Chapter 5

Jayden Frasier was not a Free Use Girl. His sister Holly, however, was. And that meant that even though she was two years older than him and already in college, there was nothing she could do to stop him from doing whatever he wanted to her now. If a time traveler had gone back in time to tell him that before, then he would have hardly even believed it. Gone were the days of having his head pushed down into the toilet or being **** to carry her shopping bags at the mall. No, as much as he hated it, that period of his life was long gone. Vanished, poofed up into thin air, or in this case out of it, just like all the recent fuss about the new laws. And with the way things were going with all the talk about rehabilitation and such, if anyone was going to get their face pushed down from now on…

Stretching his arms out above his head, Jayden yawned as the bright morning sun shone in through his window. It was Monday, the start of a new week, and beside him his alarm clock ticked silently onward. Five whole minutes before it was due to ring – lucky him he supposed– which meant he still had another hour or so left to do whatever he wanted before school. For some reason today though, he had a sneaking suspicion that life had a few other things for him in store.

The feeling was confirmed a moment later as a quiet pair of footsteps echoed out in the hall. Soft and delicate, it almost sounded as if someone was trying to sneak about, and he opened his eyes just in time to see Holly enter the room. Now normally up to until about a couple of months ago, even with her still wearing her pajamas consisting of a light blue t-shirt along with a pair of old Nike shorts, this would have happened with at least some amount of ****. Probably something to do with the fact that their parents never bothered to install a lock on his door. Today, however, things were only just ever so slightly different from the way they used to be and against the soft golden rays of light that danced across the ceiling, it almost seemed as if she would rather be almost anywhere else in the world.

Jayden smiled as he sat up in bed. Just from her posture alone the difference was like night and day. An instant change in attitude from the overpowering tyrant she used to be, starting from the very moment she had been given her sentence in court. Past that, it hadn’t exactly taken him long to realize just what that meant for them both. Or why she happened to be standing here in front of him still half-dressed instead of off in the kitchen eating breakfast.

“You’re up early,” he said pleasantly.

Despite her taller frame – two and a half inches taller than him to be exact – Holly kept her gaze locked firmly onto the floor. A second seemed to pass as the two of them stood there like that, brother and sister in the same room. Her already old enough to start thinking about getting a real job, while at just eighteen years old he was still in his last year of high school. A pipsqueak by comparison, except that even as the silence fell over them, it was as if their positions had been reversed.

Reaching his arms up behind his head, Jayden sighed as he leaned back against his pillow. He hadn’t felt this good in years, not even when he had managed to save up enough money to buy his first computer. Or when Holly had managed to wrangle their parents into a trip overseas without him, and he had been rewarded with an entire glorious week of solitude all to himself. She had been so proud of herself back then, coming home with suitcase after suitcase of souvenirs to taunt him over. Against their current reversal, however, it was only with a clear sign of **** that she finally looked up to open her mouth.

“Jayden, I…,” she said, “Can we not do this anymore?”

So they were going to start with that again, were they? A classic, though it wasn’t as if he ever got tired of seeing her try.

“Hmm? Do what?” he said slowly, “You’re going to have to be more specific if you want me to understand, dear Sister.”

“I…,” said Holly, “You know, this.”

She waved her hands about as if to demonstrate what she was unable to put into words.

“Like, even if it’s the law, you’re still my brother,” she mumbled, “And I just don’t think that-… well, it’s just that every time you make me to it, I always get so close and then it starts to feel really weird and…”

She trailed off, a blush already starting to appear across her face as she looked back down towards the floor. Not helping at all was the way her nipples poked up from underneath the fabric of her shirt. Like tiny little beads of stiffness visible just below the surface, and Jayden hummed as he looked over at his sister’s two mounds. Or perhaps molehills would be a more accurate description in this case for her. A-cups? No, they had to be B-cups at least, though it wasn’t as if it made that much of a difference except when it came to the size of her bra. Or how far behind she was when compared to some of the other girls he knew. What was significantly more interesting of note, however, was the way the edges of her panties stuck out from beyond the waistband of her shorts.

He smiled again. Pink, he noted absentmindedly, her favorite color, and also his favorite flavor of strawberry ice cream. And if the metaphor was just a little too fitting, then it hardly as if it was his fault. He wasn’t the one who had been caught by the police with a fake ID after all. Or several bottles of beer rolling about in the trunk of the car. A minor misdemeanor, the judge had told them sadly, punishable by up to a full year in jail. Which wouldn’t have been so bad, were it not for the fact that she also had the rest of her life to think about.

Still standing in his room, Holly glanced over pleadingly at him, and he looked back. Another while passed as the instant stretched out like that, of him still lying in bed as she shifted uncomfortably from her place next to the door. Outside the window, he could hear the faint sounds of the birds chirruping at one another as they woke up.

“Well,” he said at last, “I suppose I could be a little nice to you today.”

Instantly Holly looked up, relief flashing across her face.

“Really?” she said.

“Why not?” he shrugged, “Though that doesn’t mean I’ll let you off the hook with just that though. It’s two times a day right now, isn’t it? Morning and evening?”

Holly bit down on her lips in turn.

“Then here’s what I’ll do,” he continued, “We’ll keep the number the same, but instead I’ll let you choose. Front or back, take your pick, and then we can alternate from there depending on how you feel. Don’t expect for it to last forever though, since despite how accommodating you tend to be, occasionally I do have a preference for which one I want to use...”

