Pinkie pie: how are things with discord and the princess? and also would you like a cupcake, because i want a cupcake so i assume you want one too or maybe you would rather have a cake. i could make you an MMMMMM to you and the princess if you want
Applejack: Howdy there, Cloud. Could ya help me out on Sweet Apple Acres? Ah’m having trouble catching these pesky crows and ah think you can help me out since ya can fly
(Okay, so I totally blanked on picking a question-asker off the provided list. Let’s try this again.)
Rarity: Cloud Swarmer darling! I’ve been working on this wonderful new suit for the mayor of Cloudsdale and need to check how it moves and, well, you’re just his size, you see… Come this way… It will only take a moment, dear… No, don’t say a word until you see the suit…
Cheerilee: Nothing makes me more proud than to see a former student achieve so much. If you hadn’t landed your current job, what do you suppose you’d be doing for a living?
Fluttershy: Hello, Cloud. If you happen to have some time on your hooves, would you… um… accompany on a walk to the park? It’s a beautiful day and… blush
Oh, Cloud Swarmer! Is the good news I heard about you true?
And, um, maybe you can tell me something about this commission from the Princesses I was offered. It says something about an aerial survey of the Everfree Forest…
Cheerilee: Hello again Cloud, I hope you’ve been on your best behavior while working with the princess. What was you favorite subject (if any) while you were in school?
Rainbow Dash: Hey Cloud Swarmer! How’s it hanging? Do you know much about my Dad? I’ve heard he’s done some amazing things and I’d like to know what exactly he was famous for.
I can’t ask him myself since he’s… y’know… busy all the time and stuff…
Rarity: Cloud Swarmer darling! I’ve been working on this wonderful new suit for the mayor of Cloudsdale and need to check how it moves and, well, you’re just his size, you see… Come this way… It will only take a moment, dear… No, don’t say a word until you see the suit…
And, um, maybe you can tell me something about this commission from the Princesses I was offered. It says something about an aerial survey of the Everfree Forest…
Luna: “I’m curious to know as well. Though it doesn’t seem like a very fair question, dear sister.”
Cheerilee:
Hello Cloud Swarmer! Have you continued your education outside of school?
You pick one of the ponies in the description and then ask Cloud Swarmer(Celestia’s Servant) some questions.
It isn’t usually like this, mind you, we usually ask the ponies questions.
Celestia:I heard through the grapevine my loyal servant is getting married. Is this true? I would be honored to, well…do the honors.
I can’t ask him myself since he’s… y’know… busy all the time and stuff…
(Pardon me, I’m a bit new)