Author's Note: Here is the longest chapter so far! Chapter 20! I hope you all enjoy it thoroughly.

I will be taking a break from this series for a little while, but it is not over yet! Thank you all for sticking around for twenty chapters! Oh and Happy Halloween (even though I don't celebrate it).

Chapter Twenty: Well, Shouldn't You be Fucking with Somebody your Age? (Weiss x Jaune, Blake x Velvet, Yang x CRDL, Ruby x Ozpin and Ironwood. Yes CRDL is in this chapter).

(This chapter contains: Straight, Swallow, Anal, Facial, TeacherxStudent, Anal Creampie, Creampie, Foursome, Yuri, Deepthroat, Toys, Threesome, Gangbang and Slight Bondage)

A week had passed since Ruby had recovered from her sickness and now it was quiet… Way to quiet for Team RWBY. "How is it that it's a Saturday and we're doing absolutely nothing?" Yang moaned, rolling over onto her stomach. All four girls in Team RWBY were laid out on their own beds. Blake made a grunting noise as she turned a page of her book, hiding the title into a pillow. Weiss said nothing as she flicked through study notes, looking like she was about to fall asleep.

"I'm not doing absolutely nothing!" Ruby spoke up cheerfully. Yang looked across the room as she saw her sister smiling wide. "I got a new high score on 'Flappy Nevermore'! Say goodbye to your victory streak." Ruby poked her tongue out.

"Dammit!" Yang sighed. She no longer liked the game, but she didn't want to let Ruby get the best of her. Flicking her scroll open, she found it flashing a red symbol alarming the lack of power it had. "Ugh!" Yang sighed again, pushing her scroll aside. "Let's do something as a team."

"And what do you suggest we do?" Blake mumbled from behind her book.

Something sparkled in Yang's eyes. "How about we have another competition?" Her grin was indeed something to worry about.

"But Blake still hasn't followed up with her victory…" Weiss sighed, picking up some more study notes.

"She can do it later!" Yang grinned, excited about her idea. "The last competition didn't favour me, bu-"

Yang was cut off by a snarky comment by Weiss. "That's because you orgasm faster than a sixteen year old boy during his first time…"

Yang cleared her throat, glaring at Weiss. "But, this one may be heavily in my favour." Yang laughed, holding her own breasts to show what she was on about. Weiss awkwardly looked down at her chest with a soft sigh escaping her lips. "Maybe you shouldn't have been so quick to comment on my short fuse. Besides, a short fuse just means I get more enjoyment quickly." Yang winked, jumping from her bed to the floor.

"So what is it?" Ruby asked, hanging off her bed.

"Whoever earns the most money before five tonight gets to order everyone else around like last time." Yang laughed.

"And how do we have to earn the money?" Weiss asked, already knowing the answer.

Yang sat down next to Blake on her bed, slipping her fingers in between Blake's. "The most basic way is to ask for money for sexual favours."

"Prostitution…" Blake rolled her eyes.

"Or you could go out and get a part time job, but I'm fairly certain you're not going to get much from half a day of work if you can even get a job. Oh and money you already have doesn't count and if anyone finds someone cheating, that person is immediately disqualified." Yang explained. "How about it?"

An air of silence wafted through the room. "I'm not too keen on the prostitution aspect…" Blake sighed. Both Weiss and Ruby agreed.

Yang also sighed, leaning back against the wall. "Did I forget to mention that you'll get to keep the money you get?" Ruby perked up at this, her mind counted all the things she could buy from a 'business decision' like this. "Seems like someone is on board. Anyone else? I mean, we all have sex for fun all the time, why not now for money? You get two gains this time!"

"It just seems a little… Wrong…" Blake thought deeply.

"If you want to afterwards, you could give the money back to them later!" Yang's persuasion was slowly working. Yang squeezed Blake's hand. "It'll be fun, I promise. And if not, you can punish me later when you order everyone around later."

Blake nodded. "Fine, I suppose I could do with some new books." Blake's mind instantly thought of the newly released sequel to her favourite book, 'Ninja's of Love: Entwined Colours'. Weiss agreed too, although she didn't say anything, but everyone could tell she no longer wanted to be the spoilsport.

"Alright then… Three, two, one, go!" Yang ran out of the room before anyone could hear the end of her sentence. Blake closed her book and slid it under her pillow. Getting to her feet, she threw some items into her bag before walking out after Yang.

Ruby leapt off her raised bed, hitting the floor and receiving a slight amount of ground shock. She made her way towards the door, about to take off in her signature sprint. "Ruby!" Weiss called out. Ruby stopped dead in her tracks. "I… Uh… Sorry…" Weiss looked down to the ground awkwardly.

