New Trainer classes

[Space Opera]

Gangsta class. They train Pokemon like Scrafty and Honchkrow. Every time one comes up to you, they say "I'mma bust a cap in your punk ass!" They steal all your items if you lose, and they ditch all their Pokemon and run if they lose. They frequently fight in doubles or triples. They only come out at night. Oh, and every turn, there's a 20% chance of the Gangsta randomly shooting your Pokemon.

And if you win, they do all of that anyway.

 

[cityvillain]

Another ghost specialist would be a halloween trick or treat kids
They wear costumes of ghost, zombie, witch, vampire or frankenstein. I think it would be really cute.

 

[Noctis]

Another ghost specialist would be a halloween trick or treat kids
They wear costumes of ghost, zombie, witch, vampire or frankenstein. I think it would be really cute.

Indeed. I'd also like to see more Ghost-type specialists.

Another Dragon-type specialist would be nice too. Perhaps a professor obsessed with myths and legends?

 

[jda95]

A "Fireman" water-type specialist found on land routes.

And a "Chef" fire-type specialist who uses them to cook in the kitchen.

 

[Kyuuketsuki]

Bookworm: Uses Pokémon that are generally smart, such as Psychics, and Bugs.

Environmentalist: Uses Grass-Types that resemble plants.

 

[lord_emina]

Shiny Hunter: Has 1 or more Shiny Pokemon in his/her Team. Then as a nice gag in the game, there would be one Shiny Hunter that doesn't have any, but has 6 Pikachus thinking he has 6 Shiny Pichus...

Fire Fighter: Uses Water and Fighting Pokemon

 

[Kyuuketsuki]

Diver: Encountered when using Dive, uses Pokémon usually found underwater.

Tourist: Found after obtaining the National Pokédex, uses Pokémon from another region.

 

[voidcritter]

Hippies! They specialize in Psychic and Grass-type Pokemon.

 

[Koukoubean]

-Lots of the Trainer classes need either male or female counterparts. For example, female Bug Catchers/Maniacs, Butlers, female Joggers, a male counterpart for the Beauty class, female Cleaners/Janitors (it's common in here, mind you), male Twins, male Teachers, etc.
-Entomologists. We've had both Bug Catchers and Bug Maniacs, but we're moving up one more rank. Have them be geniuses in the research and training of Bug-types.
-Variations in Musicians, like Pianists, Flutists, Drummers, or Chorus Kids.
-Lawyers/Prosecutors/Attorneys/Judges. I think it says enough; we haven't seen who runs the justice system yet. Male and female versions as well, using Psychic or Ghost-type Pokemon, or something related to detecting the truth.
-Similarly, detectives and International Police members with codenames, using any Pokemon.
-Bodyguards/Gatekeepers. We've had a few of them running around in multiple canons, and these men in suits and shades in B/W remind me of them. Don't know what kind of Pokemon they'd use, but they'd challenge you by surprise inside buildings.