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->''"Is heaven missing an angel? 'Cause you got nice cans!"''
-->-- '''Dating Robot #1''', ''WesternAnimation/{{Futurama}}''

He wants to be TheCasanova, but he fails horribly. Maybe it's the polyester suit. Or the gold medallion around his neck. Or the phony "hey babe". Or the obvious hair plugs. Whatever it is, though, the girls see it from a mile away and give him a wide berth.

Sometimes the Casanova Wannabe ''talks'' a great game. He may [[UrbanLegendLoveLife have all his friends convinced]] [[UnsympatheticComedyProtagonist that he's the original ladies' man and that his bed is never cold]]. But the truth is, he still hasn't done it (or, if not, has only had bought-and-paid-for sex. Once. Which will be revealed in a pathetic and embarrassing tearful and/or drunken confession). The women can see the blinking neon "loser" sign bolted to his receding hairline a mile away. He [[FreudWasRight clearly wants to]] [[AManIsNotAVirgin prove his manhood]], via SexAsRiteOfPassage, but hasn't managed it yet. If he has a job, it's likely as a LoungeLizard.

Generally he's bound to succeed once or twice, by law of averages if nothing else. These relationships usually don't last long.

See also LookingForLoveInAllTheWrongPlaces -- the two character types complement each other and sometimes overlap. Also HandsomeLech, who is this same character with the plus of being attractive (but still with no luck, and even less of a clue).

Compare NerdsAreVirgins and ExtravertedNerd. Contrast KavorkaMan, EvenTheGuysWantHim. For a female version, see AbhorrentAdmirer.

----
!!Examples:

[[foldercontrol]]

[[folder:Anime and Manga]]
* In the Disney dub of ''CastleInTheSky'', Papa (the engineer on the TigerMoth) gets to say this in a one-liner cut from the 2010 DVD release:
-->"I need someone who's ''mechanically'' minded, not some half-baked, swashbuckling Casanova wannabe!"
* Ataru from ''UruseiYatsura'' has a face only a mother could love (and even she sometimes regrets having him), and the worst luck possible. Nevertheless, he is always ready to ask a random girl off the street for her address and phone number. This despite having an alien beauty (who has [[ShockAndAwe electric powers]] and is [[ClingyJealousGirl deathly jealous]], to boot - just do the math) for a fiancÚe. His main trait, though, is CosmicPlaything considering how much he pays for this.
* Iwata from ''Manga/ExcelSaga''.
* Sena in ''CrossGame''
* ''Manga/{{Bleach}}'': Keigo loves women, especially if they have large breasts. He's never successful in his attempts to attract a single one.
* Kazuharu Fukuyama in ''Manga/GirlsBravo'' is possibly an even ''better'' example than Leisure Suit Larry. He has a habit of feeling up women whenever he so much as talks to them, and he has the resources to have a mansion with such features as central air in the flooring to blow up skirts, and an elevator that takes women's measurements.
* Taniguchi, one of ThoseTwoGuys in ''LightNovel/HaruhiSuzumiya''.
* ''Manga/AxisPowersHetalia'': France is somewhere between this and the TheCasanova. None of the other nations are interested in his advances, but [[UrbanLegendLoveLife he apparently has had lovers]], and he does manage to successfully molest ([[ShirtlessScene or at least]] [[NakedPeopleAreFunny strip]]) several of the other nations.
** Could also apply to Italy, as he's frequently seen flirting with women, yet still hasn't done it. (Or could be a ChivalrousPervert)
* ''Manga/OnePiece'': Sanji ''never has and most likely never will gotten lucky'' with any of the girls he's wooed so far in the story. Considering WordOfGod definitively states NoHuggingNoKissing for the main crew, of which Sanji is a part, of course he will always fail when it comes to the ladies. Early on in his characterization, he actually ''was'' [[HandsomeLech capable of attracting women]]; that's just deteriorated over time. In this case, FailureIsTheOnlyOption.
* Takamura Mamoru from ''HajimeNoIppo''. The most infamous incident being him getting rejected in front of a [[LoveHotels Love Hotel]]. To make matters worse, a {{Paparazzi}} just happened to be there with a camera ready. Cue AmusingInjuries from TeamDad Kamogawa and horrified reactions from other boxers.
* Brock (more ChivalrousPervert) and Ash's Oshawott from ''Anime/{{Pokemon}}''. (Fortunately for Brock, he usually has someone, usually Misty or his Croagunk, to pull him away from a girl he hits on before he makes a ''complete'' fool of himself.)
* Masomi Kida from ''{{Durarara}}''. His attempts at wooing women fail to the point where even his [[HeteroSexualLifePartners partner]] [[CrouchingMoronHiddenBadass Mikado]] lampshades his failures. However he stops when [[spoiler: he gets back with his former girlfriend, Saki Miyajima.]]
* Sunohara from ''VisualNovel/{{Clannad}}'' has a bit of this. It is ''not'' helped by Tomoya and occasionally Kyou taking advantage of his gullibility and tricking him into thinking a girl is interested in him.
* [[TalkingBird Kir]] from ''KingOfBanditJing''. Interestingly, most of the time, the girls not rejected him because [[IncompatibleOrientation he's a bird,]] [[{{Adorkable}} (sometimes they even think that his attempt to woo them is endearing)]] but because [[BrokenBird they usually have emotional baggage need to be resolved.]]
* ''LightNovel/IsThisAZombie'' has Orito, who thinks he's the epitome of the ladies man, and is completely oblivious to the fact that everybody thinks he's an annoying and creepy geek.
* Jenos Hazard of ''Manga/BlackCat''. Most of his appearances show him striking out while hitting on women, and his official character profile even remarks about how his success rate with picking up women is way lower than you'd assume of someone with his assets (which include [[{{Bishonen}} good looks]], [[SharpDressedMan a snazzy suit]], and a prominent position in one of the most powerful organizations in the world).
[[/folder]]

