[[quoteright:227:[[Webcomic/MenageA3 http://static.tvtropes.org/pmwiki/pub/images/pisx_6813.png]]]]
[[caption-width-right:227:With side-orders of ExperimentedInCollege and IfItsYouItsOkay.]]
Alice is not normally attracted to Bob, but because she feels sorry for him, she sleeps with him. May or may not be played for laughs. More likely to happen if the one who takes pity is an EthicalSlut. Could lead to a FriendsWithBenefits situation. Another version of the trope plays out when a prostitute is hired out of similar motives (pity sex by proxy). The G-rated version would be the Pity Makeout.

Usually establishes the one being taken pity on as something of a [[LoserArchetype loser]], while portraying the one taking pity in a positive light (especially in the by-proxy examples). Usually tends to be a once-off event rather than an on-going relationship, so do not expect a RelationshipUpgrade to take place. Can also be used to establish the sexual mores of the characters by showing pity as enough of a reason to have sex, so one of the characters could be an EthicalSlut, GoodBadGirl or a ChivalrousPervert. If this is something that is normal in a society, or not out of place, maybe the setting is a FreeLoveFuture. Might be prefaced by someone invoking YouNeedToGetLaid, especially in the by proxy version of the trope. Compare or Contrast SexForSolace, a type of PitySex that [[{{Deconstruction}} deals with emotional trauma from a tragedy]].

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!!Straight Examples:

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[[folder: Anime and Manga ]]

* In the hentai manga ''Slut Girl'', Sayoko cons Satoru out of a lot of money. When he learns he's been conned he is so distraught that Sayoko takes pity on him and they have sex. But she is so impressed by his sexual stamina that they end up becoming FriendsWithBenefits.
* Yunoshin from the first arc of ''{{Ooku}}'' was known for this. The only son of a [[ImpoverishedPatrician middle-class (at best) samurai household]] in Tokugawa-era Edo generations after an [[{{Gendercide}} endemic man-killing plague]] took root in Japan; he is hopelessly in love with his longtime neighbor O-nobu, would sooner clean sewers than ''sell'' his services (despite having the looks, health, and bloodlines to [[DeliberateValuesDissonance command a decent 'stud fee']]), and frequently tries to get unattractive, dirt-poor women with child just for the asking.

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[[folder: Comic Books ]]

* In ''Comicbook/EmpireState'', Sara describes a date with a very unattractive man that ended with the two of them making out, partly because she felt sorry for him and partly because she didn't want him to think she was shallow.
-->'''Sara:''' But I felt so bad for him, Jimmy. He looked so sad. I guess I just didn't want to treat him the same way every other woman does. ... Long story short, Brent calls the next day for a second date, but my guilt had been assuaged by that point so I broke it off.\\
'''Jimmy:''' What a tease.\\
'''Sara:''' Whatever, dude. That make-out session probably got him through the rest of his thirties. He should be happy overall.
* In the notorious ''Sins Past'' story arc, Spider-Man's late girlfriend Gwen Stacey was revealed to have gotten pregnant after pity sex with Norman Osborn aka the Green Goblin. Editor-in-chief JoeQuesada thought this more acceptable than the original plot, which would have made Peter Parker the father of Gwen's twins.
* A variation accurs between Rogue and Magneto in the aftermath of the AlternateReality ''Age of X'' storyline. Rogue becomes torn between her feelings for Gambit and Magneto. Gambit states that she has to be ready for him for good before he could be with her again, and that he would be waiting for her when she is ready. After Rogue confronts Magneto about his past, she spends a night with him, promising nothing else.

