Ruby and Weiss' night

Ruby and Weiss went back to their dorm room after the night's fights. They gathered their things for their night away, then said goodnight to Yang before going off to their own room in the club. Ruby let Weiss take use the shower in their room and took the opportunity to gather a few more items for her night with Weiss. Weiss didn't know it yet, but tonight was the night Ruby planned to collect on their little arcade bet. She was almost giddy with excitement as she filled her bag with the toys she'd planned out.

It wasn't that the previous nights had been bad— far from it— but Ruby really wanted a night where she was in charge. It was time Weiss got a taste of her own medicine, and tried to sleep with Ruby's hands feeling up her cute breasts. There was a few more things Ruby looked forward too, but those would come... Heh.

Once her bag was filled, Ruby ran into the locker room. Ruby took a quick shower, then wrapped herself in a bathrobe after drying off. She wore nothing underneath, there was no point in underwear with what she had planned. Hopefully Weiss would enjoy the surprise.

She made it back to the room before Weiss left the bathroom, which gave her a few moments to prepare. She hid the bag behind a chair and laid on the bed. She didn't have to wait long before Weiss shyly peaked her head outside the bathroom door. When she saw Ruby laying there, she smiled then stepped out. Ruby knew her mouth was agape, but her brain lost all function at the sight of Weiss in an elegant pair of light blue lingerie. Weiss was trying to be confident but Ruby could see the traces of red on her cheeks, unused to showing off like this.

"You look pretty!" Ruby tried to boost her friends confidence, but made her even more embarrassed as a side effect.

"Thanks, Ruby. Since when do you own a bathrobe?" Weiss asked, confused about her partners state of dress.

"Since twenty minutes ago. I stopped by the armoire on my way to the showers."

"Why'd you go to the arm— oh." Weiss suddenly realized why Ruby went there, and wisely shut her mouth.

"Yup! I'm cashing in our little bet! I had to do a little shopping, since we wouldn't want to waste it, would we?"

"I guess we wouldn't. I suppose you want me to get naked then?" Weiss said in an embarrassed tone. Her fingers played with the waistband of her panties awkwardly. She had just gotten comfortable with being in charge, and now Ruby was completely flipping that on her.

"Hmmm," Ruby thought about it for a second, but it wasn't a hard decision, "Sure. If you want, you could do it slowly?" Ruby worded it more like a question.

Weiss sighed, "Was that a question, or an order?"

Ruby picked up on her annoyance. She was trying to be easy on Weiss, yet she was annoyed? Did that mean that Weiss wanted her to take charge, but was too prideful to say it? There was only one way to find out.

"Order. Strip for me." Ruby gave the order in the only commanding tone she knew: her huntress tone. Weiss reacted immediately with a flush that gave Ruby her answer.

Weiss slowly brought her hands to the clasp behind her back and snapped it open. She brought her hands to the front, stopping it from falling, made a show of pulling it off. She crossed an arm over her chest, and let the other daintily drop her bra on the floor. After hearing Ruby's tone, Weiss knew that she wanted to hear more of it, but that would only happen if she pushed back a little bit. Still covering her breasts, Weiss closed the distance between them and pushed Ruby onto the bed, falling into her lap.

"What are yo—" Ruby went silent as Weiss' finger gently pressed against her lips, leaving nothing covering her breasts. They were hardly a strange sight to Ruby anymore, but boobs were boobs, and Ruby was a simple girl.

Weiss' bratty expression pissed Ruby off even more. It was supposed to be her night, damnit! Who did Weiss think she was?! It was time to show the heiress exactly why she was the leader of team RWBY. Weiss gasped as Ruby picked them both up and spun them around, pinning Weiss between herself and the mattress. Ruby roughly shoved her fingers into Weiss' panties, feeling her wetness as Weiss let out a honey filled gasp.

Ruby took a moment to breathe, taking in Weiss flushed appearance and disheveled hair. Satisfied that she set the tone correctly, Ruby claimed her victory and dragged Weiss' panties down her leg. Weiss whined lightly at being exposed, but couldn't hide her excitement for what would come next.

"Are you going to listen now?" Ruby asked. Weiss nodded, gently biting her lip as she did so.

"Good. I got some things I think you'll like." Ruby pulled away from Weiss, who didn't dare move, and grabbed the bag she'd stashed away. Without letting Weiss see what else was inside, she pulled out her first toy of the night.

