Jaune and Pyrrha had been training all day. The sound of their swords clashing had been a symphony on the rooftop for hours. They'd been working hard, and Pyrrha had been building him up into a Huntsman he could be proud of. It meant the world to her that he trusted her with his training, and she took the task as seriously as she'd ever taken anything in her life. She wouldn't fail him, and she wouldn't let him fail himself.

"Good job, Jaune! Move your hips! Stay light on your feet until the last moment," she reminded him, kicking at his feet to test his balance. He just barely managed to skip out of the way and it made her beam with pride. "You're doing fantastic!"

They trained for five hours total, testing his strength and endurance as well as his resolve. By the end of their session, Jaune was exhausted and Pyrrha had worked up a nice layer of sweat herself. They retrieved their weapons and called it a day, closing the door on their little rooftop retreat before heading back to their dorm. Usually Pyrrha spent the walk back giving Jaune pointers for their next session, reminding him about things he needed to brush up on and improve on. Instead, there was something different on Pyrrha's mind. Something that she'd been meaning to ask him for a while now. She never knew how to bring it up. How to approach him with the subject, and the longer it went on the harder it was to ask. She'd promised herself that today would be the day. She took a deep breath and steeled herself.

"Hey, Jaune? Would you mind wearing that dress again?" Pyrrha had been so nervous to ask, but today had presented the perfect opportunity. Ren and Nora would be gone for the weekend- a trip they made every month without ever explaining themselves. Pyrrha didn't mind their absence.

"Um… can I ask why," Jaune asked confusedly. They'd been training so hard that his hands and arms ached from using Crocea Mors all day. Sweat dripped down his body and his hair clung to his face in uneven clumps. The question seemed to have come out of nowhere and had definitely surprised him.

"I just… thought it looked rather fetching on you. You could say no if it makes you uncomfortable," Pyrrha explained quickly, hoping the request wasn't too odd or off putting. She'd been so worried about this entire conversation, practicing it over and over again in front of a mirror. She'd decided against a nice dinner and fanfare- Jaune might've been too embarrassed with something so formal. But now she'd thought that would have been the better plan.

"Oh, um… I mean, I don't… mind," he said cautiously. His sisters had dressed him up for so long the question wasn't entirely outlandish for him. Besides the initial confusion, he wasn't exactly upset by it. It was just… odd.

"Fantastic!" Pyrrha couldn't pretend that her heart wasn't hammering against her chest. Her pace was a little quicker as she made her way to their dorm, and Jaune was forced to walk a little faster to keep up.

Jaune spent a little long in the shower, the ache in his arms felt soothing under the warm water. The thought of wearing the dress again was… odd. Pyrrha had laughed, but she'd never really made him feel uncomfortable like he'd expected such a question would. Why would she want to see him in it again?

He toweled himself off, dried his hair, and then went to grab the dress from his closet. "Why did mom even pack this," he groaned. His sisters had bought him the dress as a joke, but he'd never expected to see it while unpacking for Beacon. At least now it could be put to some kind of use.

He slipped on his underwear and a pair of his usual socks before putting it on. It was soft and flowy against his skin. He didn't exactly hate it, but it did feel odd to wear.

"Hey, Pyrrha?" He stepped into the common room- a small, shared space coed dorms had that connected the male and female rooms. She was already there waiting for him, sitting on the couch in her lounge shorts and one of Nora's sleep shirts that barely reached her midriff. Her hair was down and she wasn't wearing her headpiece- a casual look Jaune hardly ever got to see from her. She stood up excitedly as he walked in, practically bouncing on the balls of her feet.

"Oh! Yes, it does look great on you! You look beautiful," Pyrrha commented breathlessly. It wasn't exactly tailored for him- the hem was a few inches too short considering his height and it was tight around his broad chest, but none of that mattered to her. The dress was pretty and seeing him in it made her heart flutter. There was just… something else that'd make this all the more thrilling. "Jaune? Could I do your makeup?"

"Uh… sure?" He'd hesitated, but he was willing to indulge her despite it. This was Pyrrha Nikos after all, and he'd do whatever she asked. The most amazing, beautiful woman he'd ever known deserved nothing less from him!

