Long-Haired Pretty Boy



"For your hair is long...

Scattered over your cheeks, full of desire;

And you have white skin from careful preparation,

Hunting after Aphrodite by your beauty,

Not exposed to strokes of the sun..."

- Pentheus describes Dionysus, Bacchae

How do you make a Pretty Boy even prettier? Give him long (shoulder-length or longer), flowing tresses of glossy hair. Bonus points for wearing it loose, no matter how impractical this may be.

If he's not the type for just sitting around looking pretty he might also be a Badass Long Hair. Villainous versions are likely to also be a White Haired Pretty Boy. A lot of these fall under Viewer Gender Confusion (for some people), because Long Hair Is Feminine (if the confusion occurs in-universe, it's an example of Dude Looks Like a Lady). Related to Rapunzel Hair.

Anime and Manga

 * Loveless: Soubi, Nisei, and the male Zeroes
 * Finder Series: Feilong
 * 100% Perfect Girl: Jarte's secretary Benjamin
 * Ai no Kusabi: Iason, many of the Elites in general and Guy.
 * Kyou Kara Maou: Gunter and Saralegui
 * The Crimson Spell: Havi
 * The Yu-Gi-Oh series is guilty of this trope. You've got Bakura, Pegasus, Otogi, Espa Roba, Marik, Dartz, and Sigfried.
 * Continuing with Yu-Gi-Oh GX: Ryo, Daitokuji-sensei, Fubuki...
 * Descendants of Darkness: Dr Watari, Sohryuu and Nagare (Hisoka's father).
 * Inuyasha: Sesshoumaru, so much. Naraku, maybe, when he's not shown as an Eldritch Abomination Gonk. There's also Bankotsu, Kouga and the eponymous Inuyasha himself.
 * Fushigi Yuugi has Hotohori, Nuriko, Tomo (without the makeup), Tatara, Tenkou, and Renhou's demon form. Its prequel series Fushigi Yuugi Genbu Kaiden adds Uruki, Hikitsu, and Hagus to that list.
 * Rurouni Kenshin: Kenshin
 * Yu Yu Hakusho: Kurama (in both Youko and human form), Karasu, Itsuki, and Shishiwakamaru. Sakyou, meanwhile, has more of a mullet.
 * Several characters by CLAMP, especially in their shoujo series:
 * Magic Knight Rayearth: Zagato
 * RG Veda: Yasha
 * X 1999: Kakyou Kuzuki
 * Cardcaptor Sakura: Yue and Clow
 * Code Geass: Xingke and Clovis. There's also V.V., though he's more of a Cute Shotaro Boy than a Bishounen.
 * Bakuretsu Hunters: Marron Glace.
 * Revolutionary Girl Utena: Touga, Akio, and Saionji
 * Blade of the Immortal: Anotsu (practically the token bishonen in this manga).
 * Ah My Goddess (movie version): Celestine
 * Berserk: Griffith
 * Escaflowne: Allen Schezar
 * Saint Seiya: Shiryu, Shun and Hyoga (and countless secondary characters, most notably Shaka and Mu. Lots of Badass Long Hair also applies).
 * Zetsuai 1989: Koji
 * The Tyrant Falls in Love: Souichi, whenever Slipknot Ponytail is in effect.
 * Saint Beast: Quite a few: Shin, Luca, and Lucifer for sure, Gai possibly. Rey is by far the worst offender.
 * Naruto: Haku, Neji, Dan, Deidara, Itachi, and Kabuto.
 * And Benten from the filler.
 * Inoichi Yamanaka is an older example.
 * Sasuke in Curse Seal Level 2 form.
 * Sakura Gari: Souma (before his Important Haircut) and Youya.
 * Senkou no Night Raid: Natsume.
 * D Gray Man: Yu Kanda, Jasdevi and maybe General Cross (he's not really a boy).
 * And Tyki Mikk.
 * Fruits Basket: Ayame and Ritsu Sohma
 * Saiunkoku Monogatari: Half the cast, starting with Shi Ryuuki and Shi Seiran, and also especially including Ko Kijin and Sa Sakujun.
 * Kiniro no Corda: Azuma Yunoki.
 * Full Metal Panic: Leonard Testarossa and Kurz Weber.
 * Peacemaker Kurogane: Souji Okita, Susumu, Yoshida, Hijikata, Kichisaburo, Maro, and Tetsunosuke.
 * 07-Ghost: Hakuren Oak.
 * Pandora Hearts: Vincent,, Ernest, Leo, , and Rufus Barma. Also, Gilbert's hair is long enough that he can tie it back with a hair ribbon.
 * Black Butler: Aleister "Viscount Druitt" Chamber, Prince Soma, and the Undertaker.
 * Chapter 67 gives us Edgar Redmond.
 * Sukisho: Sunao, Matsuri, Professor Aizawa, and Nanami.
 * The titular Id.
 * Mononoke: Kusuriuri.
 * Ranma 1/2: Tsubasa Kurenai, Konatsu the Kunoichi, Saffron, and Mousse.
 * Some would say Male Ranma also counts.
 * Princess Princess: Yuujirou Shihoudani
 * Kannazuki no Miko: Tsubasa
 * A Kiss To The Prince: Yu-Jen
 * Bleach: Byakuya, Ukitake, Szayel, Rose and Ilforte.
 * Manga flashbacks show Shinji and Yumichika were this in the past, but they've since cut their hair to jaw-length.
 * Power-ups can temporarily result in characters gaining longer hair such as Grimmjow, Ulquiorra,  and.
 * Gankutsuou: Andrea and Peppo.
 * Outlaw Star: Harry