"Really...?" Weiss asked nervously.

"Yup. Did you really think I wasn't going to get **** after you plugged me for a week?" Ruby asked with a smirk.

"I guess it's only fair..." Weiss conceded with a sigh.

"Of course it is! Now turn around and bend over, so we can get to the fun stuff!" Ruby ordered. Weiss obeyed, getting on her hands and knees, presenting herself to Ruby's mercy. Ruby let Weiss sit there in torment for a few moments, before gently pressing a lubed finger against Weiss and motioning her to relax.

Weiss did so. Ruby watched as her finger easily slid inside, drawing a surprised gasp from her partner.

"Are you good?" Ruby asked out of concern. She knew from personal experience how strange it could feel.

"Y-Yes, I'm fine. It feels so weird, but not in a bad way. You can continue."

Ruby was glad to hear that. As a reward for being so obedient, she brought her left thumb up to tease Weiss' clit and give her something else to focus on. Her finger continued to gently work around inside Weiss, loosening her.

After giving Weiss a few more minutes to adjust, Ruby prodded her entrance with a second finger. It went in easily enough, much to Weiss' embarrassment. She groaned at the sensation of another finger, but it soon morphed into a gasp as Ruby continued working her sensitive clit. After a minute or two, Ruby gently pulled out and replaced her fingers with the plug that she'd chosen. She stopped her motions against Weiss' pussy, forcing her to focus only on the sensation in her ass.

"Now you've really got a stick up your ass!" Ruby gently teased Weiss, who was clearly overwhelmed with the sensation below.

"F-Fuck you!" Weiss let out a rare curse through gritted teeth. Her soaked cunt continued to clench around nothing, and she was clearly enjoying the tabooness of the situation, if not the toy itself.

"That's the goal! You can sit up now. I think you'll like this next part."

Weiss eased herself into a kneeling position facing Ruby. Her eyes watched curiously as Ruby reached into the bag and pulled out her next trick. She could've sworn Weiss' light blue eyes sparkled at the sight of a double-ended dildo in Ruby's hands. It was a medium size, about 12 inches total, and a girth only slightly bigger than the plug Weiss wore. Most interestingly, were the small attachments in the middle of the shaft. They looked similar to a J shape jutting out, and ending in a white ball. There were two, and each pointed towards where one of the girls would be sitting.

"Are those... Vibrators?" Weiss asked in confusion. She'd never seen anything like it before.

"They are. They're under tension, so once you adjust it to your size, it'll push against you no matter how deep it is. That's not even the fun part though." Ruby explained.

"The fun part? What do you mean?"

"The faster you ride it, the faster your opponent's side vibrates. So really, it's kind of like a competition to get each other off."

"A competition? Does that mean we'll be wagering something?" Weiss asked, her voice taking on a competitive edge.

"If you want to. I think it'd be kind of fun. What do you think?"

"A Schnee will never back down from a challenge. How about, whoever cums first has to go down on the winner?"

"That's boring! Besides, I've eaten you out plenty this week! You're eating at Ruby's tonight regardless of who wins! I had a better idea anyway." Ruby said. Weiss went red at her crude language, but couldn't argue. Ruby's tongue had gotten plenty of practice this week, and she did owe her something in return.

"Fine. What's your idea?"

"Whoever cums first replaces their plug with the dildo for the next round." Ruby said. Weiss took three conclusions from that: one of them was about to become a lot more full, Ruby planned on multiple rounds, and Ruby liked her plug enough to keep it in even when she didn't have to.

"Okay..." Weiss conceded. Her pride didn't trust her horniness to speak and admit that idea sounded wonderfully taboo in all the right ways.

Ruby smiled at her and Weiss could tell that she was just as nervous as she felt. Nervousness might not be the right word. It was more like tension. The tension in the air was as palpable as if they were about to fight. In a way, it was a fight. Ruby donned her armor by stripping off her robe, leaving her as naked as Weiss. True to Weiss' theory, a small plug poked out teasingly.

She sat on the bed behind Weiss, forcing her to torn around. Ruby had her legs criss-crossed, so Weiss mirrored her. The tips of their knees touched lightly. Ruby gently leaned forward and kissed Weiss. While the heiress was distracted, Ruby took a second to untangle their legs from each other. The new position brought their crotches only inches apart from each other, heat radiated between them.

"Ready?" Ruby asked as she brought the toy between the two of them. It was already covered in a thin film of lube. Weiss nodded.