"Oh, thanks, Jaune! I've been practicing with Nora. I just wanted to see how beautiful you could look with a little help," she explained. She sat back on the couch and pulled out her makeup bag from behind a cushion before realizing Jaune hadn't moved to follow her. "Sit, sit," Pyrrha said with a smile, patting the couch seat next to her. "Turn and face me, please."

Jaune seemed so nervous he'd shake himself into pieces. Pyrrha couldn't help but smile as she went through her bag for the proper color of foundation to match Jaune's skin. He was a few shades paler than her, so she'd had to go pick up some different shades to ensure she'd grab the right one. "Here we go! I think this'll look lovely," she said excitedly.

With the right bottle in hand, she got to work spreading the makeup over his face. Jaune had a sharp chin, and cheekbones Pyrrha envied greatly. She made sure to give them the love they deserved before moving higher to his forehead. She had to move into a kneeling position to get a little closer, humming to herself as she worked.

Jaune did his best to stay still. It was pretty easy until she moved. Then she was kneeling so close to him, Nora's shirt giving him a view down her chest that made him whine in his throat.

"Jaune? Are you okay," she asked a little worriedly, making sure she'd applied it properly.

"Pyrrha, you're… kinda close," he admitted, finally forced to look away. Ever since the dance he hadn't known what to say to her. How to feel about her. Things were so different now! So much… more! With her this close, reciting X-Ray and Vav lines in his head couldn't keep the dress from tenting for much longer.

"Sorry, Jaune! Sorry. I've actually finished your foundation," she explained, tucking the bottle and brush back in her bag. "I just have a little more to go. Could you lay down?"

"S-sure?" They switched positions for a few moments, Jaune moving to lie down on his back. He was so tall he took up the entirety of the couch, and Pyrrha was forced to straddle his waist to work. Not that she minded. "Pyrrha, you're…"

"Yes Jaune," she asked innocently. She could feel his manhood rising, gently pressing against her butt. She loved how honest his body was for her, but she had a couple more things to do before she could enjoy herself. She started work on his eyes next. Eyeliner first, she worked to give his eyes a slightly rounder shape. They were so soft and blue in the light, Pyrrha always imagined them as little crystals of water Dust. Next came mascara. His eyelashes were naturally thick, but short and light in color. Again, she'd brought a few different shades of mascara to test, but the first bottle she'd pulled from her bag was the exact one she'd need.

"You're j-just…" He could barely even speak. Her weight on him was making it impossible to concentrate. Pyrrha Nikos was soft and warm and firm in all the right places, and it was all he could focus on.

"I'm almost done, Jaune. Can you hold still a little longer," she asked.

"Okay…"

"Thank you. Try not to blink." Pyrrha applied his mascara, still humming the same tune to herself. She made sure to catch his lashes on the brush and coat them as evenly as she could.

"One last thing," she said, tucking the mascara into the bag before removing a tube of lipstick. "I think a nice nude color would look nice now," she said, mostly to herself.

Jaune prepared to protest. Lipstick? Wasn't that a step too far? He wasn't really someone who was against men wearing makeup but lipstick just felt so…

"This'll look beautiful on you," Pyrrha said, still humming to herself as she applied lipstick to his top lip. He couldn't bring himself to argue with her. She looked like she was enjoying herself. "Perfect!"

Pyrrha wiggled with excitement, and she almost chuckled to herself as Jaune groaned in response. He was clearly having a pretty rough time trying to restrain his arousal. He was so sensitive under her! "Here, let me help you stand," she said quickly, sliding off his lap and taking his hands to help him to his feet.

"P-Pyrrha… Pyrrha wait," he stuttered, trying to hide the tent in his dress.

"Nonsense, Jaune! Don't you want to see?" Pyrrha pushed him across the room to stand in front of the full length mirror, pretending that she couldn't see his manhood desperate for attention. He was fully erect now, the dress practically creating a shelf of fabric over his manhood.

