History Main / ThreeWaySex

* ''Series/LostGirl'': In "[[Recap/LostGirlS1E4FaetalAttraction Faetal Attraction]]" Bo has a very enjoyable threesome with a Fae couple at Kenzi's suggestion after they hit on her to get over the fact that Dyson won't be exclusive and sees other women.

** In "[[Recap/RickAndMortyS6E3BethicTwinstinct Bethic Twinstinct]]", [[spoiler:Earth Beth and Space Beth start an affair behind Jerry's back. When he finds out and later confronts them about it at the end of the episode, he tells them that his biggest issue was really just them keeping it a secret from him (which Earth Beth admits was wrong) and he's okay with it if it makes her happy, which quickly leads to the Beths getting it on right in front of him while he encourages it. This ends up being a big turn-on for all three of them, and while the audience [[RightThroughTheWall (and Rick,]] [[CringeComedy Summer]] [[ParentalSexualitySquick and Morty)]] can only hear and not see what happens next, it's heavily {{implied}} to turn into a threesome soon after.]]

[[folder:Web Comics]]

** In "Mort Dinner Rick Andre", Rick's nemesis Mr. Nimbus notices Beth's and Jerry's "sex-positive" vibes and invites them to have a threesome with him. They're cautiously interested, especially when they each think the other really wants to give it a go, but admit to each other in TheStinger after they arrive for it that they were really doing it more for each other than themselves, and decide to head home...only for Mr. Nimbus to let them in and reveal that he's ''quite'' [[BiggerIsBetterInBed well-endowed]], at which point, [[HoYay Jerry]] and Beth are quite happy to partake.
** In "Bethic Twinstinct", [[spoiler:Earth Beth and Space Beth start an affair behind Jerry's back. When he finds out and later confronts them about it at the end of the episode, he tells them that his biggest issue was really just them keeping it a secret from him (which Earth Beth admits was wrong) and he's okay with it if it makes her happy, which quickly leads to the Beths getting it on right in front of him while he encourages it. This ends up being a big turn-on for all three of them, and while the audience [[RightThroughTheWall (and Rick,]] [[CringeComedy Summer]] [[ParentalSexualitySquick and Morty)]] can only hear and not see what happens next, it's heavily {{implied}} to turn into a threesome soon after.]]
* On ''WesternAnimation/TheSimpsons'', one "Treehouse of Horror" segment ends with [[spoiler:Homer]] having a threesome with two demons (although they safeword out almost immediately).

* Music/{{Beck}}'s song "Debra" is about a man trying to woo a girl named Jenny, where he says:

* In the ''Series/LostGirl''/''Series/{{Castle}}'' fic "[[https://www.fanfiction.net/s/9212754/1/Fae-in-Heat Fae in Heat]]", when Bo travels to New York to find a Wereling, she suffers serious injuries in front of Castle and Beckett before she and Kenzi can kill it. After compelling the couple to take her to Castle's apartment, Bo takes it a step further and engages in a threesome with Castle and Beckett for IntimateHealing.

* ''Series/FellowTravelers'': {{Subverted}}. Hawk tries to draw Tim into a threesome with him and Craig, Hawk's boyfriend. Tim goes along reluctantly at first, but Hawk stops before he can join in.

** Todd, when pressed, admits he's had a threesome. Normally he would flaunt information like this, but it wasn't the "cool kind." This was before his sexuality was revealed as [[AnythingThatMoves "The Todd".]] In later seasons, he became involved with a pair of swingers.

* In ''Literature/TheGodfather'', Freddie is described to engage in threesomes while in Las Vegas, something his father find very degenerate, his employer find bothersome because of making girls find sex too fade afterwards and his doctor jokes about by saying he will have to explain things to him about pregnancy and veneral diseases.

* ''Anime/SailorMoon'', Makaiju Arc of the anime. Usagi fantasizes about Mamoru in both his guises (Tuxedo Kamen and Moonlight Knight), making this also ScrewYourself. Usagi didn't learn that Moonlight Knight was Mamoru's guise [[spoiler:or better said -- sort-of other self]] until the end of the Makaiju arc itself.
* ''Manga/HybridXHeartMagiasAcademyAtaraxia'':
** Before the battle with Gravel, Kizuna has a threeway Climax Hybrid session with Yurishia and Scarlett to power them all up.
** In volume 8, Kizuna has a threeway connect Climax Hybrid session with [[spoiler: his [[BrotherSisterIncest big sister]], [[OldMaid Reiri]], and ''[[ParentalIncest their mom]]'']] in order to install his upgraded "Eros" core.
* In ''Manga/NegimaMagisterNegiMagi'', [[CovertPervert Nodoka]] fantasizes about Three Way Sex (Saishoudoukin) between Negi, Yue, and herself. There's a CensorBox involved, but it doesn't obscure the fact that in the fantasy, all three are naked and Yue appears to be sitting on top of Negi. Much to the amusement of Chamo and Haruna.
--> '''Chamo:''' "Saishoudoukin." Well... you sure know some hard words, young lady. I guess they don't call you a book lover for nothing."
--> '''Haruna:''' "To have such an immoral and lewd plan coming out from ''you'', what a surprise."
%%* Makoto with Minami, Natsumi, and Kumi in the anime-only version of ''VisualNovel/SchoolDays''.

* ''Literature/TheTestamentOfSisterNewDevil'': After several volumes of flirting and foreplay between Basara and [[ParentalIncest his aunt]], [[SchoolNurse Chisato]], the final volume culminates in a threeway where he finally takes her virginity. In which, Basara uses his power to create a copy of himself mid-coitus. An additional note mentions it was also Chisato's first experience with double penetration.
* ''Manga/DontMeddleWithMyDaughter'': Played for drama [[GirlOnGirlIsHot and fanservice]] in ''"Uncanny Eighth Wonder no.2"'', in which Athena gets brainwashed by Blowjob. Clara and her girlfriend, Mei, double-team her with a pair of strap-ons until she finally climaxes hard enough to [[DeusSexMachina return to her senses.]]
* When the group visits the lamia village in ''Manga/MonsterMusume'', multiple lamias proposition Kimihito for threesomes, foursomes, basically any level of group he wants, since lamias are AllWomenAreLustful personified and there's only one other man in the whole town and his [[SilverFox age]] means his stamina isn't what it used to be. Kimihito being [[ChasteHero Kimihito]], he of course isn't interested.
* ''Manga/{{Sekirei}}'' Matsu, after waking up one morning attempting to kiss Minato, accidently kisses Musubi instead, which neither were that bothered by. While Musubi did believe she kissed Minato at first Matsu told Minato she'd be very interested at the thought of having a threesome with the two.

