Disclaimer: RWBY and all affiliated characters/titles belong to Rooster Teeth, those wonderful geniuses.

"Hey, Jaune, Pyrrha. Can I ask you something?" Ruby asked and Jaune and Pyrrha both turned from the training footage they were reviewing to greet her. She looked very nervous and shy, not unusual for Ruby but it meant it was something that warranted their attention.

"Yeah Ruby, come on." Jaune pointed at the seat across from them at the small table and Ruby took a seat, keeping her gaze locked on the table and fidgeting with her cloak. Pyrrha reached under the table and gripped Jaune's hand, letting him know that he should start. He and Ruby were much closer than she and Ruby were.

"So, uhhh…" Ruby looked almost straight down.

"It's cool Ruby, what's up?" Jaune set the scroll they had been watching down and leaned forward, resting his arms on the table.

"Well… Uhh." Ruby fumbled with her words for a moment and stopped, took a deep breath and was able to continue. "I think I have a crush on someone." She mumbled out, almost too quiet for them to hear, even in the relative silence of the library.

"Really?" Pyrrha couldn't contain herself at all, leaning forward even more than Jaune. She wanted to grab Ruby's hands in hers and jump around with joy but Ruby still had her hands clenched in her laptop. This had to be Ruby's first real crush, and she was coming to them for help. Pyrrha was so honored.

"Wuh?" Ruby flailed backwards away from the table in shock. Perhaps Pyrrha had come on too strong. Jaune slid his arm over Pyrrha's shoulder and gave her a small, reassuring smile.

"Who is it Ruby?" Jaune asked, his arm still over Pyrrha's shoulder. That was as comforting now as the first time he had done it.

"I don't wanna say." Ruby returned her gaze to her lap, cheeks the color of… well of roses.

"That's okay. Can you tell us about them?" Pyrrha asked, much more restrained now for Ruby's sake. She didn't want to scare her away when she had chosen them to trust with this precious info.

"Well. It's a girl." Ruby kept her eyes on her lap. "And she's a huntress like us." Pyrrha could feel the excitement building in her chest. Ruby was interested in a girl, maybe one of their friends. She just hoped it would be someone that reciprocated Ruby's feelings.

"That's okay Ruby. Many of us feel completely free to love anyone." Pyrrha gave an encouraging grin, though she couldn't see it as her eyes were still in her lap.

"Yeah, I mean. Tons of girls date other girls and boys date other boys and all kinds of stuff. Is that what you're worried about?" Jaune leaned back now, less pressing and anxious. He had grown so much since they started here.

"Yes Ruby and any girl is lucky just to have your affections." Pyrrha still wanted desperately to sit at Ruby's side and clutch her hands, have her tell her all the secrets of her crush and confide in her. But, this was how Ruby felt more comfortable and so she stayed at her spot on the other side of the table.

"No, well it's not that exactly." Ruby trailed off for a moment, still not meeting their eyes directly since her initial confession. "It's… well…" Ruby took another deep breath to steady herself and Pyrrha remained silent though she wanted to continue trying to guess who it was and reassuring Ruby that it would be okay she knew that pressuring her would just force her further into her shell. "I just came to you two because I don't know what to do about coming out and telling her and well you liked Jaune for so long before you started dating and I wanted to know how you did it." Ruby spoke rapidly, using her hands to physically frame each point in the air and when she finished she finally raised her eyes to meet Pyrrha's.

Pyrrha had to try desperately to contain the urge to laugh out loud. Ruby had come to her for advice on confessing to someone? Pyrrha had never actually confessed to Jaune until after he had it all well figured out. She and Jaune had just grown closer and closer until they were more than friends and then had both admitted their feelings to each other mutually.

"But Ruby, Pyrrha didn't like me that long before we started dating." Jaune turned and smiled at Pyrrha and then turned back to Ruby, "We just feel for each other over time." Ruby was apparently not as self-disciplined as Pyrrha when it came to her emotions as she released a short snort of laughter. It was good at least to see her relaxing a bit.