"Good. Just put the tip in for now, then pull the vibrator to wherever it feels good." Weiss followed orders. She gently lined up the toy to enter her, positioning the vibrator directly against her sensitive clit. On the other side, she watched Ruby do the same. They briefly made eye contact, then Ruby gently eased herself onto it; letting out an involuntary gasp in the process. Weiss copied her noise as the shaft slid between her walls.

They were basically scissoring by the time they came to a stop. At some point, Ruby had taken Weiss' hand, although she was just realizing it. Now that it was fully inside, both girls took a second to catch their breath.

"Wow..." Ruby said, her voice clearly in awe over the sensation of fullness radiating through her.

"Stop moving ple—" Weiss' breath hitched as Ruby's movement caused the dildo to brush against a sensitive spot, as well as cause the vibrator to click on for the length of Ruby's thrust. Ruby's face contorted from pleasure to a grin, as she saw what her actions were doing to Weiss. Still, she gave her a few minutes to adjust.

After Weiss' grace period was up, Ruby began moving without warning or mercy. By this point, Weiss was just as ready, and their battle became much more even. It was the strangest battle either had been a part of, and the sensations were just as strange. Every time her partner rolled her hips, Weiss found the action mirrored on her own side, with the addition of the infuriating vibrator pressed into her clit. Without that little addition, Weiss was sure she could win the competition, and the enjoyment of claiming the Rubooty as Schnee territory.

With it, every one of Ruby's adorable thrusts caused her own body to betray her, and bring her even closer to a loss. Ruby was going much faster than Weiss, who was much more concise with her technique. Her technique would be super effective against Ruby normally, but Ruby's quick movements made Weiss' vibrator buzz at a dangerous rate.

It also didn't help that Ruby was taking much more liberty in exploring Weiss' body than Weiss' focus would allow. Ruby had one hand on the mattress, and the other teasing her sensitive breasts. If she kept this up...

"You're close, aren't you?" Ruby asked in a tone that screamed she was near victory.

"N-No." Weiss protested, trying her best to ignore the sensation building in her stomach.

"Just think about how good I'll make you feel! If you think you're full with just a plug, wait until I'm inside you." Ruby's hips rolled even faster as she whispered into Weiss' ear, her dirty talk riling herself up.

The dam Weiss had carefully constructed broke, sending a wave of pleasure through her coupled with the slight humiliation of losing. She was completely unaware of her surroundings as she quivered around the shaft still buried deep within herself. Ruby never stopped her movements, instead continuing to move and **** the vibrator to wring more pleasure out of Weiss; even though her own had stalled. Rose women were nothing if not considerate lovers, after all.

Ruby gently eased the toy out of Weiss and herself, giving them both a moment to rest. Weiss' curled into Ruby's side, gladly accepting her warmth as she caught her breath.

"That was... Wow." Weiss must've really enjoyed it if she couldn't muster up her usual elegance. Ruby took no small amount of pride in that. As eager as she was to ease the tension still between her own legs, Ruby didn't want to rush her partner into something so new. If Weiss wasn't feeling their bet now that she'd been released from horny jail, then Ruby wouldn't mention it again. She had plenty of other plans that wouldn't make Weiss uncomfortable. Ruby tested the waters by letting her palm get a handful of Weiss' elegant rear.

She was prepared for a flinch, or for Weiss to pull away, but neither happened. Instead, Weiss let out a soft gasp and curled deeper into Ruby's neck, standing her ground. Ruby took this as permission to go further. She began gently toying with the end of the plug currently sticking out of Weiss. **** to stop her reaction from becoming heard, Weiss buried her head further into Ruby's neck.

"Are you good still?" Ruby asked, continuing her motions below.

"You can keep going. I promise I'll tell you if I'm not." Weiss said. Ruby adored the expression on her face, which Weiss had been **** to show her in order to give her response. She was clearly feeling the pleasure below, reveling in the feeling that was far different than anything she'd ever felt before. Ruby couldn't wait to give her more.

In a display of huntress strength that had been previously absent from their bedroom, Ruby scooped Weiss up and laid her on her back. Weiss' pale hair fell around her face on the bed, causing her to miss Ruby sliding her end of the dildo into herself. Ruby had to bite her lip to avoid letting out a gasp, just barely managing to do so. With Weiss distracted, Ruby pounced. On all fours over top of her, Ruby gave her one last chance to back out.

