Youngest Child Wins

""The LORD said to her, 'Two nations are in your womb; And two peoples will be separated from your body; And one people shall be stronger than the other; And the older shall serve the younger.'""

- The Bible

A common Fairy Tale situation. Whenever multiple siblings are portrayed, the youngest is the hero; the older ones are either evil or just boring.

In a standard story template that often goes along with this, each child in turn receives instructions from a (usually magical) source on how to make their fortune; the older two ignore the advice and suffer the consequences, while the youngest one follows it and gets a happy ending. This child is often more foolish or weaker than his siblings -- The Runt At the End, in fact. Even if he isn't, the older children are prone to believe that he is.

The youngest daughter is often the most beautiful or otherwise most desirable. In cultures where the daughters must be married off in order of age, this can really complicate life.

However, if the older children are stepchildren, that usually trumps this trope; the younger children usually succeed only if they are not hostile to their half siblings. (When the children are stepsiblings, the hero is usually both the youngest and the stepchild.)

Also, this trope usually applies to a set of all sisters or all brothers. "Hansel and Gretel" is perhaps the best known of the many tales where children of mixed-sex work well together. If there are several girls and one boy, he is the hero; if there are several boys and one girl, she is the hero.

Indeed, in some tales, the older children do not feature as characters; their only purpose is to make the hero a youngest child.

Usually when this occurs the number of children is numerologically significant: three, seven, or occasionally twelve.

Often this carries undertones of underdog vindication, as in any setting in which inheritance occurs by primogeniture the youngest will naturally get the short end of the stick.

Advertising

 * This trope is rife in adverts for family games, such as board games and multiplayer platforms. The advert will typically display a family of four in which the youngest child (typically a girl, though not always) will win. On the boxes for older board games, the young child will be grinning with clenched fists whilst the father will have head in hands.

Anime

 * Misty from Pokémon doesn't have the model-esque beauty of her older sisters, but she did get all the talent as a trainer. The other three are just content to give badges away.
 * Magical Girl Lyrical Nanoha has eldest Kyouya, middle Miyuki, youngest Nanoha. Guess who gets mad magic skillz.
 * Inverted by Triangle Heart 3 ～sweet songs forever～, in which Kyouya is the protagonist. He has more training and fewer reservations about fighting than Miyuki (who only started training after her father's death, and mostly to protect Fiasse) does, and Nanoha is useless in combat, her role here as a cute Token Mini-Moe to cart around in the civilian scenes. When she does get her "mad magic skillz", she's nowhere near as impressive as her Alternate Universe Spin-Off self. That said, it's not necessarily like her older siblings don't have the skills they have in TH3. It's just that it's not their story.
 * There are three Tendo sisters in Ranma ½. Guess which one gets to be the main character love interest of the titular martial artist? In the sense that the older two foisted the Arranged Marriage onto the youngest in milliseconds, at least...
 * Also note despite all three of them growing up in a dojo, Akane seems to be the only one who knows martial arts...
 * Played with in Higurashi no Naku Koro ni with Mion and Shion. Played straight in Matsuribayashi-hen, subverted in Meakashi-hen, double-subverted if you know the All There in the Manual story behind the Sonozaki Tattoo Incident.
 * In Fist of the North Star:
 * Kenshiro, the youngest of the four Hokuto brothers, ultimately becomes the official successor of the deadly 2000-year old martial art Hokuto Shinken.
 * Kaioh, Raoh and Toki are siblings (in that order) and Toki is the most talented among them.
 * Otori Kyouya from Ouran High School Host Club is the youngest of his brothers (with a sister thrown in the middle somewhere), but his father fully expects him to take over the company over his two brothers after pulling a major Big Damn Heroes moment on the old man.
 * Myrrha/Husky from Plus Anima has lots of older step brothers who hate him and make fun of his girly looks and 'husky' voice. Oh wait, wasn't Husky the one who was named the Crown Prince by the father all of them share?
 * In the series finale of Code Geass
 * Deconstructed with the Kongo Brothers of Eyeshield 21. Although they're twins, the elder brother is completely overshadowed by his younger brother's incredible talent. As a result, the younger twin is very arrogant and treats his elder brother (and everyone else) coldly, while the elder twin's self esteem is completely crushed and feels his only purpose is to help his younger brother.
 * Every season of Digimon follows this trope. Everyone who has a digimon partner is either the youngest child in their family or has a younger sibling who also has (or will have) a digimon partner. The only exceptions to this rule is Juri's younger brother and Thomas' younger sister. Both of them are only half-siblings though so they may not count.
 * In Naruto,
 * In Naruto,

