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* In ''Literature/HowlsMovingCastle'', TheCasanova Howl first meets Sophie when she is a sheltered young ShrinkingViolet, and when he tries to flirt with her, she gets scared and runs away. Later, after Sophie gets turned into an old woman and [[TookALevelInBadass gains a lot of sass and backbone]], they switch to a more or less equal footing; though Howl's bright smiles still occasionally make Sophie weak in the knees.
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* ''Series/HowardsWay'': Amanda Parker is a promiscuous young HardDrinkingPartyGirl who decides to go after Leo Howard, who has never had a proper girlfriend at all before.
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** Mizgir, who previously, by his own admittance, slept around for fun and won many a girl's favor thanks to his wealth, likewise falls for the Snow Maiden. However, she doesn't even understand his passionate pleas and advances, and he frightens her (even before he outright [[AttemptedRape crosses the line]]). Thanks to BreakTheHaughty courtesy of the Wood Spirit, Mizgir [[TookALevelInKindness gets the idea]] of asking for consent, and due to getting the ability to love, the Snow Maiden does accept him... for the grant total of a few minutes before she melts, and he is DrivenToSuicide.

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** Mizgir, who previously, by his own admittance, slept around for fun and won many a girl's favor thanks to his wealth, likewise falls for the Snow Maiden. However, she doesn't even understand his passionate pleas and advances, and he frightens her (even before he outright [[AttemptedRape crosses the line]]). Thanks to BreakTheHaughty courtesy of the Wood Spirit, Mizgir [[TookALevelInKindness gets the idea]] of asking for consent, and due to getting gaining the ability to love, the Snow Maiden does accept him... for the grant grand total of a few minutes before she melts, and he is DrivenToSuicide.
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* In ''Theatre/TheSnowMaiden'', the eponymous girl is a TragicIceCharacter who is quite literally frigid, only able to feel platonic love, and extremely naive when it comes to matters of romance, let alone sex. It leads to tragic consequences with both her suitors:

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* In ''Theatre/TheSnowMaiden'', the eponymous girl is a TragicIceCharacter who is quite literally frigid, only able to feel platonic love, and extremely naive when it comes to matters of romance, let alone sex. It leads to tragic consequences with both her suitors: consequences:
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* In ''TheSnowMaiden'', the eponymous girl is a TragicIceCharacter who is quite literally frigid, only able to feel platonic love, and extremely naive when it comes to matters of romance, let alone sex. It leads to tragic consequences with both her suitors:

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* In ''TheSnowMaiden'', ''Theatre/TheSnowMaiden'', the eponymous girl is a TragicIceCharacter who is quite literally frigid, only able to feel platonic love, and extremely naive when it comes to matters of romance, let alone sex. It leads to tragic consequences with both her suitors:
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** Lel, who is TheCasanova to the point that villagers with grown-up daughters or young wives don't want to let him in their houses, falls in love with the Snow Maiden. However, her childish responses to his flirting (for example, when he asks for a kiss, she thinks he means PlatonicKissing, and later she tells him that she wants to be his bride but finds the idea of being a ''wife'' ridiculous) eventually annoy and exasperate him, and he finds love with a less beautiful but more passionate Kupava. After [[JealousRomanticWitness seeing them together]], the Snow Maiden pleads for her mother the Spring Beauty to give her the ability to love and is granted her wish, after which the sun melts her.
** Mizgir, who previously, by his own admittance, slept around for fun and won many a girl's favor thanks to his wealth, likewise falls for the Snow Maiden.

