CultureShockShipping (Lt. Surge & Erika) -- To be completely honest, this one just popped up out of nowhere just because of ONE fanart I saw; and it wasn't even a full-fledged fanart because it was a doodle I found on Deviantart! After thinking about it, it's actually pretty interesting if the age gap is putting aside (if you believe Lt. Surge is that much older than Erika). I can see this as a "mutual feelings ship but they won't ever get together" type of thing, which could be a pretty interesting fanfic. :3 I guess the ship name really fits; the stereotypical American soldier and the modern day Yamato Nadeshiko... I like it!
DevilShipping (Sidney/Phoebe) -- Another rare Hoenn ship I believe. I guess it's not as loved because of a potential age difference (?), but I like to think that Phoebe is older than she looks. Sidney and Phoebe could get along so well considering how they share a supernatural typing of Pokemon, and I actually believe Sidney is more down-to-earth than Phoebe who might have her head in the clouds from time to time. He might actually be the one who keeps the relationship grounded. XD
CombatShipping (Aaron/Maylene) -- This is another one that popped up reading fanfiction and I think it's really cute. Basically, they'd both be the youngest Trainer of their titles (Maylene is the youngest Sinnoh Gym Leader and Aaron is the youngest of the Sinnoh Elite Four). I can't really explain this one much other than the fact that I think it's cute.
Like a lot of the ships I ship.
ValetShipping (Darach/Caitlin) -- I thought it was cute when I initially saw it in Platinum. Even one of the NPCs said that Darach might hold special feelings for Caitlin. There's not a lot on this ship from what I know and it's sad! It would have been awesome if Darach had shown up in Caitlin's villa in Undella Town and I would love to see the dynamic between Darach and a more grown up Caitlin, but at least she mentioned him once. That's something.
On the non-romantic side of shipping, I was kind of hoping to see more StormFallShipping (Wallace/Lisia) pop up after it was revealed how Wallace and Lisia were related, but it never happened.
I mean, I see a few fanart popping up on Pixiv now and then, but I've yet to see anyone write fanfic on them being fabulous and adorable together (I'm in the process of writing one myself). I imagine Wallace was a great influence over Lisia during her childhood because Wallace was on babysitting duty. It could explain why she's so much like Wallace despite just being his niece. LOL
Also, I'd love to see more IlluminationShipping (Clemont/Bonnie/Elesa/Volkner) or even ElectrifiedShipping (Clemont/Lt. Surge/Wattson/Volkner/Elesa) in a family setting. They are sooo many bonding moments that could happen! That's...all I have to say about that. Someone make it happen. LOL