Ballads
"The eldest was baith tall and fair, But the youngest was beyond compare. The midmost had a graceful mien, But the youngest lookd like beautie's queen. The knight bowd low to a' the three, But to the youngest he bent his knee."
 * The song "The Bonny Swans" by Loreena McKennit, which combines this trope with a standard English Murder Ballad template. This is a version of a specific ballad called "The Twa Sisters" (Child #10) which is sometimes also known under other titles such as "The Cruel Sister". Other forms can be found elsewhere in the Child ballads.
 * In the Child Ballad "The Cruel Brother", the knight wooes the youngest daughter. (On the other hand, her brother murders her at her wedding.)

Fairy Tales
"Never shall the younger be wed before the older ones!"
 * "Cinderella" is a classic example (though her older sisters are stepsisters rather than blood relatives).
 * In the Grimm tale of "The Wolf and The Seven Young Kids", it's the youngest kid who manages not to get eaten by the wolf.
 * In most versions of "Beauty and The Beast", Beauty is the youngest of three sisters, the other two of whom are generally portrayed as at least somewhat materialistic, sometimes worse.
 * "The Twelve Dancing Princesses" contains a subversion. The hero, a soldier, follows the titular princesses through a magical landscape while wearing an invisibility cloak. Only the youngest senses that something's amiss, while the eldest keeps telling her to shut up and stop complaining. However surprisingly, her concerns are portrayed as rather whiny and feeble, and at the end, when offered a princess to marry, the soldier announces, "I'm not as young as I used to be, so I'll take the eldest."
 * In some variants, the hero is young and again takes the youngest, probably because the power of the original trope is so strong that retellers of the tale felt the need to "correct" it.
 * In others, the hero basically says "All your daughters have proven themselves not to be trusted. I'm not going to take any one of them!"
 * In "Puss in Boots", the main human character is the youngest son of a miller; when the miller dies, his older brothers get any property and wealth left behind, and all he's left with is the titular cat....who manages to get him elevated to nobility, inheriting the castle and riches of an ogre, and married to a princess.
 * In "Lord Kotura of the Winds", an Arctic village is being threatened by harsh winds, and a father with three daughters surmises that Lord Kotura of the Winds is angered and can only be appeased with a wife. He sends his eldest daughter to Lord Kotura's dwelling with very specific instructions. She ignores every single one, and then when she finally gets to Lord Kotura's dwelling, she also ignores his instructions; and in the end Lord Kotura angrily casts her out of his home to freeze to death in the snow. The winds grow stronger, and the father sends out his second daughter. Pretty much the exact same thing happens, and when the winds grow harsher once again, the father sends out his youngest daughter, who follows his and Lord Kotura's instructions to a T. Greatly pleased, Lord Kotura makes her his wife, the winds die down, and the village is saved.
 * "Hop O My Thumb" is the youngest child in the family and manages to outwit a giant and rescue his siblings.
 * In the "The Master Thief", the hero has two older brothers who do not feature in the tale; their only purpose is to make him the youngest.
 * In "East of the Sun and West of the Moon", the bear asks for the woodcutter's youngest daughter.
 * In "The Dancing Water, the Singing Apple, and the Speaking Bird", it is the youngest daughter who promises to have marvelous children and marries the king. This is the usual form of this tale, but The Brothers Grimm "The Three Little Birds" features the oldest as the heroine.
 * In "Bearskin", the youngest daughter agrees to marry the hero while he is filthy, hairy, and wearing a bearskin. Other variants of this type of fairy tale include "Don Giovanni de la Fortuna", "The Soldier and the Bad Man", "The Road to Hell" (where she actively cleans him up), "The Reward of Kindness", "The Devil As Partner" and "Never Wash". Some versions of the story, however, have it that it's the middle daughter who consents to be his bride.
 * In "Diamonds and Toads", the younger daughter is polite to the fairy and wins a reward.
 * In "The White Dove", a Wicked Witch gets two brothers to promise her their younger brother for their safety; then she kidnaps the younger brother and tries to destroy him with impossible tasks. When he survives and returns, the older brother confess and insist that he be their father's heir.
 * In "Tsarevitch Ivan, the Fire Bird, and the Gray Wolf", only the youngest of the three princes first stays awake to see the Firebird, and second presses on after the stone warning of dangers.
 * In "The Bird Grip" and "The Golden Bird", despite warnings, the older princes go to the merry inn, where they forget their father, and their quest. The youngest goes to the dark inn and travels on to complete the quest.
 * In "The Seven Foals", an old woman tries to lure aside the men set to watch the king's foals all day. She succeeds with the older two of three brothers, but the youngest runs by her.
 * In "Vasilissa the Beautiful", the Wicked Stepmother justifies rejecting all of Vasilissa's suitors on the grounds that her stepsisters are older than she is.


