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Chapter 10 by Grayice Grayice

Who won?

Danny

The taste of her own sweet pussy nearly masked the manly presence of the man behind her. His tongue assaulted her, just as his hand plundered her delicate folds. She tried to moan, but he sucked her breath, leaving her a whimpering and simpering mess.

Nicolette opened her brown eyes and met Danny’s blue. How have I never noticed how pretty his eyes are? She opened her mouth to say something, but Danny leaned in and kissed her again. Her subsequent moan got drowned out by the sound of KISS playing on the loudspeaker. She closed her eyes and humped his hand, thinking Fuck, this is hot.

Danny whispered in her ear, “Better than our first kiss?”

She quivered in response, clutching his strong forearms as he played with her clit. She opened her eyes, giving him a steamy half-lidded lustful glance.

“Yea,” He muttered, rubbing her folds and teasing her entrance. “So much better.”

She agreed in her head, the only thing coming out of her mouth were utterances and low moans. Nicolette **** her attention away from her throbbing pussy and the boy exploring her. His hand weaving around her sweatshirt began palming her boob. She didn’t want to leave Alex out; she wanted to share her love. Alex looked forlorn. His jealous eyes seemed to burn, but he couldn’t look away when Danny **** another impassioned moan from Nicolette.

Danny breathed in her ear, saying nothing. Nicolette felt the **** of his breath stir a lock of her short brown hair and a whisper came from the wind:

Ask Alex to film what comes next.

Failure

The advice didn’t feel right to her. Alex’s lust-filled stare scared her. He was too intense, and she didn’t like it. He’s focused. So focused. Does he want to fuck me? Or Kill me? Either way, she turned back to Danny and kissed him, moaning, “OMG, you’re making me so wet, babe.”

Danny grinned and whispered, “Damn straight.” He intensified his attack on her pussy.

The lovers heard, but paid little attention to Alex when he turned around and spoke just loud enough to be heard over the loudspeaker, “I’ll stand watch…”

Danny kissed her, then spun her around, saying “Don’t scream.”

She blinked, suddenly she found herself staring at the white-washed walls of the gym. A hand on her back pushed her face down while a second hand started pulling her sweatpants down. A whimper of fear and anticipation escaped, and she looked back. Nicolette trusted Danny implicitly. They had been friends since early childhood after all. The movement of looking over her shoulder to meet his eyes while he lowered himself into a squat behind her created a whisper upon the wind:

Close your eyes and savor every moment of what comes next. Don’t worry about who might be watching.

Success

Nicolette squeezed her eyes close and bit the knuckles of her left hand. Her right hand supported her against the wall. A hot breath tickled her thighs from behind, causing her whole body to tremble in anticipation. This is it, Nicolette. The first time someone’s ever tasted me; ever done anything serious with me. Don’t freak out. Don’t freak out. Don’t – OH.

The freckled boy behind her licked up her tight wet slit. Lightning coursed through her, and she straightened up immediately. Pleasure quite literally ignited her body; lighting a passionate fire that threatened to consume her.

“Sorry!” Nicolette squeaked, opening her eyes to see a lust-addled Danny shoot her a self-satisfied grin. She resettled into position and stuck out her ass; this time she bent forward even deeper. Her back ached, reminding her that she hadn’t recovered from hot yoga earlier, but the pain only pushed her forward.

A chuckle tickled her inner thighs, then Nicolette felt a second lick, this one more centralized on her opening. She squeaked and closed her eyes, paying attention to the advice given. Danny’s nose gently poked her perineum and she gasped, Holy! This is so fucking good. It’s indescribable.

He played with her, licking her poignant clit, swirled his tongue around her tight wet hole, and traveled the small distance to her never-before-touched ass. Oh my God. He really does have a fetish. I’ve never even touched myself there before. What if it hurts? Oh, FUUUUUUUCK

Danny rimmed her hole. His finger gently twirled her needy clit, distracting her from his ministrations on her taut ass. He felt so good; his three-pronged attack left her shivering, biting her knuckles and pushing her face into the wall. She wanted to scream, but she could feel the cool air of the gymnasium on her exposed buttocks. Nicolette felt her body autonomously humping Danny’s face. I’m such a dirty little slut. I’m literally getting eaten out in the middle of a fucking school function. This is precisely who I want to be. Powerful in her sexuality. Sexy enough to drive people wild. Beautiful enough to be worthy of this attention. And Confident enough to pull this off.

A hand snaked up her undulating belly and fondled her breast. She felt Danny smile against her holes, then he stuck his tongue in her ass. A silent scream of pleasure crossed across Nicolette’s beautiful features. He knows what he’s doing. He’s stretching me out. My tightness is getting looser, but I’m still so tight. Oh, Fuck yes!

