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* ''Film/JennifersBody'': Needy and Chip's first time having sex, while enjoyable (at first) and romantic, is appropriately awkward and low key, and it also gets cut short before either can "finish" due to Needy becoming obviously distressed and scared, because of her having a vision of Jennifer killing Colin. They also mention getting condoms earlier.
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* ''Film/JennifersBody'': Needy and Chip's first time having sex, while enjoyable (at first) and romantic, is appropriately awkward and low key, and it also gets cut short before either can "finish" due to Needy becoming obviously distressed and scared, because of her having a vision of Jennifer killing Colin. They also mention getting condoms earlier. Before starting, they're seen using one they had at the ready.
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* In ''Film/TheIsland'', [[Creator/EwanMcGregor Lincoln]] and [[Creator/ScarlettJohansson Jordan]] are clones who have been raised separate from normal people and have no concept of love or sex. Doesn't stop them from having passionate sex near the end of the movie without any problems. Though a major plot point is that Lincoln has been receiving memories from his original donor, so it ''might'' be handwaved in his case at least.
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* In ''Film/TheIsland'', ''Film/TheIsland2005'', [[Creator/EwanMcGregor Lincoln]] and [[Creator/ScarlettJohansson Jordan]] are clones who have been raised separate from normal people and have no concept of love or sex. Doesn't stop them from having passionate sex near the end of the movie without any problems. Though a major plot point is that Lincoln has been receiving memories from his original donor, so it ''might'' be handwaved in his case at least.
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* ''Film/TheRoom'' famously features writer/director/star Tommy Wiseau thrusting enthusiastically somewhere around his partner's navel.
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* ''Film/TheRoom'' ''Film/TheRoom2003'' famously features writer/director/star Tommy Wiseau thrusting enthusiastically somewhere around his partner's navel.
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* Discussed in ''Film/{{Dogma}}'', sex is an example of God's sense of humor. Angels apparently get a good laugh out of the faces humans make mid-coitus.
-->'''Bethany:''' So sex is a joke in Heaven?\\
'''Metatron:''' The way I understand it, it's more or less a joke down here as well.
-->'''Bethany:''' So sex is a joke in Heaven?\\
'''Metatron:''' The way I understand it, it's more or less a joke down here as well.
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* In a Literature/{{Discworld}} fic by Creator/AAPessimal, this happens to [[ActionGirl Johanna Smith-Rhodes]] during a very eventful Hogswatch. She realises, with a pragmatic sense of the inevitable, that Ponder Stibbons is even more sexually inexperienced than she is and has in all probability never even seen a naked woman before. She puts this down to the thing about wizards and celibacy, and suggests they work it out together.[[note]]While the bedroom door closes at this point - well, the ''bathroom'' door - later stories show that they end up married with three daughters. It is entirely possible they did work out the practicalies.[[/note]]
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* ''Series/YouMeHer'': Jack, Emma and Izzy always seem to have very pleasurable sex together without difficulty of any kind, even when they first engage in [[ThreewaySex threesomes]] with no prior experience at this.
-->'''Izzy:''' You came back and the three of us had objectively transcendent sex, would you agree?
-->'''Izzy:''' You came back and the three of us had objectively transcendent sex, would you agree?
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* ''Literature/TheDreamOfPerpetualMotion''. Harold and Miranda argue over which position to use, the first condom breaks, Harold comes too quickly, and Miranda has to fake her orgasm while thinking of a previous lover.
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# GoodPeopleHaveGoodSex, not just clean sex but skilled, passionate sex. Realistic sex would make the characters look clumsy and unheroic.
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* ''{{Manga/Berserk}}'': As far as GoodPeopleHaveGoodSex goes in this series, Guts and Casca's first time isn't exactly picture-perfect, with Casca bleeding from penetration and being in mild discomfort during Guts' rough, frantic, and all-in-all inexperienced love-making. Not to mention that Guts suffers a flashback to his rape as a child partway through, which causes him to almost choke Casca before he comes to his senses.
