->'''Played by:''' Ali Wong
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->'''Played by:''' Ali Wong
Creator/AliWong
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* WhereDaWhiteWomenAt: It ''could'' just be because it's Westport (where the only other woman of color is Doris), but every woman Angela's been involved with has been white. Her ex-wife Celeste is white, her [[spoiler: ''extremely'' short-term love interest Chloe Brown Mueller]] was white, and, when pressed, Angela admits an attraction to Katie (and ''not'' to Doris, which rankles her something fierce). And after all, the pilot ''does'' have Katie and Angela [[FakeOutMakeOut messily making out to discourage a homophobic racist from moving in across the street]].
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* BewareTheNiceOnes: Greg is much more easygoing than Katie, but push him far enough and he ''will'' make you regret it.
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* ReallyGetsAround: Angela cheated on her ex-wife and since then has preferred to play the field, avoiding relationships and focusing on casual hookups. When circumstances force her to stay put with just one woman for just a few weeks, she becomes increasingly uncomfortable with the other woman's growing intimacy and attachment to her.
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* ComedicSociopathy: Multiple characters have acknowledged Doris as a sociopath. Even her own best friends acknowledge she's not a very good person. But the most prominent victims of her sociopathy (her husband and children) are seldom-seen (and the few times we see her husband Richard he's even less pleasant than she is), so we're able to laugh at how horrible she is.
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* SurprisePregnancy: Averted - of the three Otto children, he was the only one his parents deliberately tried for.
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* SurprisePregnancy: Averted - of the three Otto children, he was the only one his parents deliberately tried for. In her more frustrated moments, Katie has openly lamented this.
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* SurprisePregnancy: Katie and Greg hadn't intended on having their first child so soon after they were married, but Taylor had other ideas.
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* SurprisePregnancy: Averted - of the three Otto children, he was the only one his parents deliberately tried for.
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* SurprisePregnancy: A classic "oops" baby, Anna-Kat is much younger than Taylor and Oliver. Katie blames Greg's latex allergy.
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* NewAgeRetroHippie: She goes on silence retreats, she meditates, she regularly visits a psychic and likes to burn sage.
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* CrazyJealousGuy: Downplayed, but it's there. He gets intensely jealous whenever Taylor is even mistaken for interested in someone else, or when someone expresses an interest in Taylor.
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* CrazyJealousGuy: Downplayed, but it's there. He gets intensely jealous whenever Taylor is even mistaken for interested in someone else, or when someone expresses an interest in Taylor. This backfires on him when [[spoiler: he learns the truth about Pierce and confronts Taylor about it, but angrily demands she quit the play so as to avoid spending any more time with him, which she refuses to do.]]
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* FamilyOfChoice: This isn't as pronounced as it is with Cooper, but Trip is very attached to the Ottos and enjoys spending time with all of them. In turn, Trip might be the only outsider all of the Ottos actually like.
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* OddFriendship: Genuinely close with Anna-Kat, the youngest Otto sibling.
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* LastHetRomance: Taylor is this to her first boyfriend, Eyo. After they break up, he starts dating Bruce Westfield, the (male) co-captain of the water polo team.
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* BalletEpisode: Takes up ballet in Season 1 purely as a strategic move to earn a scholarship to Harvard. Actually enjoys doing it, however, and, as of Season 2, is attending more advanced classes in Norwalk.
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* BalletEpisode: Takes up ballet in Season 1 purely as a strategic move to earn a scholarship to Harvard. Actually enjoys doing it, however, and, as of Season 2, is attending more advanced classes in Norwalk. Unfortunately he has to stop doing ballet at the beginning of Season 4 due to a CareerEndingInjury, forcing him to find other extracurriculars.
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->'''Played By:''' Evan O'Toole
* CloudCuckooLander: Franklin is ''weird''. One episode shows he gets this from his mother, who informs Katie that she is a ghost.
* CloudCuckooLander: Franklin is ''weird''. One episode shows he gets this from his mother, who informs Katie that she is a ghost.
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->'''Played By:''' Leslie Bibb
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* FamilyOfChoice: The Ottos are this to Cooper, in lieu of his frequently absent parents.
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* CrazyJealousGuy: Downplayed, but it's there. He gets intensely jealous whenever Taylor is even mistaken for interested in someone else, or when someone expresses an interest in Taylor.
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o
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* OnlyOneName: We have yet to learn Doris's surname.
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* OnlyOneName: Angela's surname has yet to be revealed.
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* OnlyOneName: Unlike Trip Windsor and Cooper Bradford, Franklin doesn't seem to rate a last name.
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->'''Played by:''' Meg Donnelly
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->'''Played by:''' Meg DonnellyDonnelly; Johnny Sequoyah (pilot only)
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* MouthyKid: In season 1. Talks back constantly to his parents and antagonizes his sisters, but does well in school, is an overachiever, and is generally level-headed and perceptive. Ages into a DeadpanSnarker.
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* MouthyKid: Picks up Oliver's slack as he ages, and as she matures and her OCD begins to recede.
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* AlliterativeName: '''O'''liver '''O'''tto. Played by an actor with one as well: '''D'''aniel '''D'''[=iMaggio=].
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* {{Expy}}: Early Oliver is ''very'' reminiscent of [[Series/FamilyTies Alex P. Keaton]].
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* BrainlessBeauty: A pretty girl, no question, but she ain't the sharpest tool in the shed.
* DumbBlonde: Subverted - she's a natural brunette and began the series as one, and wasn't any smarter then.
