The nervous girl pressed her back to the sliding glass door and tried to stay completely still. Maybe if she didn’t move, nobody would notice her. Down below, two boys from her class were throwing a ball back and forth in the pool. Nearby, a girl from the group was fiddling with her iPod. Becky could feel fresh sweat on her naked ass as it pressed to the sliding glass door. How long has it been? Twenty seconds? Thirty? Why is time going by so slow?
As she watched, the boys throwing the ball accidentally splashed the girl with the iPod. The girl squealed and threw her hands in the air, looking around for a towel, and as she turned her head she caught a glimpse of Becky up on the balcony. The girl raised her sunglasses and squinted. “Becky?” she called. “Is that you? What are you…oh my god, are you naked?”
The two boys looked up as well, and both of them laughed when they saw Becky standing on the balcony. The waist-high railing partially shielded her pussy, but her bare tits were in full view. “Damn, Becky, are you trying out for one of those Girls Gone Wild videos or something?” one of the boys shouted. Now half the people around the pool were staring up at her, some of them laughing, some of them gasping, some of them shaking their heads in disbelief. Becky’s cheeks burned redder than ever as she pressed her back to the sliding door, trying to melt into it, but then the door slid open and she stumbled backwards into the suite, nearly falling down in the process.
“Time’s up, dear,” Greta said, removing the handcuffs and tossing them onto the coffee table. “How did you like those, by the way? They’re lined with real mink! Only fifty dollars a pair from my catalogue.”
Becky sat down next to Sam and cried quietly, eyes open wide, face frozen, as if she’d just been through a war. Her arms were wrapped around her naked body again, the skin on her wrists pink from where she had struggled with the cuffs.
“That concludes our first round,” Greta announced, pulling out a new stack of index cards. These were pink like the others, but they had a red stripe along one edge. She also fetched a black duffle bag from beside the desk and set it at her feet. “Now for round two! I call this the wake-up round, because this set of challenges is so…stimulating. Claire, it’s your turn, dear.”
Claire spun a three, so her co-player would be Sam.
Greta peeled the first card from the stack, read it silently, then unzipped the duffle bag and rummaged around until she pulled out a device with a wooden handle and a flat, round top, almost like a ping pong paddle, but both sides of the top were covered with a wavy pattern of thick black rubber. “I hate to sound like a commercial, but this is another item from our catalogue. Very popular with the BDSM crowd, as you can imagine. They’ve nicknamed it the Goodyear.” Greta ran a finger along one of the paddle’s rubber ridges, grinning. Then she turned to Claire and asked, “So tell me, Claire, would you rather be spanked three times with this, or have Sam be spanked ten times?”
Claire stared at her lap. “Sam,” she murmured.
“What?” Sam cried. “You bitch!”
“What am I supposed to do?” Claire shot back. “Becky’s a wimp, so she’ll always give her punishment to the other person. And Kelly doesn’t like us, so she’ll do the same thing. If you and I act all brave and take the punishments for ourselves, we’re gonna end up getting screwed every time!”
Becky stared at her own lap, and Kelly glanced around the room as if she hadn’t heard the comment. Sam shook her head, furious, then threw her hands in the air. “Fine. Whatever.”
“You’ll need to remove those bikini bottoms,” Greta said.
Huffing, Sam stood up and hooked her thumbs in the bottoms, then paused. Her pussy was still wet from the kiss with Kelly…and she had to admit, seeing Becky nude had excited her as well. What if the other girls noticed? She grabbed her champagne glass from the coffee table, nearly spilling it, and downed the whole thing. Oh, fuck it. She pushed the bottoms down and stepped out of them, revealing the thinnest strip of brown hair over her pussy, surrounded by a white triangle of untanned skin. Her ass was firm and round, and Becky couldn’t help feeling jealous of her friend’s superior body.
“So how do we do this?” Sam muttered, standing fully naked now.
“I believe I’d like Claire to do the honors,” Greta said, handing over the paddle. Claire took it cautiously, holding it up the way a school crossing guard would hold a STOP sign. “And please take my chair,” Greta continued, standing up. Claire moved from the sofa to the chair, which had a padded seat and back but no arms, and Greta directed Sam to lay across the other girl’s lap. Sam felt like an idiot as she lowered herself down, her bare stomach resting against Claire’s thighs, her firm ass jutting upward. She could feel the cool breath of the air conditioner on her exposed pussy as well.