 * Utterly inverted by the "Three Billy Goats Gruff". The troll ignores the younger brothers after being told that the next eldest is larger and more filling, and the eldest is the one who's strong enough to defeat him.
 * "The Honey Princess" does this twice. The sons of a king travel to a cursed castle, where the dwarf running the place gives them three tasks to complete. If they fail, they are turned to marble. Natch, the eldest sons are quickly turned to statues while attempting the first task. The youngest son not only completes all three tasks, but has to figure out which frozen princess ate a spoonful of honey before turning to marble. The youngest princess did.
 * The tale of "Three Mayflies", who learn that they only have one day to live. The first one decided to fly really fast, so that Death would never catch up. He got tired, stopped for a rest, and Death took him there after just 20 hours. The second one figured that if he flew backwards, he'd never age. It worked, but he was so tired that he couldn't live through the second day, and Death took him with ease. The third mayfly decided to make the most of the time he had, living 25 hours and dying with no regrets.
 * All the Scandinavian Askeladd stories, in which the eponymous Askeladd is inevitably the youngest of three brothers and inevitably succeeds where the other two fail (or, occasionally, even try when the other two don't bother).
 * About two thirds of the stories collected in Italo Calvino's Italian Folktales start off like this. "There was a poor man/king/poor woman who has thee sons/three daughters. The youngest was the most beautiful/kindest/most intelligent..." Sometimes there are 12 children, but it's nearly always the youngest who has the cool adventure. In "The Dragon With Seven Heads", it's the oldest, and the other two brothers follow him after he comes to harm, but they're triplets.
 * "The Princess On The Glass Hill" has a family whose hay is eaten every year by a mysterious spirit. His two older brothers are scared by the spirit (who brings earthquakes), but Boots not only stays calm three years in a row and keeps the hay safe, but also gets three suits of armor and three horses and is able to ride to the princess with them.
 * In the lesser-known story "Le Chevalier de Fortune" aka "The story of Belle-Belle," it is the old soldier's youngest daughter who successfully disguises her gender, becomes the king's favorite soldier, gains magical servants and riches and ultimately marries the king. Interestingly, though she's the youngest, she was also the tallest and physically the strongest, which is part of how she successfully hid her gender in the first place, unlike her daintier, older sisters.