* ''ComicBook/OmahaTheCatDancer'' has two major incidents. The first was with Joanne initiating it partially to keep Chuck and Omaha entertained while she is hiding them from a murderous businessman's minions. The second was when Omaha and Chuck celebrate their first New Year's Eve party after reuniting after an extended break up. Specifically, Chuck had invited Omaha's boyfriend whom she met during that separation to the event and to show his appreciation for that guy's support of Omaha during that tough time, Chuck invites him to participate in a threesome and a fun time is had by all.

* ''ComicBook/{{Circles}}'': At one point in the '70s, Paulie + Arthur + John lived together and they were all in a close relationship.

* ''ComicBook/{{Raptors}}'': After the Molina twins have captured Vicky, there's a threeway scene between Drago, Camilla, and Vicky, made rather uncomfortable because of the {{Twincest}} and QuestionableConsent involved.
* ''ComicBook/{{Watchmen}}'' features one. Sort of. Briefly. The three involved are Silk Spectre II, Dr Manhattan, and ... Dr Manhattan, who has duplicated himself because he thought Laurie would enjoy it. There are ''additional'' duplicates working in his lab at the same time, which really pisses her off because she thinks he's treating her like "something that needs to be done".
* ''ComicBook/FinePrint'': Lauren is shown having an explicit threesome with a man and woman during [[ReallyGetsAround one of her many hookups]].

* Germany, Italy, and Japan undertook this towards the end of ''Webcomic/HetaliaAxisPowers'' fanfic ''[[https://www.fanfiction.net/s/11886910/1/Gankona-Unnachgiebig-Unità Gankona, Unnachgiebig, Unità]]''. Let's just say [[ThePeepingTom Prussia, Spain, and France]] ''definitely'' enjoyed the sight.

* ''Fanfic/SOE2LoneHeirOfKrypton'': In chapter 13's {{Omake}} Misato and Asuka are fighting over Shinji. When it is evident Asuka has the upper hand, Misato talks her into "sharing" him, hinting she knows "things" and she can teach them both. Asuka agrees, and she is about to kiss Shinji… when Pen Pen wakes him up from his dream. Shinji was '''not''' amused.
* ''Fanfic/MyImmortal'' has Ebony, Vampire and Draco have a threesome in Chapter 43. [[AndZoidberg Plus Voldemort's past self.]]
** Its parody ''Fanfic/XtremlyScray'' has the Ebony {{Expy}}, Harry Potter, and Draco have a threesome ''[[VoidBetweenTheWorlds in limbo]]'' after they slit their wrists and die.

* Lelouch and his girlfriend Milly have "played with" other girls in ''Fanfic/TheBlackEmperor'', sometimes together.
* "Fanfic/FromBajorToTheBlack, Part II": Eleya states that her roommate Jazz once brought home a girl ''and'' a guy (which led Eleya to [[INeedAFreakingDrink Need a Freaking Drink]]), and she refers to a NoodleIncident where she woke up with a hangover next to two Klingons with a cracked rib and "several bruises in embarrassing places".
* Most ''Literature/{{Hurog}}'' fanfics: [[http://archiveofourown.org/works/300325 Laying Foundations]] ends with an implied threesome, [[http://archiveofourown.org/works/45022 Human Magic]] has a more explicit one, all with Tisala, Ward, and Oreg, the fandoms {{OT3}}
* One of Marisa's '''many''' sex jokes in ''Fanfic/ImperfectMetamorphosis'' involves inviting Reisen to have a threesome with her and Reimu. Reimu is unamused.
-->"We haven't even gotten the strap-on out yet. You're welcome to join in if you want, [[VerbalTic ze]]. Make it a party."
* Discussed in ''Fanfic/AdviceAndTrust'', after Rei has been ordered to spend some more time with Shinji and Asuka (who, [[SecretRelationship unbeknownst to anyone else at that point]], are now an item). Asuka firmly vetoes the idea while Shinji protests that it genuinely hadn't occurred to him. [[spoiler:Then we find out that Rei wouldn't say no if they offered either…]] Asuka's UnusualEuphemism for it, "The Israfael Special", went on to become a minor meme on the forums where A&T is posted.
** It's also implied during Asuka's birthday party that Kensuke had a threesome with his two girlfriends while on a camping trip.
* In, ''Fanfic/WithThisRing'', Karon and Holly offer Paul the chance for a three-way in the [[https://forums.spacebattles.com/posts/19800776/ Spring in Blume]] arc. He ultimately turns the offer down since there were too many unpredictable emotional variables and it could mess with her rehabilitation.
* In ''Fanfic/CodeGeassThePreparedRebellion'', Lelouch has a threesome with C.C. and Sayoko after the Battle of Saitama Ghetto.