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[[folder: Literature ]]

* In the ''Literature/VorkosiganSaga'', Miles spends a year on Beta Colony at age 15. He has hopes for unlimited possibilities for sex, but finds that half of those interested (not many) are good Samaritans, and found that he "did not care to be an object of charity".
* Averted in Literature/StrangerInAStrangeLand by Creator/RobertAHeinlein. Jubal Harshaw believes that any of his three secretaries would probably have sex with him out of pity, but he himself is too proud to accept such charity.
* ''Literature/ASongOfIceAndFire:'' Averted with [[spoiler: Sansa.]] She is fully aware that her total rejection on their wedding night is pretty much killing [[spoiler: Tyrion]], since it's a confirmation of one of his biggest fears, [[spoiler: that his disability means that no woman will ever be attracted to him of her own free will]]. She feels very bad for him... which just makes the prospect of sleeping with him even less attractive.
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[[folder: Live Action TV ]]

* In ''{{Smallville}}'', done rather ambiguously from [[spoiler:Chloe to Davis]] in ''Eternal''. A lot of it is non-verbal and is pretty much open for interpretation.
* In ''Series/{{Community}}'', Professor Slater first agreed to sleep with Jeff because he made himself seem pathetic, begging and pleading enough until she finally said yes. [[spoiler: Subverted in that it never happened in that episode, and instead they first slept together after dating conventionally.]]
* Subverted in ''AllMyChildren.'' This was Krystal's excuse for sleeping with Tad- emphasis on excuse, since she did have feelings for him.
* On ''{{Reno 911}}'', Dangle threw Trudy a "pity fuck". Jonesy did the same for Dangle once, too.
* Happens on the first episode of ''Series/FriendsWithBenefits'' after Aaron gets dumped and Riley feels sorry for him.
* In ''{{Soap}}'' Jody has turned Carol down multiple times due to his homosexuality. When they're on holiday together, as friends, she starts crying and as he comforts her, they end up having sex.
* ''BetterOffTed'': When Veronica was promoted to management, there was another employee with the same last name up for the same promotion, and a typo in the memo made it unclear which of them had been promoted. A few years later she meets the other employee again and finds out that his life since then had gone completely down the toilet, so she starts dating him out of guilt. [[spoiler: She finally brings herself to dump him when Ted finds another memo proving that the promotion really was meant for her.]]
* Cabbage Head from ''TheKidsInTheHall'' "Hey – I'm the KING of the mercy fuck!"
* Happens in an episode of season 3 of Skins, where JJ gets a pity fuck from the school lesbian no less.
* In ''Series/BattlestarGalacticaReimagined'', Felix Gaeta, who is days away from starting a mutiny aboard the Galactica, has a very hostile conversation with Starbuck in the mess hall. He notes that the illegal tribunal which nearly executed him for alleged treason earlier in the series was largely comprised of covert Cylons, one of them being Starbuck's own husband. As she walks out of the room, he uses this trope as a way to taunt her.
-->'''Starbuck:''' And if you were wondering... I will definately hit a cripple. That goes for anyone else. [walks off]
-->'''Gaeta:''' So I guess a pity frak is out of the question then?
* ''Series/{{Glee}}'' has [[spoiler: Rachel lose her virginity to Finn ]] after he fails to get a football scholarship.
* Subverted in one episode of ''Series/MASH'', where a nurse who is about to be discharged is depressed because she's "never had anyone to care for her"; even her fiancé has only written once during the war. After the other nurses give an ultimatum to the men at the camp, saying they won't go near them unless someone spends the night with her, they draw lots; as fate would have it, Hawkeye draws the short straw. Unfortunately for ''both'' of them, this turns into a disaster, as she's so clumsy that she only manages to hurt him, badly. In the end, neither can go through with it, and Hawkeye simply gives her a kiss before she leaves.
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[[folder: Web Comics ]]