Ruby could see that Weiss was completely uncomfortable. It wasn't often that Weiss tried to apologise. "Don't worry." Ruby smiled cheerfully. "We can talk about it later." She waved to Weiss and then continued her sprint down the corridor. Weiss cleared her throat and made her way to the dorm room across from her. She knocked twice and waited for someone to open the door. Almost instantly the door was opened by Jaune.

"Oh, hello there." Jaune leaned against the doorframe, acting like a smooth talker.

Weiss rolled her eyes and sighed. "I'll have se-"

"Yes!" Jaune grinned, putting both hands in the air in celebration.

Weiss sighed again before continuing. "I'll have… Sex with you… If you want, which you clearly do… But I'm going to request money in return."

Jaune grew a smirk before pulling out his wallet. "Will ten cut it?" Winking while speaking.

"Do you really think I'm that cheap?" Weiss shouted, getting ready to leave.

"Twenty?" Jaune nervously squeaked, holding out a twenty dollar note.

Weiss snatched the note from his hands before raising her voice one more. "I'm worth at least four hundred every quarter of an hour!" Jaune gulped, but he couldn't let this chance slip away.

"Hold on!" Jaune spoke quickly, closing the door and rushing to his bed. He counted his money, finding one hundred in total. "Dammit…" He picked up his scroll and tapped a message to Pyrrha. He explained the situation to the girl currently out on a photo shoot. In less than a minute she replied 'Fine, but I better get something good out of this! ;)' Jaune felt like he was walking on air. He loved Pyrrha, but his dreams about the 'Snow Angel' had occurred ever since he saw her. He dove over Pyrrha's bed to reach her bedside table, opening the drawer and counting three hundred to add to his hundred. Jaune opened the door to greet an impatient heiress. He happily handed her the four hundred and invited her inside. Weiss looked around his dorm, doubling checking that Ren, Nora and Pyrrha weren't watching. "So uh, what are we doing first?" Jaune awkwardly mumbled.

Weiss sighed, dropping to her knees and tried to unbuckle his belt. Jaune ended up doing it after Weiss had too much trouble and was getting ready to punch something. Weiss slowly pulled down his pants, briefs followed along. His erection stood tall in front of Weiss' face, surprising her with his size; roughly the same size as Neptune. Weiss awkwardly stroked it, feeling a little mean for thinking he'd be below average. Jaune's grin was somewhat creepy in Weiss' mind as he pushed her head closer to his erection. The heiress wrapped her lips around the tip, gradually taking more in. Jaune shivered in pleasure, feeling the warm inside of her mouth followed by the gentle strokes made by her tongue. Weiss fitted half of his length in her mouth and kept that as the standard, not even wanting to try deep throating for her first time. Weiss was starting to get more excited about her decision to go with Jaune. She'd only ever fucked one male before, so this would be interesting to her as to how males feel different. Weiss wasn't skilled with her tongue as she'd barely preformed blowjobs before, but it was still enough to get Jaune on the edge. She felt his cock throbbing inside her mouth and as she pushed her own head back, his orgasm had surfaced. A long cum shot went straight down Weiss' mouth, swallowing from reflex. Another two made contact to her right cheek, travelling down to her chin. His next two missed Weiss entirely and splashed along Pyrrha's duvet. Jaune's finally shot splattered along her forehead, barely missing her hair. Weiss looked angry, but she was savouring the taste.

"I-I'm sorry. I should-should have warned you!" Jaune nervously stuttered, fearing her leaving. Weiss stood up and with all her might, she pushed him over. His landing was hard, missing the bed to the left of him. On the floor, Jaune cowardly opened his eyes to see his fantasies teasing him. Weiss had raised her skirt, revealing delicate pale skin up until a barricade was in the way. She wore thin, damp panties with a red colour dotted with small white hearts.

"Don't judge! I wasn't planning on fucking you today!" Weiss sensitively snapped at Jaune. As the words reached his ears, his eyes widened. She had just confirmed that she was planning on going all the way with him.

Looking in the opposite direction, she removed her panties and gently placed them to the side. Jaune caught his first ever glance at her vagina. Completely barren pelvis with a light pink labia was imprinted into Jaune's mind. He was having a difficult time containing his excitement. She gradually walk over Jaune, standing over his erection. She still wore all her clothing except her panties. Weiss was nervous on both the inside and the outside. This was her second male partner, everything could be different from Neptune. She lowered herself down, hovering over his erection. She gulped before taking the final drop. His head penetrated her as she gasped. She could already feel the difference, but she wasn't sure what it was. She believed they were the same length. Jaune ran his hands up her soft thighs, moving around to her arse.