[[folder:Comic Books]]
* ''{{Viz}}'' (the comic book, not the [[Creator/VizMedia Anime distributor]]) gives us Sid the Sexist, who, while not wearing a leisure suit, is very much a virgin despite his claims to the contrary and his attempts to change that situation. His friends could also possibly come under the same category - while they have occasionally been shown having success with women, usually they appear to look up to Sid for his 'studliness'. One strip even featured the brother of one of Sid's friends, who wore a leisure suit and claimed to be a massive hit with the ladies. Sid attempts to one-up him by getting several love bites - with the aid of a bicycle pump. He is, of course, caught and mocked by his friends. But then the last panel shows the friend's brother, alone in a tiny bedroom, doing the same trick, surrounded by porn magazines, used tissues, inflatable dolls and other sexual paraphernalia, making him possibly the only character to have ever been made to look even more pathetic and lonely than Sid in the strip.
* Jonny Kizinski from ''ComicStrip/KnightsOfTheDinnerTable''. Jonny is actually married, but that doesn't stop him from hitting on every female gamer to cross his path (and failing miserably).
* From {{Superman}}: WGBS and Daily Planet sports reporter Steve Lombard, especially in ''ComicBook/AllStarSuperman''.
* One of ''ComicStrip/{{Rudi}}'''s buddies is the most obnoxious one you can think of. [[KavorkaMan Sometimes however he is successful.]]
[[/folder]]

[[folder:Film]]
* "Snake Hips" from ''Film/ShaunOfTheDead'' - while we never see him "in action," it's implied he's like this due to his... interesting outfit and the backstory Ed supplies for him. [[spoiler:He eventually gets lucky with a horde of girls. Unfortunately he doesn't live long enough to appreciate it.]]
* Jay from ''Film/TheViewAskewniverse''.
* Ron Burgundy of ''AnchormanTheLegendOfRonBurgundy''. Though he does wind up getting the girl, then losing her, then getting her again. But the news team's attempts to woo Veronica fit pretty much exactly into this Trope, complete with leisure suits. [[SmallNameBigEgo Most of the characters]] [[TypeCasting Will Ferrell's played recently tend to be this]].
** Oddly enough, this is a bit of a ZigZaggingTrope for this movie. Only with Veronica is he a wannabe - with other women, he's aloof enough and famous enough that even his lamest lines ''work''.
* ''Film/DawnOfTheDead2004'': Bart the security guard. The ZombieApocalypse is on, and all he can think about is how now he's missed the chance to have sex with a fat chick from Dairy Queen.
* ''Film/BrainDonors'': Roland T. Flakfizer talks a great game.
-->"Please, call me what everyone else calls me: 'Your Royal Sex Machine.'"
* Salty from ''WesternAnimation/AlphaAndOmega'' is basically a wolf version of this trope.
* Harold "Hutch" Hutchison from ''Film/{{Fanboys}}''.
* Moe from ''Film/SlapShot''. Every single thing he says has to do with sex and he has pictures from nudie mags taped to his locker. Yet he is never seen with a single woman at any point in the film. The weird goalie with a thick Quebec accent does better than Moe.
[[/folder]]

[[folder:Literature]]
* ''Demian'': Emil Sinclair from Creator/HermannHesse's novel arguably fits this, as he talks the talk, but actually the only move he made was a crush on a store keeper. That happened during his school days. Later, he did have a brief romance...to his best friend Max Demian's mom. They actually even kissed, but that's it.
* Carlos Ramirez from ''Literature/TheDresdenFiles'' fits this. He's a young, somewhat cocky, warden who is constantly bragging about his sexual exploits. None of which have ever happened, seeing that he's a virgin. Revealed hilariously by [[{{Stripperiffic}} Lara Raith]].
* In Tim Dorsey's books about Serge Storms, a minor character is Johnny Vegas, who is handsome, wealthy, fun to be with...and cursed never to lose his virginity. He is always just about to, when circumstances (often caused by Serge) intervene.
* Marco from ''Literature/{{Animorphs}}'' is a particularly young version of this.
[[/folder]]

