Disable your Ad Blocker! Thanks :)
Chapter 14
by
Thotar
How does the sleepover go?
It's a fun night!
Ten minutes before JNPR was scheduled to arrive, the nights victors were doing some last minute party prep, while the freezer burn side of RWBY had just poured a shot of some strong **** Yang had borrowed from her uncle. The idea was Yang's. A bit of Liquid courage was very much needed tonight.
"To decisions we regret!" Yang toasted, clinking her glass against Weiss', before the pair downed it. Weiss downed her contents with the elegant ease **** into her by her upbringing.
"So how do you want to do this?" Yang asked. "We could already be naked when they get here, and save us the awkwardness of stripping in front of them. I'm sure Nora would love it."
"Ruby and Blake were quite insistent that we strip in front of all of them, making a show out of it. At least that was the conditions they asked for when they didn't make us play maid all night."
"Besides, they were kind enough to give us 10 minutes to get comfortable with them before we have to disrobe... We may as well enjoy it. Even if we do have to give that humiliating speech."
Weiss' statement was cutoff by a knock in the door, which then opened to reveal Ruby and Blake in cohorts with JNPR. The night had almost officially begun.
Jaune and Pyrrha were enjoying that disgustingly sweet honeymoon phase that new couples so often went through. Nora was capturing everyone's attention with a story that seemed as ridiculous as the night would surely be. Ren stared fondly at his partner, but was otherwise unreadable.
They'd filled the living room of their dorm with every comfortable piece of furniture the two teams owned, and then loaded the tables full of junk food.
The two teams had settled into a comfortable mood, but it still didn't feel like the night had officially begun.
It was Ruby who finally broke the ice, "Hey Weiss, Hey Yang, it's been 10 minutes... Are you ready to fulfill your bet?"
"Bet?" Asked Pyrrha, but the two brightest members of RWBY had already stood up. Before they could begin stripping though, they had to recite the speech that Blake asked for to further their embarrassment.
"We'd like to apologize to the rest of our team for calling them cowards. We'd also like to say sorry for humiliating them in public, by humiliating ourselves for your entertainment" They spoke out with flushed faces and racing hearts.
As the rest of the people present watched in shock, Weiss and Yang began to remove their tops. Before another word could be said, the two girls stood topless in the center of the room. Jaune and Pyrrha looked especially affected by the site of Weiss' perky breasts, while Nora stared at Yang's in competitiveness.
After taking a moment to steel themselves, the strippers drew down their bottoms in a single functional stroke. Stepping out of their bottoms, the girls stood utterly naked in front of their team and sister team.
They expected many reactions when JNPR finally picked their mouths off the floor. Those expectations did not account for Nora.
"Titty party!" Nora exclaimed before whipping her top layers off and across the room, hitting Blake in the face.
"Ah that's better!" She exclaimed, seemingly not even a bit uncomfortable with her state of dress.
Many people considered Nora to be a ditz who was completely unaware of her surroundings, in favor of doing whatever her amused her. Most people were stupid. She was doing her best to make her naked friends at least a bit more comfortable... Besides, Ren would love it.
Team RWBY giggled at her antics, while Jaune looked incredibly... stiff. Not wanting to disappoint his new lover, he kept his eyes squarely on her. Pyrrha loved the attention, but not as much as she loved him. She leaned in close and whispered her permission.
Jaune swallowed and nodded, then slowly turned back to finally take in the two beautiful girls on display. When his eyes met Weiss' she gasped, not expecting the effects she felt from the intimate gaze. Weiss loved every chill she gained from the eyes roaming over her nude form.
Ruby spoke up, breaking up the moment. "Thank you so much girls, you can have your dignity back when JNPR leaves tomorrow. Until our little photoshoot, that is~"
"Photoshoot?" Asked Pyrrha.
"Oh, did we not tell you about that?" Blake answered, "Our little exhibitionists agreed to pose for quite the explicit photoshoot in Vales central park."
"Why would they ever agree to such a thing?" Ren asked
"We made a little bet during the dance, and Blake and I won."
"Wait! You two were the ones that ran past the front entrance naked!" Jaime exclaimed.
"Yes they were! That wasn't the bet though; right, you naughty girls?" Yang teased, at least hoping to draw out embarrassment from the girl's perverted act.
"She's right. Technically, Ruby and I streaked the dance as punishment for another bet we made earlier. Ruby bet that Weiss wouldn't go streaking. After Ruby doubled up on her bet, Weiss had to streak the dorms. I bet Yang that Weiss wouldn't either, so I had to do the same forfeits that Ruby did. That's when you spotted her Pyrrha." Blake explained.
"The actual challenge of the bet was that these girls wouldn't finger themselves silly while they were naked outside the dance" Weiss said with a teasing look.
