Player-based and rival-based human characters:
Ash Ketchum x Misty (Pokémon Shipping 101, people! XD)
Red x Green (Wouldn't Red/Green like some companionship after all this time of their travails on Mt. Silver? The first in a long line of "player protagonist pairings".. Also, the Girl Next Door principle)
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This user's favorite shipping is BurningLeafShipping.
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Jimmy x Kris/Marina (See The Legend of Thunder. See, Jimmy's Typhlosion knows! ( ͡° ͜ʖ ͡°))
Ethan x Lyra (Girl Next Door principle)
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This user's favorite shipping is HeartSoulShipping.
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Brendan x May (Girl Next Door principle, and Pokémon Ruby, Sapphire, and Emerald showed good social chemistry and mutual-assistance between them, in my opinion.)
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This user's favorite shipping is HoennShipping.
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Damion x Dawn Platinum Berlitz (Girl Next Door principle)
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This user's favorite shipping is FortuneShipping.
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Blake/Hilbert x Whitlea/Hilda (Girl Next Door principle; I would have otherwise gone with "N x Whitlea")
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This user's favorite shipping is ChessShipping.
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Cheren x Bianca (Cheren is to Bianca/Bel as Blake is to Whitlea...! Also, they all make a lovely quartet that has a pairing of couples..)
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This user's favorite shipping is DualRivalShipping.
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Nate x Rosa (Girl Next Door principle, although Pokémon Special is kind of discouraging with "N x Rosa"..)
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This user's favorite shipping is VisorShipping.
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Xavier/Calem x Yvonne (Girl Next Door principle)
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This user's favorite shipping is KalosShipping.
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Wes x Rui (Rescue Romance principle..kind of? It's admirable that Rui immediately chose to focus more on Wes's potential for goodwill rather than his past as a Team Snagem member..)
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This user's favorite shipping is ColosseumShipping.
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Pokémon League-based human characters:
Brock x Lucy (Queen of the Serpentine! had a rather large effect on me.. XD Otherwise, I would have gone with "Brock x Professor Ivy", of course.)
Flint (Kanto) x Lola (see A Family That Battles Together Stays Together!. LOL, English dub!)
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This user's favorite shipping is Brock'sHormonesShipping.
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Koga x Erika (Ninjas and geishas! ..or Yamato Nadeshiko..or something. -.-)
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This user's favorite shipping is NihonShipping.
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Sabrina x Kiyo (the "mind over matter" principle; and, conveniently, both of them are even based in Saffron City as Gym Leaders, to boot!)
Lt. Surge x Elesa (♪ Electricity, E-lectricity! ♪ Also, brawn and beauty go nicely together.. Also, Lt. Surge reminds me of Duke Nukem, and Elesa seems like the type of high-class girl that might stick around with Duke Nukem..or something. XD)
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This user's favorite shipping is AmpereShipping.
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Bruno x Lorelei (their Type specialties contrast each other nicely with the "Fighting type > Ice type" motif, both of them are formidable Indigo Plateau/Kanto Elite Four members, and Bruno's massive strength goes nicely with Lorelei's massive beauty.. Plus, their chambers are right next to each other.. XD
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This user's favorite shipping is ControlShipping.
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Falkner x Skyla (Flying-type Gym Leaders for the win! Also, Falkner's "ancient clan" seems to complement Skyla's embracement of aviation technology..)
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This user's favorite shipping is AtmosShipping.
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Morty x Jasmine (they just seem like they would make a really good Johto couple.. XD)
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This user's favorite shipping is SpiritShipping.
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Will x Karen (their Type specialties complement each other nicely, both of them are formidable Indigo Plateau/Johto Elite Four members, and were introduced together compared to the "already-established" Koga, Bruno, and Lance of the Indigo Pokémon League!
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This user's favorite shipping is MasakudoShipping.
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Brawly x Roxanne (I thought that this duo was adorable together, and the idea of "martial-artsy surfer dude" willingly taking the time to travel across Hoenn's waters just to visit a "kind-hearted, studious, rock-hard schoolgirl" just seemed fascinating to me.. ♥)
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This user's favorite shipping is RockSmashShipping.
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Norman x Caroline (see There's No Place Like Hoenn. Also, it helps to reflect the player's familial set-up in Pokémon Ruby, Sapphire, and Emerald nicely.)
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This user's favorite shipping is BalanceShipping.
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Flint x Flannery (Fire-type Gym Leaders for the win (they seem rather rare)! Also, Flint's peppy (?) course of action seems to complement Flannery's battling passion (that was initially subdued under her adorable semi-shyness/slight lack of confidence))
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This user's favorite shipping is AdriShipping.
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Wallace x Winona (see Pokémon Special. Also, "water + wind = storms", and extraordinary elegance abounds!)
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This user's favorite shipping is GracefulShipping.