[[folder:Live Action TV]]
* In ''{{Smallville}}'', [[TheFlash Bart]], who hit on Chloe twice, with the second time failing especially spectacularly.
* Jay on ''Series/HermansHead'', but Jay is also LookingForLoveInAllTheWrongPlaces.
* Larry Dallas of ''Series/ThreesCompany'' is named Larry and may even be the inspiration for the computer game, but had too much (read: more than one) actual success with the ladies to really exemplify the trope. Mr. Furley probably qualifies though.
* Howard Wolowitz from ''Series/TheBigBangTheory'' embodies this trope to a full 100%.
* Herb Tarlek of ''WKRPInCincinnati'' is on the fringe of Larry-dom since he's married and has kids. However, he does have the bad suit, attitude, and lack of success necessary to play the part.
* ''Series/TheYoungOnes'': Mike, the self-proclaimed stud, was revealed in one episode to be a virgin. But given the show's NegativeContinuity it's hard to say whether that really counts.
* Murdock tries this in an episode of ''Series/TheATeam'' when [[TheCasanova Face]] briefly leaves the team. Keyword, ''[[EpicFail tries]]''.
* The Todd from ''Series/{{Scrubs}}'' may be the ultimate Casanova Wannabe, especially after he comes to terms with his [[AnythingThatMoves bisexuality]]. And possible anything-sexuality:
--->'''The Todd:''' Whoa, these are hot. [referring to two pieces of broccoli]\\
'''Turk:''' Please tell me you mean temperature-wise, because there's no way you could find broccoli sexy.\\
'''The Todd''': Oh yeah, temperature-wise... and miniature-green-boobs-wise! [rubs his face between the two heads of broccoli]
** Todd regularly boasts a great track record and hits on or makes innuendo at anything that moves. When pressed by The Janitor with "God is watching. How many times have you had sex in the last year?", he confesses none. Many women at Sacred Heart claim to have never slept with the Todd despite reputation, but they have proven to be extremely defensive about the idea to the point of suspicion.
--->'''Todd:''' Hey, Lisa. I heard you lied and said we didn't do it. Admit it. We doinked.\\
'''Lisa:''' I was sad because my dad died.\\
'''Todd:''' I wasn't.
* Col in ''TheAdventuresOfLanoAndWoodley''.
* Bud Bundy from ''MarriedWithChildren''.
** This is debatable however. As Ted [=McGinley=] points out in the Reunion Special: "Bud ''was'' pretty successful because he had the greatest looking girls, week to week." This just isn't acknowledged in the series because of its NegativeContinuity. It's just his success rate that's low, which isn't surprising considering he tries to [[AllMenArePerverts get some in every episode.]]
** In an episode where Al and Peggy split up, Al and his buddies tried to hit the club scene. Al got a makeover and became the definition of Casanova Wannabe. He also got a prosthetic ass.
* Julian Bashir of ''Series/StarTrekDeepSpaceNine''.
** He has had notable success, perhaps too much to be considered the Cananova Wannabe; besides the Daxii, there's a long but not deep relationship with [[MsFanservice Leeta]], and briefer affairs with the mute genius girl and that weightless chick.
** Dr. Zimmerman, inventor of the Holodoc, certainly qualifies in his appearance on ''Deep Space Nine''.
* Jay from the British cult sitcom ''TheInbetweeners'', who makes near-constant boasts about his sexual expertise despite his obvious virginity. Jay a bit of a vague case, though, as he rarely ever talks to girls. He apparently prefers to brag to his male friends about his exploits instead. But when he does try to chat up girls, they don't usually seem interested (except for Chloe).
** Will alternates between this and KavorkaMan. He does score with Charlotte - the school's most popular girl - and his hot, former babysitter, but he screws up before any of them manages to take his virginity. And when he tries to pull a nice and down-to-earth girl, Lauren, he fails spectacularly, especially by trying to imitate [[StarWars Yoda]]. He doesn't have much luck with Rachel either as he, according to the guy Rachel flirts with instead, "talks like they do in old movies".
* Subverted on ''Series/BurnNotice'' - even though Sam acts, dresses and looks like an archetypal Cananova Wannabe, he's actually successful with the ladies, although he uses his charms to woo rich divorced housewives who buy him nice stuff.
** Well, this '''is''' Creator/BruceCampbell we're talking about here. "[[Franchise/EvilDead Hail to the king, baby!]]"
* The two guys that Chris Kattan and Will Ferrell played in the Butabi Brothers sketches on ''SaturdayNightLive''. In the awful [[TheMovie movie]], ''A Night at the Roxbury'', they were named Doug and Steve Butabi. Other examples of a Cananova Wannabe on ''SaturdayNightLive'' include:
** Christopher Walken's "The Continental"
** Chris Parnell's "Merv the Perv" (who also had a brother played by Johnny Knoxville named "Irv the Perv")
** The Woman Watchers (played by frequent host Tom Hanks and cast member Jon Lovitz, from the mid-1980s SNL)
** The original "Two Wild And Crazy Guys!" (also played by a cast member and a frequent SNL host, only this time, it's Dan Aykroyd [the cast member] and Steve Martin [the frequent host])
* Subverted with Larry (hmm, ShoutOut?) from ''Series/BuffyTheVampireSlayer'', who displays this behavior for a while, only to have it revealed that it's all an act, and he's actually gay. After he comes out to Xander (in private) he drops the act, though he is never seen to come out publicly on-screen.
** ''Buffy'' also toyed with the idea in "Teacher's Pet"; one of the victims was very embarrassed when told that the mantis only attacked virgins.
* ''YoSoyBettyLaFea'' provides us with two: Nicolás Mora, nerd extraordinaire and self-assumed ugly, who nonetheless still tries to hit on pretty girls and constantly woo [[SmallNameBigEgo Patricia Fernandez]]; and Freddy, the motorized messenger of Ecomoda, who, while better looking (and best dressed) than Nicolás, still exudes a big "loser" aura. Freddy manages to have an on-off relationship with Aura Maria, the hot receptionist of the company, but he inadvertently and constantly ruins any progress he does with her thanks to his misguided flirting towards the models who flood the place.