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** Lel, who is TheCasanova to the point that villagers with grown-up daughters or young wives don't want to let him in their houses, falls in love with the Snow Maiden. However, her childish responses to his flirting (for example, when he asks for a kiss, she thinks he means PlatonicKissing, and later she tells him that she wants to be his bride but finds the idea of being a ''wife'' ridiculous) eventually annoy and exasperate him, and he finds love with a the less beautiful but more passionate Kupava. After [[JealousRomanticWitness seeing them together]], the Snow Maiden pleads for her mother the Spring Beauty to give her the ability to love and is granted her wish, after which the sun melts her.
** Mizgir, who previously, by his own admittance, slept around for fun and won many a girl's favor thanks to his wealth, likewise falls for the Snow Maiden. However, she doesn't even understand his passionate pleas and advances, and he frightens her (even before he outright [[AttemptedRape crosses the line]]). Thanks to BreakTheHaughty courtesy of the Wood Spirit, Mizgir [[TookALevelInKindness gets the idea]] of asking for consent, and due to getting the ability to love, the Snow Maiden does accept him... for the grant total of a few minutes before she melts, and he is DrivenToSuicide.

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* In ''[[https://archiveofourown.org/series/968967 The Cloak of Snow]]'', an ''Literature/ASongOfIceAndFire'' fanfic, ChivalrousPervert Addam Marbrand who has slept with a lot of women and has at least one bastard son falls in love with ChasteHeroine Dacey Mormont who is a virgin and complete innocent in sexual matters at twenty-eight.

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* In ''[[https://archiveofourown.org/series/968967 The Cloak of Snow]]'', an ''Literature/ASongOfIceAndFire'' fanfic, ChivalrousPervert Addam Marbrand who has slept with a lot of women and has at least one bastard son falls in love with ChasteHeroine Dacey Mormont who is a virgin and complete innocent in sexual matters at twenty-eight.twenty-eight. Being a ChivalrousPervert, he always makes sure she feels comfortable with his flirtations. However, he doesn't realize just ''how'' innocent she is until she flat-out tells him, since he initially thinks she was Robb Stark's lover.


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* In ''TheSnowMaiden'', the eponymous girl is a TragicIceCharacter who is quite literally frigid, only able to feel platonic love, and extremely naive when it comes to matters of romance, let alone sex. It leads to tragic consequences with both her suitors:
** Lel, who is TheCasanova to the point that villagers with grown-up daughters or young wives don't want to let him in their houses, falls in love with the Snow Maiden. However, her childish responses to his flirting (for example, when he asks for a kiss, she thinks he means PlatonicKissing, and later she tells him that she wants to be his bride but finds the idea of being a ''wife'' ridiculous) eventually annoy and exasperate him, and he finds love with a less beautiful but more passionate Kupava. After [[JealousRomanticWitness seeing them together]], the Snow Maiden pleads for her mother the Spring Beauty to give her the ability to love and is granted her wish, after which the sun melts her.
** Mizgir, who previously, by his own admittance, slept around for fun and won many a girl's favor thanks to his wealth, likewise falls for the Snow Maiden.
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[[folder:Fan Works]]
* In ''[[https://archiveofourown.org/series/968967 The Cloak of Snow]]'', an ''Literature/ASongOfIceAndFire'' fanfic, ChivalrousPervert Addam Marbrand who has slept with a lot of women and has at least one bastard son falls in love with ChasteHeroine Dacey Mormont who is a virgin and complete innocent in sexual matters at twenty-eight.
* In ''[[https://archiveofourown.org/works/19258840 Hot Chocolate with Thyme]]'', an ''Theatre/AndreaChenier'' fanfic, Charles and Madeleine end up together. After their FirstKiss, Madeleine, who has already had a romantic and sexual relationship with André, is astonished to learn that Charles has never even kissed anyone else (his utter lack of experience turns out to be the reason for the kiss being somewhat awkward). She decides to [[LetsWaitAwhile put off taking matters any further]] until she can be certain she wants a committed relationship with him, in particular, because she feels that TheirFirstTime shouldn't be something casual -- ''especially'' since for Charles, it would be ''the'' first time.
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* In ''Literature/{{Outlander}}'', Claire, after ending up in the 18th century, falls in love with and eventually gets married to Jamie. She [[TimeTravelTenseTrouble was/will have been/is already married]] in her native 20th century and asks Jamie (previously single and several years her junior) on their wedding night if he is all right with her not being a virgin... only for him to awkwardly confess that ''he'' is one.
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Renamed/redefined trope Tragically Disabled Love Interest


* In ''Literature/HeraldsOfValdemar'''s Vows and Honor books, the maybe in her thirties Kethry clicks with Jadrek, who's [[AgeGapRomance well into middle age]] but [[DisabledLoveInterest due to his chronic pain]] has had almost no experience and is possibly a virgin. Kethry has had her share of lovers and convinces him that she doesn't care if he doesn't know how to please her, she'll teach him. Privately she does take a moment to rage at all the women who haven't slept with him and given him more confidence.