* In the ''Literature/{{Discworld}}'' of Creator/AAPessimal, Miss Alice Band wakes up with two ''very'' close friends following an evening spent drinking strong liquor and losing inhibitions. Alice, Dolores and Steffi have their night of drunken abandon in [[https://www.fanfiction.net/s/6093110/1/Clowning-is-a-Serious-Business Clowning Is A Serious Business]]''.
* ''Fanfic/ANewHopeDanganronpa'', being HotterAndSexier than its canon material, includes some detailed sex scenes. This includes two three-ways: one with [[spoiler: Makoto, Mukuro, and Hina]], and later with [[spoiler: Hajime, Chiaki, and Mikan]].
* ''Fanfic/LinkedInLifeAndLove'': One of the first things to happen is an (offscreen) lesbian fourway between the members of Team RWBY. Except two of the girls are sisters, so they definitely were not doing anything to each other. [[{{Polyamory}} All four end up in a relationship together]]. It's lampshaded repeatedly throughout the story that even by the already strange standards of the world and culture, ''starting'' a long-term relationship this way is just plain bizarre.
* The Franchise/MarvelCinematicUniverse fic "[[https://archiveofourown.org/works/37186546/ Tingle]]" features at least two major scenes involving a threesome with Peter Parker, Yelena Belova and Kate Bishop (Peter also observes that {{Polyamory}} has been on the rise since [[Film/AvengersInfinityWar the Blip]] meant that people came back after a five-year gap to reunite with spouses who had married other people). While Peter is the least experienced, the women are always patient with him, to the extent that even when Yelena declares an interest in pegging Peter she affirms that she'll let him decide when he's ready for that.
* In the ''Series/LostGirl''/''Series/{{Castle}}'' fic "[[https://www.fanfiction.net/s/9212754/1/Fae-in-Heat Fae in Heat]]", when Bo travels to New York to find a Wereling, she suffers serious injuries in front of Castle and Beckett before she and Kenzi can kill it. After compelling the couple to take her to Castle's apartment, Bo takes it a step further and engages in a threesome with Castle and Beckett for IntimateHealing.

* In ''[[https://www.fanfiction.net/s/13167363/2/To-Undo-it-All To Undo it All]]'', [[TheTease Yoruichi]] manages to get [[PeggySue Ichigo]] to admit that [[MentalTimeTravel in the previous timeline]], Ichigo's first time was a threesome. Unohana later deduces that Ichigo's partners were [[spoiler:herself and Yoruichi]], [[SpottingTheThread simply by noticing exactly how Ichigo would avoid the subject.]]
* ''Film/SpiderManNoWayHome'' fic ''[[https://archiveofourown.org/works/36460126 Bruises Fade Like Memories]]'' has [[ScrewYourself the three Spider-Men]] trying this out for the first time before the two older variants have to leave. Since this arrangement is Peter 1's first time, the former two make sure their younger counterpart is [[SafeSaneAndConsensual as comfortable as possible]].
* In ''Fanfic/TheLogiaBrothers'', Luffy's first time was with both Nami and Nojiko, though it was downplayed as Nami and Nojiko didn't interact with each other for obvious reasons and instead take turns. When Mikita joins the crew, it becomes a more standard threeway.

* In ''Film/HaroldAndKumarGoToWhiteCastle'' it is explicitly offered by Freakshow and his wife. While they debate whether or not to accept, Freakshow offers to make it a Four Way, which causes them to flee in terror.
* One of the [[BestKnownForTheFanservice selling points]] of ''Film/WildThings'' was a threesome between Neve Campbell, Denise Richards, and Matt Dillon. (The others were GirlOnGirlIsHot and a surprisingly [[GambitRoulette complex plot]].)
* The climax (heh) of the Mexican film ''Film/YTuMamaTambien'' features such a scene between the female lead Luisa and the two male leads, Julio and Tenoch. It's actually important for the film's story, as it exposes the underlying attraction between both boys. At first, Julio and Tenoch focus their attention on the incredibly lovely Luisa, but as she kneels to the ground to pleasure them both, the camera focuses on Julio and Tennoch as they begin to passionately kiss. Notably, the threesome ends the friendship between both boys, as they can only manage an awkward silence after waking up next to each other and never speak to each other again, except for a chance meeting months later.
* In ''Film/AmericanPsycho'', Patrick has threesomes with call girls several times. Then, he usually tortures them to death.
* ''Film/SaferAtHome'': The double standard is played up when during a game of [[INever Never Have I Ever]], Jen reveals to the rest of the group meeting online that she has had a threesome of the one girl, two guys variety. Her boyfriend is disturbed despite the fact that it was over ten years ago and as she points out, he has a past too. They get into a bad argument.

* In ''The Sex Monster'', Marty convinces his wife to have a threesome with another woman. Then she wants to have another one, [[BeCarefulWhatYouWishFor except really more of a twosome]].
* The two film versions of ''Schloss Gripsholm'' by Kurt Tucholsky (see Literature).
* In ''Film/MagicMike'', Mike and his girlfriend Joanna have a three-way with a woman that they don't know. Later on in the movie, Joanna approaches him about a three-way with Brooke (it doesn't happen).
* In ''Film/KenPark'', Peaches has a threesome with Shawn and Claude.
* The most important Three-Way Sex scene in history came in 1966 film ''Film/{{Blowup}}''. Thomas the hip London fashion photographer has sex with two would-be models. Even though the film used a SexyDiscretionShot cutaway after the clothes came off, the nudity cost the film any chance at approval under UsefulNotes/TheHaysCode. In response, Creator/MetroGoldwynMayer released the film anyway, and the Hays Code became a thing of the past, soon replaced by the MPAA rating system.

* ''{{Film/Sweetwater}}'': Josiah is seen about to engage in it with his wives.
* ''{{Film/Novecento}}'' features a bizarre two male, one woman variation where protagonists Olmo and Alfredo visit a prostitute who gives them simultaneous hand jobs, [[FanDisservice then suffers an epileptic seizure while in bed with them]]. Unlike most examples, this scene's used more to emphasize the difference in their characters (Olmo, the WorkingClassHero, expresses compassion towards the young woman while Alfredo, the UpperClassTwit, belittles her, triggers her seizure by forcing her to drink alcohol, [[KickTheDog then leaves while she's recovering]]) than to provide titillation.
* ''Film/VirginTerritory'': Lorenzo is bathing when two nuns get in the tub with him and they have sex. Later on another pair come into his room for this too.
* ''Film/ASimpleFavor'': Emily claims she and Sean engaged had this with his T.A. Beth, although he denies it later.