 * Nana: Takumi Ichinose.
 * Katekyo Hitman Reborn: Future!Mukuro, Squalo, Kikyo, Nosaru, Daemon Spade, and Basil.
 * MAR: Rolan
 * Kaleido Star: Leon Oswald
 * Kaze to Ki no Uta: Arion "The White Prince" Rosemariné and Jules de Ferrier.
 * Air Gear: Shalott and Kaito.
 * Utawarerumono: Hauenkua.
 * Is'': Jun Koshinae.
 * D.N.Angel: Krad; his blonde ponytail is easily longer than he is-this is noticeable when he flies and his hair has to catch up with him.
 * Axis Powers Hetalia: China and Germania. And France, since his hair is long enough that he can pull it back. (especially when he shaves his beard like in Hetaween 2011). Also, Lithuania.
 * Black Bird: Sagami
 * Uragiri wa Boku no Namae wo Shitteiru: Takashiro Giou, Kanata "Reiga Giou" Wakamiya, and Isuzu Fujiwara. Also
 * Excel Saga: Il Palazzo.
 * Rah Xephon: Dr. Itsuki Kisaragi
 * Gintama: Zura Zurako Katsura. And Kamui.
 * Immortal Rain: Rain
 * Sailor Moon: Fisheye, Nephrite, Zoisite and Kunzite. Also, Ali (his alien form) in the anime only Doom Tree arc. And Fiore (his alien form) in the Sailor Moon R movie. And Artemis (his human form) in the manga.
 * Psyren: Oboro Mochizuki and Future!Shao.
 * Speed Grapher: Tsujido and Suitengu.
 * Vampire Knight: Kaname and Rido
 * Basilisk: Gennosuke and Yashamaru. Also Hyouma, who's prettier than both of them.
 * Mahou Sensei Negima: Negi Springfield during his lightning-god form when his hair is at its longest.
 * Nabari no Ou: Raikou Shimizu.
 * Rosario Plus Vampire: Fong-Fong Wong
 * Death Note: Mello and Mikami
 * Beelzebub: Natsume and Athrun. Himekawa as well, when his hair is brushed down (and not in a pompadour) also counts as a White Haired Pretty Boy.
 * Heroman: Joey
 * Inazuma Eleven: Terumi "Aphrodi" Afuro.
 * Gundam Wing: Duo Maxwell and Zechs Merquise.
 * Shaman King: Asakura Hao.
 * Dragon Knights: Rune
 * Amatsuki: Bonten
 * Oniichan to Issho: Masashi
 * Gorgeous Carat: Florian, although Azura has longer hair and also applies (he just happens to be the resident White Haired Pretty Boy and the Big Bad as well).
 * Claymore: Isley of the north
 * Swan: Aoi and Lucien
 * Night Walker: Cain and Shido
 * Ookami-San: Taro Urashima
 * Digimon Frontier: Kouji Minamoto
 * Pretty Cure: Mukadia of Yes Pretty Cure 5 GoGo, Souler of Fresh Pretty Cure, Cobraja of Heartcatch Precure and Baritone of Suite Pretty Cure.
 * Naru Taru: Norio Koga
 * Read Or Die TV: Junior
 * Samurai Champloo: Jin, especially in the last scene.
 * Trinity Blood: Abel, Hugues, Isaak, Cain and Virgil to name a few.
 * Future GPX Cyber Formula: Karl Lichter von Randoll, in his SAGA and SIN incarnations.
 * Yumeka Sumomo's The Day I Became A Butterfly: Uka
 * Fairy Tail: Freed Justine. He even has a beauty mark.
 * Magical Girl Lyrical Nanoha Strikers: Verossa Acous
 * Shugo Chara: Nagihiko Fujisaki. Justified because he's a crossdresser.
 * Mobile Suit Gundam Unicorn: Full Frontal
 * Monochrome Factor: Shirogane
 * Pokémon: Nando
 * Angel Sanctuary: Rosiel
 * Corsair: Jean-Hughes D'Aubigne and Canale Delacroix.
 * Macross Frontier: Alto Saotome a.k.a. Hime-sama.
 * Level E: Prince Baka
 * The Secret Agreement: Iori
 * Kiri from Wild Rose and Olgrius and Shui from Wild Wind, as per Author Appeal.
 * Magical X Miracle: Half the male cast (Glenn, Yue, Francis, Ardi, the king), and even of those male characters who aren't, most still have at least shoulder-length Go Nagai Sideburns.
 * Gakuen Heaven: Kaoru (whose hair is pink) and Naruse.
 * Chara Cafe Relish Ni Oide: Kaida Reiji
 * Patalliro: Jack Bancoran and Maraich, plus all lover boys/Swedish assassins.
 * Bt'X: Fou Lafine; Bt'X is by the creater of Saint Seiya and shares many stylistic features with its predecessor.
 * Get Backers!: Kazuki
 * Fullmetal Alchemist: Edward, as he's Bishonen and has long hair in the first anime. Al counts in The Movie.
 * Here Is Greenwood: Shun Kisaragi
 * Mawaru Penguindrum: Sanetoshi Watase
 * Tsukigasa: Azuma.
 * Reimei no Arcana: Caesar. He cuts his hair in Chapter 8 after Nakaba is forced to get her red hair dyed. Adel, Nakaba's relative and the heir to the Senan throne.
 * Hellsing: Luke Valentine.
 * No 6: Nezumi's hair is long enough to tie back, and he's certainly bishie enough.
 * Black Cat: Charden Flamberg.
 * Aburatsubo from Magic Users Club. He's tall, has long red hair, and is gorgeous.
 * Karakuridouji Ultimo: Rune and Jealous/Jealousy.
 * Angels Feather: Reiya Wakabayashi.
 * Yunoki of Kiniro no Corda.
 * Hatenkou Yuugi: Alzeid's brother.

