When Bad Girls Need More

by Tilton, Emily

  “Right?” said Mr. Myers from further behind her.

  “Go ahead and put your hand on your pussy, honey,” Mr. Davis said. “You may masturbate for a little while now. Watch closely, Mike. Jeannie’s going to show you what a little whore she is.”

  Jeannie knew that the principal had given this instruction in a purposefully ambiguous way, but she didn’t care. She silenced the part of her mind that said she could defy him by not touching herself. She let the voice inside her that said, Yes, I am a little whore, guide her.

  Yes, I am a little whore. I’m a bad girl. I gave my precious innocence away. I like to fuck.

  Her hand found its way down between her tummy and the smooth desktop. Her middle fingers curled, pressed against the place she needed them so very badly. Her whole body shuddered, her back arching and her bottom-cheeks pushing back against the principal’s shameful grip on her backside.

  “That’s it, Miss Rendoski,” Mr. Davis said, letting go of her cheeks. “Show us how to treat you. The wetter you make yourself, the harder you’ll get fucked.”

  She cried out, her head going back and her back arching. Her fingers found the shameless pleasure in her needy slit, rubbing the tender, petal-like inner lips. On their tips, Jeannie spread her arousal forward, up onto the wrinkled folds that protected her most sensitive place. A moan came from deep inside her as she felt how all the muscles of her back and her thighs seemed to transport the need and its lewd satisfaction to every part of her.

  “Look at that, Mike,” said Mr. Myers. “Watch her ride that naughty hand. You think she needs it hard?”

  “Oh, God,” Jeannie moaned. Principal Davis’ words re-echoed in her mind: The wetter you make yourself, the harder you’ll get fucked.

  She did ride her hand, bouncing slowly, then faster, on her knees so she could move her wet pussy over her fingers while they moved up and down and in and out in a matching rhythm.

  The harder you’ll get fucked. Jeannie hadn’t had it hard. Mike had fucked her… well, strongly, she thought. Rhythmically. Nicely, even.

  But not hard. And…

  She had become dimly—very dimly—aware of the sounds of zippers being lowered. Despite everything, her face got blazing hot at the thought of turning around to see the three men behind her, ready to finish her punishment with their hard cocks.

  And… I… I need it…

  Modest and wicked, shameless bad girl and degraded little lady, Jeannie turned her face over her shoulder as she kept rubbing and rubbing her shaved, exposed pussy, to see them the way they could see her.

  They all had their long, rigid tools out and in their hands, as they watched Jeannie masturbate for them after her paddling. They all stroked their penises to see how badly she needed a fucking.

  And so hard. I need it hard.

  Then Principal Davis, whose cock seemed to Jeannie the longest and thickest—much bigger than Mike’s—stepped forward, his eyes going from her pussy to her face, narrowing as they met Jeannie’s. A little smile appeared on his lips. Jeannie felt certain he would tell her to turn her face back forward, but instead he reached out with his right hand and twined his fingers in her hair as she gave a yelp of surprise and sudden arousal, for her pussy had clenched on her wicked fingers at the sensation.

  Without saying a word, the principal turned Jeannie’s head, ensuring that she couldn’t see the men who meant to fuck her.

  “You may keep playing with yourself while you get it, Jeannie,” he growled. “I want you to come on our cocks as many times as you can. Where you’re going, they’re not going to let you climax again until you learn to serve a man properly. That’s hard for a bad girl like you, but in Advanced Guidance they know how to train bad girls properly.”

  Somewhere in her brain, Jeannie remembered that the principal had used that phrase, Advanced Guidance, before.

  Where I’m going? The idea that having been discovered having sex in the classroom she would now be sent somewhere seemed so much like a dark fantasy that it took a long moment of feeling the principal’s controlling hand on her head, and the lingering pain from the paddle, and the need that just kept growing between her legs, before she even thought to wonder about it.

  “Where…” she started to ask, but the word became a moan because she felt the massive head of the principal’s cock at the entrance to her vagina, and his other hand on her hip, and then he had thrust his hardness all the way in, so far that it took her breath away. She felt the wool of his pants against her punished backside, and let out a moan deep in her throat.