After a few seconds of composing herself, she was ready to fit him all inside. She didn't remember being so nervous with Neptune, but she knew Jaune for longer. She knew that he liked her almost as much as Pyrrha. The difference may be the feelings underneath the sexual experience. Neptune didn't love her and she felt shallow about Neptune. With Jaune, Weiss can feel the emotion Jaune has and is putting into this event.

Jaune's hands clenched onto her arse cheeks while bouncing her up and down. The heiress' face was tinted red over her snow white skin. She seemed to be having a hard time keeping up with her breathing while riding on his firm erection. "Ke-Keep going…" Weiss huffed, needing help to carry on. Jaune's hips tagged in, wriggling to get the vantage point. Weiss fell forward while Jaune pounded her. He pulled off her shirt without her consent, but she wasn't going to play the dominant with how she was reacting to his cock. Her bra matched her eliminated panties which soon joined the lone panties. Both Jaune's hands massaged her soft, pale breasts, pleasuring the heiress' entire body. Her erect nipples were extraordinarily sensitive to his touch, bringing moans out from her throat. "Oh fuck!" She could feel his erection pushing further into her with every thrust. Her pleasure brought blurred vision, short breath and uncontrollable body spasms. "I'm close… I'm so fu-fucking close! Jaune!" She screamed out in ecstasy. Her fingernails dug into the carpet.

The two stared at each other for a few seconds before making an agreement without a single word uttered. Their lips connected in a hazy lust bomb, letting saliva spill and moans suffocate. Weiss squealed into Jaune's mouth as a powerful squirt coated Jaune's stomach. Her whole body was jolting back and forth while Jaune still pounded her insides with all his strength. Another squirt decorated the carpet in what some may call 'modern art'. "Shit!" Jaune called out, feeling his seed being released. Weiss felt the liquid infiltrate her as Jaune pulled out, watching his semen trickle out of her. "We uh, we forgot the condom…" Jaune mumbled.

Weiss feel to the carpet onto her back, trying to catch her breath. "I don't care… Right now… I'm taking the pill…" The pleasure Weiss had felt was incredible. She felt amazing physically like she would've with Neptune, but with Jaune, she felt better mentally too, but there was still something she felt was missing. She didn't love Jaune back and Weiss wasn't the full picture in his heart. The perfect mixture of physical and mental pleasure she'd ever felt was from the one who she shared her heart with, Ruby.

"Wanna… Do another round…?" Jaune had an uneasy smiled stretched across his face.

Weiss smiled and nodded. "I'll do it for free as well… But not because I like you…!" Jaune laughed, rolling over to kiss her soft lips once again.

Blake knocked at the door in front of her nonchalantly. A few seconds passed before it swung open. A Faunus tilted her head to the side in a greeting. "Hello Blake."

"Hello Velvet. I have a proposition for you. I'll sexually blow your mind for one hundred." Her voice was scarily monotone.

Velvet awkwardly looked around. "One hundred what?"

"Money." Blake sighed, feeling that charging wasn't right. "Listen, I'll give it back to you later, I just need it for a competition."

"Oh! Like the last one your team did!" Velvet smiled cheerfully.

Blake nodded. "Yeah like th-" The cat Faunus stopped herself, her mind registering something. "How do you know about that competition?"

"It was pretty obvious something was happen in class that day so I asked Yang afterwards, she told me everything."

Blake tightened her fist. "Of course she did… But I can't help loving that nymphomaniac. So how about it?" Velvet nodded, letting her inside her dorm.

"I've got nothing on and Sun is off monkeying about." Velvet chuckled at her own joke, closing the door behind Blake. "So wh-" Velvet was cut off as Blake connected her lips with her own. The kiss was immediately deep and intimate. Blake's tongue entered Velvet's mouth, taking in her taste. Velvet clung to Blake for support, not being good at supporting herself in sexual situations. Blake thought about the payment, remembering what she promised no longer than two minutes ago, a blown mind. The black haired Faunus pushed her fingers against the crotch of the rabbit who instantly fell to her knees.

"I swear you're getting more sensitive." Blake purred, forcefully taking off Velvet's pants. Blake lightly teased her clitoris, pinching at it. Velvet's entire face went red.

"Ah!" Velvet moaned, putting her left index finger into her mouth, biting down to try and calm herself down. Her whole body was feeling hot due to Blake's perfect hand motions. Still toying with Velvet's clitoris, Blake used her other hand to run down her vagina to her anus. Her fingers immediately became wet. "Kya!" Velvet shouted into her hand now covering her mouth. Her body was twitching at nearly every movement.