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* In ''Literature/HeraldsOfValdemar'''s Vows and Honor books, the maybe in her thirties Kethry clicks with Jadrek, who's [[AgeGapRomance well into middle age]] but [[DisabledLoveInterest [[TragicallyDisabledLoveInterest due to his chronic pain]] has had almost no experience and is possibly a virgin. Kethry has had her share of lovers and convinces him that she doesn't care if he doesn't know how to please her, she'll teach him. Privately she does take a moment to rage at all the women who haven't slept with him and given him more confidence.
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General clarification on works content


* In the one shot [[{{Hentai}} h-manga]] ''The Wife Next Door is a Succubus'', Toma Kimura has been having [[EroticDream erotic dreams]] about his next door neighbor, Yoshika Kakizaki, and feels guilty over the fact he's just a lonely virgin fantasizing about a married woman. When her husband goes on a business trip, Toma finds Yoshika collapsed outside her front door, and helps her into her apartment. When he says he'll call an ambulance, she jumps on top of him and seduces him, and as they're in the throes of passion, Yoshika reveals that she's a succubus, telling him that she thought he was cute and wanted to try him out, so [[DreamWeaver she's been planting the dreams he's been having about her]]. To make sure he can keep up with her she uses her succubus powers to keep him energetic, [[ExtremeLibido and they go at it the all night]]. The following morning she gets a call from her husband and when he asks to talk to Toma, Mr. Kakizaki gives him thanks for feeding his wife, and asks Toma to sleep with Yoshika whenever he's not around, and hangs up the phone. Yoshika tells Toma that she's prepared breakfast so that he'll heave the energy for another romp.

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* In the one shot [[{{Hentai}} h-manga]] ''The Wife Next Door is a Succubus'', Toma Kimura has been having [[EroticDream erotic dreams]] about his next door neighbor, Yoshika Kakizaki, and feels guilty over the fact he's just a lonely virgin fantasizing about a married woman. When her husband goes on a business trip, Toma finds Yoshika collapsed outside her front door, and helps her into her apartment. When he says he'll call an ambulance, she jumps on top of him and seduces him, and as they're in the throes of passion, Yoshika reveals that she's a succubus, telling him that she thought he was cute and wanted to try him out, so [[DreamWeaver she's been planting the dreams he's been having about her]].her]], and used this as her chance to finally do it with him. To make sure he can keep up with her she uses her succubus powers to keep him energetic, [[ExtremeLibido and they go at it the all night]]. The following morning she gets a call from her husband and when he asks to talk to Toma, Mr. Kakizaki gives him thanks for feeding his wife, and asks Toma to sleep with Yoshika whenever he's not around, and hangs up the phone. Yoshika tells Toma that she's prepared breakfast so that he'll heave the energy for another romp.
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Crosswicking, General clarification on works content


%%* The one shot [[{{Hentai}} h-manga]] ''The Prince Next Door'' revolves around a girl that ReallyGetsAround who is ditched by a current boyfriend, and when she calls another guy and then her friends, she ends up going home because they tell her they can't go/hang out with her. When she gets home she runs into her next door neighbor, whom she has been avoiding after he ran away from her when she told him she wanted to grow up and be his wife years earlier when they were children. She forces herself into his house, and when she brings up when he ran away from her when she said she wanted to marry him, he told her that he had this weird habit of running away when he was happy, so she feels relief and offers to have sex with him. After their romp, she says she'll help him lose weight so they can go on for longer and they become an official couple. When he becomes fit, she once again asks if she can marry him, and when he runs away in excitement, she calls him and asks for an answer.

