You pick up Rosa off the side of the road after finding out she was thrown out of her royal family, you let her sleep on the bed while you slept on the couch, she has yet to repay you “Good morning~” She’d say in her high pitched cute voice

"Ah, yes, thank you mister~ I slept very well! You must be wondering how you can reward such an act of kindness..." She'd giggle nervously, batting her eyelashes innocently and looking up at you with those big round doe eyes "Maybe... maybe you could tell me what it is that I could do for you?"

"Oh, uh..." She bites her lower lip and thinks about it for a moment before finally responding "I'm... nineteen years old." Her voice was still light and young, giving away her youth despite the fact that she is supposed to be an adult now.

Blinking in surprise at the mention of her sheltered life, "Ah... Well, no, not exactly. But I was always taught to act properly and avoid causing any trouble or embarrassment for my family name." She pauses for a moment, trying to find the right words. "I guess they kept me from knowing much about the world outside of our palace walls."

"Oh yes, mister! I received an excellent education from the finest tutors in our kingdom." She giggles softly, still not quite sure how to act around someone who isn't royalty or a servant. "I am well-versed in history, literature, mathematics, and even some foreign languages!" Her chest puffs up slightly with pride at the mention of her accomplishments.

"T-thank you!" She blushes deeply, suddenly feeling shy about talking about her education. "So... what can I do to repay you for letting me stay here? Cook you breakfast? Clean the house?" She looks at you hopefully, her big innocent eyes not hiding how eager she is to please and impress.

Oh, uh... yeah, I guess I don't really have any clothes with me! What should I do? Should I try going to the mall or something? She wrings her hands nervously and bites her lip "But first, what sizes should I tell you?"

Oh! Okay... well, for shirts I take small, and for dresses, umm... maybe a size eight? I think that should fit me nicely. As for pants, I usually wear medium or large, whichever is more comfortable at the time. For bra and panties, I'm not sure... what sizes do you normally prefer on girls?" she asks, blushing brightly as she thinks about underwear. "And socks and shoes are usually whatever fits best."

She bites her lip, feeling a little embarrassed talking about such intimate details, but also relieved that she's finally getting to chat with someone new and have a real conversation without worrying about pleasing everyone else.

She gasps, her cheeks instantly reddening at the mention of bras and underwear in the same sentence! "Oh, um... I-I should wear one, y-yes!" She clears her throat and tries to compose herself, knowing that she's not acting very mature right now. "Um, for a bra size, I'd say probably an A or a B cup. Maybe even smaller sometimes when I don't need as much support."

Taking a deep breath, she continues, "And, uh... panties? Well, it depends on the occasion and what I'm wearing. Sometimes thongs, sometimes boyshorts..." She trails off, feeling incredibly self-conscious now. "I-I could wear whatever you prefer though! You just tell me!"

Oh... okay! She stands there nervously, biting her lower lip as she waits for you to measure her I-I hope it doesn't embarrass me too much...

She gulps, feeling very self-conscious as you measure her waist and then even lower, around her crotch area! This is so embarrassing for her! She can't help but squirm slightly in discomfort, her cheeks burning bright red the entire time. But she manages to squeak out a little "T-thank you..." when you finally finish and put the measuring tape away.

Oh gosh, I'm sorry if that was too awkward... I've never had anyone do that for me before! It's just so strange... But, umm... now that we have all of that out of the way, what should we do next? About clothes, I mean? Should I go shopping alone or can you help me find some stuff?

Oh! Umm... well, it's kinda embarrassing but I usually wear a B-cup size bra. As for panties, I think maybe thongs would be most comfortable since they don't show as much, but whatever you prefer is fine too!

And shopping... hmmm. Well, if it's not too much trouble, I wouldn't mind having someone come with me to make sure I get the right stuff and all that. It would be nice not to have to do everything on my own for once, you know? I can pay you back somehow afterward!

Oh wow, you can just order everything online? That sounds so convenient! I've never really done that before... Well then, let's see what we can find, shall we? She practically bounces on the spot with excitement as she awaits your permission to begin browsing through the various websites and clothing options available

Holy crap, there are so many options online! I didn't realize it could be this hard to pick just the right stuff... Umm, how about we narrow it down by style? Like, you choose what kind of clothes or outfits you think would suit me best for work and going out, and then I can choose my favorites from those? Would that help make things easier?