“Does it really have to be me?” Claire asked. “I don’t—”
“There’s nothing to it, my dear. Just use firm, even strokes. And don’t try to cheat by swinging too lightly. If you do, I’ll double the number of blows. Now, begin!”
Biting her lip, Claire brought the paddle down on Sam’s ass. It made a sharp smack as the rubber connected with the girl’s flesh, and Sam gasped and flinched.
“Please,” Claire began, “Don’t make me—”
“It’s better if you don’t draw it out, dear. Do the last nine quickly.”
Knowing she had no choice, Claire brought the paddle down again and again, counting under her breath with each blow. The rubber paddle bounced off of Sam’s bare ass with every stroke, leaving a series of wavy marks on the girl’s skin. By the time Claire was finished, Sam’s ass was bright red. The star athlete slid off of Claire’s lap until she was on her hands and knees on the carpet. “Ow…ow…” she breathed. It wasn’t the worst pain she’d ever experienced, but her butt still hurt like hell; a shallow burning sensation, like she’d been sitting bare-assed on a pile of gravel. But to her shame, she also felt more wetness between her legs. Pressing her naked skin against Claire’s had turned her on whether she wanted it to or not. The girl crawled back to the sofa, pulled herself up, then sat down again, wincing as her sore ass touched the cushions.
“Don’t worry, dear, the pain should fade in a few minutes,” Greta said. “Believe it or not, that paddle is one of our tamer models.”
It was Becky’s turn next, and she spun a four. The naked girl grinned with pleasure when she saw that Kelly would be her co-player.
“Becky,” Greta asked, reading from the red-striped card, “Would you rather be slapped across the face, or have Kelly be slapped across the breasts?”
“Kelly!” the girl blurted immediately.
“Fuck you!” the cheerleader spat back, then she turned to Greta. “Nobody’s slapping me anywhere!”
“So you’d like me to show this video to your parents and teachers? And you’ll be comfortable staying here for a month or more while you try to get a new passport? Hmm, no reply? I didn’t think so. Now remove your top, dear.”
Fuming, Kelly ripped off her striped bikini top and hurled it across the room. The other girls stared; Kelly’s tits were the size of grapefruits, with pink nipples as big as silver dollars. No other girl in school was even close to her size, and this was the first time any of them had seen bare tits that big in person. Sam had to cross her legs to keep the fresh wetness in her crotch from showing.
“Now stand up,” Greta ordered, and Kelly reluctantly obeyed. “Now then, I think—”
“I want to do it,” Becky announced, shocking everyone.
A slow smile spread across Greta’s face. She had considered bringing in one of the tougher maids, but this dynamic seemed far more interesting. Becky was still furious with Kelly for making her stand outside naked. The thin young girl would probably savor the opportunity to punish her large-breasted classmate. “Then by all means,” Greta said, gesturing to Kelly. Becky stood up and faced the cheerleader, the slim, naked girl looking more flat-chested than ever compared to Kelly’s huge jugs. “But first, let me give you a few pointers. Tit slappin
g is a bit more complex than you’d imagine.”
“I’ll do whatever you say,” Becky answered in a low voice, glaring at the cheerleader in front of her.
“You don’t actually want to slap the tits,” Greta explained. “Because the mass of flesh will stop your hand before you can swing all the way through. Especially masses of flesh that size,” she added with a chuckle. “What you really want to do is slap the nipples, and the inch or so of flesh behind them. That way nothing stops your hand as it completes the full swing.”
“I think I get it,” Becky replied, taking a step back. Kelly’s fists were clenched at her sides, equal parts fear and anger on her face. Becky stared at those big, soft tits in front of her and said, “Don’t you ever call me Becky the Board again!” Then the thin girl raised one palm to the level of her head and swung it sideways, slapping Kelly’s tits so hard that they jiggled madly.
“Ahhhh!” the cheerleader cried, pitching forward and clutching her chest. Her nipples burned like they were on fire, and daggers of pain shot through her entire torso. Tears filled the corners of her eyes and she panted heavily like she’d just run a race. She stayed bent over like that for a solid minute before she finally collapsed onto the couch again, still clutching her aching tits.