A digit on his other hand penetrated her pussy, curling down. She felt her knees begin to tremble as her pussy moistened further. That warm, unstoppable need to cum had started to roll. She felt her eyes cross behind their lids, and then a voice broke through her haze.

“Pshh! Guys! Mrs. O’Malley just entered the court. We gotta get out of here,” Alex hissed at them. Neither Nicolette nor Alex paid her any mind. So, he looked around to make sure nobody spotted him. Then, he tapped Danny on the shoulder, “Yo! Knock it off. We got an old hag on the way. Time to GTFO!”

Turning around in complete surprise, Danny nearly nailed Alex with a clenched fist. The DM was quick to apologize when he realized it was Alex, “Shit. Sorry dude. I’m a bit distracted. What’s up?”

“Oh, you know, being your lookout. Mrs. O’Malley’s just walked in. We gotta boogie. Let’s go,” Alex sardonically re-explained. Chagrined, Danny rubbed the back of his neck and grinned sheepishly.

Nicolette didn’t register the conversation occurring near her backside; her mental state had been so close to orgasm, that she couldn’t think. All she could do was react. She took her hand out of her mouth and traced it down her svelte body until she furiously started rubbing herself. Unmuted, her moans grew louder and louder. Eyes still closed, she neither expected nor anticipated a sharp SLAP on her ass. Her moan turned into a sharp yelp.

“Nikky! Shut up and pull up your pants, we got to go!” Danny grabbed her hand in a panic.

Blindly, Nicolette cried out, “What’s happening?”

Alex responded, “Goddamn it. Why doesn’t anyone listen to me? Mr.s O. Malley. Is. Heading. Our. Way.” Meanwhile, Danny stood up, pulling Nicolette’s sweats up in the process.

“Sorry,” Nicolette groused. She had been so close. Now she felt horny and aroused. This is a bad combination; I want to fuck so badly, and I want to fight anyone who tells me no!

“Quickly, my friends. Ms. Wu’s art room should be empty. It’s nearby. Follow me!” Danny pulled Nicolette with her and didn’t look back to see if Alex followed. They weaved in and out of the foot traffic until they came to an exit that led to the general classrooms.


Danny opened the door to the art room; color popped around them. In Nicolette’s lust-fueled haze, she only made the vague shapes and colors. Soon as Danny slammed the door shut behind them, she turned around and kissed Danny passionately. She didn’t care where he had been; in fact, the taboo nature of anal turned her on. He pushed her backward until her ass smacked against the teacher’s desk. Breathless and whiny, Nicolette moaned, “Wow. That was so hot. Can you believe we really did that?”

Danny nodded and then all three of them laughed. The whole situation seemed ridiculous. Danny gave her a peck on the cheek, then turned to Alex, who had sat down in one of the chairs and stared up at them. Smirking, Alex asked, “Hey, Nikky, did you pull a Superman?”

She adopted a quizzical expression and cautiously said, “No. Why?”

“Your sweatshirt is different,” He pointed out.

Nicolette looked closer. The sweatshirt had changed. Her favorite hoodie didn’t look like a regular hoodie anymore. It was still black, but had been chopped off at the start of her ribs; she cupped her breasts and felt nothing but her titties. Feeling around, she could feel her back and realized much, if not all, of her under-boob must be on display. It was only then that Nicolette noticed her bare arms. The hoodie covered her shoulders, but that was it. Blushing red, she stripped the garment off and looked at the back. The boys were treated to the wonderful sight of her naked tits. Instead of Billie Eilish’s face staring back at her, the graphic read, “Bad Guy, 2024.”

Startled, Nicolette didn’t quite know how to react. On one hand, she didn’t feel worthy of the sweatshirt. She wasn’t attractive enough to wear something like this. Not to mention it had been a gift from her Mom, and she didn’t know how to feel about the change. On the other hand, she felt confident imagining strutting down the hallway and seeing how everyone stared at her.

“Uhm. What do you guys think?” Nicolette asked nervously. She felt uncomfortable showing off this much skin normally still. Her mind still raced with the adrenaline from having sex at a job fair.

Both boys quickly assured her it would look amazing:

“You have a fantastic body, Nicolette. You should be proud to display it.”

“Nobody’s going to care; just wear a t-shirt underneath it.”

Nicolette smiled and jumped off the desk. She pulled them both into a hug and whispered warmly, “thank you, guys. I love you guys.”

Neither boy kissed her, but they embraced her firmly. Nicolette thought it odd but didn’t say anything. After a moment, Nicolette asked, “Does anybody know where my t-shirt went anyhow?”

They didn’t.

“So, what’s next?” Nicolette asked, smirking. Her pussy throbbed with need, and now that they were in private, she needed more.