Comics

 * Not that there's anything "Pretty Boy about him, since he's a big muscular dude, but The Mighty Thor deserves a mention for his long blonde hair. He ain't called Goldilocks for nothin', true believers!
 * Ditto for Doc Samson.

Film

 * The Lord of the Rings: Legolas in the film adaptation is a live-action example of this trope.
 * Even more surprising for the Lord of the Rings movie, since Legolas is primarily a bowman-- which would definitely conflict... particularly since the only thing keeping his hair from getting tangled in the bowstring, is a small braid over his right ear.
 * He's an elf. He can handle it.
 * Most (if not all) elves in The Lord of the Rings movie are this.
 * And in new pictures, so's Aidan Turner as a DWARF. [Zr N Xhvds CQ/Th 9 Ffiu KZLI|Th 9 Ffiu KZLI]/AAAAAAAAJrk/lBtb3pmEMFQ/s400/kili-aidan.jpg&imgrefurl=http://allthingsrarmitage.blogspot.com/2011/07/in-anticipation-of-thorin-friday-will.html&usg=__R68wafwmhZniXxIw8V2WcLxIz5I=&h=224&w=196&sz=50&hl=en&start=0&zoom=1&tbnid=w3RgYpheWh5gVM:&tbnh=104&tbnw=90&ei=8v0mTuntGZCqrAe_rPi-CQ&prev=/search
 * The Man in The Iron Mask: Philippe/Louis.
 * Don Juan DeMarco: The eponymous character, played by Johnny Depp.
 * Yoshi in Bunraku fits this trope to a T. Not surprising, since he's played by Gackt.
 * In Mad Max 2: the Road Warrior, the character Golden Boy might count, being the (boy?)friend of Wez and having, by comparison, a rather handsome face and long, flowing, blonde hair.