“Nicely done, Becky,” Greta said. “Now it’s your turn, Sam.”
When the star athlete spun a four, Kelly groaned.
“Noooo! It can’t be me again! That’s not fucking fair!”
“Believe me, dear, nobody ever said my game was fair,” Greta replied, choosing the next card. “Now then. Sam, would you rather have hairs pulled out of your head, or have hairs pulled out of Kelly’s pussy?”
“Oh my god!” Kelly wailed. “This is insane! You’re sick, you’re just totally fucking sick!”
“That’s easy,” Sam said. “Kelly.”
“Then please remove your bottoms, Kelly.”
Angry tears glistened on the cheerleader’s cheeks, but she wiped them away with the back of her hand. “You’re all assholes,” she blubbered. “Every single one of you.”
“There’s no sense in stalling,” Greta commented. “Take them off, please.”
Shoulders sagging, Kelly stood up and pushed her bikini bottoms to the ground. The mass of blonde curls between her legs was so full that it looked like it had never been trimmed in her life.
“Oh, my,” Greta commented. “You seem to be the perfect candidate for this challenge, dear.”
Kelly stepped out of her bikini bottoms then stood there fully nude, looking defeated. Her pale tits still showed angry red blotches where Becky had slapped her.
“I’ll handle this task personally,” Greta announced, standing up. “It requires even more finesse than the last challenge. We don’t want to make poor Kelly bald, after all.” She stood in front of the cheerleader then bent down so her face was only inches from the girl’s pussy. The cheerleader was trembling, hands clenched at her sides again.
“J-just get it over with!” Kelly snapped.
“All it takes is a gentle twirl of the fingers, like picking up spaghetti with a fork.” Greta twisted her index finger through the mass of blonde curls, causing Kelly to flinch. Then, when half a dozen hairs were wrapped around her finger, she pressed her thumb tightly against them. “And then, like so.” She snatched her hand away from Kelly’s crotch, taking several of the blonde hairs with her. The cheerleader yelled again, then both hands flew to her sore pussy. This pain was totally different from the last one—sharper, hotter, like someone had stuck needles into her cunt. She rubbed her crotch furiously, trying to massage the pain away, while the three other girls watched in awe. After a moment Kelly opened her eyes and realized what she was doing.
“You need some privacy?” Sam asked. “Looks like you’re kind of enjoying this.”
“Fuck all of you,” Kelly mumbled, then she flopped down on the sofa again with her arms wrapped around her aching body.
“There’s no time for sulking, dear,” Greta said. “It’s your turn, after all.”
Kelly’s eyes sparkled as she sat up straight and reached for the spinner. “Finally!” The girl spun and the arrow landed on one, for Claire. “Good! It’s about time!” Kelly crowed. Claire was the only one who was still fully dressed, while all three of her classmates sat totally nude. She also hadn’t endured anything worse than flashing her tits to the rest of the girls.
Greta’s eyes sparkled as she read the next pink card. “Oh, I so enjoy the chance to show off my wares.” She fished around in the duffle bag at her feet again and pulled out two hard rubber objects, one red and one blue. Both were shaped like small, skinny eggs with a handle attached, but the red one was twice as big as the blue one. Greta held both in the air and announced, “Allow me to present two of the models from our extensive collection of butt plugs.” Claire’s jaw dropped, but Kelly grinned from ear to ear. Greta said, “Kelly, would you rather try the blue one out, or have Claire give the red one a shot?”
“Do you really have to ask?” the cheerleader replied, pointing at Claire.
“B-but Miss Steele,” Claire babbled, “There’s no way. I mean, it’s too big. It’s impossible.”
Greta scrutinized the red butt plug, which was roughly the size of her thumb. “Nonsense. This is actually one of our smaller models. Besides,” she added with a grin, “you’d be amazed at how…accommodating the orifices in the human body can be.”