  “Good girl,” he growled. “Very wet indeed. You get fucked very hard.”

  Then she had no words at all, because Principal Davis started to fuck her, holding her steady with one hand in her hair and the other on her hip and driving with his hips like a jackhammer from the very beginning. As soon as she had felt him thrusting inside her she had known how close an enormous orgasm lay, and then, after two strokes of his huge cock, two hard slaps of his muscular lap against her paddled bottom, the climax began.

  Jeannie writhed against his controlling hands as she came, feeling her well-filled sheath contract hard on the huge, rigid shaft that just kept fucking her. Good girl, he had called her. The paradox somehow seemed to make her orgasm all the more wanton: his restraining hands, fit not for a good girl but for the bad girl Jeannie Rendoski actually was, made the pleasure go on and on. She came again and again, crying out, sobbing as the principal punished her with pleasure as he had punished her with the terrible paddle.

  “See, Mike?” she heard Mr. Myers say distantly. “That’s how you fuck a bad girl. When your turn comes, do you think you can do that?”

  She didn’t hear Mike’s reply. Maybe he had nodded, or maybe Jeannie’s mind had made up the security officer’s words. She felt like the principal’s hardness had lifted her out of her body, so that the pleasure and the growing soreness from the massive penis thrusting inside her over and over happened to some other girl.

  “I’m going to make her taste her cunt and then come on her face,” she heard Principal Davis say, though the words seemed to take a very long time to reach her, and she wondered, again, if they were real. “Mr. Myers, go ahead and fuck the pussy. Mr. Barrera, you keep watching. You’ll have your turn in a few moments.”

  Then, from her cloud of pleasure, she seemed to see and to feel the principal pull his long, hard cock out of her. So the words must have been real. She sensed him moving around the desk to stand at her side, by her head. He kept hold of her with the fingers in her hair, and he turned her face to his huge penis, sticking out of his pants and glistening with her pussy’s wetness.

  She hadn’t done that for Mike. She had never even seen a penis this close, despite being one of the girls who had studied the pictures from Wellness class very carefully, giggling about it with her friends at the lunch table afterwards. The guy in the picture from class didn’t have the frosting of gray hair among the black that made Jeannie’s heart jump now as the principal’s cock confronted her.

  “You know what to do,” he growled. “Open your mouth.”

  Jeannie did, in a cry of startled pleasure, because Mr. Myers had taken hold of her hips and thrust his thick penis into her pussy.

  “Oh, that’s nice,” the security officer said as he started to fuck, thrusting nearly as hard and fast as the principal had. “Your girlfriend’s got a sweet pussy, Mike. Thanks for sharing.”

  Jeannie moaned, because Mr. Myers’ words suddenly made her want to taste her pussy. She didn’t want, though, to know anything more about that desire, or the pleasure, or the shame; Jeannie just needed to feel it and to keep feeling it. She opened her mouth wide and she put out her tongue.

  The principal held her head in place, a few inches above the top of the desk and her left forearm, and he drove his huge cock into her mouth. He gave a groan from deep in his chest as he began to move in and out, making her take him deep even though Jeannie had never done the degrading thing before. She ta
sted her own musk, and she whimpered around the penis that used her.

  “That’s it,” he murmured. Then, again, “Good girl.”

  Jeannie came again, on Mr. Myers’ cock, as he rode swiftly in and out, feeling his uniform pants against her paddled bottom-cheeks, and Principal Davis pulled his hardness from her mouth unexpectedly, pumping it in his hand.

  “Mike,” said the security officer, his voice thick with the pleasure of Jeannie’s pussy, “come watch Jeannie get her first facial.”

  Jeannie closed her eyes, despite a good deal of surprise that she could still feel any shame, but she heard Mike’s footsteps, and then she felt the hot sperm splash on her face.

  “So pretty,” the principal said, stroking her chin gently.

  “My turn,” said Mr. Myers. “Time to see what you learned, Mike. Remember that her anus is off-limits. She’ll learn how to give ass where she’s going.”