* Kirk St. Moritz (a.k.a. Eric Morris) from ''DearJohn''.
* On ''Series/HowIMetYourMother'' Barney flips back and forth between this and TheCasanova, with a bit of HandsomeLech thrown in. On the one hand, he is quite handsome, dresses in legitimately stylish suits, and the notches on his bedpost are well into the triple digits. However, a lot of his pickup attempts can be pretty darn cheesy, it's clear that he's not always truthful about his sexual conquests, and, since the entire series is a story told by a potentially UnreliableNarrator, separating the lies from the truth isn't so easy.
** At one point, Marshall actually calculates that, given the number of women Barney's slept with, compared to the sheer number of women he hits on, his success rate is actually only a little over 1%, despite having slept with more people than the rest of the main characters combined.
* Tom Haverford from ''Series/ParksAndRecreation'' is a special case. In the first season he tells the documentary crew that he and his wife have an open marriage and that they're both disappointed he's not a more successful adulterer. His utter failures to pick up women are often shown. In the second season, Ron learns that Tom's wife is Canadian, and only married him [[CitizenshipMarriage to stay in the country.]]
** His buddy Jean-Ralphio qualifies as well.
* ''{{Friends}}'': Played with with Chandler. He teases Ross who is desperate to get married again, envies Joey for being TheCasanova, tries for a few one night stands himself and has CommitmentIssues. However even early episodes have him ending no-strings-attached sex because he wants a relationship, and trying to keep a steady girlfriend. Most of his CommitmentIssues stem from fear of being hurt, rather than wanting to play the board, and he's ten times happier after falling in love with Monica and being the first of the guys to get married.
* Jackson Stewart of ''HannahMontana'' has tried every cheesy pickup line and [[ZanyScheme hare-brained scheme]] in the book to get girls. Mild subversion in that he has a fair amount of success, but rarely makes it past the first date.
* Evan Lawson of ''RoyalPains'' is an inveterate Cananova Wannabe.
* Jerry Robinson of ''TheBobNewhartShow'' is kind of a mild version of this.
* Stanley Tweedle of ''{{Lexx}}''.
* Henry and Dave compete for the title in ''DropTheDeadDonkey''. Henry is closer, though, probably because he turns 60 during the series' run and Dave is supposed to be in his early to mid thirties.
* Richard Richard in ''Series/{{Bottom}}'' is a particularly obnoxious example.
* Mr. Lucas from ''Series/AreYouBeingServed'' fits this trope. Despite being [[InformedAttractiveness good looking]] and always claiming to be lucky with the ladies, he never seems to have much luck with them ''on'' the actual show.
* Nathan from ''Series/{{Misfits}}'' tries to chat up virtually every girl he meets, with very limited success. And when it does work, something usually goes spectacularly, mind-bogglingly wrong - e.g. one of his love interests is revealed to be an 82-year-old in disguise, mid-coitus. But most girls just seem disgusted with him on sight and immediately ignore or reject him. That said, he's undoubtedly only a Cananova Wannabe ''in-universe'' - among the fans he's easily the most [[EnsembleDarkhorse popular]] and [[MrFanservice lusted-after]] character on the show, despite his obnoxious personality.
* Manny from ''Series/ModernFamily'' is a KidaNova wannabe.
* Pierce from ''Series/{{Community}}'' obnoxious attempts to hit on Shirley and to a lesser extent other female students. However, the audience is shown he is a skilled seducer when he needs to be.
* Whenever Winston Rothchild plays the Possum Lodge Word Game on ''TheRedGreenShow'', Red gets the correct answer out of him by mentioning one of his past dates. Winston's words, for the record, are usually along the lines of "disaster" (in fact, that ''was'' one of his words).
* Ethan, Benny, and Rory from ''MyBabysittersAVampire'' '''and HOW'''. Every episode has multiple examples of their romantic failure. (Though in his defense Ethan is no where near as bad as Benny, and Benny in turn isn't as bad as Rory.)
* Bobby Leeĺs character Tank, from ''Series/MadTV'', is a clear example. Despite his many elaborate attempts to score with women, he remains a virgin.
* Paramedic John Gage on ''Franchise/{{Emergency}}'' gets teased for being this by Fireman Chet Kelly who doesn't seem to do any better with women.
* Cabbage Head on ''Series/TheKidsInTheHall''.
* Dwayne Schneider on ''Series/OneDayAtATime''.
* ''Series/{{Scandal}}'': Stephen, though he seems to have mostly settled down. He still has an interesting past.
* A ''Series/MrShow'' sketch, has Lyle, one of the scientists living in the biosphere. On New Year's Eve, he tries asking out all the women, who all reject him. Seems like he's gonna be alone on New Year's . . . until he gets a visit from his step-Fairy Godmother.
* Series/{{Its Always Sunny in Philadelphia}}: Zig-Zagged with Dennis Reynolds. Sometimes he's good with the ladies, other times he's this trope. Both reactions are justified because he has been able to function socially more than the rest of the gang which isn't saying much. However he also has been shown to be the most depraved member of the gang and has little understanding of human relationships. He also gets [[MistakenForGay mistaken for a gay man]] when he hits on a married woman by gossiping about her husband and wearing make-up and a girdle.
[[/folder]]

