History Main / SerialRomeo

* Bingo Little from PGWodehouse's ''Literature/JeevesAndWooster'' series. Although Bertie disapproves of this, he himself could count as a milder example--he falls for one GirlOfTheWeek after another, but generally ends up expressing relief when things don't work out.

** He's like that in [[Literature/JeevesAndWooster the stories]] too, [[spoiler:but eventually gets married and settles down]].

** He's like that in [[Literature/JeevesAndWooster the stories]] too, but eventually gets married and settles down.

* Ted Mosby from ''Series/HowIMetYourMother'' is GenreBlind up to believe each girl he dates as "the One". [[LampshadeHanging Lampshaded]] in a recent episode when Lily complains about all these random girls showing up in their group photos.

* The TropeNamer is Romeo from ''RomeoAndJuliet'', who is himself something of a Serial Romeo. At the beginning of the play he is desperately in love with a girl named Rosaline, who has rejected him. Soon after, he meets Juliet, and promptly forgets his feelings for Rosaline, which he now sees as a passing infatuation. Goodness only knows how many more times he would have gone through this had Juliet also rejected him.
* Very much the case with Neal from TamoraPierce's ''[[TortallUniverse Protector of the Small]]'' quartet, although he eventually gets over it and gets married.

* Bingo Little from ''Series/JeevesAndWooster'', in the show's first three episodes alone, is "in love" with ''four'' different girls!
** He's like that in [[Literature/JeevesAndWooster the stories]] too, but eventually gets married and settles down.
* A female version from ''[[{{Sixteen}} 6teen]]'' is Caitlin
* [[CasanovaWannabe Larry Butz]] from the ''AceAttorney'' series is constantly either trying to get together with a woman with whom he's fallen madly in love, or just been dumped. We rarely see him actually ''in'' a relationship. This is a big part of his character, though: [[WhyDoYouKeepChangingJobs He also has a different job every time we see him]].
* Ted Mosby from ''Series/HowIMetYourMother'' is GenreBlind up to believe each girl he dates as "the One". [[LampshadeHanging Lampshaded]] in a recent episode when Lily compains about all these random girls showing up in their group photos.
* The Literature/EncyclopediaBrown series has KidAnova Tyrone Taylor.

* Jenon of ''BlazeUnion'', at least from the way Garlot immediately groans and goes "well, here we go again" when he falls for Medoute.
* Izzie from ''GreysAnatomy'' is a female version. Her "true loves" include her patient Denny Duquette, George, and Alex.
* Rosethorn, of the WhateleyUniverse, whose first name really ''is'' Romeo. He's strikingly handsome, and has mutant powers. He tends to find Miss Right, make her over, improve her self-esteem, etc., until she dumps him. She always dumps him. Either she hates being the dumpy one in the relationship, or she becomes 'pretty' enough for other guys to see her as desirable, or the whole 'my mother is a dangerous supervillain' thing comes up and torpedoes the relationship, or...
* In some of the {{DragonLance}} Novels detailing the early lives of the Heroes of the Lance, Caramon is described this way. His brother makes some snarky remarks about his tendency to be in love with a new girl every week, though eventually he settles down with his true love Tika.
* JohnnyBravo

* Claire Stanfield from ''{{Baccano}}'' has a history of this, literally falling in love and proposing marriage to complete strangers, almost at random. He has a hard time convincing his brothers that his relationship with [[spoiler:Chane]] is any different other than that she didn't immediately say no.
* The ''Anime/{{Pokemon}}'' anime has Brock. But it's not (usually) because he gets rejected, but he keeps being stopped and pulled away by Misty (pulling by the ear), Max (after getting it from the former), May (on ''one'' occasion), his Bonsly (only a few times with Double-Edge), or his Croagunk (with a Poison Jab, no less).

* Martina of ''[[{{Slayers}} Slayers Next]]'' falls madly in love with just about every male member of the cast she meets. The fixation on Zangulus at the end of the season lasts long enough to get her married off.
* Although the Lord of Angels and Demons (of ''TheQuestportChronicles'') is treated as TheCasanova in-universe, he's actually more this trope, especially with regards to the Secret Keeper and the Queen of Rogues and Robbers.

* A female version from ''{{6teen}}'' is Caitlin

* Very much the case with Neal from Tamora Pierce's 'Protector of the Small' quartet, although he eventually gets over it and gets married.

* A female version from 6teen is Caitlin

* The ''{{Pokemon}}'' anime has Brock. But it's not (usually) because he gets rejected, but he keeps being stopped and pulled away by Misty (pulling by the ear), Max (after getting it from the former), May (on ''one'' occasion), his Bonsly (only a few times with Double-Edge), or his Croagunk (with a Poison Jab, no less).

* Ted Mosby from ''HowIMetYourMother'' is GenreBlind up to believe each girl he dates as "the One". [[LampshadeHanging Lampshaded]] in a recent episode when Lily compains about all these random girls showing up in their group photos.
* The EncyclopediaBrown series has KidAnova Tyrone Taylor.

->--'''Romeo''', from ''RomeoAndJuliet''

-> - ''{{Jeeves And Wooster}}''

* Bingo Little from ''JeevesAndWooster'', in the show's first three episodes alone, is "in love" with ''four'' different girls!
** He's like that in the stories too, but eventually gets married and settles down.

* Howl from HowlsMovingCastle pretty much defines this trope. He goes out, falls in love with a girl, spends an inordinate amount of time and effort wooing her, and then...drops her once she falls in love with him. Repeat on infinite. The first one he fails to do this to is Sophie, who turned him into a LadyKillerInLove and who he eventually married.

* In ''WillGraysonWillGrayson'' Tiny Cooper is constantly swooning after and being heart-broken over guy after guy (after guy after guy). Apart from his gay-ness and large-ness, this is practically his defining feature.

* In ''WillGraysonWillGrayson'' Tiny Cooper is constantly swooning after guy after guy. His friends mock this.

* The [[Pokémon animé]] has Brock. But it's not (usually) because he gets rejected, but he keeps being stopped and pulled away by Misty (pulling by the ear), Max (after getting it from the former), May (on ''one'' occasion), his Bonsly (only a few times with Double-Edge), or his Croagunk (with a Poison Jab, no less).

* Adolin from TheStormlightArchive is this in spades. Frequently lampshaded by his brother, and several other characters.

* The TropeNamer is Romeo from ''RomeoAndJuliet'', who is himself something of a Serial Romeo. At the beginning of the play he is desperately in love with a girl named Rosaline, who has rejected him. Soon after, he meets Juliet, and promptly forgets his feelings for Rosaline, which he now sees as a passing infatuation.

* Adolin from TheStormlightArchive is this in spades.

* [[LeisureSuitLarry Larry Butz]] from the ''AceAttorney'' series is constantly either trying to get together with a woman with whom he's fallen madly in love, or just been dumped. We rarely see him actually ''in'' a relationship. This is a big part of his character, though: [[WhyDoYouKeepChangingJobs He also has a different job every time we see him]].

* The TropeNamer is Romeo from ''RomeoAndJuliet'', who is himself something of a Serial Romeo. At the beginning of the play he is desperately in love with a girl named Rosaline, who has rejected him. Soon after, he meets Juliet, and promptly forgets his feelings for Rosaline, which he now sees as a passing infatuation. Goodness only knows what might have happened if Juliet had also rejected him.
** Probably nothing, which would have rendered the plot of Romeo and Juliet moot. Or at least saved a lot of suffering and tragedy. But yeah.

** Probably nothing, which would have rendered the plot of Romeo and Juliet moot. Or at least saved a lot of suffering and tragedy. But. Yeah.