  Chapter 6

  Jake had the Advanced Guidance pickup team waiting at the school doors by the time Mike started to fuck Jeannie’s undoubtedly sore pussy. The young man showed little promise in his instincts, but he did his best to follow the example of Davis and Myers, while the former went to the other side of the desk to hold Jeannie down and the latter enjoyed himself in the girl’s mouth. Davis didn’t use real force, of course; the point of placing his hands on Jeannie’s back lay in increasing her arousal and her sexual release by means of the restraint that allowed her to enjoy her first real submission to masculine pleasure.

  The principal’s instincts served the girl well. Jean Rendoski cried out under the hips of her boyfriend. Though Mike used his cock rather inexpertly, the vigor of his young body clearly worked well in combination with the older men’s degrading treatment: Jeannie’s arousal remained at 10 as Mike fucked her over the desk, the principal held her in place, and Myers thrust his thick erection in and out of her soft lips.

  Jake could see in the biometrics that accompanied his feed of Mike that the kid would come soon. He spoke over his headset to Frank Gardella, the leader of the AG team.

  “You’re cleared to enter the building. I’m unlocking the door now.”

  On his monitor, he saw that Principal Davis had noticed the same signs he had.

  “You can go ahead and come in Miss Rendoski’s pussy, Mr. Barrera,” he said. “Mr. Myers will come in her mouth.”

  Jeannie climaxed again at this news, and on Jake’s screen her 10 flashed red: an orgasm and a recalibration, which Institute assessors sometimes called a two-fer, priding themselves on achieving the feat. Jake had never seen it happen before, and as he watched Jeannie shudder under her principal’s hands he felt the beginnings of a warm affection for her.

  Strong-willed but not really a bad girl in any true sense—and much smarter than she even realized—Jeannie Rendoski presented a very appealing prospect.

  Better keep that in check, he thought.

  Jake would have a great deal of time either to keep his crush in check or to yield to it, as he supervised her training. Jeannie, however, was destined for a life as the sexual servant of a Selecta client or clients after her imprisonment in Jake’s AG facility. These days, that probably meant a military assignment, like an army platoon. As her lead trainer, Jake would have to work through any romantic feelings he might have for her while she remained in his care, and then send her along to her new owners.

  “That’s it, Jeannie,” the principal murmured now, bending over the girl to speak into her ear. “Last one, I think. Make it a good one, you little whore.”

  Jeannie cried out around the ginger-haired security officer’s hardness as the climax built again, into another, even larger one. The 10 flashed again, then went red. Miss Jean Rendoski was learning very quickly about her body’s needs.

  Behind her, with his hands on her hips, Mike gave a shout of teenaged satisfaction and held his cock deep in the pussy he had had the honor to deflower, as unworthy as he might be of Jeannie’s submission. Jake promised himself he would ensure the girl got what she needed, from now on.

  As Mike’s hips jerked a final time against Jeannie’s still-pink backside, the classroom door opened. Jeannie, just released from the security officer’s grip after swallowing sperm for the first time, and her face covered in her principal’s semen, cried out as the four uniformed corrections officers entered.

  “Jean Rendoski?” Officer Gardella, the team leader, asked the principal.

  “That’s right, Officer,” Davis said. “You can go ahead and take this little slut now.”

  “What?” Jeannie gasped, as the three men stepped back, leaving her still bent over the desk with her well-paddled bottom and her well-fucked pussy on display as the principal and the security officer put their cocks away and zipped up their pants. She stood up and whirled, her face crimson and her hands once again trying to cover her pussy and her breasts.

  “Get those hands away, Rendoski,” Gardella ordered. “This is your warning. Next time you try to cover up, you get the strap. Put your hands on your head.”

  Jeannie looked at Mike desperately. The boy had a wide-eyed, vacant look on his face. Being naked himself in this situation stirred very confusing feelings in him, even though he wasn’t the one being remanded into custody. To his credit, he said, “Wait… what… what are you charging her with?”

  The principal put his hand on Mike’s shoulder. “Jeannie knew the consequences, son.”

  “Of… of what?” Jeannie demanded, her hands still where they shouldn’t be. Her eyes went from Davis, to the team leader, to Mike.