Film -- Animated

 * The Little Mermaid: The heroine Ariel is the youngest of seven children.
 * In Brother Bear, Sitka is the oldest, Denahi is the middle one, Kenai is the youngest. Guess which one is the main character.

Film -- Live Action

 * In It's a Wonderful Life, it appears to be in full force; while George is kept out of the army by the fact that he's deaf in one ear, his younger brother goes to war and saves an entire ship of sailors, becoming acclaimed for his heroism. But the Wonderful Life reveal is that without George's having saved his brother's life when they were young, all those sailors would have drowned when the ship was sunk, and his brother, on hearing that George is in trouble, drops everything to run to his aid.
 * Parodied with the two Lindberg brothers in The Apple War. They were originally three, and the older brothers would fail at everything they did, while the youngest would always succeed. After their life project went wrong they decided to commit suicide... and the two older brothers failed.
 * In Ran, Saburo, the youngest of Lord Hidetora's three sons, is more honorable than his two conniving brothers, Taro and Jiro. Unfortunately, he doesn't 'win' anything for it. Then again, Ran is supposedly a Japanese adaptation of King Lear. (See below.)
 * Quite possibly Scanners. By the end of it,
 * In Repo! The Genetic Opera, the two elder Largos are fighting to inherit Gene Co. In the end however, it is Amber who initially showed no interest in the company taking over.
 * Inverted in Robin Hood: Prince of Thieves when Robin's younger half-brother reveals his identity. Robin and his father had bad blood because after his mother died, his widowed father took up with a peasant woman for companionship. Robin never forgave his father (while he was alive), for this perceived betrayal of his mother's memory even after he left the peasant woman. Robin never even knew that he had a half-brother who got left in the lurch in the process.