* ''Film/RoughNight'': Blair reluctantly sleeps with Pietro and Lea, the horny neighbors, since she's very worried that their security cameras caught the homicide. Although she [[TheImmodestOrgasm seems to enjoy it]] at the time, she's quite unhappy to learn it was {{all for nothing}} afterward, because their cameras don't work.
* ''Film/WhereTheTruthLies'': The catalyst for the film's plot is a threesome gone wrong. Vince and Maureen had sex, after which she did it with Lanny too. When the two were in the middle, [[spoiler:Vince came on to Lanny, who rejected him. Maureen saw and realized Vince is really bisexual. She demanded money not to out him as a result, which would be a social death sentence since this was in the 50's. Their valet Reuben killed her later to prevent this as her demand was too high to be satisfied.]]
* ''Film/KissOfTheDamned'': Maia has sex with a man and woman in the house.
* ''Film/BlackMamaWhiteMama'': Ruben, a drug lord, has sex with two sisters (without any explicit stuff).
* ''Film/UndercoverHeat''. DirtyHarriet police officer Cindy Hannen (Athena Massey) goes undercover in a high-class whorehouse to catch a murderer. She discovers the fake clients set up for her cannot be relied upon and when faced with real tricks decides to sew her "Wild oats" and enjoy a sexual adventure as a real prostitute, transforming from tomboy into FairCop via a GirlinessUpgrade, essentially BecomingTheMask. Also played with when she does a roleplay as a (dominatrix-y) cop for one of her unwitting clients and indulges in a threesome with an attractive married couple.

* ''Film/TheVoyeurs'': At one point, Sebastian's shown getting up from bed after having had sex with two models.
* ''Film/TheRapture'': Sharon, a swinger, has a threeway early on with a man and woman.
* ''Film/Love2015'': There's a very lengthy, explicit threesome as Marcus, Omi and Electra all have sex together.

* ''Film/YoungAndWild'': Daniela fantasizes about having a threesome with her boyfriend Tomás and Antonia, a woman she also likes.
* ''Film/DuckButter'': Fourway, actually. Nima suggests Fay and Kathy, a couple Sergio knows, have group sex with them. Sergio is not happy with the idea, but goes along. When the four start kissing though, Nima starts getting uncomfortable, so she [[SubvertedTrope calls it off]].
* ''Film/HollySleptOver'': Noel proposes this between Audra, Holly and himself after Pete suggests the idea. They agree, having sex offscreen with him and each other. He gets jealous though after they start kissing when he's not involved. Holly's been in them already more than once and says they did great when it's over.
* ''Film/SexAndDeath101'': Roderick has sex with Bambi and Thumper, a (supposedly lesbian) couple.
* ''Film/EntreNous2021'': {{Discussed}} when Simon asks if Elodie and Laetitia ever have threesomes. She's contemptuous, saying that's every straight man's fantasy, obviously suspecting he wants one with the two. Laetitia says they don't engage in them. Simon says he'd like one with Laetitia and some women other than Elodie (whom he dislikes). Laetitia shows no interest in this, but does end up having sex with him alone.

* ''Film/ALAventure'':
** Sophie has sex with both a man and woman whom she's seeing in a BDSM relationship.
** Sandrine, Mina and Sophie later have a threesome when hypnotized by Greg (with their consent) to experience the most intense sexual pleasure of their lives as well.

* In ''Literature/TheGirls'', Evie and Suzanne are sent to Mitch as a sexual bribe to help get Russell a record deal. Evie is deflowered by Mitch but doesn't enjoy the experience at all, holding him in contempt, being far more attracted to Suzanne.
* In ''Literature/IWillFearNoEvil'' the protagonist (currently in a female body) praises the joy of an MMF threesome (or an MFM threesome with no worries about balls touching).

* The Franchise/StarWarsExpandedUniverse subverts this. In the ''Literature/DarkNestTrilogy'', Zekk and Jaina become part of a HiveMind and have [[AliensMadeThemDoIt a lot of sex]]. Zekk realizes that adding Jaina's ''other'' LoveInterest, Jag would be… nice. Jag, upon finding that his romantic rival now had the same feelings for him as did his romantic interest, [[TheStoic refused to comment]].
* ''Literature/ASongOfIceAndFire'': Either it's just a kinky Dornish thing, or an interest in threesomes [[ItRunsInTheFamily runs in the Martell family]].
** Oberyn Martell and Ellaria Sand -- a couple -- like to share. They're both bisexual. Once they get a whore for the third party, and another time Ellaria expresses interest in Oberyn marrying Cersei so the three of them could have threesomes.
** Lady Nym (Oberyn's daughter) had a TwinThreesomeFantasy with the Fowler twins, Jennelyn and Jeyne.
** Tyene Sand (also Oberyn's daughter) and Arianne Martell (Oberyn's niece) had -- or at least tried to have -- a threesome with Drey Dalt when they were young.
* In Creator/SergeyLukyanenko's ''Literature/SeekersOfTheSky'' duology, Helena is a glider (wood-and-cloth plane) pilot. She retells a few stories from her flying days, many of which end in pilots having sex after (crash-)landing. One story ends in a ''foursome'' with her as the only woman. Apparently, this is quite common among pilots, even though most are male.
* ''[[Literature/SmokeAndShadows Smoke and Ashes]]'' ends with a threesome to save the world, because the gay protagonist needs a man involved to become aroused enough to activate Leah's sex-based powers.

* ''Literature/AFoxTail'' includes a ''foursome'' between Vulpie and Polar and another gay couple.
* Happens in ''Literature/{{Dhalgren}}'' as a more-or-less stable relationship.

* German writer Kurt Tucholsky had this in ''Schloss Gripsholm'' and claimed it was based on RealLife. His girlfriends would later claim this was NOT the case.

* There are a lot of {{Romance Novel}}s that often portray two-guy, one girl threesomes in which both guys have sex with the girl and [[GuyOnGuyIsHot each other]].