Blake smirked, remembering back to the only other time she'd pleased Velvet in a cupboard while other students were constantly walking passed. "You're drenched down here!" Blake giggled in a fashion that was not seen often. With Velvet's skirt bunched up at her waist, Blake pushed up her tight shirt, defining her breasts nicely. With no bra underneath, her erect nipples were extremely clear to the eye. Blake licked up her smooth stomach causing the sensitive girl to shudder with pleasure. Her nose rubbed against her chest while Blake kissed Velvet's seductive body. A few fingers still enjoying Velvet's clit brought her up to cloud nine. Blake forced the body-hugging white skirt over her ample breasts that seemed to have grown since she last saw them. Her stiff pink nipples called to Blake's attention. The black-haired Faunus lightly grinded her right nipple in between her teeth.

"Ah, ahh… No I'm going to...! I'm… Going to!" Velvet couldn't finish her sentence. An orgasm was approaching fast and Blake still had so much to do to her. With her mouth on the right nipple and one hand playing with Velvet's pussy, the free hand massaged the left nipple, squeezing it between her fingers, tightening her grip on the bosom. Velvet's panting was incredibly arousing and Blake was using all her strength to not masturbate to it on the spot. She could feel herself getting alarmingly wet, but Velvet came first, after all, she promised to blow her mind. "Shi- Oh!" Velvet gasped as Blake ripped through her thin black panties with a lustful outburst. The rabbit Faunus couldn't care less at this moment, all that mattered was the powerful orgasm brewing inside of her. Two of Blake's fingers made their way inside, pleasuring the walls around. A large shot of cum splattered across the room, also wetting Velvet's ripped panties, skirt and black tights. Blake's waist got coated, but more so by the second explosion coming from Velvet's vagina. "Fu… Oh God! Bla-Blake! Ah! God!" Velvet screamed from her throat, finding that it was becoming harder and harder to breath with every squirm of Blake's fingers. Blake's tongue made tracks around her nipple before tugging on it with her teeth. "This… Is too good!" Velvet was nearly in tears of pleasure at this point.

"I've brought some things I thought you might enjoy." Blake smirked, reaching into the bag she'd carried over to here. First thing that was pulled out was two vibrators used in the previous competition. One had an 'R' written on it, the other had a "Y" representing who used it on that day. Blake took off her bow and wrapped it around Velvet's eyes. She didn't care if Velvet knew considering they were in the same boat. The next item that was pulled from the bag was tape. Blake attached a vibrator to each nipple, sticking them with the tape. Blake set them on and let them beat away. Velvet moaned almost instantly, already becoming overwhelmed by the pleasure. Her voice was drowning in ecstasy as she could barely create a proper moan, let alone any words. Blake pulled another object out. A long dildo, the perfect size for Velvet's pussy. Blake teased her lips, getting Velvet to suck on it for a few seconds before getting overcome with the urge to kiss her right then and there. Blake's lips connected with Velvet's in a haze of lust, pushing her tongue in and all. The cat Faunus was getting close to her horniness level on heat. She slowly penetrated Velvet's pussy with the dildo, feeling her tongue quiver inside Blake's mouth. Velvet dropped her lips on Blake's tongue, suckling on it for support. Her sensitive nipples were pounding her body fill with pleasurable sensations. Blake pushed the dildo in as far as she could until Velvet's body started pushing it back. A large portion was inside Velvet and radiating pleasure through her entire being. "Shit!" Velvet cried out inside Blake's mouth. She had tried her best not to swear, but this was just too much for her. Another orgasm was about to erupt from Velvet's body at the rate pleasure was being received by her. Blake removed the dildo from Velvet's dripping pussy and pushed it into her own mouth.

"How do you taste?" Blake asked Velvet who currently couldn't speak with the long rod in her mouth. She cleaned it entirely, letting Blake put it back in her bag. She pushed her tongue against Velvet's tingling pussy, licking up and down on the outside before moving inside and getting a real decent taste of Velvet's horny body.

Velvet's red face was letting saliva travelling across her cheek while trying her hardest to speak clearly. "I-I'm gonna… I'm so gonna… Cum! Holy hell!" Velvet cried out right before a loud moan. "Ah! Oh God! Blake!" Velvet's second orgasm let cum gushed into Blake's mouth, drinking all that was given to her. Velvet's back was arched and twitching. She hastily ripped off the tape connecting the vibrators to her nipples; any longer and she was going to go insane.