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%%* * The one shot [[{{Hentai}} h-manga]] ''The Prince Next Door'' revolves around a girl that ReallyGetsAround who is ditched by a current boyfriend, and when she calls another guy and then her friends, she ends up going home because they tell her they can't go/hang out with her. When she gets home she runs into her next door neighbor, whom she has been avoiding after he ran away from her when she told him she wanted to grow up and be his wife years earlier when they were children. She forces herself into his house, and when she brings up when he ran away from her when she said she wanted to marry him, he told her that he had this weird habit of running away when he was happy, so she happy. She feels relief at the fact that he doesn't hate her and offers to have sex with him. him, which surprises him since she has a boyfriend, but she admits to having a few boyfriends. After their romp, she says she'll help asks how his first time was and he responds that it was amazing, and after they become an exclusive and committed couple she makes him lose weight so they can go on for longer and they become an official couple.longer. When he becomes fit, she once again asks if she can marry him, and when he runs away in excitement, she calls him and asks for an answer.



%%* In the one shot [[{{Hentai}} h-manga]] ''The Wife Next Door is a Succubus'', Toma Kimura has been having [[EroticDream erotic dreams]] about his next door neighbor, Yoshika Kakizaki, and feels guilty over the fact that he's fantasizing about a married woman. When her husband goes on business trip, he finds her collapsed, and helps her into her apartment, when he says he'll call an ambulance, she jumps on him and seduces him. As they're in the throes of passion, Yoshika reveals that she's a succubus, telling him that she thinks he's cute, so [[DreamWeaver she's been planting the dreams he's been having about her]], and ensures he can keep up with her, [[ExtremeLibido and they go at it the all night]]. The following morning she gets a call from her husband and when he asks to talk to Toma, Mr. Kakizaki gives him thanks for feeding his wife, and asks Toma to sleep with Yoshika whenever he's not around, and hangs up the phone, and Yoshika tells Toma that she's prepared breakfast so that he'll heave the energy for another romp.

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%%* * In the one shot [[{{Hentai}} h-manga]] ''The Wife Next Door is a Succubus'', Toma Kimura has been having [[EroticDream erotic dreams]] about his next door neighbor, Yoshika Kakizaki, and feels guilty over the fact that he's just a lonely virgin fantasizing about a married woman. When her husband goes on a business trip, he Toma finds Yoshika collapsed outside her collapsed, front door, and helps her into her apartment, when apartment. When he says he'll call an ambulance, she jumps on top of him and seduces him. As him, and as they're in the throes of passion, Yoshika reveals that she's a succubus, telling him that she thinks he's cute, thought he was cute and wanted to try him out, so [[DreamWeaver she's been planting the dreams he's been having about her]], and ensures her]]. To make sure he can keep up with her, her she uses her succubus powers to keep him energetic, [[ExtremeLibido and they go at it the all night]]. The following morning she gets a call from her husband and when he asks to talk to Toma, Mr. Kakizaki gives him thanks for feeding his wife, and asks Toma to sleep with Yoshika whenever he's not around, and hangs up the phone, and phone. Yoshika tells Toma that she's prepared breakfast so that he'll heave the energy for another romp.
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Not enough context (ZCE), doesn't explain how the male character is innocent


* The one shot [[{{Hentai}} h-manga]] ''The Prince Next Door'' revolves around a girl that ReallyGetsAround who is ditched by a current boyfriend, and when she calls another guy and then her friends, she ends up going home because they tell her they can't go/hang out with her. When she gets home she runs into her next door neighbor, whom she has been avoiding after he ran away from her when she told him she wanted to grow up and be his wife years earlier when they were children. She forces herself into his house, and when she brings up when he ran away from her when she said she wanted to marry him, he told her that he had this weird habit of running away when he was happy, so she feels relief and offers to have sex with him. After their romp, she says she'll help him lose weight so they can go on for longer and they become an official couple. When he becomes fit, she once again asks if she can marry him, and when he runs away in excitement, she calls him and asks for an answer.