"Technically, that wasn't the bet. We just had to orgasm, which was good considering Blake came in my mouth with her thighs covering my ears. Besides, the bet was your idea, perv!"
"Sounds spicy!" Nora spoke through a grin. "It was indeed very spicy. You can see for yourselves if you want, we have the video." Yang said, glad to drag her clothed teammates into her embarrassment.
"We'd love to see it! We'd also love to join you on your photoshoot!" Pyrrha exclaimed, to Nora's clear agreement.
Blake looked to her teammates for a consensus, when she got one she answered, "We'd love to have you guys, but I'm not sure it's something we can just give you for free... If you catch my drift"
"We're listening..." Pyrrha responded.
"Well for one thing, I think we'd be more likely to negotiate with someone who was willing to risk a little bit. How about you take your top off for tonight?"
It spoke volumes to Pyrrha's desire to join them that she didn't hesitate to rip off her top in front of her new boyfriend and friends. Maybe it was a Mistral thing. Her perfectly rounded boobs entranced the members of the room with light hair.
"Well it's kind of embarrassing but... Ruby has been begging me to get a man involved in this. She just thinks Weiss would look so pretty with a cock in her mouth. Unfortunately... Jaune and Ren are the only guys we know here~"
Pyrrha's smile was far from the anger they expected. She looked to her boyfriend for his consent, before agreeing. "Weiss would look pretty spectacular with Jaune's cock across her pale face. I'm not going to blueball my boyfriend like that though. If Ruby is so **** to feature his hard cock in the photos, she's going to take responsibility for it once Weiss is done playing with it. Also... since Ruby has been so delectably naughty tonight, we want her to sit between us tonight." Ruby flushed at being involved in the negotiations but nodded.
"What would... 'taking responsibility' look like?" Ruby asked sheepishly. Pyrrha grinned. "You naked on your knees, worshipping Jaune's cock until he cums all over your slutty face in front of all your friends." Ruby's flushed face and heavy breathing signaled her agreement.
"You drive a hard bargain, Pyrrha." Blake commented. "What kind of girlfriend would I be if I didn't help bring new girls into our bedroom? Besides, can you blame me?
"We want that too! Dibs on Blake!" Nora began, "Ren's always thought Blake was just the sexiest piece of ass in Beacon, so we want you to play a bit with us tonight." Nora added, pointing towards a prime seat on her partners lap. Blake's face showed she was more than willing. Ren's embarrassment shone even through his usual calmness.
"I'll expect your full responsibility tomorrow too, Blake." Nora teased with a wink.
"I think we have a deal then, Blake." Pyrrha said with a mischievous smile across her lips.
"That's just for you guys to join us on the photoshoot. If you want to see Ruby and Blake's video, we'll expect something in return." Yang added.
"How about we answer the door for the food delivery ordered, as we are?" Pyrrha offered, gesturing at her and Nora's bare chests.
"Deal." Yang accepted, "Weiss, how about you put the video on the TV?" Weiss smiled and did as ordered. She and Yang hadn't watched the video yet, and she was excited to see it herself. Having heard the deal, Ruby set a new scheme into motion and sent a secretive text on her scroll.
"Also Blake and Ruby, I think it's time for your seating change!" The aforementioned girls flushed but moved to sit between the partnerships of JNPR. Pyrrha saw the recently sent text from Ruby, and realized her plan. She whispered something indecipherable into Ruby's ear, who then nodded. Their interaction went unnoticed.
Before the video started, Ruby ran into the bathroom. She returned shortly, and slipped something into Pyrrha's pocket without being seen by everyone else.
Everyone relaxed into their chairs as the video began to stream.
The video started shortly after Ruby had petaled Blake and herself outside the bathroom.
"Fancy maneuver!" said Nora. "So that's how you did it!" Weiss exclaimed in frustration at being outplayed.
The girls had begun their run, and the video quickly arrived at the passionate couple who had nearly spotted them.
"Wow, she's really getting down and dirty, isn't she." Yang commented on the girls blowjob.
"Ehhh, her technique was lacking, but I appreciate her helping out a fellow exhibitionist." Blake critiqued, flushing when she realized what she'd admitted.
"I knew it!" Weiss yelled, "There is no way you bet against me originally, unless you wanted to lose!"
"Actually, I hadn't even realized it myself until the first photography session we had. I liked seeing you naked but I thought you'd pussy out in the dorms." Blake ignored Yang's 'technically she did pussy out!'
"You've already had a photo session before this?" Pyrrha asked.
"We'll show you those pictures after this, free of charge... Since Ruby and Blake are being so sadistic to us." Yang offered.
In the video, Ruby and Blake had rounded the corner and were now moments away from being naked in front of nearly a dozen people.
"I didn't realize you two were so brave." Ren broke his silence.