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* ''{{Manga/Berserk}}'': As far as GoodPeopleHaveGoodSex good people having good sex goes in this series, Guts and Casca's first time isn't exactly picture-perfect, with Casca bleeding from penetration and being in mild discomfort during Guts' rough, frantic, and all-in-all inexperienced love-making. Not to mention that Guts suffers a flashback to his rape as a child partway through, which causes him to almost choke Casca before he comes to his senses.
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* Explored in detail in ''Film/DonJon''. The main character is addicted to porn to the degree that actual sex is not as interesting or exciting to him, as porn offers experiences [[GoodPeopleHaveGoodSex that most attractive women would not be interested in doing]] and he gets caught up in the awkward moments of real sex that takes him out of the moment. The film contrasts (brief) images of porn that idealizes a sexual experience with grandiose passion next to an encounter he had that is almost clinical in how they were both just trying to get it over with.
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* Explored in detail in ''Film/DonJon''. The main character is addicted to porn to the degree that actual sex is not as interesting or exciting to him, as porn offers experiences [[GoodPeopleHaveGoodSex that most attractive women would not be interested in doing]] doing and he gets caught up in the awkward moments of real sex that takes him out of the moment. The film contrasts (brief) images of porn that idealizes a sexual experience with grandiose passion next to an encounter he had that is almost clinical in how they were both just trying to get it over with.
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* Music/{{Genesis|Band}}'s [[Music/TheLambLiesDownOnBroadway "Counting Out Time"]] goes out of its way to prove that researching sex via media portrayals is a very bad way to learn how to be a good lover. Rael tries a one-night stand based on a book he reads about erogenous zones, and the result is a comedically clinical IKEAErotica version of sex that's so awkward (complete with a goofy, warbling guitar solo) that it drives his partner off in disgust. Rael doesn't get the memo and simply assumes that the book was a ripoff.
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[[quoteright:324:https://static.tvtropes.org/pmwiki/pub/images/51e111e76aa52d905c468daad5c71bd1.png]]
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* During the WallBangHer sex-scene in ''Film/RoadHouse'', the relative positions of both Creator/PatrickSwayze and Kelly Lynch's bodies either means either Swayze's wing-wang is two-and-a-half feet long, or else they were dry humping. Still a hot scene, mind, but physically impossible.
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* During the WallBangHer sex-scene in ''Film/RoadHouse'', ''Film/RoadHouse1989'', the relative positions of both Creator/PatrickSwayze and Kelly Lynch's bodies either means either Swayze's wing-wang is two-and-a-half feet long, or else they were dry humping. Still a hot scene, mind, but physically impossible.
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Up To Eleven is a defunct trope
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* ''Film/YTuMamaTambien'' plays the subversion [[UpToEleven to the]] [[{{Pun}} hilt]] by graphically [[PlayedForLaughs (and comically)]] demonstrating just how sexually inept two oversexed teenaged boys can really be.
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* ''Film/YTuMamaTambien'' plays the subversion [[UpToEleven to the]] the [[{{Pun}} hilt]] by graphically [[PlayedForLaughs (and comically)]] demonstrating just how sexually inept two oversexed teenaged boys can really be.
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* ''Series/{{Greek}}'': Cappie has gotten Rusty a date with the infamously voracious "virgin-eater" to get his first time out of the way. Rusty's sister Casey objects to this, since his first time should be special. Cappie fondly remembers his own first time with Casey... who points out that it was ''horrible'', because neither of them had any idea what they were doing.
-->'''Casey:''' But it was also perfect, because we were in love.
-->'''Casey:''' But it was also perfect, because we were in love.
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* '''Very''' much {{Inverted}} in ''Literature/KeepTheAspidistraFlying''. When Rosemary eventually ''does'' have sex with Gordon (following ''much'' pleading on his part) after he's reduced to a wretched existence in a derelict slum, it's uncomfortable, mechanical, and wholly devoid of passion. [[spoiler: Oh, and she gets pregnant too.]]
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* Pretty much any scene that is presented in such a way that it has sparked genuine debate as to whether the two actors actually had sex on camera. Some examples include Creator/MickeyRourke and Carre Otis in the Unrated/NC-17 version of ''Wild Orchid'', Creator/DonaldSutherland and Julie Christie in ''Don't Look Now'', the opening scene of ''Film/BettyBlue'', Creator/TonyLeung and Jane March (who was underage at the time of filming) in ''The Lover'', and Creator/BruceDern and Maud Adams in ''Tattoo''.