[[folder:Music]]
* [[http://www.youtube.com/watch?v=tLPZmPaHme0&feature=player_embedded# The Creep]] by the Lonely Island has several.
** Also Andy Samberg and Music/JustinTimberlake in the ''Dick in a Box'', ''Motherlover'', and ''Threeway'' videos, right up to the polyester suits and gold neck chains.
** "[[http://www.youtube.com/watch?v=99swvqcCLb0 We Need Love]]" is a brutal parody of this trope.
* Music/SonicYouth's "Swimsuit Issue" is about a guy from Creator/GeffenRecords who annoyed the band by acting like this.
* The title character of "My Name Is Eugene" by Crazy Joe & the Variable Speed Band.
[[/folder]]

[[folder:Newspaper Comics]]
* Jon from ''ComicStrip/{{Garfield}}'', although he finally [[RelationshipUpgrade had success]] with Liz, after 28 years.
* Dean the pig from ''LibertyMeadows'', where all the animals are anthropopathic, if not anthropomorphic.
* Fillmore from ''ShermansLagoon'' goes to mating season every year at Ascension Island and consistently fails horribly.
* Steve Dallas from ''ComicStrip/BloomCounty'', who apparently thinks a box of obscenely-shaped chocolates will win a woman's heart (or at least get her to sleep with him). Though apparently he ''did'' eventually have sex with a woman, as his son Augie shows up in the sequel comic ''Opus''.
* Nate Wright, the titular character from ''ComicStrip/BigNate'' is a KidAnova Wannabe. His combination of utter cluelessness and unwaning self-confidence when it comes to girls is a central theme in the comic.
* 'Spit' Murphy from ''FootrotFlats''.
[[/folder]]

[[folder:Professional Wrestling]]
* A common character type in pro wrestling; Wrestling/{{WWE}}'s Wrestling/ZackRyder is the most visible example at the moment. A gullible, self-absorbed, outspoken loser, Ryder will often pick up and lose a Diva escort over the course of a show.
* WWE tried to give Wrestling/DeanMalenko a ladies' man gimmick after the Radicalz broke up, but he was too short and too old to be believable in the role.
* Wrestling/JoeyRyan's most notable gimmick was that of sleazy lecherous creep with a {{Pornstache}} and CarpetOfVirility who acted like he was pulled right out of the 70s.
[[/folder]]

[[folder:Theatre]]
* The Cashier in ''Theatre/TheMostHappyFella'' unsubtly announces his eligibility to the waitresses. The heroine makes her first entrance in the show by rejecting his advances ''violently''.
[[/folder]]

