History Main / TheGentlemanOrTheScoundrel

* ''Fanfic/TheStoryOfApolloDaphneAndLucaAnItalianTragedy'': [[spoiler: In later chapters, Luca becomes the object of the affections of the charming Vincenzo and the rough-and-tumble Alberto. [[SubvertedTrope Subverted]] since Vincenzo, in spite of his CharacterDevelopment, has been [[TheBully anything]] [[ManipulativeBastard but]] [[{{Blackmail}} charming]] towards him, while Alberto, in spite of his slightly cocky and mischievous personality, has his heart in the right place and has always [[UnderstandingBoyfriend treated Luca with kindess and respect]].

** From Snape's perspective, he was always the Gentleman: the childhood friend who dearly loved the gentle Lily despite of her heritage, and James was the Scoundrel, an arrogant showoff.

* In ''LightNovel/FullMetalPanic'', Leonard tries invoking this against his perceived rival in Kaname's affections, Sousuke, presenting himself as the princely Gentleman and painting Sousuke as not merely the Scoundrel, but a dangerous, feral animal. He has absolutely no success with this strategy (being the BigBad sure doesn't help), to the point that Sousuke almost comes off as the wholesome BoyNextDoor in comparison.

* ''Series/That70sShow'': Donna chooses the nerdy, sweet childhood friend Eric (Gentleman) over the rebellious, tough Hyde (Scoundrel).

* From ''Series/{{Lost}}'', Kate must choose between noble doctor Jack, the Gentleman, and Southern con-artist Sawyer, as the Scoundrel.

* In Stephanie Meyer's ''Literature/{{Twilight}}'' saga, Edward is the Scoundrel, and Jacob is the Gentleman. While Jacob is more forceful and direct than the well-mannered Edward, Edward's life invited danger and death into her life, and was the choice her parents couldn't stand, while Jacob is the old friend boy-next-door who dependably offers Bella emotional support.

* ''Series/DoctorWho'' has [[TheyDo (or had)]] Amy between childhood friend and eternally devoted Rory (Gentleman) and the adventurous Doctor (Scoundrel).

* ''Franchise/StarFox'': [[TheChick Krystal's]] love interests are the [[TheLastDJ justice-driven]] military man and boss Fox, and the womanizing SpacePirate and rival Panther. There was not much of a love triangle in [[DubInducedPlotlineChange the English translations]] of ''VideoGame/StarFoxAssault'' and ''VideoGame/SuperSmashBrosBrawl'' as [[AbhorrentAdmirer Krystal is revolted by Panther]] until the DowntimeDowngrade of ''VideoGame/StarFoxCommand'' put the boys on even footing.

* ''Franchise/StarFox'': [[TheChick Krystal's]] love interests are the [[TheLastDJ justice-driven]] military man and boss Fox, and the womanizing SpacePirate and rival Panther. There was not much of a love triangle in [[CutAndPasteTranslation the English translations]] of ''VideoGame/StarFoxAssault'' and ''VideoGame/SuperSmashBrosBrawl'' as [[AbhorrentAdmirer Krystal is revolted by Panther]] until the DowntimeDowngrade of ''VideoGame/StarFoxCommand'' put the boys on even footing.

* ‘’Literature/TheCourtshipOfPrincessLeia'' has this when Prince Isolder of Hapes wants to marry Leia. Han is jealous and kidnaps Leia. She ultimately marries Han while Isolder marries Tenel Ka, the leader of a Dathomir witch tribe.

* The Creator/RupertGrint movie ''Film/Cherrybomb2010'', with Michelle having to choose between the (relatively) safe and dependable Malachy (Gentleman) and the rebellious, dashing Luke (Scoundrel).

* The 2010 Creator/RupertGrint movie ''Film/{{Cherrybomb}}'', with Michelle having to choose between the (relatively) safe and dependable Malachy (Gentleman) and the rebellious, dashing Luke (Scoundrel).