"Yeah. Okay." Ruby laughed again, "You keep thinkin' that Jaune." Jaune looked back and forth between a chuckling Ruby and a blushing Pyrrha, asking for some sort of answer. Pyrrha did not feel like addressing this particular topic right now, in the middle of the library, with Ruby at the table; so she decided to change the subject back to Ruby's crush. It was a far more interesting topic anyways.

"So, this girl. You've liked her for a long time?" Pyrrha caught Ruby's attention enough that she stopped snickering.

"Not a long time. It took me a really long time to realize I liked her though." Ruby began to blush again as her thoughts wandered to her crush, "But now that I know, I don't get why I never saw it before."

"Well, the most important thing is to tell them how you feel." Pyrrha's excitement faded as she opened her heart for Ruby, "Living in regret everyday for not telling the one you love how you feel is the worst torture imaginable. Even if you open yourself to them and they don't love you back the same way. It's okay because then you know that you told them, and that they know how you feel. But you have to promise me you'll tell them Ruby. You can't live your life lying to yourself and everyone around you." Ruby was stunned into silence at the sincerity of Pyrrha's advice, the emotion in her voice.

"Pyrrha?" Jaune was looking at her now, Ruby completely forgotten in his eyes, "Is that how it was?" Pyrrha turned to him, the absolute innocence on his face nearly bringing tears to her eyes.

"Yes Jaune," she felt her voice break, "But now we're together and I couldn't be happier." A single, small tear finally eeked its way down her cheek. She lunged forward and locked her lips against his. They pulled together and held there, relishing in the feel of the other's lips until Ruby coughed quietly.

"Sorry Ruby," Jaune rubbed the back of his neck and tried to laugh it off. "I just never realized how strongly she felt and it kinda got the better of me." Pyrrha grabbed Jaune's free hand before returning her eyes to Ruby.

"I'm sorry as well. I just-" Pyrrha stopped and collected herself a little more, "Your love for this girl made me so emotional that I was overcome as well."

"It's okay, I think that actually helped a lot." Ruby seemed brighter and happier, "I saw how happy you two are and I want that too."

"That's fantastic Ruby." Pyrrha's huge smile returned in full force, "So you'll tell them then?" Ruby's face fell again.

"I don't know. It's so weird." Ruby's eyes fell back to her lap again. Jaune turned to Pyrrha, worry written across his face. Ruby had seemed so convinced and it all fell away so quickly.

"You know, when I was crushing on Weiss." Jaune cleared his throat after her name and squeezed Pyrrha's hand again, reminding her of his conviction to her now, "Well, back then, I asked Ren for help. Maybe you could ask Yang, since she's your teammate-"

"I can't ask Yang." Ruby cut him off, her blush returned full force even as her eyes remained locked on the floor.

"Okay…" Jaune started to continue, more unsure now than before. "Well, actually Pyrrha is the one who gave the best advice. Maybe you could ask your partner. I'm sure Weiss has lots of experience with this kind of thing and she didn't have any trouble asking Neptune to the dance even though they had just met like a day ago." A slight hint of resentment edged into Jaune's voice and Pyrrha leaned over to place a small, calming kiss on his cheek. It did its job and his shoulders untensed.

"Yes, you and Weiss are very close. Surely she would have more valuable insight than us. Perhaps you would even feel comfortable telling her who it is." Pyrrha sincerely hoped that Ruby could find the courage in Weiss to make this work for her. She had meant every word about living life unfulfilled as being the worst thing imaginable.

"Yeah," Ruby lifted her head slightly, "Yeah, I'll ask Weiss for help."

A/N - Hello and welcome to Can I Ask You Something? Where we will follow Ruby's misguided and embarrassed attempts to ask her friends and companions about how to deal with her secret crush. Extensive, unending gratitude to the disturbed mind of ZHsteven for coming to me with the idea and even helping me flesh it out some. Though, I warn you. It doesn't end the way you and I planned. I have to keep some of my secrets.

I'd love to hear from you all, please let me know what you think. This is just a silly little mini series for me so please don't take it too seriously. It also will not interfere with the publication of Friends and Loved Ones in any way so don't worry. Thanks so much for reading, can't wait to hear from you.

-Zach