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You stole my glory. You were never half the man I was and yet you got everything. Everything that was mine.
―Prince James to his brother David

Prince James was the twin brother of Prince Charming, a character on ABC's Once Upon a Time. He is portrayed by starring cast member Josh Dallas, and does not have a Storybrooke counterpart. He is the biological son of Ruth though was given up to King George and his wife, who couldn't have children.

History

Before the First Curse

Prince James is born to Ruth and her husband Robert, along with his twin David. He is traded to Rumplestiltskin to save the family farm. Rumplestiltskin gives the infant to King George, who needs a heir due to his wife being barren and unable to conceive a child. King George names him James and raises the child as his own.

However, James doesn't like the prince life or George's plans to make him a killer and runs away. George, believing he was abducted, promises a reward for the one who can find him. Robert, deciding to take him back to his true family, learned from Rumple that his son is on Pleasure Island. Pinocchio gives him a hand to in finding his son and James learns the truth about his origins. While Pinocchio distracts the Coachman and his minion, Robert and James flee, only to run into King George. After Robert defiantly refuses the reward or to hand over his son, George has his men murder him while covering it up as an accident. With that, James remains as prince, with his morality tainted by George's corrupt influence.

Prince James grows up to be spoiled and irresponsible. He pursues a romantic relationship with Jacqueline, but King George wants James to focus on helping the kingdom, as it is in economical disarray. James and Jack go after the giant, Anton, and they give him a magical mushroom that shrinks him to human size. Jack and James take him to a tavern where Anton enjoys music. Jack tells Anton about the kingdom debts, and Anton decides he wants to help the kingdom with gold by giving them treasure. However, they betray Anton, and climb up the beanstalk to fight a battle to slaughter all the giants and steal their beans. Jack stabs Arlo with her poisoned sword, and he does the same to her. Dying of her the stab wound, Jack calls to James for help, but he refuses to save her and hastily leaves to climb down the beanstalk after gathering a bag of treasures. Anton is the only survivor of the massacre.

Much later on, Prince James spars with Behemoth in a sword fight. After winning the match, the prince meets with King George and King Midas. The three come to an arrangement wherein if the prince can defeat a dragon that has been ravaging Midas' kingdom, Midas will supply George's kingdom with gold using his golden hand, which turns any object into gold upon contact.

After Midas has departed, Behemoth unexpectedly rises and stabs the prince through the torso, killing him. This event necessitates the grieving King George into making an additional deal with Rumplestiltskin. He trades the whereabouts of the Fairy Godmother to the wizard in exchange for the dead prince's twin brother to masquerade in his place.

After his death, his spirit is sent to the Underworld due to having unfinished business. Somehow, he learns how his brother took his place, growing resentful.

After the Third Curse

James becomes Sheriff of the Underworld and begins a sexual relationship with Cruella after her death

Stuck in the Underworld, James enters Granny's Diner where he finds his sister-in-law Mary Margaret. Mistaking him for his brother David, she asks why he changed his clothes and he kisses her. He reveals his identity and realizes that if Snow's in the Underworld, so is David. He tells Mary Margaret to tell his brother that there is a new sheriff in town, and leaves right as his twin comes in to catch a glimpse of him.

Weeks later, James ambushes David as he's bringing supplies. David is apprehensive as Cruella hinted that James resents him for being chosen to be kept by their parents. The underworld sheriff reveals that the diva was wrong; he really angry his brother stole his identity and got everything he would've had if he wasn't killed. He tasers David and locks him in the sheriff station and impersonates him. His disguise easily fools Emma and once they meet up with Robin and his baby daughter, he slaps a cuff to limit her magic. It was all part of a plan by him and Cruella to use the newborn as leverage against Hades (as he's in love with the infant's mother) in order to return to life since the Author, James' great-nephew, refuses to do so. Before James can sentence his niece to eternity in the River of Lost Souls at the harbor, David comes to the rescue with Captain Hook. While Cruella retreats, the twins have a fist fight with David having the upper hand. He tries to reason with his embittered sibling that he can help him move on and find peace, but James exclaims that the former's death is his unfinished business. Refusing to escape with Cruella, he tries to stab his brother with a knife hidden in his sock. But David redirects his movement, sending him off the edge of the pier. The vengeful prince plummets to into the river and dissolves into it, much to his brother's dismay.