Claire closed her eyes and let out a ragged breath as Greta pulled a tube of lubricant from the duffle bag. “Take off your bikini bottoms while I grease this up, dear. Then it’s down on all fours, if you please.” Trembling, Claire raised her hips and slid her bottoms off while she was still sitting down, then after a moment she stood on shaky legs with one hand over her neatly-trimmed brown pussy. With her eyes closed in shame, she got down on her hands and knees beside Greta’ chair with her face toward the sofa. “Oh, no, dear, that won’t do at all. Turn around, please, so our spectators won’t miss any of the action.” With her cheeks burning, Claire spun slowly around until her bass ass was aimed straight at the other girls. It was just as firm and tight as Sam’s, and the star athlete couldn’t help staring at it…and at the pink pussy lips between the spread thighs.
Greta smeared lubricant on the object then looked from one girl to the next, deciding. “Sam, would it lessen the sting from your spanking if I let you do the honors?”
“Absolutely,” Sam answered. She took the device from Greta then knelt on the carpet beside Claire, one hand resting on the other girl’s bare back. “How do I…?”
“Just slide it in slowly, dear. But push as hard as you have to. The first time can be quite a bear.”
Sam could feel Claire trembling as she placed the tip of the plug at the edge of the other girls’ asshole. Claire gasped as Sam wiggled the tip inside her, then she starting shaking violently as the star athlete increased the pressure. “Stop it! It won’t fit! It won’t—ahhh!” Claire let out a wail as Sam forced the plug all the way inside, so far that only the handle was sticking out. Sam’s hand now lay on Claire’s bare ass, and she allowed two of her fingers to stray down to the other girl’s pussy. Claire was so traumatized by the butt plug that she didn’t even seem to notice as Sam’s fingertips grazed her soft lips.
“T-take it out! Take it out, please!” Claire begged.
“Should I?” Sam asked.
Greta stroked her chin for a good ten seconds, smiling at Claire’s discomfort, before she finally nodded. Sam gripped the handle between two fingers and pulled hard. The plug popped out with a wet sound and Claire collapsed on her side, one hand covering her burning ass. Greta instructed Sam to take the used plug to the bathroom and leave it in the sink, then the girl came back and sat on the sofa again. The three naked teens stared at Claire as she lay on the floor, whimpering softly.
“Oh, come on,” Sam said. “It wasn’t that bad.”
“Not much worse than having your cunt hairs ripped out,” Kelly added.
“Or getting smacked ten times with a paddle,” said Sam.
Claire sat up slowly and wiped her eyes, then she clutched the edge of the sofa and pulled herself back onto it, still naked from the waist down. Her breathing was shallow and ragged, and her eyes were red from crying. She looked at Greta, pleading. “For god’s sake, can’t we stop now?”
“Don’t worry, dear, there’s only one round left. And while round two focuses on pain, the challenges in round three are far more…pleasurable.” She scanned the faces, grinning. “Depending on your own personal tastes, that is.” She picked up a new stack of cards, pink like all the others, but these had a wide black stripe along one edge. Greta shuffled the cards, her red nails flashing, then she laid the stack down. “Now dry those tears, Claire, because you’re first.”
The girl shifted her weight on the sofa, trying to sit sideways because of her sore ass. She stared at the spinner on the coffee table for a moment, then slowly leaned over and flicked it with a finger. It landed on four, so her co-player would be Kelly.
“Holy crap,” the cheerleader groaned, rubbing her forehead.
“All right, Claire,” Greta began, reading the first card. “Would you rather let a man come on your tits, or have a man come on Kelly’s face?”
“Kelly,” Claire mumbled.
“This is such bullshit,” the cheerleader hissed.
“It’s your fault I got that damn thing shoved up my ass!” Claire shot back.
Greta thought for a moment then reached for the phone. “I believe I’ll ask Juan to come back. After all, he’s probably still excited from his brief encounter with Sam.”
The portly bartender returned in a flash, as if he’d been waiting in the hall outside just hoping to be summoned again. When he saw that all four of the girls were now naked—or nearly-naked, in Claire’s case—his eyes lit up and he licked his lips. Juan’s excitement grew when Greta gave his instructions in rapid Spanish, pointing at Kelly the whole time. Once Greta was finished, Juan dashed out of the room and came back moments later holding a bath towel, which he spread out on the carpet in front of Greta’s chair.
Greta's Game Boxed Set Page 6
