So, since I'm not (too) biased on Pokémon Shippings, why not explore how they feel about being paired with other people and/or Pokémon? I know this has been done before, but here's my take on it.
Who to start with? Ash is too cliché, he'll be later. Since there seems to be some running joke with the name of this character's Shipping names (and because I love him to pieces), I'll start with…
What is this now? Fans like to romantically pair me with other characters? And you want to know my opinion on them? Um, okay. I guess I'm up for anything. But if I don't agree with this, I'm fining you!
AttentionDeficitShipping – Barry x Jessie
Attention deficit? Ignoring… Um, Jessie? Yeah, I don't think so. Bad guys are not my cup of tea…
BoastShipping – Barry x Ursula
I don't think Ursula and I would get along… She seems scary…
BoulevardShipping – Barry x Silver
Silver? Yeah, I'm not sure about him. He reminds me of Paul…in a cold-shoulder type of way, not a douchy way.
BrokenFaderCartelShipping – Barry x Feebas
A Feebas? Really, guys?
CaffeineShipping – Barry x Steven Stone
Caffeine! I was told that I consume too much of it. Hmm, Steven Stone? Never met the guy, but I heard somewhere that he's pretty cool.
CalendarShipping – Barry x May
I've never met May, but from what I've heard from Ash, she seems like a cool chick. Reminds me of Dawn in a way.
CaramelMacchiatoShipping – Barry x Cilan
Mmm…caramel macchiato… Oh, Cilan? Never met him either, but he and his brothers are in charge of a restaurant! I wanna go!
ChallengeShipping – Barry x Palmer
…My dad? Wait, wait, some people support this Ship? WHAT?
ChocolateCoffeeShipping – Barry x Iris
Chocolate coffee! Oh, Iris? She seems like someone I could get along with.
ClingyShipping – Barry x Lucas
Lucas! He's my best friend, along with Dawn, and we're all really close. I could see why people would support the two of us.
ColdcoffeeShipping – Barry x Paul
P-Paul? Yeah, I admire him, but…he's so rude to me. Kinda sad, really. I just want to be his friend…
CollideShipping – Barry x Ash
Ash? Eh, we're friends, but not more than that. Besides, he already has enough trouble with girls, supposedly.
ConquistadorInstantLeprosySh ipping – Barry x Muk
WHAT THE HELL, GUYS?
DesktopcoreShipping – Barry x Missingno.
WHAT THE HELL AGAIN, GUYS? IS MISSINGNO. EVEN A POKÉMON?
EbbShipping – Barry x Empoleon
EmulateShipping – Barry x Zoey
Zoey and I are okay, but I don't think we'd ever go out.
FairHairedShipping – Barry x Cynthia
Cynthia? I'd like to score a date with her, but I'm sure many guys would. She's awesome!
FallToGraceShipping – Barry x Arceus
AAAHHHH, GUYS! You're killin' me, here. The God of Pokémon?
GiveDaddyTheKnifeShipping – Barry x Kris
Who the hell came up with the name for this one? I've never met Kris. I don't know anything about her.
HerbalCoffeeShipping – Barry x Leaf
Herbal coffee? Hmm, I'll have to try it. I've never met Leaf, either.
HotCoffeeShipping – Barry x Reggie
Paul's brother? See, I can't see how they're related at all. He's really nice.
HyperShipping – Barry x Bianca (BW)
This is apparently a very popular pairing, but I've only met Bianca once. I've been told that it wouldn't be a good idea to be a room together for fear that we would break everything. Which I'm assuming is a good thing we met outside… Some people also think that we're related, which would make this Ship weird…
People paired me and my dad together, guys…
IcedCoffeeShipping – Barry x Marley
I feel like she would be very annoyed with me… Maybe not as much as Ursula, but I haven't had a chance to get to know Marley.
KusobokechinkoShipping – Barry x himself
Very funny, guys…
KusomangaShipping – Barry x Pearl (Special)
My PokéSpe counterpart? Whoa, that's just bizarre…
KusotranceShipping – Barry x Sabrina
I'm terrified of this woman…
LameBrainShipping – Barry x Conway
MercurialShipping – Barry x Looker
The detective? Um, no…
Mutant64Shipping – Barry x Ditto
C'MON GUYS, THIS ISN'T FUNNY ANYMORE!
NexpressoShipping – Barry x Hilda
What's a nexpresso? I've never met Hilda, but she's friends with Bianca so maybe I'll meet her one day.
PlasmaCoffeeShipping – Barry x N
Y'know, I just now noticed all of the coffee references… N? He seems like he needs a hug. I feel bad for him.
ReinShipping – Barry x Brock
SakugoShipping – Barry x Kenny
We're good friends, but that's it.
SanFranciscoShipping – Barry x James
Okay, why was my name included in this Shipping? San Francisco, guys? I'm hurt…
SquirrelsInMyPantsShipping – Barry x Pachirisu
Is this a Phineas and Ferb reference?
SublightShipping – Barry x Magikarp
WHAT IS WITH YOU GUYS AND FISH POKÉMON?
TiramisuShipping – Barry x Lyra
I heard Lyra was pretty cool. Never met her, though.
TwinleafShipping – Barry x Dawn
Dawn and I are good friends, just like Lucas and I are. She might like someone else, though.
Yeah, that was a little crazy. I don't know what you guys were trying to imply with all the coffee references, but whatever. I kinda want some coffee now…
YOU GUYS PAIRED ME WITH MISSINGNO.! I'M AT LEAST FINING YOU A MILLION FOR THAT ONE!
Okay, so that was fun. Anyone got any suggestions? I can do any character, any canon (or I'll try to), so go ahead!