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* %%* The one shot [[{{Hentai}} h-manga]] ''The Prince Next Door'' revolves around a girl that ReallyGetsAround who is ditched by a current boyfriend, and when she calls another guy and then her friends, she ends up going home because they tell her they can't go/hang out with her. When she gets home she runs into her next door neighbor, whom she has been avoiding after he ran away from her when she told him she wanted to grow up and be his wife years earlier when they were children. She forces herself into his house, and when she brings up when he ran away from her when she said she wanted to marry him, he told her that he had this weird habit of running away when he was happy, so she feels relief and offers to have sex with him. After their romp, she says she'll help him lose weight so they can go on for longer and they become an official couple. When he becomes fit, she once again asks if she can marry him, and when he runs away in excitement, she calls him and asks for an answer.



* In the one shot [[{{Hentai}} h-manga]] ''The Wife Next Door is a Succubus'', Toma Kimura has been having [[EroticDream erotic dreams]] about his next door neighbor, Yoshika Kakizaki, and feels guilty over the fact that he's fantasizing about a married woman. When her husband goes on business trip, he finds her collapsed, and helps her into her apartment, when he says he'll call an ambulance, she jumps on him and seduces him. As they're in the throes of passion, Yoshika reveals that she's a succubus, telling him that she thinks he's cute, so [[DreamWeaver she's been planting the dreams he's been having about her]], and ensures he can keep up with her, [[ExtremeLibido and they go at it the all night]]. The following morning she gets a call from her husband and when he asks to talk to Toma, Mr. Kakizaki gives him thanks for feeding his wife, and asks Toma to sleep with Yoshika whenever he's not around, and hangs up the phone, and Yoshika tells Toma that she's prepared breakfast so that he'll heave the energy for another romp.

to:

* %%* In the one shot [[{{Hentai}} h-manga]] ''The Wife Next Door is a Succubus'', Toma Kimura has been having [[EroticDream erotic dreams]] about his next door neighbor, Yoshika Kakizaki, and feels guilty over the fact that he's fantasizing about a married woman. When her husband goes on business trip, he finds her collapsed, and helps her into her apartment, when he says he'll call an ambulance, she jumps on him and seduces him. As they're in the throes of passion, Yoshika reveals that she's a succubus, telling him that she thinks he's cute, so [[DreamWeaver she's been planting the dreams he's been having about her]], and ensures he can keep up with her, [[ExtremeLibido and they go at it the all night]]. The following morning she gets a call from her husband and when he asks to talk to Toma, Mr. Kakizaki gives him thanks for feeding his wife, and asks Toma to sleep with Yoshika whenever he's not around, and hangs up the phone, and Yoshika tells Toma that she's prepared breakfast so that he'll heave the energy for another romp.
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Added example(s)

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* In the one shot [[{{Hentai}} h-manga]] ''The Wife Next Door is a Succubus'', Toma Kimura has been having [[EroticDream erotic dreams]] about his next door neighbor, Yoshika Kakizaki, and feels guilty over the fact that he's fantasizing about a married woman. When her husband goes on business trip, he finds her collapsed, and helps her into her apartment, when he says he'll call an ambulance, she jumps on him and seduces him. As they're in the throes of passion, Yoshika reveals that she's a succubus, telling him that she thinks he's cute, so [[DreamWeaver she's been planting the dreams he's been having about her]], and ensures he can keep up with her, [[ExtremeLibido and they go at it the all night]]. The following morning she gets a call from her husband and when he asks to talk to Toma, Mr. Kakizaki gives him thanks for feeding his wife, and asks Toma to sleep with Yoshika whenever he's not around, and hangs up the phone, and Yoshika tells Toma that she's prepared breakfast so that he'll heave the energy for another romp.
Is there an issue? Send a MessageReason:
None