* In ''Literature/TheDinosaurLords'', Melodía gets in a threesome with Bernardius and Violette.
* When the cops come for Mob hoodlum and strip club manager Luke Goshen in ''Literature/TrunkMusic'', he's in bed with two of his strippers.

* ''{{Literature/Ecotopia}}'': At one point the main character has sex with two women.
* In ''Literature/TheGodfather'', Freddie is described to engage in threesomes while in Las Vegas, something his father find very degenerate, his employer find bothersome because of making girls find sex too fade afterwards and his doctor jokes about by saying he will have to explain things to him about pregnancy and veneral diseases.
* In Thomas Pynchon's ''Literature/Against the Day'', Lake Traverse becomes involved with both Deuce Kindred and Sloat Fresno--which is particularly squicky because the two men murdered her father...
* ''Literature/TheChangeRoom'': Shar often engages in these as part of her sex work, usually women with their boyfriends seeing her together. While part of them, Shar enjoys most introducing women to sexual pleasure with another woman, especially when it provides a [[ClosetKey self-realization that they like this]] through doing so.

* ''Series/RoswellNewMexico'': Has an MMF variant with the love triangle of [[spoiler: Michael/Alex/Maria]] having one after a [[GladToBeAliveSex traumatic incident]]. Instead of adding more drama to the fire it provides [[spoiler: Alex and Michael with enough closure to move on from each other (at least for a short while), Maria and Alex with the assurance that nothing will come between their platonic love for each other and Michael and Maria with a fresh slate to build their relationship on.]]
* As per its EverybodyHasLotsOfSex notoriety, ''Series/NipTuck'' seems to engage in this trope with a fair amount of regularity. Most of the time it's just Christian doing it because, you know, he's [[TheCasanova Christian]] (in fact, he did this so regularly that he's participated in both the [[TwinThreesomeFantasy twin variant]] ''and'' the mother-daughter variant on separate occasions), but a couple of plot-focused examples stand out:
** Matt agrees to engage in these with his ex-girlfriend lesbian cheerleader and her also-a-cheerleader lover, who feels that her new girlfriend is getting turned off the relationship because she's "not getting enough cock". After a few weeks, the other girl ends up dumping her for Matt.
** [[HeterosexualLifePartners Sean and Christian]] engage in one with a high-class call-girl. Notable for sounding like a subversion of the "one guy two girls" dynamic while actually being completely unlike most examples of the trope. It's not really a "threesome" so much as it is "they take turns mounting her".
* ''Series/{{Entourage}}'':
** Eric's girlfriend's best friend suggests they all do it. Her motivations are treated as suspect and are the first thing Eric brings up with his (male) friends. They conclude that what she ''really'' wants is to have sex with Eric's girlfriend, and Eric being around is just a plausible excuse for her to suggest it. Though not considering this in itself to be a dealbreaker, Eric ultimately decides against the proposal. But when he offhandedly mentions to his girlfriend that he "didn't think you'd be into it", she insists that they ''do'' do it, apparently interpreting Eric's statement as some sort of remark on her not being adventurous enough.
** When Turtle and Drama, after spending days trying to impress the same girl asks her to make a choice, she simply takes them both by the hand and leads them upstairs. Cue uncomfortable silence the next morning due to accidental "crossing of swords".

* Averted in ''Series/TheDrewCareyShow'', when Drew and a lesbian both get the same woman's phone number at a wedding and both start dating her. Since the two got rather competitive over who got to have sex with her first, she proposes a threesome. Drew ends up accidentally falling asleep on the couch while the two women go upstairs to start without him. By the time he wakes up, they've both already left, having fallen in love and decided to take a trip across the country together. Neither of them is ever seen on the show again.
* Baltar is shown to have done it with a Number Three and a Number Six in ''Series/{{Battlestar Galactica|2003}}''. Quite an achievement since he's basically their captive at that point. Oh, and both women, being RidiculouslyHumanRobots, are strong enough to effortlessly snap his spine if they wished to.
* ''Series/{{Seinfeld}}'':
** In "The Switch", George comes up with an idea on how to successfully pull off the titular switch: the act of breaking up with a girl in order to date her roommate instead, an ImpossibleTask if there ever was one. The man proposes a "ménage-à-trois" with the roommate to his girlfriend, who becomes disgusted and breaks up with him. She later complains to the roommate, who outwardly expresses sympathy but is secretly flattered she was included. The man then calls their home during a time he knows the roommate will be there but his now ex-girlfriend won't, flirts with the roommate, and asks her out. The original girlfriend is still disgusted and wants nothing to do with the man, so she tells the roommate that if she wants to date that sick pervert so badly she can have him. Problem is, when Jerry tries it, both women are into the idea, which freaks ''Jerry'' out enough for him to end the relationship.
--->'''Jerry:''' I can't! I'm not an orgy guy!\\
'''George:''' Are you crazy?! This is like discovering plutonium ''by accident''!!\\
'''Jerry:''' Don't you know what it means to become an orgy guy? It changes everything! I'd have to dress different, I'd have to act different! I'd have to grow a [[PornStache moustache]] and get all kinds of robes and lotions. I'd need a new bedspread, new curtains. I'd have to get thick carpeting and weirdo lighting. I'd have to get new friends; I'd have to get orgy friends. No, I'm not ready for it.
** In another episode, George discovers that his girlfriend has a male roommate, which makes him uncomfortable (especially since he looks a lot like George). He convinces his girlfriend to make the roommate move out but then discovers that the velvet furniture he loved belonged to the roommate and would be leaving with him. He then tries to weasel out of the relationship entirely by proposing a "ménage-à-trois", hoping to disgust the girl and get her to break up with him. However, it turns out that the girl had already been discussing such a thing with the roommate beforehand and they're both delighted to find out George is into it too. Cue BigNo from George.
* ''Series/SexAndTheCity'':
** Charlotte's boyfriend expresses interest in a threesome and she goes for it, even though Samantha advises her that the only way a threesome is good is if you're the third party they bring in for it. It ends badly; her boyfriend is more interested in the other woman than with her.
** Samantha has been dating a guy for some time, and he asks for a threesome as a birthday present. Samantha is quite jealous, but he kicks the other girl out of bed when she calls him "Daddy" mid-sex.
** Samantha has been listening to her neighbours having sex RightThroughTheWall and starts to join in from afar. They invite her to join in in person, but they're too unattractive for her.
** Samantha ([[ReallyGetsAround noticing a trend here]]) is propositioned by two {{Gay Best Friend}}s of hers since they want to find out what it's like to be with a woman. It doesn't end well, because they can't bring themselves to do anything.
** One time, Miranda contacts a couple online who are looking for a woman to join in a threesome. Miranda actually has no intention of going through with it, though; she's just looking for validation that she ''could'' have one if she wanted to.
* In ''Series/{{Coupling}}'' Patrick proposes a threesome to his girlfriend, and she's very eager, but he doesn't realise until he's already waiting naked for her that the third party she invited was, in fact, Jeff.

