@WyrmSpawN  
Two bits.

My Medic Pone can’t possibly be this cute.

@Lurks-no-More  
I don’t see why you’re bringing up ponies in the comments section for a picture of a marshmallow.

@Frenchy  
In my current Pathfinder group, I’m playing a character based on Luna: Human, Aasimar (Azata-Blooded), currently a Level 1 Oracle/Level 1 Fighter, my Oracle’s Mystery is “Moon, and my curse is “Demonic  
STR: 10, Dex: 13, CON: 15, INT: 12, WIS: 12, CHA: 9.  
Currently equipped with a Longsword, Longbow, and Scale-Mail Armour.  
My spells include: Light (0th Level), Read Magic (0th Level), Enhanced Diplomacy (0th Level), and AAspect of the Nightengale (1st Level)

@infinita est lux Solis
 
Funny I also play Pathfinder.  
I hope Rarity is a sorcerer of the unicorn bloodline ;p

Arcane Trickster Rogue with the Guild Artisan background (tailoring, naturally)
 
Swashbuckler subclass works too as it’s Charisma-based.

@Frenchy  
(Note: I play Pathfinder, not D&D)  
Twilight: Human Wizard  
Rainbow: Sylph Fighter  
Applejack: Human Gunslinger  
Fluttershy: Elf Druid  
Rarity: Elf Sorcerer  
Pinkie: Human Alchemist  
Celestia: Aasimar Cleric  
Luna: Tiefling Oracle

@kleptomage
 
Ou, what about Swashbuckler? It’s like a rogue but showy rather than sneaky.
 
I like her as a healer best because it shows her “pure” side best, but rogue or swashbuckler are totally fitting too.

@Frenchy
 
Rarity has never hesitated to fight when she thought it was necessary.
 
Personally, I’d have cast her as the rouge.

I always thought she’d be the healer. She once said fighting isn’t really her thing after all.
 
Magestic white unicorns… Magical beasts who possess the powers of good and restoration. Their horns being able to heal wounds, cure poisons and ward away evil. It’s only fitting.
 
… Except she uses some medkit thing here. Oh well.

@infinita est lux Solis  
Does she do shaves and haircuts as well?

@cheezedoodle  
If she can sew cloth, she can sew skin.

And here I figured Fluttershy would be playing the healer.

@Background Pony #19F5  
Because of the hood of her cloak.

Why does Rarity look like Fluttershy?

@Lurks-no-More  
Ponies shouldn’t be able to use tools with their hooves either but they do.

Yeah, no, I refuse to believe that a pony can climb up a rope.