Added DiffLines:

* The one shot [[{{Hentai}} h-manga]] ''The Prince Next Door'' revolves around a girl that ReallyGetsAround who is ditched by a current boyfriend, and when she calls another guy and then her friends, she ends up going home because they tell her they can't go/hang out with her. When she gets home she runs into her next door neighbor, whom she has been avoiding after he ran away from her when she told him she wanted to grow up and be his wife years earlier when they were children. She forces herself into his house, and when she brings up when he ran away from her when she said she wanted to marry him, he told her that he had this weird habit of running away when he was happy, so she feels relief and offers to have sex with him. After their romp, she says she'll help him lose weight so they can go on for longer and they become an official couple. When he becomes fit, she once again asks if she can marry him, and when he runs away in excitement, she calls him and asks for an answer.
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A common dynamic in the romance genre is when a character with plenty of sexual or romantic experience is paired with a character who is lacking in those departments. Depending on how the more experienced got to be that way (as TheCasanova, a ChivalrousPervert, TheVamp, a SerialRomeo, or simply [[AgeGapRomance having been around for longer]]) the relationship can play out in a variety of different ways.

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A common dynamic in the romance genre is when a character with plenty of sexual or romantic experience is paired with a character who is lacking in those departments. Depending on how the more experienced got to be that way (as TheCasanova, a ChivalrousPervert, TheVamp, a SerialRomeo, or simply [[AgeGapRomance having been around for longer]]) longer]]), the relationship can play out in a variety of different ways.
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* In ''Literature/TheShipWho Sang'', Niall falls for [[SapientShip Helva]] in a serious way and tends to call her a [[VirginShaming tin-plated virgin]] when annoyed with her. This is some cause for concern - he ReallyGetsAround, and they CantHaveSexEver because if he tried to [[ManInTheMachine crack open her life support capsule to touch her stunted human body]], which he does fantasize about, he would kill her, but she's also jealous of his affairs with "softshell" women. Theirs is something of a SexlessMarriage, as she refuses to use a RemoteBody.

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* In ''Literature/HeraldsOfValdemar'''s Vows and Honor books, the maybe in her thirties Kethry clicks with Jadrek, who's [[AgeGapRomance well into middle age]] but [[DisabledLoveInterest due to his chronic pain]] has had almost no experience and is possibly a virgin. Kethry has had her share of lovers and convinces him that she doesn't care if he doesn't know how to please her, she'll teach him. Privately she does take a moment to rage at all the women who haven't slept with him and given him more confidence.
** The ''Literature/LastHeraldMageTrilogy'' has a ReincarnationRomance between thirtysomething Vanyel, who survived the death of his beloved as a teen, and the seventeen year old reincarnation of said beloved. Because Vanyel is FamedInStory and it's LonelyAtTheTop he's been all but celibate in the meantime, but Stefan has had a [[AllGaysArePromiscuous very colorful last few years]] and on meeting Van immediately becomes a gay LadykillerInLove, who worries that his experience repels the very pure Van. It does not. Stefan's able to leverage his greater experience to convince Van that it's ''not'' an UnequalPairing where a powerful older man seduces a younger one. He knows what he wants, and he's pursuing it.



* The ''Literature/LastHeraldMageTrilogy'' has a ReincarnationRomance between thirtysomething Vanyel, who survived the death of his beloved as a teen, and the seventeen year old reincarnation of said beloved. Because Vanyel is FamedInStory and it's LonelyAtTheTop he's been all but celibate in the meantime, but Stefan has had a [[AllGaysArePromiscuous very colorful last few years]] and on meeting Van immediately becomes a gay LadykillerInLove, who worries that his experience repels the very pure Van. It does not. Stefan's able to leverage his greater experience to convince Van that it's ''not'' an UnequalPairing where a powerful older man seduces a younger one. He knows what he wants, and he's pursuing it.
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* The ''Literature/LastHeraldMageTrilogy'' has a ReincarnationRomance between thirtysomething Vanyel, who survived the death of his beloved as a teen, and the seventeen year old reincarnation of said beloved. Because Vanyel is FamedInStory and it's LonelyAtTheTop he's been all but celibate in the meantime, but Stefan has had a [[AllGaysArePromiscuous very colorful last few years]] and on meeting Van immediately becomes a gay LadykillerInLove, who worries that his experience repels the very pure Van. It does not. Stefan's able to leverage his greater experience to convince Van that it's ''not'' an UnequalPairing where a powerful older man seduces a younger one. He knows what he wants, and he's pursuing it.
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Moved to Literature/