"Last chance Weiss. I'm willing to call this bet off if you aren't good."

"Ruby, I'm fine! I promise! Besides, you won our bet fair and square!" Weiss answered with a tone that said she was very sick of reassuring her partner. She wanted this, even if her pride wasn't willing to admit it straight up.

"If that's what you're worried about, I'd be willing to settle for seeing you do a little streaking?" Ruby offered. Weiss didn't dignify that with a response. Ruby sighed and got to work. She pulled out the bottle of lube and got to work generously coating Weiss' side, the other side still inside herself. She could feel Weiss nervously watching her work. She finished her work, then turned her prep to Weiss. She wrapped her fingers around the base of the plug and looked towards Weiss, willing her to relax. Weiss let out a cute noise as she pulled it out and gently applied more lube. Ruby lined up the tip of the dildo with her ass.

"Relax for me, Weiss. Deep breath." Ruby instructed. Weiss did so, and even a gentle amount of pressure was enough to send it deeper inside. Weiss couldn't stop the loud moan that **** its way from her lips; nor the gasp that followed when it hit a particularly sensitive spot. Ruby committed every noise she made to memory as she took Weiss' last virginity for herself.

It felt like an eternity before Ruby finally bottomed out. Judging by Weiss' expression that was rapidly morphing between pleasure and awe, she needed a few moments. In the meantime, Ruby gently adjusted Weiss' vibrator to press it against her clit. With the strap-on adjusted properly, Ruby attended to her partner instead. She gently cupped Weiss' cheek, causing her eyes to flutter open and stare into Ruby's with nothing short of lust.

"How's it feel?"

"I-Intense." Weiss barely managed to accentuate before another gasp **** her silent. Seeing the concerned look on Ruby's look, she quickly reassured her, "In a good way. You can --" another gasp, "move."

The 'please' that followed went straight to Ruby's ego. Eager to please, Ruby gently moved backwards, easing the dildo backwards until only the tip remained inside Weiss. Weiss took hold of Ruby's hands for support as she did whatever it took to hold on. Ruby paused only for a moment before gently easing it forward again. She was rewarded with a symphony of noises as Weiss adjusted.

"Fu-- Why does it feel--" Weiss stopped trusting herself to speak, trusting Ruby to read her instead. Ruby upped the pace accordingly.

They had a steady rhythm going just a few moments later. The slow pace was barely enough to do anything for Ruby, but that didn't matter. All that mattered were the beautiful noises coming from her partners mouth. The opera training was being put to full use as the Schnee heiress discovered a hidden passion for their intimacy. Ruby wanted to give Weiss another mind blowing orgasm, her own pleasure be damned.

"I'm...!" Weiss didn't need to say another word as her legs shook with pleasure and her mind lost all focus. Her orgasm crashed into her like a tidal wave, and all she could do was ride it out. Ruby tried to gently pull it out, but Weiss looked up at her with a frantic look, almost begging her not to stop. With a look like that, how could Ruby say no to a round three?

"Did you get to cum?" Weiss asked. They'd just finished up with the dildo, after Weiss had wrung every ounce of enjoyment possible from it.

"I enjoyed it. Don't worry about it." Ruby admitted. She flinched at Weiss' frustrated look.

"Seriously? It's your night to be on top and you don't even cum? Are you sure you don't want more?" Weiss asked.

"Well, I did have this one idea, but--" Ruby was interrupted by Weiss.

"Ruby, you just spent the last half hour doing --that-- to me. I'm not going to say no to whatever your idea is. Just tell me, please?"

Ruby didn't know how best to explain her desire, so she went back to her back. She opened it up and withdrew a strap-on and a pair of fabric handcuffs. Weiss looked intently at them both, sizing up Ruby's desire.

"You want to take me with that?" Weiss assumed.

"Not exactly. Put these on, and I'll show you." Ruby held out the handcuffs to Weiss. Weiss turned around, allowing Ruby to restrain her hands behind her back. With her hands restrained, Ruby gently pushed her down onto her knees. Weiss was beginning to realize what Ruby had in mind. ****; most likely, for when Weiss made her eat her out handcuffed on their first night together.

Weiss' idea was broken as she watched Ruby navigate the mess of straps needed to attach the dildo to herself. With the dildo at the same height as her mouth, it was obvious what Ruby's little fantasy involved. Weiss needed no further urging and took the head of the dildo into her mouth.