Gallery

Wiki
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Media
Shows: Once Upon a TimeOnce Upon a Time in Wonderland

Books: Once Upon a Time: Shadow of the QueenReawakened: A Once Upon a Time TaleOnce Upon a Time - Behind the MagicOnce Upon a Time: Out of the PastOnce Upon a Time: Red's Untold TaleOnce Upon a Time: Regina RisingHenry and Violet
Special Bonus: Good Morning Storybrooke • Three Who Stayed • Tales From The Underworld: A Knight With Cruella

Characters
Once Upon a Time: Emma SwanSnow White/Mary Margaret BlanchardPrince Charming/David NolanRumplestiltskin/Mr. Gold/WeaverEvil Queen/Regina Mills/RoniBelle/Lacey FrenchKillian Jones/Hook/RogersHenry MillsHappySneezy/Tom ClarkBashfulDocDopeySleepy/WalterJiminy Cricket/Archie HopperStealthyVictor Frankenstein/Dr. WhaleAuroraPrince PhillipFa MulanBlue FairyWidow Lucas/GrannyKing George/Albert SpencerGenie/Magic Mirror/Sidney GlassMad Hatter/JeffersonMilahPrince Henry/The ValetMaid MarianKnave of HeartsSheriff of Nottingham/KeithFairy GodmotherPeter Pan/Malcolm/Pied PiperWendy DarlingArielZelena/The Wicked Witch of the WestGlinda/The Good Witch of the SouthThe Wizard of Oz/WalshElsa the Snow QueenAnnaKristoffHansGrand PabbieSvenTinker BellBlackbeardLumièreAbigail/Kathryn NolanUrsulaRed Riding Hood/The Wolf/RubyHuntsman/Sheriff GrahamBaelfire/Neal CassidyPinocchio/August W. BoothFrederick/JimSevere NurseMayor TomkinsQuinnAnita LucasHansel and Gretel/Nicholas and Ava ZimmerThe Woodcutter/Michael TillmanMartinMyrnaStephenDonnaPrince JamesJackBlind WitchKing XavierPeterSirenPongoAntonWilliam SmeeDorothy GaleThe Witch of the EastGastonGreg MendellTamaraGeppetto/MarcoThe DragonRapunzelThe King/Mitchell HermanRapunzel's MotherRapunzel's FatherKing LeopoldQueen EvaLost BoysJohn DarlingMichael DarlingThe ShadowThe Sheriff of HamelinKing MidasNanaMary DarlingGeorge DarlingMedusaGus/BillyMarshmallowZosoPrince Thomas/Sean HermanPrince EricLittle Bo PeepThe ApprenticeIngrid/Sarah FisherLily PageNovaSeerGraceDaniel ColterLancelotColetteStephenLiam JonesOakenThe King of ArendelleQueen GerdaCruella De VilPoseidonThe Duke of WeseltonHans' BrothersChernabogBriar RoseKing StefanIsaac/The AuthorMadelineMerlin/The SorcererMeridaQueen EleanorKing FergusHarris, Hubert, and HamishThe WitchLord MacGuffinLord MacintoshLord DingwallRuthKing ArthurSir KayGuinevereCharonRobin HoodBrennan JonesHadesMegaraHerculesCerberusThe ScarecrowTotoCleo FoxAuntie EmDr. JekyllMr. HydeEvil QueenCount of Monte CristoAladdinGideonJasmineIagoCaptain NemoLady TremaineClorindaTisbeJacobOracleRoyal GuardsThe SultanBeowulfBlack FairyTiger LilyRobertPrince AchmedStanumCowardly LionLucy VidrioRapunzel Tremaine/Victoria BelfreyCinderella/Jacinda VidrioTiana/SabineAlice/TillyDrizella/Ivy BelfreyAnastasiaGothel/Eloise GardenerEudoraDr. Facilier/Mr. SamdiHansel/Jack/Nick BransonMarcus TremaineCeceliaCoven of the EightMadame LeotaNaveen/DrewBlind Witch/HildaGretelChadSeraphinaFloraIsla