Literature

 * Lampshaded and subverted in Diana Wynne Jones's Howl's Moving Castle, where Sophie, the heroine, is the eldest of three sisters and knows that it's her younger sister who is destined for greatness.
 * In C. S. Lewis's Narnia books, Lucy is the first to find Narnia, and the one who has the closest connection to Narnia and Aslan.
 * One story from "The Tales of Beedle the Bard", the Show Within a Show in Harry Potter and The Deathly Hallows, where the youngest brother, who is wise, as opposed to his combative and arrogant brothers, chooses a . He ends much happier.
 * In The Indian in the Cupboard series, Omri is the youngest of three, so he's naturally the one all the cool stuff happens to.
 * Played with twice by Isaac Asimov in two separate stories. In the earlier one, a queen has triplets, causing the king a bit of consternation as to which one will have the adventures. (Things take care of themselves, however, as the last one out has the most success.) In the later, the protagonist prince is an only child, and again the king cites this trope (whereupon his wife points out he's not the one that had to give birth).
 * Also toyed with, along with a great many other fairy tale tropes, in Mercedes Lackey's The Fairy Godmother. When the three sons of a king are sent out on a mission, the titular fairy godmother sets obstacles for them which only the youngest son, by virtue of his kindness and humility, passes, and so it's the youngest son who succeeds on his quest, as per the trope. However, the youngest son is only a minor character in the book, while the second son (despite being the biggest ass of the three... and punished accordingly) becomes one of the two main protagonists and ends up better off than he would have been if he'd succeeded on the original quest.
 * Mentioned on Terry Pratchett's Discworld, where thanks to the Law Of Narrative Causality it is now physically impossible for any youngest son embarking on a quest which has already claimed the lives of his two elder brothers to fail.
 * Joanne Harris' Blue Eyed Boy describes a family of three sons, who are forced to wear Black for the eldest, Brown for the middle, and Blue for the youngest. Guess who's mother's favourite...
 * Third child Ender is described as "the metal in between" his compassionate sister and sociopathic brother, making him the perfect choice for a military commander. Though, considering the trauma he endures as a result, this may not count as "winning."
 * Used in Cecilia Dart-Thornton's mythological fantasy The Crowthistle Chronicles.
 * In the Star Wars Expanded Universe, Anakin Solo is often portrayed as the brightest and most talented of the Solo children. It's subverted when, thanks to Executive Meddling, . The Legacy of the Force series makes it a Double Subversion:
 * Deeply subverted in Andrew Lang's Prince Prigio, where the title prince is the oldest, doesn't believe in Fairy Tales and argues that his younger brother should be sent off before him.
 * Alyosha of The Brothers Karamazov is the youngest. While none of his siblings are evil, he is The Messiah whereas they are more morally gray.
 * Inverted in Stardust with relatively noble oldest brother Primus  and evil youngest son Septimus, who has the added bonus of being The Seventh Son.
 * In James Thurber's The 13 Clocks, the hero is a king's youngest son.
 * Also Thurber: The Fairy Tale spoof "The White Deer" features three brothers, of which the older two are brawny insensitive types, and the youngest a gentle romantic. The book surprisingly gives all three a fair amount of attention but still makes it clear the youngest is meant to be the most admirable.
 * In Dan Abnett's Warhammer 40000 Horus Heresy novel Legion, the Cabal declares they have foreseen that the Emperor's oldest and youngest sons were the most significant.
 * Done with a twist in the The Canterbury Tales: Three brothers find a treasure, and send the youngest off to get wine to celebrate. The older two plot to beat him to death when he returns, while he poisons their wine bottles. He comes back, they kill him, drink the wine and die themselves.
 * In Diary of a Wimpy Kid, Manny has this with Parental Favoritism.
 * In The Silmarillion, Finwë has three sons: the two eldest die in battle, the youngest doesn't and presumably remains king of the Noldor in Valinor until the end of Arda. Then again...he's barely in the story at all, being much less Badass than his brothers -- and being sensible enough not to rebel against the Valar and exile himself from the safest, best place in Arda.
 * In both of Robin McKinley's retellings of "Beauty and The Beast", Beauty a Retelling of Beauty And The Beast and Rose Daughter, Beauty is the youngest of three daughters. The trope is subverted in that in both versions, the main character's elder sisters are beautiful and kind-hearted, and love her dearly. It's further subverted in Beauty in that she's not technically the youngest child -- just the youngest living child. The fourth sister, Mercy, died at birth.
 * In the Pern books, Menolly is the youngest child of the Holder of Half-Circle Sea Hold, and The Unfavorite to boot. Despite parental abuse and general mistreatment, she escapes from her unpleasant surroundings and goes on to become the Master Composer of the planet. She even gets to keep in contact with the only one of her siblings who was ever kind to her, while managing to avoid everybody who wasn't.
 * Conversed in David Gemmell's White Wolf. Rabalyn, reflecting on the stories told to him as a child, notes the Genre Blindness of the kings who would send their eldest sons to their death. He decides that if he were king he'd send the youngest boy first.
 * In the Septimus Heap series by Angie Sage, the main protagonists are a seventh son of a seventh son, and the only daughter.
 * In Josepha Sherman's The Shining Falcon, a retelling of "The Feather of Finist the Falcon", while the Fairy Tale's two sisters have been collapsed into one, it's still the younger who is the heroine.
 * Both played straight and subverted in the The Tales of Alvin Maker series, Alvin is the seventh and youngest son. Then,  So technically, youngest child still wins.

Manga

 * In Million Dollar Kid, a tycoon gives one hundred million yen to each of his three sons and tells them the one who best uses the money will be his successor. What he doesn't tell is that he intends to use the test as an excuse to cast the youngest son away from the family. His disapproval of the youngest son is based on the boy's gambling addiction. The series is focused on the youngest, whose luck smiles to him whenever he risks it all.