"Pyrrha I'm SO sorry I-"

"No need to apologize, Jaune. It's only me," she said comfortingly. Pyrrha's emerald eyes glittered in the light of the room and Jaune didn't even have it in him to object. If she didn't mind it herself, then he'd deal with it for her.

"You look so beautiful, Jaune! I think the nude lipstick really looks nice on you. I could've done better with the eyeliner though, I'll have to fix that. And, I'm not so sure about those socks."

"What's wrong with my socks?" He was definitely confused, and his voice wavered on the verge of cracking. Wasn't this weird? Wasn't Pyrrha having a little too much fun?

"Oh, nothing's wrong with them! I just think they don't really fit the aesthetic- far too casual. Here, take them off and we'll try these," Pyrrha explained, disappearing into her room for just a moment before returning with a pair of white fishnet tights the same shade as the dress.

"Are those stockings," Jaune asked confusedly.

"Tights, actually. Beautiful, aren't they," she asked. She stepped behind him, holding them to his waist to check the fit. "But we do need to settle this so I can get them on," she chuckled, playfully pushing down on his erection just to watch it spring back up.

"I'll- I'll go to the bathroom and-"

"And why would you do that? I'm right here, Jaune," she teased. She was so close behind him that her lips brushed the back of his neck while she spoke. Her breath smelled like apples.

"Wh- whhat?!"

"I said I'll do it. I'm asking you for a favor, it's only right I help you with this." She looked into the mirror, catching his frantic blue gaze. She couldn't help but want to smile. He was so cute when he was flustered. She wanted to comfort him and tease him all at once. To tear him down and build him back up under her hand.

"Are you sure, Pyrrha?" He had a look on his face that was halfway between mortified and intrigued. Of course he wanted her touch, he just wasn't sure if he wanted to risk their friendship for it.

"Jaune, I'd be honored." Pyrrha listened to him stutter for a few more moments before chuckling. She loved his reactions, but she didn't have all night. Her fingertips took the waistband between them and slowly slipped them down off his thighs, freeing his erection. "There you go, Jaune… doesn't that feel nice?"

Pyrrha pressed her chest against his back, wrapping a free arm around his shoulders as she worked. Her hand slowly wrapped around his manhood, gently stroking the top of his shaft with the pad of her thumb. Just holding it sent a thrill down her spine and a flutter in her chest. There were so many things she wanted to do with it, but none of them were conventional.

She slowly started pumping her hand along his shaft, base to head and back again. He was almost double the width of her hand, and wide enough around her thumb barely touched the tips of her fingers- a pleasant surprise, but one that was only mildly useful for her.

She kept the rhythm slow and gentle, watching his face in the mirror. He watched her hand move and he bit his lip, shivering at her touch. A soft whine left him and she practically swooned at the sound. But then he started to close his eyes as he got into it.

She reached for his hair, gently threading her fingers through it before tugging him back to reality. Back into the room. Back to her. "Keep them open, Jaune. Please?" That smallest touch of dominance made him moan. Made his eyes snap open with a quick nod. Made his cock jump in her hand.

She was so wet, it was beginning to be uncomfortable, but this wasn't about her. She ignored it.

She kept pumping, base to head. A large drop of glistening, clear liquid began to dribble from the slit of his cock. A small drop of honey for her efforts. How would it taste? A little salty? A touch of masculine bitterness? She bit her own lip and focused on the job at hand- no pun intended. She used the pad of her thumb to swipe the clear liquid against the head of his shaft, using it to wet the sensitive skin. Just touching the head made even more precum dribble out for her to use.

She was so focused on his cock, she realized she'd been ignoring his eyes for a few minutes! Emerald looked up in the mirror and quickly met blue. He'd been holding her gaze the entire time, his eyes not wavering since she'd corrected him. She whined at how eager he was to please and follow her directives.

They slowly sped up their rhythm, both individuals watching the other in desperation. Jaune desperate for Pyrrha's touch, and Pyrrha desperate for the perfect scene. A few more pumps and Jaune's hips started rocking to meet Pyrrha's hand. Like a puppy desperate for the touch of its owner, Jaune wanted Pyrrha's hand around him.