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[[folder:Franklin]]
* ColorBlindConfusion: Admits he's this, which is why all of his "punch Porsches" are grey.
* ColorBlindConfusion: Admits he's this, which is why all of his "punch Porsches" are grey.
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->'''Played By:''' Peyton Meyer
*
* GoodIsDumb: An exceptionally sweet, good-natured young man (even Katie likes him)... and a moron.
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[[folder:Spencer Blitz]]
->'''Played By:''' George Hamilton
* CruelToBeKind: [[spoiler:He ultimately decides not to leave Oliver his millions. He knows that might seem harsh, but he feels that would rob Oliver of the joy of becoming rich on his own.]] Oliver agrees with this.
* DiscoDan: Still lives like it's TheEighties. Justfied, as he'd been in prison for over 20 years and hasn't had much contact with the outside world.
* {{Expy}}: Of [[Film/WallStreet Gordon Gekko]], PlayedForLaughs.
* IntergenerationalFriendship: Develops one with Oliver, becoming a mentor to him.
* KilledOffForReal: [[spoiler:Dies in the aptly titled episode "It's Hard to Say Goodbye".]]
[[/folder]]
->'''Played By:''' George Hamilton
* CruelToBeKind: [[spoiler:He ultimately decides not to leave Oliver his millions. He knows that might seem harsh, but he feels that would rob Oliver of the joy of becoming rich on his own.]] Oliver agrees with this.
* DiscoDan: Still lives like it's TheEighties. Justfied, as he'd been in prison for over 20 years and hasn't had much contact with the outside world.
* {{Expy}}: Of [[Film/WallStreet Gordon Gekko]], PlayedForLaughs.
* IntergenerationalFriendship: Develops one with Oliver, becoming a mentor to him.
* KilledOffForReal: [[spoiler:Dies in the aptly titled episode "It's Hard to Say Goodbye".]]
[[/folder]]
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->'''Played By:''' George Hamilton
* CruelToBeKind: [[spoiler:He ultimately decides not to leave Oliver his millions. He knows that might seem harsh, but he feels that would rob Oliver of the joy of becoming rich on his own.]] Oliver agrees with this.
* DiscoDan: Still lives like it's TheEighties. Justfied, as he'd been in prison for over 20 years and hasn't had much contact with the outside world.
* {{Expy}}: Of [[Film/WallStreet Gordon Gekko]], PlayedForLaughs.
* IntergenerationalFriendship: Develops one with Oliver, becoming a mentor to him.
* KilledOffForReal: [[spoiler:Dies in the aptly titled episode "It's Hard to Say Goodbye".]]
[[/folder]]
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[[folder:Franklin]]
* ColorBlindConfusion: Admits he's this, which is why all of his "punch Porsches" are grey.
* LoveEpiphany: In "The Dance", his initial PrecociousCrush on Taylor wears off not because of Anna-Kat's ill-fated attempts at OperationJealousy, but because he sees Anna-Kat's date (Trip) kissing his own date (Taylor) - which is to say, kissing his girlfriend. He's irate at Trip two-timing "the greatest girl in the world"... and then he realizes.
[[/folder]]
[[folder:Spencer Blitz]]
->'''Played By:''' George Hamilton
* CruelToBeKind: [[spoiler:He ultimately decides not to leave Oliver his millions. He knows that might seem harsh, but he feels that would rob Oliver of the joy of becoming rich on his own.]] Oliver agrees with this.
* DiscoDan: Still lives like it's TheEighties. Justfied, as he'd been in prison for over 20 years and hasn't had much contact with the outside world.
* {{Expy}}: Of [[Film/WallStreet Gordon Gekko]], PlayedForLaughs.
* IntergenerationalFriendship: Develops one with Oliver, becoming a mentor to him.
* KilledOffForReal: [[spoiler:Dies in the aptly titled episode "It's Hard to Say Goodbye".]]
[[/folder]]
* ColorBlindConfusion: Admits he's this, which is why all of his "punch Porsches" are grey.
* LoveEpiphany: In "The Dance", his initial PrecociousCrush on Taylor wears off not because of Anna-Kat's ill-fated attempts at OperationJealousy, but because he sees Anna-Kat's date (Trip) kissing his own date (Taylor) - which is to say, kissing his girlfriend. He's irate at Trip two-timing "the greatest girl in the world"... and then he realizes.
[[/folder]]
[[folder:Spencer Blitz]]
->'''Played By:''' George Hamilton
* CruelToBeKind: [[spoiler:He ultimately decides not to leave Oliver his millions. He knows that might seem harsh, but he feels that would rob Oliver of the joy of becoming rich on his own.]] Oliver agrees with this.
* DiscoDan: Still lives like it's TheEighties. Justfied, as he'd been in prison for over 20 years and hasn't had much contact with the outside world.
* {{Expy}}: Of [[Film/WallStreet Gordon Gekko]], PlayedForLaughs.
* IntergenerationalFriendship: Develops one with Oliver, becoming a mentor to him.
* KilledOffForReal: [[spoiler:Dies in the aptly titled episode "It's Hard to Say Goodbye".]]
[[/folder]]
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* FreudianTrio: Katie is TheKirk, forced to choose between Doris and Angela and their (usually contrasting) advice.
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* FreudianTrio: Doris is TheSpock, usually giving the more practical (if ruthless and calculating) advice.
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* FreudianTrio: Angela is TheMcCoy, generally giving the more compassionate, understanding advice (that Katie usually ignores).