Mythology and Religion

 * Classical Mythology:
 * In the origin story of the Greek Gods, Zeus was the youngest child of Cronus and Rhea and the only one to not be eaten by Cronus (himself the youngest of Gaia and Ouranos' Titans.) He would eventually free his older siblings, overthrow Cronus, and take his place as the king of the Gods. This makes this trope Older Than Feudalism, though you can also think of this example as an inversion: when Zeus freed his siblings, they are considered to be "reborn" in the order they are released, making Zeus also the oldest, sort of. In any case, it's a Justified Trope, since the only reason Zeus didn't get swallowed like his siblings was because Rhea finally figured out how to keep that from happening.
 * Cronus was also the youngest of Gaia and Ouranos' children. First they had all the other male Titans, then all the Titanides, then Cronus.
 * In fact it goes all the way back to the story of Psyche and Eros, from Apuleius' The Golden Ass, in which Psyche's sisters are jealous both of her beauty and her creepy ability to be happy with a husband who won't let her see him in daylight. (Although, mind you, Psyche is not good at following basic instructions.)
 * In Philippine myth, three brothers are looking for the legendary Adarna bird. Halfway through the story, Prince Diego, the middle child, marries Princess Juana, leading more or less a normal life with her; Prince Pedro, the oldest child--who was pretty much a Manipulative Bastard towards his brothers--marries Princess Leonora and inherits his father's throne; Prince Juan, the youngest child, marries the most beautiful and enchanted of the princesses, Princess Maria, and inherits her father's kingdom.
 * The Bible:
 * Three times in a row with Isaac and Ishmael, Jacob and Esau, and Joseph and his brothers. Technically Joseph was the son of the beloved wife, and thus the favorite; true youngest Benjamin was kept at home to keep him away from danger and one of the older brothers had to basically call a curse on himself so the father would allow Benjamin to go to Egypt with him, and Joseph favors Benjamin there.
 * Joseph's own children also get blessed counter to the cultural expectation, though this is not too big of a surprise considering Jacob is a youngest. (Joseph thought Jacob was making a mistake, but Jacob knows what he's doing and even crosses his arms so that the Right Hand of Blessing goes to the younger son.)
 * Amram of the Levi tribe in Egypt had three children: daughter Miriam and two sons, Aaron and Moses, four and seven years younger than Miriam, respectively. Guess who is remembered as the most badass prophet of the Old Testament. Though to be fair, all three of them hold pretty important positions in the tradition.
 * King David is also an example; he was the youngest of eight brothers, yet God had Samuel pass over all seven of his older brothers before anointing him.
 * In the parable of the Prodigal Son, the younger son callously asks for his share of the inheritance, runs away from home to seek adventure, and squanders it all on wasteful living, only to be welcomed back with open arms when he decides to slink home. The older son is not pleased about this, but the attempt to Calling the Old Man Out backfires: Dad points out that the older son has the lion's share of the estate, so can't he be happy that his little brother came back alive? (The point of the parable, of course, is that both sons were in need of serious attitude adjustment.)

Theater

 * Cordelia in King Lear is the youngest of three sisters and the only one to care about their father... but ultimately it's a brutal subversion. She may be virtuous, but she doesn't win. Nobody does.
 * Richard III. He beats his two older brothers (by murdering them) but eventually loses to Henry Tudor.
 * The Taming of the Shrew by Willie "Bubba" Shakespeare. The youngest daughter of the family was the one who was beautiful, desired, and had beaus swarming like flies. But the other, bitchy one had to marry first. Also note that the younger daughter basically enslaved her husband, while the older one submitted to hers.
 * As a famous actress once observed Bianca is the real shrew, or at least a manipulative bitch who's got her daddy and admirers twisted round her little finger and successfully gotten her older sister labelled 'the bad one'.