[[folder:Video Games]]
* Of course, the eponymous VideoGame/LeisureSuitLarry, the former TropeNamer.
* ''VisualNovel/PhoenixWrightAceAttorney'': Larry Butz, of who has hit on, essentially, every girl he sees and who has been rejected probably hundreds of times. Larry has ''succeeded'' a few times, too. Admittedly, those times seem to have a tendency to end badly.
** The one girl who actually genuinely had a crush on him was ''killed by the very clock Larry made for her,'' and she was the victim in the ''first case of the series''.
** Another one used him as a scapegoat for a murder.
** A third one left the country leaving a letter telling him to forget about her.
** One time he didn't even manage to hit on the correct girl, instead he managed to creep out an old lady.
* ''RaidouKuzunohaVSKingAbaddon'': Of all people, [[BeethovenWasAnAlienSpy Rasp]][[RidiculouslyHumanRobot utin]].
* ''VideoGame/SuperRobotWars Advance'': Axel Almer, when picked as the protagonist, becomes some sort of this, flirting with every girl he sees and failing horribly in each attempt. For example, when he is asked for his name by [[MazingerZ Sayaka Yumi]], his answer was: ''"Maybe I'll remember my name if a beautiful girl like you kisses me"''. This [[HilarityEnsues added more reasons]] why he's called ''[[FanNickname Ahoseru]]''.
** Not to mention a 4koma re-enacting this scene (when Axel and Sayaka are in their respective mechs) has a RocketPunch belting Axel's mech immediately from nowhere. HilarityEnsues, indeed.
* Greg, one of the colonists in ''SpaceColony''. With the voice of a late night radio personality and pick-up lines out of a ''SaturdayNightLive'' sketch, Rick is an utter failure when it comes to women, even when compared to MadScientist Nicolai and DiscoDan Charles. He's a flagrant misogynist and is regarded with unmasked contempt by main character Venus; Even his ''official company profile'' paints him in an unflattering light. He's also one of the least useful colonists, having high standards for happiness and few strong skills.
** Greg, as it happens, appears to be based on a similar character from ''MADTV''.
* ''[[Videogame/BaldursGate Baldur's Gate II]]'':
** An elf called Salvanas found a bar -- a minor character whose only function is to try to hit on every female character that talks to him - except Imoen who was added at the last moment - so blatantly shamelessly he's inevitably rejected angrily. If a female ''player'' character chooses NOT to reject him, he gets scared and runs away.
** Also, Edwin (After a hilarious accident). He hits on ''Mazzy''.
* ''JakAndDaxter'': Daxter is like this. He flirts with ''every'' attractive female in the series, despite the fact that he's [[BalefulPolymorph been turned into]] a three-foot-tall ''rodent''. He seems to have [[CharacterDevelopment grown out of it]] by ''Jak X'', though it might just be because he finally has a girlfriend.
* Edgar of ''VideoGame/FinalFantasyVI'' is one, so very much. It seems to be played mostly for incongruous humor, though, as women shoot him down in spite of his wealth, power, looks, intelligence and sense of honor when any one of those qualities could easily attract ''someone'', if not every girl he meets.
* Junpei from ''{{Persona 3}}'', who tries to make up for with sheer bravado what he utterly lacks in everything else when it comes to women. The ladies still aren't impressed.
* ''PlanescapeTorment'': Morte does this as an act; he knows he'll never score for [[OracularHead the obvious reasons]] and has nothing to lose, so he has fun with it.
* Rock from ''[[HarvestMoon Harvest Moon: Another Wonderful Life]]'' is this, to the point of even wearing a leisure suit and calling the main character "babe". He fails miserably at romance (though he fancies himself quite the catch) which is lampshaded by his mother, who questions your mental health should you pursue him.
* ''VideoGame/DragonAgeOrigins'': Oghren imagines himself as being quite the ladies' man, though most of the females he hits on find him utterly repulsive. He was married, though his first wife left him and then fell in love with another woman. He then started up a relationship with Felsi, who was quite a looker ... and also dumped him. In truth, there is some hint that Oghren's lecherous behaviour is a cover for his crippling insecurities.
* Ewan Devlin from ''{{Mercenaries}} 2'': He believes that he's a smooth-talking Irish stallion, but as evidenced throughout the game, he often drives the girls away by talking their ears off, hitting them with a bust of the BigBad, or by detonating something in the stockpile.
* ''Videogame/AgarestSenki'' gives us Winfield and Thoma. Winfield is a textbook case of this trope. Thoma however actually has a crapton of game and earns the ladies company. Too bad Winfield ''taught'' him how to treat a woman which leads to Thoma starting off strong then halfway becoming like Winfield.
** To put this into perspective Thoma said the [[DoubleEntendre wrong thing]] TWICE to a Tsundere. In the same sentence. While she told him to buzz off. He still convinced her to hang out with him yet Winfield's brainwashing led to [[RuleOfThree another sexual comment.]] He manages to leave unscathed due to turning her anger to exasperation. Thoma got game, his teacher just programmed him not to use it consistently.
* ''VideoGame/StarFox'''s [[RomanticFalseLead Panther]] [[LatinLover Caroso]].
* ''VideoGame/{{Dota 2}}'' has Batrider, who has specific responses for every single woman in the game. He even thinks about hitting on the Broodmother, who is a GiantSpider...
-->'''Batrider:''' Broodmother, if you weren't already-- ''ugh, never mind!''
* Scout in the ''VideoGame/TeamFortress2'' official comics has a habit of FlexingThoseNonBiceps and flirting whenever a woman comes near, with zero success.
** Interestingly, the one time he ''does'' get a chance to have sex (with a woman who hasn't seen a man besides her brother for twenty years), he backs out because he thinks the most common target of his flirtations, [[{{Meganekko}} Miss Pauling]], will like him better if he waits.
** Another oddity (though he may be lying), he's actually good with girls (at least in regards to casual sex), as shown by a flashback in ''Expiration Date''. Problem is, in his words, it's the ''ladies'' that he wants, and can't have.
[[/folder]]

[[folder:Web Animation]]
* Despite his claims of prowess with the "lady-types", Strong Bad from ''WebAnimation/HomestarRunner'' is definitely a Cananova Wannabe. In one e-mail, he slips, and admits "I don't really know anything about the ladies either... I mean I do! I mean... WHGT! JGTH! YES I'M AWESOME!"
* Tucker from ''Machinima/RedVsBlue'' is a shining example of this trope. Unfortunately, the only women he sees on a regular basis are ruthless super soldiers who would kill you as soon as look at you. In fact, the only action he gets during the story is with [[AnythingThatMoves Grif's sister]] (or so he claims) and an alien. The latter, it should be noted, was non-consensual. For Tucker.
* Neomutant from "WebAnimation/{{TOME}}" is said on the TOME Character page to fancy himself as being charismatic. Though if his success with Flamegirl is anything to go off of, right down to scaring her straight into the arms of her love interest Alpha, he is far, far, far from successful as a Casinova.
* ''WebAnimation/{{RWBY}}'' has Jaune Arc, who shamelessly flirts with most pretty girls he meets, particularly Weiss Schnee, who can't stand him. He mentions that he's just following his father's advice to show confidence and doesn't understand why it doesn't work. Ironically, he [[ObliviousToLove doesn't notice Pyrrha Nikos' obvious attraction to him]].
[[/folder]]