Drool smeared across her face from both herself and Blake, cum dripping all over her legs and pelvis and the loud panting all brought Blake to beg for the same treatment. "Please Velvet, I'll cut the price in half!" Blake was already undressing herself while speaking. All her clothes ended up in a pile, a safe distance from the splash zone. Velvet shakily grinned, still recovering from her two mind breaking orgasms. Blake could already feel an orgasm close thanks to teasing herself with Velvet sexy figure. Velvet pressed Ruby's vibrator against Blake's clitoris while her mouth kissed Blake's excited vagina. "Oh fuck…" Blake moaned, feeling her chest inflate and deflate rapidly with every lick Velvet gave to her. "Oh fuck!" Blake repeated, but with a scream of joy as the pleasure kicked in as Yang's vibrator entered her cunt. Velvet used her thigh to keep both vibrators in place while her mouth moved to pleasure Blake's rigid nipples. Spending one minute on each satisfied both of them enough to the point where Blake was one spark away from igniting her orgasm. "Ah! Velvet, keep going!" Blake's shouted, her face completely flushed. Her body went into short spasms as cum trickled down her body, pool around her arse. Blake didn't squirt which was generally normal for her, but she still felt as good as ever. "Thank you Velvet!" Blake smiled, pulling her into a tight hug. Both their breasts being squeezed together.

"Thank you Blake!" Velvet spoke loudly, turning the appreciations onto Blake with enthusiasm. "If I wasn't dating Sun, I'd be giving Yang a run for her money!" Velvet cheered.

Blake kissed her neck softly. "Maybe in another story of our lives." They both laughed with the poetic sound to her words. "Although, with open relationships like ours, that doesn't really matter too much, does it." Blake winked, feeling up for another round of making Velvet moan to her hearts content.

Yang had thought about who she'd visit last night while she came up with the idea for the competition. Her thoughts started with, 'Who's not popular with the ladies?' and 'Who could give me the most money to win?' Team CRDL was that answer. She didn't like them as humans, but with four teenage boys who never seemed to get any, it was very logical. With four of them, they'd be a lot of money in it for her too. Being a growing nymphomaniac, she was up to it.

She didn't knock, she just waltzed in humming a tune she was creating on the spot. "Hey, what are you doing?" Cardin growled, putting down his magazine, hiding the front cover from her.

"Cut the attitude." Yang spoke coldly. She might be up for having sex with the four of them, but she couldn't stand their pathetic act of being tough as she could kick all their arses multiple times. "I'm going to offer you all a deal." Cardin grunted while the others quietly listened. "You give me at least fifty bucks each and I'll have sex with you all." Her tone was still scarily cold for the girl was carried a smile very often.

"Are you serious?" Cardin questioned, not wanting to be called out as a gullible fool.

Yang glared at him. "Yes I'm serious. Any takers or should I go to the next group of horny teenagers?" Dove and Sky nodded in sync while Russel and Cardin still seemed sceptical. "Alright Dave and Ski, present me with your money." Dove and Sky looked a little sad that she got their names wrong, but still gathered up some savings they harboured from Cardin. Fifty from the both of them. Yang grinned and thanked them for the money. Unbuttoned her shirt, exposing her bra to the two of them. Russel threw her fifty and joined in on the fun. Cardin still wasn't sure about her legitimacy. Sky awkwardly lifted her bra, revealing two stiff nipples. Russel dropped her pants and panties to find a shaven haven for his own use. He pressed his tongue against her clit, toying with her slightly. Yang blushed against her own self-control. Dove pushed a finger into her arse, catching her off guard. Sky was enjoying her breasts by himself until Cardin stole one from him. Yang quickly whacked his forehead. "Pay up bub."

"Tsk… Fine…" Cardin mumbled, scraping together forty.

"Fifty…" Yang glared.

Cardin panicked, not having another ten. "But I don't have anymore!" Yang rolled her eyes and allowed him to continue. Another forty was nothing to sneeze at after all. Dove dropped his own pants, pushing his erection in between her arse cheeks. He wrapped his arms around her stomach, pulling her over onto his lap, sliding his cock in tightly.

"Ah shit!" Dove grinned, feeling her arsehole squeezing his member. Yang was trying her best not to moan already, not wanting them to know the pleasure she is in yet. Russel unzipped his fly, pulling out his penis to penetrate her vagina. His cock was larger than Jaune's, but shorter than Sun's while still being satisfying.

Yang moaned until a penis was pushed into her mouth. Sky sighed happily as she used her tongue to pleasure his throbbing erection. Cardin rubbed his cock in between her large boobs commonly referred to as melons by his team. He pinched her nipples while doing so, helping her get closer to climax. Dove penis twitched inside her anus, reaching further than anyone has ever gotten before inside there. "Oh God!" She cried out feeling Russel picking up the pace and definitely picking up the force. Her body was being used by all four of them in different ways, ultimately pleasing her.

Dove was the first to cum, shooting a large load inside her arse. His cum had been stored for a while now, not getting any luck with the ladies and spending time in a room filled with other guys isn't the best time to masturbate. Yang could feel it sploshing inside of her. Dove was still shooting more into her, unable to pull out with her on top of him. Soon enough and he will reach his second orgasm before she reaches her first.