* Happens a few times in the British version of ''Series/QueerAsFolk,'' as well. The show being what it is, all of the participants were men.
* ''Series/{{Scrubs}}'':
** Todd, when pressed, admits he's had a threesome. Normally he would flaunt information like this, but it wasn't the "cool kind." This was before his sexuality was revealed as [[AnythingThatMoves "The Todd".]] In later seasons, he became involved with a pair of swingers.
** Elliot's old friend Melody claimed to have been in a threesome. When J.D. asks if it was 2 girls and a guy or a "Devil's Threesome", she answers "all girl". [[GirlOnGirlIsHot This causes every man in the room to slap a nearby table in a fit of horniness.]]
** When Turk and Carla told JD they had something to ask him (and it would mean a lot to them if he said yes), he [[{{Cloudcuckoolander}} got the mistaken impression they were suggesting a threesome]].
--->'''JD:''' ''[[[InnerMonologue thinking]]]'' Oh my god, ''would'' I have a threesome with Turk and Carla? Well, it's certainly flattering and I don't think they'd tell anyone...\\
'''Turk:''' Will you be my best man?\\
'''JD:''' ''[disappointed]'' Oh...
* In ''Series/TheWire'', Jimmy [=McNulty=] has a threesome with two prostitutes while he is undercover during a bust. He ends up justifying it as, "I was outnumbered." and has to write a report on why he did it, as obviously he wasn't meant to "close the deal" before the raid. Bunk warns him that his report will make him a Baltimore PD legend. Sure enough, in season 5, Dozerman brings it up and [=McNulty=] only partially denies it.
* ''Series/{{Angel}}'':
** In "[[Recap/AngelS03E04CarpeNoctem Carpe Noctem]]", an old man has been trying to reclaim his youth by [[GrandTheftMe taking over the bodies]] of young, fit men from the gym across the street from his retirement home. The first of the men we see the old guy possess has apparently just been engaged in a threesome with two women, just before his body melts from the inside when the old man's spell wears off. It's later sort of [[SubvertedTrope subverted]], however, when it's revealed that the women were actually prostitutes.
** In "[[Recap/AngelS05E20TheGirlInQuestion The Girl in Question]]", in addition to reportedly having a herculean physique, the Immortal has the stamina of a racehorse, as Darla and Drusilla can attest. (To Spike and Angel's vast annoyance, as Darla and Dru never let them do it 'concurrently'.)
** Perhaps they asked the wrong girl--in the comics it's revealed that Series/{{Buffy|the Vampire Slayer}}'s favourite sexual fantasy involves a bondage threesome with Angel and Spike (while dressed in a NaughtyNurseOutfit), and in a later comic issue she reveals another sexual fantasy involving two different film characters played by Creator/ChristianBale.

* ''Series/GossipGirl'':
** In the third season an upcoming threesome was announced and created a lot of publicity. Reactions among the fans quickly went from excitement to boredom when it turned out that the threesome was between Dan, [[TheScrappy Vanessa]] and Olivia (guest star Hilary Duff). Two of the show's least popular characters together with a guest character few people cared about. The whole thing is generally considered one of the ''least'' hot moments on the show.
** Chuck seems to have more than his fair share, and both Nate and Blair lecture Dan about the unwritten rules for the activity.
-->'''Nate''': Look man, I know things. I've been to Europe. Chuck Bass is my best friend. The third person is supposed to be a stranger.
* In an episode of ''Series/SpecialUnit2'', a pair of Medusa sisters pick up men in clubs with the promise of a threesome and, when they're alone, they show their real "hair," petrifying the poor saps. O'Malley goes in undercover and is immediately approached by a pair of sisters offering the same proposition, followed by the Medusae doing the same. He is torn between the two pairs of sisters until one mentions that she's not wearing any panties, tipping the scales in her favor. Incidentally, she is a Medusa. He's been hunting [[DifferentlyPoweredIndividual Links]] for a long time now, so they don't catch him off-guard, although he probably would've rather gone with the other sisters, who actually meant what they said.

* ''Series/TwoAndAHalfMen'':
** After Alan and Charlie meet several members of a women's volleyball team in a bar:
-->'''Charlie:''' Come on Alan! Get your priorities straight!\\
'''Alan:''' I do have my priorities straight! I've had a wife for eleven years, but I've never had group sex!\\
'''Charlie:''' Don't bother; it's an overrated male fantasy.\\
'''Alan:''' Really?\\
'''Charlie:''' No, are you kidding?!
** Jake is implied to have a pair of girlfriends for this purpose in at least one episode.
** Alan later breaks up with a girl because their sex life was boring, just moments before she could reveal that she agreed and had invited her hot friend over to help spice it up.
* On ''Series/{{The Office|US}}'', Michael brags that Todd Packer had a three-way with two saleswomen they met in a bar. Considering how repulsive Todd Packer is onscreen, however, it could just be Michael telling tales. Or considering how naive Michael can be, the women might have been prostitutes.
* A season one episode of ''Series/{{Californication}}'' has Hank and Charlie having a rather messy one with a woman. The episode is titled, appropriately enough, ''The Devil's Threesome''.
* The DoubleStandard attached to the trope is {{discussed}} in an episode of ''Series/QuincyME'', as an analogy to the one attached to alcoholism (one of Quincy's female coworkers is alcoholic). (If a guy wakes up in bed with two women, he's awesome. If a woman wakes up in bed with two men, she's a slut.)
* An episode of ''Series/DreamOn'' featured Martin dating a woman who wanted a threesome with him and his best friend Eddie. At the end of the episode, they decide to go through with it.
* In the final season of ''Series/{{House}}'' Wilson had a threesome on his bucket list. House helps him get one by playing up the "dying of cancer" angle, the girls steal his wallet and keys.
* In ''Series/PeepShow'' Jez had been planning to dump his scary girlfriend until she suggests doing a threesome. Though the third person is a stranger, it is someone who detests the whole idea and the event is implied to be pretty horrible.
* Pete and Dawn from ''Series/GavinAndStacey'' attempt one with a guy they met off the internet to try and spice their relationship up. It doesn't work out.