* In ''WebOriginal/BrigScarletFlamingo'':

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* In ''WebOriginal/BrigScarletFlamingo'':''Literature/BrigScarletFlamingo'':
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*''Webcomic/OneHundredAndEightyAngel'': Lilith is definitely not a virgin, and she ends up having a crush on Sam, who had never been in a relationship. She fell in love with Sam because she was genuinely trying to get to know her better and help her without any ulterior motives. Sam also didn't know who Lilith was when they first met. Unusually for this trope, Lilith isn't really a sweet-talker and frequently embarrasses herself in from of Sam, and Sam can be really smooth when she wants to.
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* ''Series/GreysAnatomy'': Mark Sloan, also known as "[=McSteamy=]", is an infamous [[ReallyGetsAround playboy]], whose [[AnythingThatMoves sexual appetite]] becomes such an issue that the nurses at Seattle Grace ''unionize'' in protest. Lexie Grey on the other hand is TheIngenue: upbeat, highly intelligent, and [[WideEyedIdealist idealistic to the point of naivete at times]]. While she has dated in the past, she's mostly depicted as a SmittenTeenageGirl for George up until now. When Mark shows interest in Lexi, everyone tells him to back off, and he begrudgingly does...until [[InvertedTrope Lexi goes to his apartment]], strips in front of him, and asks him to [[SexualEuphemism teach her]]. Mark relents and the two start seeing each other soon after, [[spoiler:eventually [[LadykillerInLove falling in love]]]].

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* ''Series/GreysAnatomy'': Mark Sloan, also known as "[=McSteamy=]", is an infamous playboy, whose [[ReallyGetsAround playboy]], whose [[AnythingThatMoves sexual appetite]] becomes such an issue that the nurses at Seattle Grace ''unionize'' in protest. Lexie Grey on the other hand is TheIngenue: upbeat, highly intelligent, and [[WideEyedIdealist idealistic to the point of naivete at times]]. While she has dated in the past, she's mostly depicted as a SmittenTeenageGirl for George up until now. When Mark shows interest in Lexi, everyone tells him to back off, and he begrudgingly does...until [[InvertedTrope Lexi goes to his apartment]], strips in front of him, and asks him to [[SexualEuphemism teach her]]. Mark relents and the two start seeing each other soon after, [[spoiler:eventually [[LadykillerInLove falling in love]]]].
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* ''Manga/KimiNiTodokeSoulmate'': Eiji used to pickup girls and had several girlfriends even before falling in love and dating Sachi meanwhile Kurumi never had a boyfriend and had not even gone on a single date. He asked her out and Kurumi even denies that their first date is actually a date. Lampshaded by Kurumi as she thinks that she's at a total disadvantage when dealing with him.
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* ''Literature/BrigScarletFlamingo'':
** Walter, who has had many lovers during his years as a sailor and later a pirate, seduces Amelia, whose experience of any sort of relationship is limited to drunken men pinching her in taverns. Amelia, who is also lonely, is smitten very quickly, [[spoiler:but their relationship is cut short when Walter is killed]].
** Gerald and Isabel Ernscott are a MayDecemberRomance and several side-stories featuring them make it seem that Gerald is the experienced partner in contrast to naive Isabel. However, other side-stories, published later, subvert the trope, revealing that Gerald had a very chaste and brief relationship with one girl at school, then stayed a ChasteHero until meeting Isabel, which makes him just barely more experienced than her.

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