* ''Series/{{Angel}}'' example: Fred had to choose between the tough, street-smart former gang leader Gunn (Scoundrel) and the bookish, nerdy SmartGuy Wes (Gentleman). (Ironically in Season 5 these roles are reversed, due to Wesley taking a level in badass and Gunn getting a brain implant). Eventually, [[spoiler: she chose her Scoundrel, then broke up with him, turned to her Gentleman, died, became an ancient goddess, nearly killed both of them (one inadvertently), and then Wes died]].

* Stephen King’s ''Literature/{{It}}'' - Beverly Marsh first marriages was with rough alcoholic Tom Rogan who’s physically and sexually abusive (Scoundrel) and later falls for Ben Hanscom who’s more considerate, brave, and selfless (Gentlemen).

* ''Literature/{{It}}'' - Beverly Marsh first marriages was with rough alcoholic Tom Rogan who’s physically and sexually abusive (Scoundrel) and later falls for Ben Hanscom who’s more considerate, brave, and selfless (Gentlemen).

* Played with in ''Literature/TheAliceNetwork''. The main character, Eve, sleeps with both Captain Cameron (the Gentleman), AnOfficerAndAGentleman, and M. Bordelon (the Scoundrel), a [[LesCollaborateurs profiteer]] and ManOfWealthAndTaste. However, it's never a choice between them -- Eve actively despises Bordelon and only sleeps with him because she needs the [[FemmeFataleSpy information]] -- and she doesn't end up with either one in the end.

* ''Series/GilmoreGirls'': Rory had to choose between boy-next-door Dean (Gentleman) and bad boy Jess (Scoundrel).

* ''Manga/FruitsBasket'': Tohru has Yuki, a stoic princely type who is always polite to Tohru, and Kyo, a hotblooded delinquent who tends to insult Tohru at first. She only meets Yuki a short time before Kyo, and that's befgore [[HiddenDepths it's shown that both guys are more complex than it seems]].

* In ''Theatre/{{Oklahoma}}'', Laurey is pursued by the amiable and popular Curly, and the antisocial town outsider Jud. Laurey ends up with [[spoiler: Curly]], but it was a lopsided LoveTriangle to begin with as Laurey never had any genuine romantic feelings for [[spoiler: Jud]] like she did for [[spoiler: Curly]]; she only asks [[spoiler: Jud]] to take her to the box social because she knew it would make Curly jealous.

* In ''Theatre/{{Oklahoma}}'', Laurey is pursued by the amiable and popular Curly, and the antisocial town outsider Jud. Laurey ends up with [[spoiler: Curly]], but it was a lopsided LoveTriangle to begin with as Laurey never had any genuine romantic feelings for [[spoiler: Jud]] like she did for [[spoiler: Curly]]; she only asks [[spoiler: Jud]] to take her to the box
social because she knew it would make Curly jealous]].

* In ''Theatre/{{Oklahoma}}'', Laurey is pursued by the amiable and popular Curly, and the antisocial town outsider Jud. Laurey ends up with [[spoiler: Curly]], but it was a lopsided LoveTriangle to begin with as [[spoiler: Laurey never had any genuine romantic feelings for Jud like she did for Curly; she only asks Jud to take her to the box

* In ''Theatre/{{Oklahoma}}'', Laurey is pursued by the amiable and popular Curly, and the antisocial town outsider Jud. Laurey ends up with [[spoiler: Curly]], but it was a lopsided LoveTriangle to begin with as [[spoiler: Laurey never had any genuine romantic feelings for Jud like she did for Curly. She only asks Jud to take her to the box
social because she knew it would make Curly jealous.]]

* The 2010 Rupert Grint movie ''Film/{{Cherrybomb}}'', with Michelle having to choose between the (relatively) safe and dependable Malachy (Gentleman) and the rebellious, dashing Luke (Scoundrel).

* In ''Literature/TheHungerGames'', Katniss' original choice was not between a Gentleman and a Scoundrel, as they were both dependable people. However, as the series progresses, Peeta reveals himself as the Gentleman who cares deeply for Katniss and desires her safety, and Gale the Scoundrel revolutionist who desires to entangle Katniss in that world.