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Sidney x Phoebe (their Type specialties complement each other nicely, and both of them are formidable Hoenn Elite Four members! Also, Phoebe seems more "steeped in traditions" while Sidney, as he self-proclaimed, seems more "punk-ish"..)
Drake x Glacia (their Type specialties contrast each other nicely, Glacia holds Drake's Pokémon-training abilities in high regard with her "..and confirm the truly fearsome side of the Pokémon League." quote, and both of them are formidable Hoenn Elite Four members! They also seem somewhat similar in age, and I like how Drake's "rough and tattered" look contrasts Glacia's "breathtakingly beautiful and refined" look..)
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This user's favorite shipping is SeiryuuShipping.
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Volkner x Shauntal (mostly because Shauntal vividly mentioned their interaction; otherwise, I probably would've gone with "Grimsley x Shauntal"..)
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This user's favorite shipping is ThunderNovelShipping.
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Darach x Caitlin (Pokémon Black and White era. Darach's self-imposition of enforcing unrequited love is so sad, yet admirable.. ;_;)
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This user's favorite shipping is ValetShipping.
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Palmer x Argenta (they seem somewhat similar in age, I guess..)
Thorton x Dahlia (purely because of "Palmer x Argenta"; otherwise, I would consider this pairing a bit surprising.. XD)
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This user's favorite shipping is SharpStarShipping.
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Burgh x Viola (Bug-type Gym Leaders with hobbies that delve into the visual arts - Burgh with "art", and Viola with photography!)
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This user's favorite shipping is ArtofBugShipping.
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Cilan x Iris (well, they are both Gym Leaders, and they did spend a lot of time together during Ash's adventures in Unova!)
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This user's favorite shipping is WishfulShipping.
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Clemont x Korrina (kind of supported this on a whim, but I figured that it would be nice for the two of them to be together with someone.. XD)
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This user's favorite shipping is LaserbladeShipping.
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Crime syndicate-based human characters:
James x Jessie (Pokémon Shipping 202, people! XD)
Giovanni x Mars (well, Silver had to pop out from somewhere.. XD)
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This user's favorite shipping is StarsAboveShipping.
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Butch x Cassidy (Butch is to Cassidy as James is to Jessie...!)
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This user's favorite shipping is NeoRocketShipping.
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Tabitha x Shelly (Opposites attract, of course - with both of them being the main assistant of their respective team's leader! I like to imagine them openly bickering while secretly admiring each other.. XD)
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This user's favorite shipping is CommanderShipping.
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Matt x Courtney (Opposites attract, of course - with both of them being the "lesser-seen" assistant of their respective team's leader! Pokémon Omega Ruby and Alpha Sapphire seemed to enhance their potential for interaction and social chemistry even more..)
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This user's favorite shipping is BetaAdminShipping.
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Cyrus x Cynthia ("sun + moon = ...eclipse?" There was a PokéCommunity fan-fiction story that made "Lucian x Cynthia" seem appealing..)
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This user's favorite shipping is MizuhikiShipping.
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Colress x Fennel (♫♪ "She blinded me, with SCIENCE!" (in Unova))
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This user's favorite shipping is DreamyHairShipping.
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Lysandre x Malva (Team Flare's charismatic (?) leader and a fiery distinguished hot lady who joins/joined Team Flare, works as a Kalos Elite Four member, and doubles as a reporter/newscaster?)
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This user's favorite shipping is BeautifulWorldShipping.
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Miscellaneous human characters:
Tracey Sketchit x Daisy (anime) (supported this pairing on a whim; no qualms with it..)
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This user's favorite shipping is HandymanShipping.
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Professor Samuel Oak x Agatha (Well, Agatha did have a crush on him.. XD But wow; the events of Pokémon Special seem to highly discourage this pairing, although I liked how that manga "embellished" on the relationship between Professor Oak and Agatha..)
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This user's favorite shipping is ExpertShipping.
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Professor Samuel Oak x Delia Ketchum (I feel like they would be doing something (at the moment, more along the lines of sharing platonic companionship) rather than staying idle in their usual locations all day.. XD)
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This user's favorite shipping is ElderShipping.
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Aarune x Zinnia (two new Hoenn people with Dragon-type Pokémon..? )
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This user's favorite shipping is DragonRuneShipping.
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N x Daisy Oak (their personas and "abilities" both seem to be evocative of the [tvtropes.org/pmwiki/pmwiki.php/Main/GirlNextDoor Friend To All Living Things] trope, and they both just seem so nice. ^_^))
Hugh x Homika/Roxie (pending...)
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This user's favorite shipping is RockBandShipping.
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Miscellaneous Pokémon characters:
Ash's Pikachu x Dawn's Buneary (Pokémon the Series: Diamond and Pearl made this pairing seem adorable, somehow..)
Ash's Greninja x Serena's Braixen ("fire + water" contrast, I guess? ..and so AmourShipping can get something tangible from Pokémon the Series: XY >_>)
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This user's favorite shipping is InsectivoreShipping.
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