[[folder:Webcomics]]
* Slick of ''Webcomic/{{Sinfest}}''.
* Robin [=DeSanto=] of the WalkyVerse may qualify as a female version (just for being so much of a NoSocialSkills GenkiGirl), especially with the recent [[TheReveal Reveal]] that she's a virgin. She is pretty attractive, though.
** SmugSnake Faz owns this trope in the WalkyVerse; he's both certain he's a lot more attractive and desirable than he in fact is (the permanent expression of self-satisfied smugness doesn't help) and is absolutely convinced that one day he and Amber will enjoin together in passion. He isn't going to let the fact that Amber openly and loudly detests him and everything about him dissuade him.
** What about the fact that [[spoiler:they are probably related]]?
* In ''Webcomic/{{Misfile}}'' this trope is filled by Colin the Counter Guy in the local autoparts store.
* Sam "da Man" Sein from ''Webcomic/SluggyFreelance''.
* ''Webcomic/ElGoonishShive'' got one such guy -- T.C., aka "[[SpellMyNameWithAThe The Playah]]", a student of Moperville North who works as a clerk at the movie theatre. Being an AcceptableTarget, he also works as a ButtMonkey out of the main continuity.
* Eastwood in ''ExterminatusNow'', who regularly suffers great physical harm from hilariously crude attempts at hitting on anything with a skirt. Probably the reason why he has the biggest PornStash in the world.
** On such a scale that he's begun to acclimatize to pepper spray.
* ''{{Femmegasm}}'': June, in a rare female variety. Most people don't find monkeys with a large amount of distressingly long, thick body hair attractive, which means her attempts to get laid pretty much always end in rejection.
* Duster from ''SlightlyDamned''. So far he's succeeded mostly at [[http://www.sdamned.com/2011/02/02192011/ annoying his targets.]]
* From ''LittleGamers'', [[http://www.little-gamers.com/2010/07/22/pick-her-up-from-the-floor/ "Did it hurt when you fell from heaven? Because your face is really fucked up."]]
* In ''TheSpecialists'', [[http://thespecialistscomic.com/page-85/ Henry brags that he has lots of chances, just no time.]]
* Eridan Ampora from ''Webcomic/{{Homestuck}}'' is practically the classic example. Being from a [[BiTheWay naturally bisexual species]], his options are a bit more widely-ranging than most. Doesn't do him any good, though - not only is he rejected every time he tries, but by the time [[spoiler: he dies]], he doesn't have any romantic relationships at all. Even his moirail has dumped him, fed up with his [[{{Narcissist}} narcissism]] and his [[MakesSenseInContext constant threats of genocide]].
** And his dancestor Cronus is even sleazier and creepier, with NoSenseOfPersonalSpace.
** Cronus's example is made especially sad when he actually hits on Eridan. Even Eridan is able to immediately pin him as trash, but ultimately accepts his advances out of very blatantly stated desperation.
** Both are so pathetic they can't even form a blackrom with anyone. Everyone hates them, but in the "stay away you creepy loser" way and not the "I love to hate you" way.
* In ''Webcomic/EarsForElves'', Elon tries to follow Rolan's smooth style of talking to the elven women. [[http://www.earsforelves.com/archives/449 They are not impressed]].
* Taylor from ''Webcomic/{{Zoophobia}}''.
* In ''Webcomic/CommanderKitty'', [[http://www.commanderkitty.com/2010/01/24/didnt-think-that-one-through/ one of CK's main motivations for being a spacer is the prospect of wooing a princess or three.]] Later, when three exotic blue-furred [[spoiler: [[RobotGirl android]]]] girls present themselves to him, [[http://www.commanderkitty.com/2010/12/05/dont-wait-up/ he doesn't hesitate to follow along,]] [[EverythingSoundsSexierInFrench even as they lead him into a room clearly marked "abbatoir"]][[note]]"slaughterhouse"[[/note]].
* In ''Webcomic/LarpTrek'', Will Riker's romantic streak is taken UpToEleven.
* ''Webcomic/PvP'''s Robbie had all the standard cheesy pick-up lines and zero success with women in his earlier strips. His buddy Jase was much more realistic about the potential desirability of a couple of beer-guzzling couch potatoes.
* Aaron West in Webcomic/{{Forever16}}, gets kind of sad knowing that a theoretical TimeSkip would have him still be this.
* [[VideoGame/GodOfWar Zeus]] in ''WebComic/ZeusGodlyGoodtime'' hits on pretty every good-looking lady in the whole series.
* All the women in the Espionage theme of ''Webcomic/IrregularWebcomic'' believe that James Stud is an annoying buffoon, however much he attempts Film/JamesBond's pick-up lines.
* Collin of ''Webcomic/WhiteDarkLife'' is an exaggeration of this. He believes he is attractive but his giant ego and weak physical stature quickly turn off any woman he has interest in. [[spoiler:And then it turns out his soul holds traces of pure chastity to boot.]]
* Flash from Webcomic/TheBugPond.
[[/folder]]