* ''Webcomic/DorkTower'' tries to put a positive spin on this, in [[http://www.dorktower.com/2011/08/30/dork-tower-tuesday-august-30-2011/ this strip]] drawn immediately after the [[http://www.geekmom.com/2011/08/mamas-dont-let-your-babies-grow-up-to-date-alyssa-bereznak/ Alyssa Bereznak debacle]].
--> '''Matt:''' Dude is gonna get more sympathy nookie from cute geek girls than '''any''' human has the right to have.
--> '''Ken:''' He's been dealt the [[MagicTheGathering Beta Black Lotus]] of canoodling, yes ...
* In ''Webcomic/MenageA3'':
** At one point, [=DiDi=] seeks to deflower Gary, who is a hopeless virgin. Various mishaps prevent her from doing so until Zii explains to her that she shouldn't, because Gary would associate sex with being pathetic. (Some readers assume that, consciously or not, Zii also does this because she wants Didi for herself -- but of course, she doesn't say that.)
** Much later, new character Peggy offers [=DiDi=] sex out of pity for that fact that the latter has never had an orgasm. [[spoiler:(They go ahead, but even Peggy can't solve [=DiDi=]'s problem.)]] Pedants who know the comic may comment that ''nobody'' could ever have sex with [=DiDi=] ''just'' out of pity, though, and Peggy acknowledges [[EvenTheGirlsWantHer her superhuman appeal]].
* In [[http://www.collectedcurios.com/sequentialart.php?s=782 this]] ''Webcomic/SequentialArt'' strip, Pip [[OneThingLedToAnother somehow]] ends up having pity sex with Kat's [[BreakTheHaughty disgraced]] schoolyard rival Hilary.

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[[folder: Western Animation ]]

* On ''WesternAnimation/AmericanDad,'' Hayley needs a favor from her brother Steve. The price is admitting that Steve ''might'' one day get a long-time female friend to have "awkward pity sex" with him once.
* Lana has sex with Pam after taking pity on her in the first season finale of ''{{Archer}}''.
* Leela and Zapp on ''WesternAnimation/{{Futurama}}'', and there's a suggestion that he uses this [[WoundedGazelleGambit intentionally]] to make women sleep with him.
* In ''DrawnTogether'' Xandir, who is CampGay, "tosses a mercy-fuck" to HollywoodPudgy Toot. He clearly didn't enjoy it.
* In an episode of ''TheSimpsons'', Barney's high school sweetheart returns to Springfield, and she is a successful journalist. She doesn't see them being together again, but she does give him pity sex ''while he flies a helicopter.''

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!!By Proxy Examples

[[folder: Film ]]

* Many of the gags in ''Film/TheFortyYearOldVirgin'' revolve around Andy's friends misguided attempts to get him laid, including taking him speed-dating and hiring a prostitute who turns out to be a transvestite.

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[[folder: Literature ]]

* Subverted (or maybe [[ZigZaggingTrope zig-zagged]]) in ''ASongOfIceAndFire''.[[spoiler: Tyrion's first sexual experience is with a woman who seems to just love him for who he is. Then it turned out that his brother Jaime hired a prostitute to play the part of Tyrion's loving girlfriend. Then it turned out that that was a lie Tywin forced Jaime to tell Tyrion -- the woman wasn't a prostitute and really did just love Tyrion for himself.]]
* In ''Bollywood/{{Devdas}}'' after learning that he cannot be with Paro anymore, the titular character's friend introduces him to a HighClassCallGirl named Chandramukhi, in an attempt to cheer him up.

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[[folder: Live Action TV ]]

* In ''Series/TheBigBangTheory'', Leonard and Raj hire a prostitute for Howard on a [[VivaLasVegas trip to Las Vegas]] that happens right after Leslie Winkle breaks up with him, though any sex that might ensue is glossed over.
* The pity sex by proxy happens in ''Series/BostonPublic''; a romantically starved character discovers that his hot new girlfriend who actually seems to get him is in fact a prostitute hired by his wealthy brother. He didn't react well. (The 'girlfriend' was under the impression that the man already knew that he was getting "the girlfriend experience" and broke character at the wrong time.)
* The other cops hire a hooker for Renko's birthday in ''HillStreetBlues'', and he was ''pissed'' when he caught on.

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