"Wow! That's quite a crowd. I think I even see Velvet and Coco in there!" Nora excitedly pointed out.
"I don't think my heart has ever beaten faster," Blake admitted, "We were lucky no one followed us, or we would not of had time for what's to come." She cringes at her unintentional pun, even as Yang smirked.
The two girls flew around the corner and made it back to their window. When Ruby flew into her passionate affair, Yang whistled.
"I knew you had it in you! You're a Xiao-long after all!" Yang said in her sister's support.
"I'm impressed you managed to keep the scroll steady, Blake" Pyrrha complimented the cat faunus.
"It really wasn't easy, especially when Ruby took command like that." Blake commented as the video arrived upon Ruby telling Blake to 'let the world hear her fucking moans'.
"Do I have to wash your mouth out with soap?" Yang teased
"No thanks. Blake tasted pretty good after all," Ruby shot back, to Nora's delight and Blake's embarrassment. Yang high fived her.
Ruby was now grinding on Blake's thigh, and Blake whispered filthy things into her ear. They narrowly avoided the stranger coming upon them.
"I didn't realize you two were so close to being caught." Weiss admitted. "You must've loved that."
Their silence spoke volumes to their true thoughts.
"You two made a cute couple." Jaune, instantly shifting the mood awkward.
"Uhh... We're uhhh... Not dating... Not that Blake isn't pretty! But everything's complicated and team RWBY is a mess of sexual tension that gets worse with every stupid bet we make and love! How are we supposed to function as a team while we all to fuck each other, even though that's so weird, right!?" Ruby spit out in an absolute mess of words.
RWBYs awkward silence showed the tension that had been living in their dorm since the night of Weiss and Ruby's original bet.
"Doesn't sound very complicated to me." Nora bluntly stated. "You're all hot as hell huntresses who clearly care about each other. Seems like simple math. Besides, it's a pretty common thing in Mistral. Fuck what everyone else thinks." Count on Valkyrie to say the obvious.
Despite all the weeks nudity and streaking, somehow love was what made the members of team RWBY feel the most embarrassed. They all looked at their feet.
"You've given us a lot to think about, Nora. Thank you, really" Ruby thanked her.
"You're damn right! Now let's see those photos!" Nora's most recent statement ended the crushing silent and made the whole room laugh.
When Weiss put the photos on the big screen, JNPR gave their feedback on them.
"That team picture is adorable!" Pyrrha exclaimed. "We might have to do that in our future. It's a shame you aren't all matching though, you might have to retake that in tomorrow."
After seeing them bent over, Nora complimented their asses.
They howled with laughter seeing the 'live' photo taken of them in the fountain. The brief few seconds before and after the picture was taken, clearly showing how much the girls were hating it.
"It's a shame you couldn't take more pictures of them 69ing." Nora admitted honestly. None of team RWBY could disagree.
"If only you had a strap on with you! It'd be so hot to see it sliding in and out of Ruby's ass." Pyrrha commented.
"My ass!?" Ruby yelled to dead ears. Secretly, it didn't sound like the worst thing...
They were left speechless at the photo of the two brunettes eye rolling orgasm in front of beacon tower.
The moment they clicked off the last photo, there was a knock on the door.
"Sounds like it's your time, Pyrrha!" Yang said, as the two red heads stood up from their seats. Pyrrha walked over to the door completely uncaring of her toplessness. Nora skipped over. Weiss was beginning to believe that Mistral's standards of clothings were more relaxed than Atlas and Vale.
Pyrrha threw open the door. Instead of a flushed delivery driver, the door swung open to reveal a blushing rabbit faunus, wearing the shirt she wore at her part time job working at the dorm's front desk.
"Oh dear! Uhhh here's your pizza! They left it with me for some reason" The shy girl exclaimed, hoping to give it away and hide somewhere where she could cool down... Maybe more than that.
Pyrrha had other plans. She grabbed the accented girl, and pulled her into the room. Velvet took in everyone's state of dress, or lack thereof.
"It's not what it looks like!" Said Weiss, arms drifting to cover her light pink tipped breasts.
Pyrrha took the pizza from Velvet, and passed it to Nora.
"Thanks for the pizza! Here's your tip!" Pyrrha thanked the girl. It was far from a cash tip. Sneakily reaching into her pajama pocket, the redhead pulled out a pair of black panties with Rose accents. She took the girls hand and gently wrapped it around them. Velvets eyed widened to golf balls.
She leaned in close to the girls sensitive ears. "There's more where that came from. Be at the Vale Central Park at 1 am tomorrow. Bring your camera... And Coco if she won't let you leave alone. Consider the tip a deposit. Sound good?"
Velvet furiously nodded, agreeing that it sounded more than good. Before she could scamper off, Pyrrha leaned in again. "Oh, and if you bring a strap on, it'll see some beautiful usage." Pyrrha promised.