Video Games

 * Not only is Ramza from Final Fantasy Tactics the youngest of three brothers, he's also half-brother to Zalbag and Dycedarg. And yet he is the most noble among House Beoulve. His younger sister Alma, the true youngest of the family, spends most of the plot as the Damsel in Distress, but she still manages a personal Crowning Moment of Awesome when she rejects Bloody Angel Altima from pulling a Grand Theft Me.
 * Subverted in Wing Commander Privateer 2.
 * In Fire Emblem: Genealogy of the Holy War, Prince Jamka is the youngest son of King Batou of Verdane (the first nation to attack the protagonists) and joins Sigurd's army after his two brothers and his father fell under the machinations of the Lopto cult.
 * The DS remake of Dragon Quest V gives Nera an older sister, Debora, whose very existence highlights what a wonderful young woman her younger sibling is. Everyone heaps praise on Nera, while Debora is acknowledged as beautiful, but a total pain. Notably, their father has completely given up on marrying Debora off, and his Engagement Challenge draws Nera's admirers from all over.
 * Dragon Age Origins has a potential Subversion of this with Prince Bhelen.
 * Played straight in the Human Noble Origin, where
 * In the Metal Gear series:
 * The series as a whole is an inversion. Solid Snake, the only one of the Les Enfant Terribles clones to have a decent ending, is actually the eldest of the clones, or at least the middle child (depending on whether Liquid, his twin was born first or not).
 * This trope was actually referenced in an optional radio conversation with Zero in Metal Gear Solid 3 Snake Eater, where he notes the coincidence of Naked Snake and Major Raikov technically sharing the same name ("Ivan," Raikov's first name, is Slavic for "John" or "Jack," which is Naked Snake's name).

Web Comics
"She's a youngest, if y'get my meanin'."
 * Set in a fairy tale world, the webcomic No Rest For The Wicked makes a bit of a running gag out of this.

"Artie: We decided you're much cooler than Bill. Dave: Really? Geez... You don't know how much this means! Everyone's always liked Bill more-- Zeta: Oh we do like Bill better. Artie: We just think you're cool."
 * In Order of the Stick, Belkar's sob story to gain experience features himself as the youngest.
 * In Narbonic Dave, the younger sibling, is constantly stressing over how much cooler, better looking, etc. his older brother was, despite the numerous things he'd done that made him unique, like going to the moon. His mind is almost put at ease when his friends meet his brother though.


 * In The Dreamland Chronicles, the eldest child can not enter Dream Land while the king still lives. Which explains why the younger twin was the one who did it.
 * In Tamuran, only the youngest son can inherit the throne. In this case, distinctly bad.
 * The younger brother of The Ace of Face All Red wants this to be the case.
 * In American Barbarian, the youngest, Rick, succeeds with the Tangle -- more than his brothers believed anyone could.

Western Animation

 * Played with in a comic-only adventure of The Amazing Chan and The Chan Clan. Scooter solves the mystery and Henry comments that he "always lucks out", but he and the rest of the older kids aren't portrayed as evil or boring, only having caught the Distress Ball (they were being suspended mid-air from the top of a stage).
 * In Avatar: The Last Airbender, at first Azula is Always Someone Better for Zuko. But beware, the writers enjoy to subvert the usual Big brother/little sister tropes.
 * In the Tales from the Cryptkeeper episode "The Sleeping Beauty", Prince Charmless Chuck spends most of the episode pushing around his younger (by "ten lousy seconds") twin brother Melvin. Naturally,  "Chuck (and Melvin) and the Bean-Stalker" likewise ends well for Melvin and badly for Chuck.
 * The song "Alligator King" from Sesame Street.

Real Life

 * Primogeniture historically was a means to keep the landed classes as they were, otherwise the tropes we now associate with them may well not have developed. The disinherited likewise could have built on the tropes of the adventurer with nothing to lose: a knight errant. However Ultimogeniture, as youngest-inherit is called, often stipulates that the youngest looks after the parents and their home while all the others are able to go out into the world and settle fortunes for themselves. Even when the inheritance was split (partible inheritance) again the youngest was often given the family manor, most often found in Scandinavia. But, like primogeniture, elder brothers could turn to theft and coercion and a potential inheritor to murder of any younger than him, so no system's perfect.
 * Some primates with female philopatry (female children stay in the group they're born into, males leave) have a system by which the youngest offspring has the highest rank in the dominance hierarchy.