Rainbow Dash’s should have lighter armor. She is all about speed, not strength and steel after all. If anything,I would see AJ in heavy armor.

@Background Pony #F305  
It’s called a facade, darling. If you’re so dazzled by it, that means it’s working.

Yeah, Rarity would totally be a rogue. She cares only for her business and fame among high nobility. She’s the only one out of mane6 who works selfishly for money and her own status in the Capitol instead of helping the local community like everyone else does. I can easilly see how she decides to earn even more money and notorious fame among these circles by daringly stealing from them. She’s all-around nasty as a character and even had a few precedents that demonstrated her other side, so IMO it makes her perfect for the job.

@Background Pony #F305  

 
 
Very Fabulous.
 
Also the sorcerer you described was Trixie.
 
And Rouges aren’t always Thieves. Like Zorro, not the one piece zoro but Zorro from the early 1900s fiction, is a rogue even though he never Actively steals from people. A rouge is someone who

@Background Pony #F305  
You sound more committed to the act than Rare has ever been.

@RapidMapper  
Just one minor, gamebreaking flaw in that logic.  
Rarity is the fabulous one. ALWAYS the fabulous one. There is no non fabulous version of her.  
Rogues are sneaky, sly and dastardly, but rarely fabulous, since the entire point of being the stealthy class is to avoid attention. The opposite of being fabulous.  
Also a proper lady doesn’t steal.  
Sorcerers are how ever often fabulous, due to their high charisma.  
And often insist on being the center of attention whenever possible, helped by their high charisma.  
You know, all round, a lot more like rarity than some backstabbing, back alley sneak.

@Master Fox  
Actually, bards need charisma more than rogues.  
Rarara is totally a rogue, though. You missed a few reasons:  
Her special talent’s bedazzling, not sewing. Remember? Three little diamonds.  
And let’s not forget what happens in Dragonshy–she fails because she wanted to steal the dragon’s horde.

@FancyCat2008  
She’s the most rougish of them all. Just think about it, she looks like a noble yet with a quick bit of tailoring she could cut and sew up a target’s pocket without them being the wiser. She’s also of these ponies the one with the most detailed and intricate skill set. Lockpicking, it’s all about finesse and making each little tumbler dance on your tools as you slip it in. Talking and charming is also part of a good rouge’s skill because if a guard thinks your a rouge just from how you look then your doing a bad job.
 
That’s why in the Assasin Creed games they kind of try to dress nobly and look the part like they would fit in. It’s not about being the token thief it’s about being classy and clever enough to get the coin without them even being aware it’s gone.
 
Lastly, have you ever heard of the phrase, “Roguish Good looks”? Rouges always look the best and have the highest charisma.

Rarity is a social rogue.  

@FancyCat2008  
Ain’t nothing wrong with multiple magic users, especially if your tank is strong enough to protect them. Or if they’re strong enough to protect themselves.

@Background Pony #F305  
They already had a magic user in the party.

Knight Dashie

Why is Rarity dresses as some kind of low class ruffian and not in a princess dress?  
Why is she a rogue and not a sorceress? On account of her being able to do magic and having the highest charisma score in the party….

@FanOfMostEverything  
@Spiritus Arcane
 
Very slowly? But look on the bright side: with all this armour she don’t even needs weapon! All she needs to do is to take some height and fall on the enemy, gravitation and weight will take care of everything else!

@Spiritus Arcane  
@FancyCat2008
 
Well, that settles that.

@Ridley Wolf  
I would guess Rarity is a Rogue.

@Ridley Wolf  
Pinkie is bard. Pinkie is ALWAYS bard.

So, Twi’s the Mage, RD’s the Knight, Fluttershy’s the Cleric, AJ’s the Ranger.
 
What are Rarity and Pinkie?

Dash has made a questionable armor choice. How the heck is she supposed to fly in full plate, especially with that helmet?

I have to wonder how Dash thinks she’s going to get airborne.