Once Upon a Time in Wonderland: AliceCyrusAnastasia/The Red QueenPercy/The White RabbitJabberwockySilvermistThe Sultan/The Old PrisonerTweedle Dee and Tweedle DumMrs. RabbitElizabeth/LizardAmara
Both series: Will Scarlet/The Knave of HeartsCinderella/Ashley BoydRobin HoodLittle JohnFriar TuckGrumpy/LeroyCora/The Queen of HeartsCaterpillarMaleficentJafarDr. Lydgate

Episodes
Season One: "Pilot" • "The Thing You Love Most" • "Snow Falls" • "The Price of Gold" • "That Still Small Voice" • "The Shepherd" • "The Heart Is a Lonely Hunter" • "Desperate Souls" • "True North" • "7:15 A.M." • "Fruit of the Poisonous Tree" • "Skin Deep" • "What Happened to Frederick" • "Dreamy" • "Red-Handed" • "Heart of Darkness" • "Hat Trick" • "The Stable Boy" • "The Return" • "The Stranger" • "An Apple Red as Blood" • "A Land Without Magic"

Season Two: "Broken" • "We Are Both" • "Lady of the Lake" • "The Crocodile" • "The Doctor" • "Tallahassee" • "Child of the Moon" • "Into the Deep" • "Queen of Hearts" • "The Cricket Game" • "The Outsider" • "In the Name of the Brother" • "Tiny" • "Manhattan" • "The Queen Is Dead" • "The Miller's Daughter" • "Welcome to Storybrooke" • "Selfless, Brave and True" • "Lacey" • "The Evil Queen" • "Second Star to the Right" • "And Straight On 'Til Morning"
Season Three: "The Heart of the Truest Believer" • "Lost Girl" • "Quite a Common Fairy" • "Nasty Habits" • "Good Form" • "Ariel" • "Dark Hollow" • "Think Lovely Thoughts" • "Save Henry" • "The New Neverland" • "Going Home" • "New York City Serenade" • "Witch Hunt" • "The Tower" • "Quiet Minds" • "It's Not Easy Being Green" • "The Jolly Roger" • "Bleeding Through" • "A Curious Thing" • "Kansas" • "Snow Drifts" • "There's No Place Like Home"
Season Four: "A Tale of Two Sisters" • "White Out" • "Rocky Road" • "The Apprentice" • "Breaking Glass" • "Family Business" • "The Snow Queen" • "Smash the Mirror" • "Fall" • "Shattered Sight" • "Heroes and Villains" • "Darkness on the Edge of Town" • "Unforgiven" • "Enter the Dragon" • "Poor Unfortunate Soul" • "Best Laid Plans" • "Heart of Gold" • "Sympathy for the De Vil" • "Lily" • "Mother" • "Operation Mongoose"
Season Five: "The Dark Swan" • "The Price" • "Siege Perilous" • "The Broken Kingdom" • "Dreamcatcher" • "The Bear and the Bow" • "Nimue" • "Birth" • "The Bear King" • "Broken Heart" • "Swan Song" • "Souls of the Departed" • "Labor of Love" • "Devil's Due" • "The Brothers Jones" • "Our Decay" • "Her Handsome Hero" • "Ruby Slippers" • "Sisters" • "Firebird" • "Last Rites" • "Only You" • "An Untold Story"
Season Six: "The Savior" • "A Bitter Draught" • "The Other Shoe" • "Strange Case" • "Street Rats" • "Dark Waters" • "Heartless" • "I'll Be Your Mirror" • "Changelings" • "Wish You Were Here" • "Tougher Than the Rest" • "Murder Most Foul • "Ill-Boding Patterns" • "Page 23" • "A Wondrous Place" • "Mother's Little Helper" • "Awake" • "Where Bluebirds Fly" • "The Black Fairy" • "The Song in Your Heart" • "The Final Battle"
Season Seven: "Hyperion Heights" • "A Pirate's Life"• "The Garden of Forking Paths" • "Beauty" • "Greenbacks" • "Wake Up Call" • "Eloise Gardener" • "Pretty in Blue" • "One Little Tear" • "The Eighth Witch" • "Secret Garden" • "A Taste of the Heights" • "Knightfall" • "The Girl in the Tower" • "Sisterhood" • "Breadcrumbs" • "Chosen" • "The Guardian" • "Flower Child" • "Is This Henry Mills?" • "Homecoming" • "Leaving Storybrooke"