Sky forced his cock further down her throat, causing gags and splutters to sound out of her throat. She wouldn't admit it, but she enjoyed the taste of his penis with the pre cum constantly dripping out onto her tongue. He gripped her hair tightly as his erection shook violently inside her mouth. A large load of semen went straight down her throat, rendering her unable to breath for a few seconds. Yang kindly cleaned up any extra cum left on his cock and let him free. Cardin immediately took advantage of her free mouth and shove his cock inside her mouth. Cardin was her least favourite and bit down softly on his erection, terrifying him for a second or two.

Russel felt her walls squeeze down on his cock, making her feel awfully tight around his erection. "Ah fuck!" Yang yelled out, spiting Cardin's penis out to let out moans that had been store up for a while. "Oh shi-shit! Keep fucking me Rascal!" Russel ignored her mistake and pounded her hard, causing her breasts to bounce, hypnotising all four of them. Her voice made a soft cracking noise with her final moan before squirting all over Russel. After one more thrust, his cock shot a load of semen into her body, pleasing them both. Cardin was the last guy left to ejaculate. She pushed him over onto his own arse while slowly standing up, feeling Dove's cock empty out of her anus. Cum started rolling down her thighs from both her arsehole and pussy. As much as she disliked Cardin, he still paid her a decent forty and she still wanted at least one more orgasm. Jumping on top of him, she guided his member into her soaked cunt. His cock reached deep inside her once she dropped down on him. "Gah!" Yang gasped, not realising he'd get so far in. She rode him hard, moving about constantly, clawing his chest with pleasure.

"You're getting tighter!" Cardin grinned, trying to hold his load back for a little while longer, wanting to savour the moment some more. Dove, Sky and Russel had started getting life back into their penises, pushing them closer to Yang again. She gripped Sky and Dove's with her hands and letting Russel into her mouth. She could taste herself on his erection amidst the semen. Dove was already close to ejaculating a second time spending so long in her arse. He choked on his deep inhalation as he shot another load onto her chest. Sky was next to cum, feeling his cock couldn't take much more pleasure. His load splashed around her neck.

"Holy fuck! Cardan! Ah…" Yang screamed, not even trying to mess up his name. Her second orgasm was extremely explosive, spraying onto Cardin and the carpet all around him. Her body was sent into spasms ranging from quick jolts to long shutters. During this time, Russel had made it far down her throat, becoming tight on his already close to climaxing cock. His load didn't go down her throat, instead in came back, dripping down her chin onto her stomach. Yang's body hugged Cardin's erection, causing him to send his cum far into her. "Ahhh, fucking hell!" Yang moaned, rolling off of him.

Dove looked at her awkwardly while she caught her breath. "So, I suppose you want a shower now?" Yang nodded, completely unable to form words.

"Hey, uh, if we're up to it by the time you're out, can we have another round?" Russel grinned, trying to squeeze in another orgasm for himself.

"I-If you… If you give me… Money…" Yang sighed, trying to push herself off the damp carpet to make it to the shower Dove was sheepishly setting up for her.

He had a nervous smile on his face. "Do you, uh, need any assistance in case you can't support yourself? I'll be happy to help!" Yang shook her head, not feeling up for it just at this moment, knowing he'll try something. "Oh, uh, alright…" He mopped out of the bathroom, letting her shut the door for herself. Team CRDL quickly put their clothes back on, not wanting to see each other naked without a girl for much longer. After they had layers on, they all shared celebratory high-fives with a short cheer.

Ruby fretfully paced back and forth outside Ozpin's office, thinking whether it was a good idea to ask the headmaster for money in exchange for sexual favours. She took a deep breath in before getting ready to knock. Ozpin opened the door before she could move her hand. "Hello Ruby." He didn't seem fazed by her appearance outside his office.

Ruby jumped back slightly, "Oh, h-hey Ozpin… How's it going? Hehe…" Ruby tried to compose herself the best she could. "Well… I'll just be going now! Hehe…" Her awkwardness was reaching a new level, even for her.

"Come in." Ozpin glared. Ruby froze in mid step. "I know you want something. There is no way you'd be walking outside my office for half an hour for no reason. He knew. Ruby mentally face palmed herself, feeling like an utter fool. She nervously entered his office, taking a seat in front of his desk. "So, what do you want from me?" Ozpin sipped at his coffee calmly.

Ruby fidgeted with her fingers, looking down at her feet while speaking. "I was wondering… Uh… Have you ever thought about… Uh… Having sexual experiences with your, eh… Students?" Ruby was bracing herself for the worst reply from the headmaster of the academy.