"Keep going, Jaune, right into my hand," she cooed, playfully nipping the shell of his ear. That made him grunt, his eyes still locked on hers in the mirror. He sped up, not even taking her hand down to the base anymore. He focused her attention on the top third of his shaft, and the head and glans. Pyrrha filed that information away for later.

"You're so beautiful, Jaune. Keep going, just a little more," she encouraged him. She could feel him twitching between her fingers. Feel the warmth and desperation coming off him. Hear him whine and moan and whimper. She moved her thumb away from the tip of his cock and pumped even faster. "Cum for me, Jaune," she whispered, gently nipping the side of his neck.

Jaune Arc came undone under Pyrrha's hand. His head thrown back, eyes unfocused, and mouth open in a loud O of pleasure. His hips kept thrusting as he came, spurts of white, hot cum splattering against their reflections in the mirror. She kept pumping him through his orgasm, letting him lean against her chest for support as his legs shook weakly. Dressed in his beautiful white gown, blond hair clinging to his forehead and chest heaving as he fought for breath, Pyrrha made sure she'd never forget this for as long as she lived. What a beautiful sight.

"There you go, doesn't that feel better," she asked, kissing his cheek as he came down from his high. She felt his erection shrink in her hand, spent and exhausted. She used her thumb to clean the head of his dick, wiping cum away before placing it between her own lips. It was everything she'd hoped- warm, sticky, salty, with a touch of bitterness… and vaguely of unbaked dough. "Now we can get the tights on!"

His underwear had pooled around his ankles some time during the session. White briefs with his initials written on the tag. Pyrrha almost chuckled- it was just so Jaune. She helped him out of the fabric, stepping on it while he stepped out of them. Then came the socks, kicked off without a second thought.

The tights came on easily, one foot then the other, rolled up to his hips. Not a problem now that his throbbing erection had been dealt with. Once they were on she pulled away, fussing over his dress to make it sit properly on his frame. Only when he was perfect did she smile at her handiwork. "Look at yourself in the mirror! Don't you think you look so beautiful!"

"Y-yeah… thanks, Pyrrha." Still lost in the afterglow of his orgasm, he'd agree to anything she'd have said. "Maybe I don't look half bad," he thought to himself.

"No need to thank me. May I take a few photos?" Pyrrha grabbed her Scroll off the bed, beaming with excitement. She was practically bouncing on the balls of her feet as she waited for her answer.

"You're not gonna send them to anyone, are you," he asked worriedly. As exciting as what they'd shared had been, he wasn't exactly thrilled at the idea of anyone else seeing him dressed up like this again.

"I'd hope I'm the only person to ever get the chance to see you like this," Pyrrha admitted, resting her hand on his chest in sincerity.

"Oh… okay then," Jaune mumbled, nodding his agreement for the photos.

Pyrrha jumped again in excitement, snapping a few quick pictures of Jaune in the mirror, making sure to catch his release on the glass in her photos.

"You seem a little tense," she said worriedly. He'd been standing a little stiffly for a few moments, markedly less enthused than he'd been five minutes ago.

"Sorry, I'm a little nervous."

"Nervous? After what we've just done," she asked, the hint of a chuckle and smile on her lips.

"That's definitely making me more nervous!"

"Don't be silly! I enjoyed myself. Did you," she asked, taking a couple more photos from a new angle.

"I mean… yeah! It was nice," he admitted, rubbing the back of his neck.

"Can you smile for me," she asked. She wanted to see him smiling. Happy! Excited after what they'd just shared together. Jaune looked down into her eyes and his nervous pout soon broke into a smile. He truly was happy to have shared this with Pyrrha, despite his worry and nerves.

"There we go!" Pyrrha quickly snapped some pictures, and smiled wide herself as she watched Jaune's nerves melt away. "You're so beautiful Jaune." She snapped a few more, pleased with herself for having asked Velvet for some photography lessons. They weren't exactly professional quality, but they were pictures she'd cherish for the rest of time.

"Can you turn around and look back over your shoulder?" Jaune complied, a little awkwardly, but as best as he could. "A little more relaxed!"

"Perfect! Thanks Jaune!"