Once Upon a Time in Wonderland: "Down the Rabbit Hole" • "Trust Me" • "Forget Me Not" • "The Serpent" • "Heart of Stone" • "Who's Alice?" • "Bad Blood" • "Home" • "Nothing to Fear" • "Dirty Little Secrets" • "Heart of the Matter" • "To Catch a Thief" • "And They Lived..."

Locations
Once Upon a Time: Boston, MassachusettsDark PalaceDark Castle/Rumplestiltskin's CastleLibraryKing's CastleCinderella's ChateauDwarves' CottageDwarf MinesNew York CityKing Stefan's CastleThe BeanstalkGiant's LairNeverland Skull RockHamelinMaritime CastleRapunzel's TowerVault of the Dark OneLand of OzYellow Brick RoadEmerald CityGolden CastleArendelleArendelle CastleWandering Oaken's Trading Post and SaunaBald MountainRing of StonesDunBrochWitch's CottageCastle DunBrochUnderworldMount OlympusPoppy FieldsAuntie's Chicken & WafflesCave of WondersPleasure IslandMagical ForestSeattleHyperion HeightsBelle & Gold's HouseFacilier's LairGothel's GardenTiana's PalaceSan FranciscoMemento MoriMaldoniaFlynn's BarcadeUnited Realms

Once Upon a Time in Wonderland: Wonderland CastleThe Mad Hatter's HouseWhite Rabbit's HouseUnderlandTulgey Wood
Both series: StorybrookeMaineEnchanted ForestForbidden FortressWonderlandWonderland MazeAgrabahSherwood ForestThe Sultan's Palace

Objects
Once Upon a Time: Once Upon a Time (Book)Red Riding HoodMaleficent's StaffMagic WandGlass SlipperPoisoned AppleSpinning WheelMagic LampDark One's DaggerChipped CupJefferson's HatMagic BeansCaptain Hook's HooksEnchanted CandlePixie DustDreamshadePied Piper's PipePandora's BoxRapunzel's HairSilver SlippersSorcerer HatEnchanted BroomTridentEnchanted ShellHeroes and Villains (Book)Merida's BowMagical RoseExcaliburOlympian CrystalCinderella's DressGolden Scarab BeetleRapunzel's Frying PanMagical FlowerShrinking PotionFloating LanternsTarot CardsMaui's Fish Hook

Once Upon a Time in Wonderland: Vorpal Blade
Both series: Jafar's Snake StaffEnchanted HeartsJafar's Lamp

Songs Featured
Give a Little WhistleHeigh-HoWith a Smile and a SongBeauty and the BeastPart of Your WorldFathoms BelowCruella De VilSome Day My Prince Will ComeThe Unbirthday Song

Original Songs: Powerful MagicThe Queen SingsLove Doesn’t Stand a ChanceRevenge Is Gonna Be MineWicked Always WinsCharming vs. Evil QueenEmma's ThemeA Happy Beginning

Vehicles
Geppetto's BoatThe Jolly RogerMagic CarpetRoyal ShipCruella's carNautilusCinderella's Coach
Species
FairiesUnicornsDragonsBridge TrollsWerewolvesWraithOgresMermaidsKrakenFlying MonkeysRock TrollsWill O' the WispsFuriesMunchkinsTree Nymphs