"Why do you ask?" He continued speaking with a casual voice, taking another long slurp of his coffee.

"I'm wondering if you want sex for money!" Ruby panicked and practically yelled it out. Her face turned red instantly. "Wait, I mean, uh!" Ruby couldn't think of something else to say.

Ozpin nonchalantly placed his coffee onto his desk. "How does one thousand sound?" Her eyes shot wide open. He seemed to be going along with it. "Not enough? Two thousand?" She nodded energetically, thrilled with the money she was about to make. "Good. Then strip for me." Ozpin plastered a grin upon his face that she had never seen before. Ruby stood up and slowly removed her shirt, revealing a small bra, way too petite for her to properly use. She dropped the shirt to her side before wiggling out of her pants. Her bra and panties matched in two ways, both were too small for her and matched in a white colour. She was borrowing Weiss' underwear without her consent. "Come here." He ordered. Ruby nodded, feeling out of place being a few bits of fabric away from being completely naked in the office of the headmaster. He used his skilled hands to unclip the bra and pull down her panties with one hand each. He surveyed her wetness with a quick swipe through her lips. She wasn't too bad at this moment, but now it was Ozpin's job to change that. He pushed her onto the desk, knocking his equipment onto the floor. He left the panties to dangle on one foot while his mouth brushed against her bare pelvis, letting his tongue roll over her delicate clitoris.

"Ah, crap!" Ruby moaned under her breath. With two fingers, he pushed inside of her, feeling his hand becoming drenched. Her wetness had now become apparent. "Keep going…" Ruby moaned, feeling pleasure shoot through her whole body. His mouth suckled on her clit whilst pushing another finger inside. Her pussy was filled and being pleasure by his masterful technique. Her body was beginning to feel tingly as her first orgasm began to develop within. "Oh, ooh! Ah!" Ruby's flushed face drooled onto his finely crafted desk, creating a small pool against her cheek. Her moans slowly grew louder and louder. 'If I don't stop moaning… Someone will definitely find the headmaster pleasing me!' Her thoughts following this became clouded with lust and desire. Ozpin suddenly picked up the pace with his fingers, sending waves of pleasure through her at a startling rate. "Oh shit!" Ruby cried out, looking down at Ozpin's head against her crotch.

Her waist lifted off the table as her orgasm emerged from within, collecting in Ozpin's hand and mouth. She came for almost ten seconds before her pleasurable orgasm was reduced to nothing but tremors of her body. Ozpin took advantage of her foggy mind, unzipping his fly and pushing his unprotected cock into her young pussy. Her unpredictable gasp was cut off by a sudden moan caused by her nipples being fondled. Her soft, growing breasts felt comfortable in Ozpin's grip. "Holy hell!" Ruby screamed as he started thrusting further and further inside, getting tighter the deeper he ventured. A man stepped out of the shadows from the side of the room who had gone unnoticed by Ruby who was so nervous thinking about having her way with her headmaster. James Ironwood, a general and the head of an academy in Atlas. He held a camera in his hands, having taped the whole thing.

"Sorry Oz, but I'm going to have to join in. After all, I have seen her like this before." Ironwood chuckled. Ruby knew he was speaking about how she was after her encounter with Cinder. He unbuckled his pants, dropping them to his ankles. He pushed his head against her lips, being accepted in almost instantly. She did not believe she'd be able to handle double penetration at this time, so she took Ironwood's cock in her mouth without a second question. "You're pretty good with your tongue. I wonder who taught you." He grinned, fondling a breast with one hand while the other filmed her mouth taking in his large erection. Soft whimpers came from Ruby, unable to bear the pleasure for much longer.

Ozpin kept one hand on a breast, teasing her rigid nipple with great talent. His other hand rested on her pelvis, using his thumb to please her swollen clitoris. His constant pounding left Ruby unable to understand her current situation. Ironwood's cock was moving down her throat, giving him ultimate pleasure. James Ironwood may have an enjoyable penis, but his fuse was more or less disappointing at times. His breathing had increased as she could feel his cock twitching like mad inside her mouth. Little sprays of pre-cum ornamented the roof of her mouth before his forceful load filled her throat and mouth, overflowing from her lips. Cum dripped down her cheeks and chin from her lips. Coughing, she only managed to drink some of it before spluttering it over her own body. Ozpin's skill with his thumb was messing with Ruby's lower half, causing her hips to vibrate uncontrollably. A sudden squirt directly hit Ozpin's stomach. This was the beginning of her second orgasm. Her headmaster grinned as he sped up his thrusts, frying Ruby's mind and vision. Sending her on a trip to space with the intense amount of pleasure he was delivering to her.