Literature

 * Every male character from the Anita Blake series.
 * Every male character from the Merry Gentry series.
 * And since the Anita Blake and Merry Gentry books are written by the same author, Author Appeal is probably at work.
 * Roiben from the Tithe novels by Holly Black. Another elf...
 * Prince Roger McClintock
 * Elric of Melnibone.
 * The Lion in Winter: King Philippe
 * Possibly teenage Mowgli in The Second Jungle Book.
 * Fablehaven has Bracken, who is tall, willowy, youthful, and has long, soft silver-white hair.
 * Vanyel Ashkevron from Mercedes Lackey's Velgarth universe. Also Firesong.
 * Pick a male Tolkien's elf. Any male Tolkien's elf. Except Cirdan and Mahtan (who are long-haired, but don't look like pretty boys).
 * Numair from the Tortall Universe. There is definitely overlap with Badass Long Hair, especially in the second book in which he turns a man into a tree.

Live Action TV
"Hotch: What? Did you join a boy band?"
 * The Groosalugg from Angel falls under this trope, until he and Cordelia go on vacation, and he cuts it short... And familiarily...
 * Duncan MacLeod from Highlander, until season 6 when the actor got tired of it.
 * In Criminal Minds, Reid had longish hair in the earlier seasons but it was shoulder-length in season five. Later on in the season, Reid got a haircut. Crowning Moment of Funny when the team sees Reid's new hair.

Music

 * Anthony Keidis from the Red Hot Chili Peppers, although he's recently cut it short.
 * Vocaloid2: Kamui Gakupo, whose voice is sampled from Gackt. Also, Kaito is sometimes depicted in fanart with a long mullet tied into a ponytail, especially when he's drawn in the same samurai-style as Gakupo.
 * Len can also count, seeing as its long enough to put in a short ponytail, and there's plenty of fanart depicting him as a Pretty Boy.
 * In The Eighties, there was Nelson.
 * The Beatles
 * Particularly John when he had shoulder length hair and cleanshaven. As seen in Let It Be.
 * Michael Kiske during his time in Helloween, as seen here.
 * Sebastian Bach of Skid Row.
 * Led Zeppelin: All of them. That is all.
 * Eddie Vedder of Pearl Jam in the early years. Oh so much.
 * David Gilmour of Pink Floyd in the earlier stages of their career.
 * Hanson in The Nineties.
 * Every post-Aramary Sound Horizon album includes at least one Long Haired Pretty Boy. It makes one wonder if it's all just an elaborate excuse for Revo to wear a bunch of silly wigs on stage.
 * Antonio Pontarelli, a sadly underrated rock violinist and singer.

Mythology

 * Cu Chulainn of Celtic Mythology is described in the Tain Bo Cuailgne as as a beautiful young man with long, multi-hued hair that fell past his shoulders.