[[folder:Western Animation]]
* JohnnyBravo is built wholly from this trope.
* It is implied that Homer Simpson from ''WesternAnimation/TheSimpsons'' was like this before he met Marge, as evidenced by the time Lisa wanted advice on how to tell a guy you aren't interested:
-->'''Homer:''' Let me handle this Marge, I've heard them all. "I like you as a friend", "I think we should see other people", "I no speak English", "I'm married to the sea", "I don't want to kill you, but I will..."
* Disco Bear from ''WesternAnimation/HappyTreeFriends''. Obviously the best example on the show.
* Eddy from ''WesternAnimation/EdEddNEddy'' fits this trope superbly in several episodes, right down to the leisure suit and the gold medallion.
* Ditto for Quagmire from ''WesternAnimation/FamilyGuy'', who manages a good deal of success, but he's also failed enough times to not only develop an immunity to mace, but also to be able to tell different types of mace apart.
** Brian is also this, usually with more failures. Not only he acts like a tool just to impress women, he's also known to date really stupid women so he can feel smarter than them and have an easier time to get in their pants, along with hitting on Lois several times. He has been called out on this as well.
* Like Quagmire above, Boomhauer from ''WesternAnimation/KingOfTheHill'' is a partial example: he manages to have sex with lots of women, but one episode reveals that his method is to just hit on every woman he can find, usually with lame pick-up lines, until he finds one that will give him the time of day. Bobby points this out to him, but Boomhauer's basic philosophy apparently is that one shouldn't let rejection get you down, though one episode had Boomhauer fall in love with a woman who only saw Boomhauer as a one-night stand and rejected his offer to marry her; man, he was dang ol' ''devastated'', tell you what.
* Martin Tubbs in ''WesternAnimation/{{WITCH}}'' - in the episode "H is for Hunted", he goes as far as to wear a ''leisure suit'' in an attempt to impress Irma.
* Whenever Dr. Thaddeus S. "Rusty" Venture of ''WesternAnimation/TheVentureBrothers'' breaks out the hairpiece and polyester vest, you know you're in for a night of "Rusty's back!", despite the fact that he was never ''there''. He's not a virgin - he wouldn't have sons if he was - but he sure acts like it. Of his two known sexual encounters, neither was exactly healthy.
** Though he hasn't gotten laid in nineteen years.
* Carl from ''WesternAnimation/AquaTeenHungerForce''. His schemes range from desperate to disturbed.
** Shake is quite similar, to the extent that he ''vastly'' overestimates his own sex appeal. Oddly enough, Frylock has accidentally given himself away, a few times, as depressingly incompetent with women even when Shake and Meatwad aren't around to kill the moment.
* ''WesternAnimation/LooneyTunes'': Pepe Le Pew, with the joke being that his mates tend to be [[InterspeciesRomance cats with stripes painted on them]], some rather violent.
* XR from ''WesternAnimation/BuzzLightyearOfStarCommand''. This is funnier because his voice actor is actually named Larry.
* ''WesternAnimation/{{Daria}}'': Charles "Upchuck" [[MeaningfulName Ruttheimer]] III is Lawndale High's resident Cananova Wannabe.
* Jonesy Garcia from ''SixTeen''.
* Rover from ''RoverDangerfield''.
* Jamie from ''{{Megas XLR}}''. A lot of episodes have him fantisizing about picking up chicks but fails miserably every time. Even Goat the junk-yard owner has better luck than him.
* Stroker from ''StrokerAndHoop''.
* Reef From ''{{Stoked}}''. He probably won't even win ''Finn's'' love
* ''WesternAnimation/{{Futurama}}'': Zapp Brannigan. He sure acts like a stud. But on first meeting Leela in "Love's Labours Lost in Space" she ends up having pity sex with him; This is later revealed to be his first, and for some time after, only sexual encounter. (The second was something he probably would have [[DeathBySex liked to forget...]])
* Butt-Head from ''WesternAnimation/BeavisAndButthead''. "Hey baby..."
* Kenny from the ''WesternAnimation/BabyBlues'' animated series.
* ''WesternAnimation/TotalDramaIsland'': Cody and to a lesser extent, Harold.
* Ace [=McCloud=] of the ''WesternAnimation/{{Centurions}}''.
* Pam from ''WesternAnimation/{{Archer}}''. Ultra-rare female example, although, unlike most male counterparts, she is [[BiTheWay equal opportunity.]]
* Fruity from ''{{Downtown}}'', much to the annoyance of his best friend Matt, who often has to prevent Fruity from getting both of them into trouble.
* Motor Ed in ''WesternAnimation/KimPossible'' incessantly puts the moves on Shego, ignoring hints (up to and including plasma blasts) that she's not interested.
* Heath Burns from ''MonsterHigh'' definitely qualifies.
-->If you were a booger, I'd pick you first!
* Odd from ''WesternAnimation/CodeLyoko''. He claims to be a ladies man, but while he has dated most girls in his age group at Kadic, they all say otherwise. (In fact, the only ''girls'' that he can truly call ''friends'' are Yumi and Aelita, and neither is a ''girlfriend'' in any true sense.) Part of his problem might be the whole "dated two girls at once" thing that Yumi unfortunately took the fall for ([[FreakyFridayFlip due to being in his body at the time]]).
[[/folder]]

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