"Kya! Ayuuu!" Ruby moaned grabbing onto her breasts for support. Her moans became less words and more unintelligible sounds. "Ah, Aiieee!" Her breathing was wheezy while her body was completely focused on the pleasure of an orgasm. Her legs swung around Ozpin's back, tightening around his waist. She grabbed onto his shoulders, hugging him suddenly for assistance. Her pussy was pulsating like wild before a large squirt of her precious liquids made their second appearance for the day. Ozpin's clothes were utterly drenched, but she still wasn't done with her orgasm. He pulled out, letting her wiggle around on his desk in an overpowering orgasm. She squirted again, coating his desk and chair. "Ehhh, ahh, yuu…" Her meaningless moans drained away all her energy. Her butt was high in the air, but her legs were having trouble keeping it up.

A cheeky chuckle came from her headmaster before he jumped onto his desk and forced his way into her arsehole. "AHH!" Ruby shouted in a mix of pleasure and surprise. He was completely unprofessional when it came to activities meant for the bedroom. Her arsehole was constricting to his large erection. Her tongue hung out of her mouth like a dog of sorts, resting on his desk were a lot of her ejaculatory fluids lay.

"Don't worry, I'm just going to cum and then you can get on your way." Ozpin smirked, continuing to thrust inside her anus, feeling it getting tighter. Ruby's face was flushed, barren of any sort of worries. Her mind was broken at this moment, just filled with pleasure. Her second orgasm was still lingering about, getting another squirt ready from this insane pleasure she was receiving. Ozpin's cock twitched and throbbed around in its very limited space before she felt a hot liquid infiltrate her anus. A loud moan sounded out from her throat before her final and powerful squirt decorated the window across the room. Ozpin was still coming inside, being forced out by her arsehole tightening. His last shot made a streak across her back. "How are you feeling?" Ozpin smiled, pushing his penis back into his pants through his fly.

It took her almost thirty seconds to respond. "A… Amaz… Incredible!" Ruby smiled.

"How about we make a deal." Ozpin stroked her messy hair. "Ironwood will delete the video of you being completely dominated and almost treated like our dog for two thousand bucks. Speaking of which I owe you that much." Ruby nodded, not wanting her lustful events to go worldwide. Even if she enjoyed sleeping around, she didn't want everyone to see her naked and being coated in semen. Especially after her embarrassing and mind breaking orgasm were she shot her cum all over the room. "Good girl. Then we're even and we won't pay each other a cent." He patted her head before pulling out a towel. He wiped down his chair, sat down then chucked her the towel. "Wipe yourself down with this. Oh and then you can go back to your dorm before five to find out who won the competition."

"H-How did you know about this?" Ruby stuttered in astonishment. His smirk told her with saying a word, he knew everything that happened in this academy.

It was five and the last person to come back was Yang. Ruby sat glumly on her bed, realising she'd been tricked out of her two thousand. Blake was smiling, feeling good about her sexual encounter with Velvet while Weiss stared out the window, thinking about love. Yang burst through the door with wet hair and wrapped in a towel. Ruby had also had a shower but having it in her dorm, she had a spare change of clothes. "So, how much did you all get?"

"One hundred." Blake spoke softly, not knowing if that was good or not. Velvet let her have one hundred rather than cutting the price in half as a thank you gift.

"Not bad, but it doesn't beat my one hundred and ninety!" Yang grinned, licking her lips with pride.

Weiss chuckled. "I'm sorry, but I smashed both of you. Four hundred!" Yang and Blake both felt their jaws drop. "What about you Ruby?"

"…"

"Ruby?"

"…Nothing…"

Yang laughed. "What happened? Did no one want that body?"

"I… Did it for free…" Stretching the truth a little, not wanting to be made fun of.

"Aren't you just a saint!" Weiss giggled. "Well, then it seems like I won! I suppose I'll be giving this back then." Weiss waved the money back and forth. She left to the room across from them.

"Me too. I'll be back soon." Blake smiled.

Yang laughed, not going to give the money back to them, she disliked them after all. "Here you go sis! Buy yourself something nice." Yang winked, giving her fifty of her total. She followed up the gift with a kiss on the cheek. "Hope you had fun with whomever you went with."

Ruby gave her a kiss in return. "It was pretty good I must say."

Author's Note: I hope you guys did enjoy this long chapter. If there are any mistakes (which there definitely are with the length of this thing), please PM me and I'll fix it. Feel free to leave a review or favourite/follow this story.

Want a fun fact? Chapter 19 (the previous chapter) was the second most controversial chapter in this story. The first going to the original chapter 9 (not the current chapter 9) mainly for featuring CRDL... Oops!

Song: Girls

Artist: The 1975

Album: The 1975