Theater

 * Tanz Der Vampire: Herbert

Video Games

 * Golden Sun: Felix, Piers, and Alex.
 * The Final Fantasy series' general design philosophy for male characters makes this trope present in abundance:
 * Even since the beginning--Red Mage's and White Wizard's original sprites were long haired pretty boys (okay, we can't tell if they're pretty, precisely - or guys, for that matter - but it's Final Fantasy in the Yoshitaka Amano era. Odds are good that they are).
 * Warrior of Light becomes one in Dissidia, which was based on Amano's art for the Warrior class.
 * Final Fantasy II has The Emperor and his Rapunzel Hair. Firion counts as well, when he's given longer hair.
 * Final Fantasy IV has the ever-so-pretty Cecil (who is sometimes drawn with short hair, but rarely). In the sequel, his hair's yet longer...but still not as long as Kain, with his long, straight, lovely blond hair.
 * Final Fantasy VI has White Haired Pretty Boy Setzer, and Chivalrous Pervert Edgar.
 * Final Fantasy VII: Veni, veni, venias! Ne me mori facias! Sephiroth! Let's not forget Vincent Valentine, though.
 * Kadaj and Yazoo from Advent Children take after Sephiroth.
 * Final Fantasy VIII has Irvine. Save a horse, ride a cowboy, indeed. Laguna too, when he was younger.
 * Final Fantasy IX has Kuja, bishiest of all.
 * Final Fantasy X has Seymour Guado (although how pretty he is may be subject to debate).
 * Final Fantasy XII has Larsa and Vayne Solidor, and Al-Cid Margrace.
 * Final Fantasy XIII nearly avoids the trope, but Cid and Rygdea keep the tradition alive.
 * Chrono Trigger: The boss Flea. The chest padding in the game art doesn't help.
 * Super Punch Out: Kabuki dancing boxer Heike Kagero (long purple hair, even).
 * Kingdom Hearts: Xehanort, Xemnas, "Ansem", Saix, Marluxia, Riku, Vexen... Yeah, Kingdom Hearts is the master of Long Haired hotties.
 * Street Fighter: Vega
 * Ken too, especially in the Alpha series.
 * Alex, also. 'Dat ponytail.
 * Tales of Symphonia: Zelos Wilder and Yggdrasill.
 * Samurai Shodown: Ukyo Tachibana.
 * Dynasty Warriors: Several examples, most notably Zhang He and Zhou Yu.
 * There's also Zhao Yun, Zhuge Liang, Ling Tong and Jiang Wei.
 * Samurai Warriors: we have Ishida Mitsunari, Akechi Mitsuhide and Sasaki Kojiro.
 * Warriors Orochi: Taigong Wang, if he wore it loose that is.
 * Okami:
 * Sengoku Basara: Akechi Mitsuhide and Maeda Keiji. Sanada Yukimura is of the rat-tail variety, but qualifies when he lets it down.
 * Infinite Space: A few male characters (including the main character), most notably Lord Roth, who has waist-length hair.
 * Assassin's Creed II: Ezio. His hair is usually in a ponytail, but does reach his shoulders. And damn, is he a pretty boy.
 * The Legend of Zelda Majoras Mask: Kafei
 * World of Warcraft: Lots, most notably Arthas Menethil and Kael'thas Sunstrider.
 * Tales of Vesperia: Yuri Lowell, plus Duke.
 * Star Ocean: Ioshua Jerand from the first game, and Dias Flac from The Second Story/Second Evolution. Meanwhile, Albel Nox from Till the End of Time has twin rattails that reach past his waist.
 * .hack//G.U. games: Endrance, crossing into Dude Looks Like a Lady territory. Also, Kuhn.
 * Tales of the Abyss: Luke, before his haircut,  Asch, and Jade. Also Van and Peony.
 * Harvest Moon has been fond of this lately. Julius and Jin come to mind.
 * King of Fighters: Duo Lon.
 * Mortal Kombat: Raiden doesn't initially come off as this, but take away his hat and cloak, and you're left with a rather pretty man with a glorious mane of white hair.
 * Partially lampshaded in Mortal Kombat 9 where, upon learning they are fighting for the safety of Earth, Johnny Cage asks Raiden, "What should we do, besides standing around looking pretty?"
 * The Fire Emblem series has had plenty of these, dating as far back as Nabarl from the very first game. Perhaps the most famous examples are Lucius from Blazing Sword and Soren from Path of Radiance.
 * Guilty Gear has quite a few, with Testament standing out in particular.
 * Soul Series: Siegfried Schtauffen. He used to have short hair in Soul Blade, but it's grown out a lot in later games.

Web Comics

 * Annyseed The sinister Mr Coldsteem.
 * El Goonish Shive: Noah.
 * Monsterful: Jacob Bottom Button, the Rag doll boy.
 * Girl Genius: Maxim, who was originally meant to be nothing more than a joke sketch of a Pretty Boy Jagermonster.
 * Paradis has angels as this, specifically Gabriel.
 * A Broken Winter: While both Kuroda and Reisen have very long hair, Reisen lets his fly in true pretty-boy style. Kuroda keeps his in a neat tail.
 * Erik of Ménage à 3.

Web Videos

 * The Nostalgia Critic as a sixteen year old.

Western Animation

 * Teen Titans: Malchior.
 * Avatar: The Last Airbender: Several characters, including Haru and Firelord Ozai.
 * Sym Bionic Titan: Lance and Soloman, who both also fall under Badass Long Hair.
 * Ben 10: Kevin Levin, whose hair falls to his shoulders.
 * Generator Rex: Van Kleiss is also an older example.
 * Adventure Time: Finn would be considered this when he removes his hat http://www.youtube.com/watch?v=sRlxhS8t_2k
 * Metalocalypse: Skwisgaar Skwigelf.