* In Season 7 of ''Series/MadMen'', Don has one of these with Megan and one of her acting friends in California. It was Megan's idea.
* ''Literature/TheVampireDiaries'':
** Rebekah/Damon/Sage in season 3; as part of Damon and Sage's plan to read Rebekah's mind, they invite her over in a situation that looks very three-somey, though Sage is ultimately sidelined.
** In 5x01, a flashback to their time in Europe reveals that Matt and Rebekah had a threesome with a European girl named Nadia (aka the girl who [[spoiler:steals the Gilbert ring from Matt).]]
* The whole point of ''Threesome'' is that Mitch, Alice, and Richie have a threesome in the pilot.
* In ''Series/{{Vikings}}'' Ragnar and Lagertha offered to share their bed with Athelstan (who declined since he was a [[CelibateHero monk]]).

* An early episode of ''Series/{{The 100}}'' has Bellamy waking up in bed with two girls. Part of a general pattern of Bellamy getting laid a lot in Season 1, thanks to PowerIsSexy and [[http://www.imdb.com/media/rm2254424832/nm2366079?ref_=nmmi_mi_all_sf_54 looking like Bob Morley]].
* ''Series/TheMagicians'': Quentin, Margo, and Eliot have a threesome while "high" on emotion magic.
* ''Series/BabylonFive'': Centauri are [[ExoticExtendedMarriage polygamous]], and their *ahem* ExoticEquipment kind of makes it easier to have them all at once. In one episode where Londo gained the right to divorce two of his three wives, but was having trouble deciding which ones, two of them tried to persuade him with a threesome, but the third refused to participate. Later in the series finale, Emperor Cotto is introduced in bed with two women, responding to a messenger with an aggravated "Whaaattt?!"
* ''Series/HouseOfCardsUS'': Frank, Claire and their secret service agent Meechum have a threesome together, and, surprisingly, it's triangular: Frank and Meechum are clearly having sex with each other (Frank's bisexuality had been set up in the previous season).
* In ''Literature/TheMistsOfAvalon'', Arthur, Guinevere, and Lancelot get into bed together so as to help her conceive. Both have sex with her, thinking perhaps Arthur is the one who's infertile, while he would be happy to have a child whom Lancelot fathered.
* ''Series/HemlockGrove'': Roman and Peter have a spontaneous threesome with Miranda in season 2. They both feel weird about it the next morning, while she's just like "it's the 21st century, guys!".
* ''Series/TheLittleDrummerGirl'': Helga invites Charlie for a threesome with her boyfriend the night before the mission, but Charlie declines.
* ''Series/BraveNewWorld'': Along with public orgies, threesomes appear to be common in New London (we see many happening). Lenina turns down an offer for one after she's grown discontented with her society's ways.
* ''{{Series/Pandora}}'': Atria exits the showers with a man, then a woman to Tom's dismay. Later, he's seen lying in bed with two women as well. It's only implied in both cases.
* ''Series/WhyWomenKill'': Taylor, Eli and Jade have a threesome together. Later, they meet another couple who Jade had sex with in a bar.
* ''Series/InTheDark'': In Season 3, Murphy has one with Felix and another woman they meet while on the run, to cover up who they are partly but also as SexForSolace on Murphy's part.
* ''Series/{{Elite}}'' features a rare MFM threeway relationship between Carla, Christian, and Polo. They get multiple scenes of each of them making out with each other and getting down and dirty.
* ''Series/InFromTheCold'': Anya tempts Su-Yin using a promise that she would have a threesome with him and Faina, which gets him to do lots of favors for her.
* ''Series/AvocadoToast'': {{Discussed}} when Elle jokingly suggests she, Jake and Molly have a threesome when she's learned Molly's parents [[{{Polyamory}} an open marriage]], saying this runs in the family. [[DudeNotFunny "Way too soon"]], replies Molly.
* ''Series/YouMeHer'': Jack, Emma and Izzy decide to have a threesome, though first they do some research on just how it works (they watch some porn but find it unrealistic). They all manage to improvise and have an enjoyable time (before they're [[InterruptedIntimacy interrupted anyway]]), but they resume it soon. After this they continue having threesomes together, with their relationship growing into {{polyamory}}.
* ''Series/MohawkGirls'': Zoe has sex with two guys together for stress relief.
* ''Series/InterviewWithTheVampire2022'': A MMF variant occurs briefly with Louis, Lestat and Lily in [[Recap/InterviewWithTheVampire2022S1E1InThroesOfIncreasingWonder the series premiere]]. Both men are nude while she's topless and is sandwiched between them, but their foreplay doesn't get very far because Lestat activates his vampire skills to make Lily [[ForcedSleep fall asleep]]. After she dozes off, Louis and Lestat continue having sex on their own.
* ''Series/LostGirl'': In "[[Recap/LostGirlS1E4FaetalAttraction Faetal Attraction]]" Bo has a very enjoyable threesome with a Fae couple at Kenzi's suggestion after they hit on her to get over the fact that Dyson won't be exclusive and sees other women.