With Pyrrha satisfied, the girl was finally allowed to hurry off.
Pyrrha's interaction went mostly unnoticed, with the exception of Ruby, who was in on it. Ruby gave her a thumbs up.
When Ruby had secretly planned to get a professional photographer for the shoot, Pyrrha noticed, and quickly helped enable it. She hadn't done it for free. She demanded Ruby give up her panties, and agree to support a game Pyrrha would propose later.
They tore into their pizza. Jaune asked an interesting question.
"Why didn't you guys just masturbate at the beginning of your dance streak? It probably would've been a lot easier, right?"
"Oh, did we not explain that?" Ruby asked. "Weiss, explain the silly extra challenge you added. Don't skip a detail."
Weiss rolled her eyes. "Since they would surely have more attention on them after they'd already circled the building naked, we agreed that was worth more. Unfortunately, we didn't account for them slipping out the bathroom. We thought they'd be **** to strip in front of the building, or at nearby. Their plan made them a lot less suspicious and gave them more time. We probably would've won if they hadn't thought that far ahead." Blake and Ruby couldn't argue with that.
"What did they earn for doing that anyway?" Ren asked.
"We agreed that if they beat the extra challenge, we'd do the walk from the bullhead to the park... Naked." Weiss painfully admitted.
"Wait! Does that mean you two have to walk nude through Vale tomorrow?" Asked Jaune.
"Yes it does Jaune, yes it does..." Yang lamented, despite secretly being excited for it.
"No offense, but this bet seems super risky. What were Blake and Ruby risking?"
"Since it was a lopsided challenge, they would've only had to be nude in the room until the semester ended. And tonight, I suppose." Weiss said, regretting her agreement to such low stakes.
"So we were getting a show tonight regardless?" Asked Nora.
Weiss answered with a flush nod.
"Let's play a game!" Yang exclaimed, excited to change the conversation before tomorrows event ended up even more embarrassing for her.
"Have you ever played Mistralian pictionary?" Pyrrha proposed. "It sounds perfect for tonight's mood."
"How does it work?" Weiss asked.
"I'm so glad you asked..." Pyrrha said, and began explaining the rules.
One person is the canvas, one person is selected as the artist, and everyone else gets to guess.
The canvas has to strip naked, to give the artist a place to draw. The canvas then tells the artist a prompt to draw. It can be an action, place, or animal. It should be guessable though. We'll punish that if we have to.
The sketcher gets 60 seconds to draw anywhere on the canvas' body, besides the face. They can also move the canvas' body. The guessers can scream out answers if they want, but the artist can't respond to wrong answers at all, or they lose the round. If it's easier, they can act out the prompt using the canvas.
Here's where it gets interesting though. Whoever guesses correctly, gets to become the next artist and the artist becomes a guesser. The winning drawer gets two points, and the guesser gets a single point.
However! If the drawer can't get the message across, they lose the round and THEY become the canvas and lose their clothes. The canvas gets two points for winning, but only if the party agrees it was guessable. The canvas can redress and rejoin the guessers. And cycle continues.
If the party agrees it was too obscure, then the round is reset and goes again with a prompt of the artists choice.
The game ends when someone reaches 7 points. If two people reach 7, then they have a draw off using the two lowest point players as the canvases.
The winner gets to punish the lowest point (or however many are at the lowest point total) however they'd like.
"Are there any questions?" Pyrrha asked
"It sounds amazing!" Ruby exclaimed, half exaggerated but half real. This was the game Pyrrha made her support huh?
The game was a fun party game, because you were **** to risk nudity to have a chance of winning. The only way to gain points was to guess, but guessing meant you had to become the artist, and risk your clothes. If you got caught as the canvas for too long, you'd surely lose.
Everyone else nodded their agreements and the game began.
"Since Ruby was so enthusiastic, how about she starts as the first canvas?"
What's next?
Disable your Ad Blocker! Thanks :)
RWBY ENF
The embarrassing tales of the huntresses
Come and write funny and embarrassing of the RWBY girls and more. Have them go into hijinxs in Beacon and other areas in Remnant, and see how would they "survive" there. See if they go on with what items they have last or be in the "bare" neccessities. May it be the whole team itself or just a solo adventure. Its just fun and "mature" way of us fans of the series to have fun and pass the time till the next updates by Roosterteeth. I don't own any character or the series, RWBY is created by the late Monty Oum and is owned by Roosterteeth Productions/Entertainment/Whatever
Updated on Apr 17, 2026
by Seel
Created on May 7, 2016
by tl34
- 11,237 Likes
- 3,092,217 Views
- 757 Favorites
- 2,193 Bookmarks
- 1,167 Chapters
- 61 Chapters Deep
- All Comments
- Chapter Comments