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* Pretty much any scene that is presented in such a way that it has sparked genuine debate as to whether the two actors actually had sex on camera. Some examples include Creator/MickeyRourke and Carre Otis in the Unrated/NC-17 version of ''Wild Orchid'', Creator/DonaldSutherland and Julie Christie in ''Don't Look Now'', the opening scene of ''Film/BettyBlue'', Creator/TonyLeung Creator/TonyLeungKaFai and Jane March (who was underage at the time of filming) in ''The Lover'', and Creator/BruceDern and Maud Adams in ''Tattoo''.
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* ''Film/OnChesilBeach'': Edward and Florence’s fumbled attempts at intimacy are shown in uncomfortably realistic detail.
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* ''Literature/TheGodfather'' by MarioPuzo: Sonny Corleone is famously well endowed, such that his wife and even prostitutes fear having sex with him. Enter Lucy, who is famously wide down there (her exes complained about this). Sex between Sonny and Lucy is therefore the perfect fit, and the two have a smashingly blissful time together.
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* ''Literature/ThatIrresistiblePoison'' by AlessandraHazard: * ''Literature/ThatIrresistiblePoison'' by AlessandraHazard: Despite their arguments and animosities, Prince Seyn and Prince Ksar always have amazing sex. Soon, they use their telepathic powers to have even more mind-blowing sex, pun intended.
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Put example into the idealized sex folders, not the realistic sex folders
[[folder:Literature]]
* ''Literature/ThatIrresistiblePoison'' by AlessandraHazard: * ''Literature/ThatIrresistiblePoison'' by AlessandraHazard: Despite their arguments and animosities, Prince Seyn and Prince Ksar always have amazing sex. Soon, they use their telepathic powers to have even more mind-blowing sex, pun intended.
[[/folder]]
* ''Literature/ThatIrresistiblePoison'' by AlessandraHazard: * ''Literature/ThatIrresistiblePoison'' by AlessandraHazard: Despite their arguments and animosities, Prince Seyn and Prince Ksar always have amazing sex. Soon, they use their telepathic powers to have even more mind-blowing sex, pun intended.
[[/folder]]
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* ''Literature/ThatIrresistiblePoison'' by AlessandraHazard: Despite their arguments and animosities, Prince Seyn and Prince Ksar always have amazing sex.
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Added links to creators and works
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* ''Anatomy of a Boyfriend'' by Daria Snadowsky is fairly realistic. It discusses the teenage characters' first times, fooling around (and trying to clean it up), and the funny noises they would make.
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* ''Anatomy of a Boyfriend'' ''Literature/AnatomyOfABoyfriend'' by Daria Snadowsky is fairly realistic. It discusses the teenage characters' first times, fooling around (and trying to clean it up), and the funny noises they would make.
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* ''Literature/ThatIrresistiblePoison'' by Alessandra Hazard: Despite their arguments and animosities, Prince Seyn and Prince Ksar always have amazing sex.
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* ''Literature/ThatIrresistiblePoison'' by Alessandra Hazard: AlessandraHazard: Despite their arguments and animosities, Prince Seyn and Prince Ksar always have amazing sex.
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* Any book by Jennifer Crusie will show the couple's first time having some sort of awkward moment. Points for memorability go to ''Welcome to Temptation'' and how Phin figures out that Sophie gets turned on by discovery fantasies and when that's not going on, she seems bored. ("Hi, I'm Phin Tucker, and I'm inside you....")
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* Any book by Jennifer Crusie JenniferCrusie will show the couple's first time having some sort of awkward moment. Points for memorability go to ''Welcome to Temptation'' and how Phin figures out that Sophie gets turned on by discovery fantasies and when that's not going on, she seems bored. ("Hi, I'm Phin Tucker, and I'm inside you....")
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* ''Literature/ThatIrresistiblePoison'' by Alessandra Hazard: Despite their arguments and animosities, Prince Seyn and Prince Ksar always have amazing sex.