* Difficult but possible: In ''VideoGame/JadeEmpire'', it is possible to have sex with Silk Fox and Dawn Star at the same time if you have high enough persuasion skills and are male, or Silk Fox and Sky for either gender.

* Subverted in ''VideoGame/MassEffect1''. If you flirt with both Liara and the human squad mate they will eventually confront you. Shepard can suggest a three-way, [[spoiler:however Kaidan and Ashley won't agree and will break off the relationship]].
--> '''Shepard:''' "I love it when women fight over me."
* In the ''VideoGame/GodOfWar'' games, Kratos can have a threesome in each. In addition, Aphrodite in ''VideoGame/GodOfWarIII'' is busy with [[GirlOnGirlIsHot two slave girls]] when Kratos arrives, and invites him to join (but then a foursome is averted when the other two ladies are relegated to the sidelines, providing commentary on the player's skill with Aphrodite in the following Quicktime event).

* In ''VideoGame/TheElderScrollsIIIMorrowind'', the Dunmeri Tribunal (a trio of {{Physical God}}s) engage in this with each other, according to Vivec's ''[[InGameNovel 36 Lessons]]'' series. (Though sex amongst gods likely isn't as we mortals understand it.)

** Subverted in ''Cross Days'', where [[spoiler:Makoto can convince Hikari, Nanami ''and'' Roka to gather for sex, but they don't engage in ''actual'' three-or-four-way action. First Makoto does Hikari while Roka talks to Nanami and then fingers her to orgasm, then Makoto fucks Nanami while Hikari and Roka chat and watch over them.]]

* ''VisualNovel/TheEdenOfGrisaia'': Makina and Sachi ambush Yuuji, tie him up and have their way with him.
* Played for absolutely ''horrifying'' FanDisservice in ''VisualNovel/SayaNoUta'', where [[spoiler:Fuminori and Saya ''rape'' Yoh.]]
* ''VisualNovel/DoubleHomework'': The MC ends up in a polyamorous relationship [[spoiler:with [[TwinThreesomeFantasy his twin sisters]]]], including threesomes.

* ''Webcomic/LeastICouldDo'':
** Rayne ends up sleeping with another guy in addition to the girl he tried to pick up. He's not too happy about the dude, but they're a "package deal" and he's apparently just heteroflexible enough to handle it.
** A small storyline centers around him trying to get a threesome with two girls going. It would have succeeded, but he pushed his luck in trying to make it a fivesome. Impersonating a police officer probably didn't help much either.
* ''Webcomic/SkinHorse'': Tip's [[ThePornomancer "superpower"]] is apparently so strong that he can get two women to have sex with him at once even when he's barely paying attention. He doesn't realize until the next day that he never even got their names.
* ''Webcomic/SexyLosers'' {{discusse|dTrope}}s the above-mentioned situation with two men and one woman in strip #164 (NSFW).
* ''Webcomic/SuperRivals'':
** Latex Scorpion walks in on Awesome Girl during a bout of "thank you" sex with two rescued hostages when she tries to tell her the villain behind the situation is escaping. [[CoitusUninterruptus Unfased by this]] Awesome Girl just extends the offer to Latex to join in, but only get's a single digit reply.
** Awesome Girl and Thunder Bunny have sex with [[SupermanSubstitute Astonishing Man]] while trying to figure out how Madam Mischief might have faked her death. Though Thunder Bunny is a bit too enamored with his GagPenis to really contribute to the discussion.

* ''Webcomic/KimchiCuddles'': Baxter, Soliloquy, and Lilly try to have one, but Baxter drops the ball. He's not good at multitasking.
* When Steg and Suria get stranded in the desert in Track 6 of ''Webcomic/TheRockCocks'', one of the ways they pass the time is taking turns suggesting potentials thirds for a threesome, bringing up characters like Redd, Blue, Elizabeth, and even Billy. This turns out to be foreshadowing for [[spoiler: Track 8, where they invite Dakota to join the two of them. Dakota is ultimately too shy and self-conscious to get intimate with Steg and Suria, but the three end up in a compromise where Dakota watches the two of them and brings himself to climax.]]
** Redd has a threesome with minor characters Rei and Meg in Track 5.

* In "[[WebVideo/TheSpoonyExperiment Spooning with Spoony 2]]", Spoony mentions pulling a man-sandwich with WebVideo/TheNostalgiaCritic. It's safe to say that Critic really didn't want to be the filling, as it were.

* ''WesternAnimation/FamilyGuy'': "Boy, this is more awkward than that threesome where the girl didn't show up!"
-->[[CutawayGag "So, you definitely left her a voicemail?"]]\\
"Yeah, home and cell."\\
"Oh, good, you got the cell too, I was wondering..."
* On ''WesternAnimation/TheSimpsons'', one "Treehouse of Horror" segment ends with [[spoiler:Homer]] having a threesome with two demons (although they safeword out almost immediately).
* In the "{{Flashback}}" of the ''WesternAnimation/SouthPark'' episode "[[Recap/SouthParkS1E13CartmansMomIsADirtySlut Cartman's Mom Is a Dirty Slut]]", Liane Cartman discusses with Chef if he and Mr. Garrison could do the "manage-o-three"[[note]]i.e., "ménage-à-trois"[[/note]] with her.

* In Thomas Pynchon's ''Literature/Against the Day'', Lake Traverse becomes involved with both Deuce Kindred and Sloat Fresno--which is particularly squicky because the two men murdered her father ...

* ''Film/HollySleptOver'': Noel proposes this between Audra, Holly and himself after Pete suggests the idea. They agree, having sex offscreen with him and each other. He gets jealous though after they start kissing when he's not involved.

* ''LightNovel/TheTestamentOfSisterNewDevil'': After several volumes of flirting and foreplay between Basara and [[ParentalIncest his aunt]], [[SchoolNurse Chisato]], the final volume culminates in a threeway where he finally takes her virginity. In which, Basara uses his power to create a copy of himself mid-coitus. An additional note mentions it was also Chisato's first experience with double penetration.