  “Rendoski, last chance,” the corrections officer said. “Simmons, give me your strap.”

  Another officer brought forward a length of thick leather—the Advanced Guidance prison strap with which Jeannie would become quite familiar, very soon. Thin and stiff, the Institute’s assessors had designed it to assist in breaking the wills of Beta submissives like Jeannie. After the school paddle, it wouldn’t require many strokes of the strap to obtain her compliance, if the team leader had to whip her.

  The very sight of the strap, though, in the hands of the powerfully muscled, clean-shaven man in the white uniform shirt, made Jeannie put her hands on her head,

  “You’ll walk like that all the way to the van,” Officer Gardella said. “Time to go.”

  “Wait!” Mike said, trying again to find his backbone. “What did she do?”

  “Jeannie’s virginity was a precious resource,” Principal Davis said, his voice now gentle and reasonable. “Under the new corporate laws, she committed a crime when she let you take it. Now she’s going to be punished.”

  Jake looked at the window on his monitor that showed Jeannie’s face, where the blush, which had ebbed for a moment in her fear of the prison strap, had surged back. He thought he could see the precise moment when she remembered that, yes, in Wellness class her teacher had told all the girls that they would get in a lot of trouble if they had sex without permission.

  The team leader advanced to put his hand on Jeannie’s back and urged her toward the door.

  “Wait!” she cried, her voice incredulous. “Let me get dressed!”

  Myers laughed at that. “I’m sorry, Jeannie. From what I hear, you’re not going to be wearing clothes again for a very long time.”

  They walked Jeannie out naked, down the school corridor, the purple bruises from her paddling beginning to show. The rest of the educational facility’s students were in the middle of fifth period, so the only person who saw Jeannie Rendoski being taken from school in the nude was a fellow senior girl, who had a hall pass to use the bathroom. She stood with mouth open and cheeks crimson as the four men marched Jeannie past her, the bad girl’s gait awkward because she had to keep her hands atop her head.

  Jeannie’s brow had a deep crease in it, and tears sparkled at the corners of her eyes. She didn’t look at the other girl, but her own face went very red. Her arousal, on Jake’s monitor, jumped from 7 to 8 as she walked by the other girl. In all li
kelihood Jeannie before today had had no idea how her body would respond to this kind of exhibitionist humiliation. The realization clearly distressed her despite the wanton need it stirred in her bare, girlish pussy.

  Jake thought his new inmate looked lovely, even with her golden hair so disheveled and her cheeks stained with tears. The sheer nubility of her sweet naked body, her slim hips and her pert young breasts and bottom, the sweet, naughty pout of her well-fucked slit, whetted his sexual appetite very thoroughly. Jake found he had to shift in his chair to sit comfortably, so sizable an erection had Jeannie’s ordeal of submissive awakening given him.

  The AG corrections officers took Jeannie downstairs to the garage and helped her into the van. Jake had a camera in the garage, but the coverage wasn’t good, so he switched to Gardella’s body cam and mic.

  “Where are we going?” the naked girl asked, clearly trying to keep the fear from her voice, as two of the men took her forearms to lift her through the sliding door.

  “Court,” the team leader said curtly.

  They propelled Jeannie into the van and settled her on the bench seat. They fastened her hands together in front of her with plastic cuffs.

  “Why…” she started, her initial instinct not to resist but to plead. “Please… I’m not a criminal, you…”

  As Jeannie spoke, her attitude seemed to change. On Jake’s screen, her skin galvanics spiked: a classic Beta Plus submissive dynamic. Bad girls of the kind suitable for submissive training didn’t resist reflexively; a girl like Jeannie needed to maintain her defiance in the face of authority by thinking herself into it. Now that she had started to undergo the sexual discipline she truly needed, that process would become increasingly strained—it would still feel reflexive to Jeannie for quite a while, but a gap had begun to open, into which Jake would gradually introduce her training as a spirited but compliant sexual plaything.

  “We’ll see what the judge says,” Gardella replied.

  “You’re…” Jeannie started, her voice becoming angrier as her defiance returned. “Are you going to give me clothes, you sick fucks?”