Danny smiled a devilish smile and responded, “Well. We have a punishment for you. Alex and I talked about it before the game started. Whoever won was going to spank you until you either came or our hands got tired.”

Nicolette’s complexion paled. OMG, that’s so hot. She bit her lip, “Are you sure?”

Not hearing a no or boundaries, Danny gently pushed her back to the desk. He commanded, “Bend over, bitch.”

Nicolette did so, eager to please. Yet, the way Danny said bitch irked her. Here he was exerting his will over her, but he said bitch like he was afraid he’d get in trouble with his mother. She decided that couldn’t stand, so she challenged him, saying, “Is that how you say bitch? What are you, a Bitch?”

Growling, Danny ripped her sweatpants open at the seam. Her feet lifted off the ground from the sudden ****, and she looked back, that lusty hazy look back in her brown eyes. Danny’s voice changed. He adopted his ‘villain’ accent; the one he used in DnD to monologue menacingly. Deep, rich, sonorous, and powerful, he announced, “I’m going to punish you for that Bitch.”

Before she could correct him further, he laid his palm across her ass with a booming, SLAAP!

Nicolette howled, “Oooow.” Her left ass stung mightily. A bright red palm mark shone where his palm made connection. She resisted the urge to rub; whenever she’d watch a BDSM film, the submissive would be punished further. The pain mixed with her heated pussy and created a swirling mixture of pleasure and pain. The feeling was heady: intoxicating in a way she could scarcely describe.

“Count them out, Whore,” Danny continued. He looked to make sure his dirty talk hadn’t caused offense. Nicolette looked back, her eyes watery. Danny opened his mouth to make sure she was alright when she spoke.

“Oooh. One. Beat this slutty whore’s ass,” Nicolette moaned out. She wiggled her ass enticingly.

RIIIPP

Danny ripped her sweatpants even further to expose more of her ass. He walked over to her right side and landed a second powerful strike.

Nicolette loudly moan-screamed. Her voice already felt raw, but her pussy and ass felt afire with pleasurable pain or painful pleasure. She didn't know which one was a better description of what she felt. “Two!”

The pattern continued. Left, Right. Sometimes, Danny made direct contact with her inflamed cunt and Nicolette would scream a little louder. Thinking on his feet, Alex ran over to the door. He locked it and placed his phone near it, blaring the loudest song he had. Then he walked over and stared at Nicolette’s face while she suffered in divine agony. Every time Nicolette counted, she felt closer to that precipice of pleasure. “… 5 … 8 … 13 … 19 … 25…”

On 29, she came. Her eyes went cross and her body rigid. Seeing the visible signs of her impending orgasm, Danny rubbed her clit and helped her along. She stopped breathing, then let loose a raw scream of passion. Her pussy quivered, and she collapsed fully onto the table. Familiar stars danced a fore her eyes. When they cleared, she opened her eyes to see Alex staring at her with that same intense expression as before.

Then she felt someone, Danny presumably, lift her feet off the ground and turn her around. He pushed her further onto the desk, so her ass and head were supported. Nicolette looked down. She saw her body covered with a thin sheen of sweat, which made her glow in an erotic light. Further down yet, she saw Danny. He had stripped off his shirt and pants and stood between her legs. His powerful muscles stood defined on his muscular frame, and her body followed the natural lines of his body until she saw her first cock.

That’s not just a cock, she thought, awed. _That’s a goddamn bitch breaker. That long thick shaft is a proper fuck-stick. It’s got to be like nine inches long and nearly as thick as my fist. How the fuck is it going to fit in me??? Holy shit, and he’s leaking pre-cum. _She saw him throb when he stroked it, causing an angry vein to pop.

Swallowing, she couldn’t muster any words as he slapped it down on her steamy cunt. All she could do was moan and flinch. His cock was heavy. Nicolette watched, amazed, and stunned as he thrusted against her pussy lips. It took maybe two such thrusts before she started moaning again. Nicolette looked down again and noticed his cock shined with her essence.

Danny’s hand gently, but firmly, grabbed her chin and made her look him in the eyes. “I’m going to fuck your ass, Nikky. That’s my prize.”

She gulped, and all she could muster was, “B-but… I-I’m a – a – virgin. Please be gentle?"


Modifiers:

Libido +1.

Libido total = 24

Status Effect:

Marijuana: max DC = 90 for next 8 hours

Kink:

N/A

Fetish:

N/A

Dice Rolls:

Nicolette asks Alex to video

DC = 50

D100 = 19 + 23 = 42

Failure

Whisper: Close your eyes and savor every moment of this without worry of who might be watching

DC = 90

D100 = 23 + 79 = 102

Success

How many spanks can she tolerate?

DC= boys get tired >50

(Flat) D100 = 29 spanks before she cums


How does Nicolette lose her anal virginity?

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