If the atmosphere before could have been likened to a thundercloud, then there was no doubt now that it was a storm. Just like that the air began to crackle over, and he smiled as he watched her grit her teeth. If looks could kill, he would have died right there on the spot. Too bad that would have also added **** onto the long list of things she was already booked into the system for.

Reaching over to scratch his neck, Jayden let out a sigh of content. It was hard not to laugh at the way her fingers clenched together until he could see the smooth curve of her fists. Ironic, and just a tad bit hilarious considering that just a couple of months earlier that would have been his first warning sign to start running from the room. Now though, with the way her legs seemed to slowly press together, it was starting to become just another quirk of their daily morning ritual. God bless Congress and the old men in government who had nothing else better to do but make pointless laws. That was for his sister to worry about though, and if the Bureau of Justice just so happened to accept anonymous tips via their online portal then all the better for taking back control. A single click of a button and her entire life would be ruined before she could even say a word. And if she thought that having to service the bus driver on their way to school was bad enough as it was, then she really didn’t want to find out what would happen if she was found violating her parole.

The point was made more than clear a moment later as she marched over to the foot of his bed with a huff. Or perhaps a pissed-off rattlesnake would have made for a better descriptor.

“You know, I hate you,” she growled.

Jayden shrugged as he lay further back against his pillow.

“And I, you, dear Sister,” he said, “But that doesn’t really change the rules now, does it? Now are you going to greet me the way you’re supposed to, or do I have to go and call Mom on the phone?”

More than likely, he mused, she would probably just give them both another spanking again for bothering her at work, but that was hardly something that Holly needed to know. The tension in the room increased even further as she fumed. Through some miracle of self-control, however, both for him and for her, she managed to hold her tongue. Then, throwing one last glance of indecision over her shoulder, she clenched her teeth together as she reached for her shirt.

It was a bit like watching an automata move. Slowly it rose up across her stomach, the fabric leaving a trail of goosebumps across her skin, and it wasn’t long after that before the soft curves of her breasts started to show. Like two miniature cushions of softness, the stiff points of her nipples perked up in just the right way against the morning cold, and following shortly afterwards were her panties and her shorts as she bent over to slide them down as well.

Standing up to place her hands on top of her head again, she shot him one last glare of hatred before moving her legs apart with her feet planted firmly against the floor. A fully naked pin up doll unable to do anything except what she was told.

“Happy now?” she spat out.

Jayden hummed. Technically she only had to do it once, but he wanted to enjoy it while it lasted.

“And from the back,” he said lazily, “Don’t forget to hold your cheeks apart as well. You know, just like how they do it in the commercials…”

This time, the only response he got was another clench of her jaw. All the same though, Holly complied as she turned around to face the wall. Her hands reached down behind her back, her fingers pulling at the tight skin of her buttocks, and slowly he watched as her most intimate places were laid bare for him to see as she bent over in front of him with her back arched upward. Fully shaven and even waxed as required by law, he could just about make out the silver gleam of the orgasm suppression ring below. Trapped in between was her clit, the tiny little nub rising up against the frustration of her denial, and she shifted a little as the sensitive touch of the air flew across her folds.

So smooth, so delicate, so young! Like a flower in the springtime of youth. Well, maybe not when compared to him with her still being his sister, but compared to some of the other girls her age, it was almost as if she was still in the same grade as him in school. Split down the very center, the soft petals of her labia seemed to open up like the very first buds of a just blooming rose, and hidden in between the crystal-clear strands of dew that lined the smoothness of her arousal was the soft opening of her tunnel. A tiny delicate ring of pinkness spread apart at just the perfect height for him to use, and it was hard not to laugh again at the thought of her nightly struggles. Perhaps she thought he wouldn’t be able to hear her through the walls of her room, but he could. All the way down to the point where she gave up, her tears rolling silently down her face down to soak into the sheets all while her bedsprings creaked loudly against the floor.

“Well?” she said.

A couple more seconds passed like that as she continued to stand there, her bottom lifted upward even as she tried her best to keep still. Then, with one last glance over the tightness of both her spread holes, he finally took pity on her as he waved for her to turn back around.

“Well done,” he said, “Superb. Ten out of ten. In fact, I think you even managed to make me hard. Shame there’s nothing I can do about it though. New laws and such. You know, just like how it is for you.”

Holly scowled as she stood back up. Jayden smiled in turn. And as they both looked over towards the all too familiar tent in his sheets, the pole of which was most definitely not made out of wood, the clock struck exactly seven, leaving another sixty or so minutes left for them to do whatever they wanted before school. Good thing there just so happened to be a loophole when it came to that particular bill. Sure, he couldn’t exactly use his own hands to relieve himself or risk having his dick locked away forever, but that didn’t mean he couldn’t use someone else’s and considering that his sister just so happened to be a Free Use girl…

Slowly, Holly looked down at the floor again with a sigh. The morning had only just begun.

---

The rest of the morning was pretty simple. Standing behind his sister as he worked a finger each into both her pussy and her anus, it had taken her exactly three and a half minutes to decide that she most definitely preferred the feeling of having her backdoor split apart over the frustration of having her tunnel used. Even if the alternative option wasn’t that much better with how much she hated having her rear hole filled. Following that, it was only a short step from there before it was time for them to move on to the daily morning blowjob that he always had her perform.

Jayden undressed. Besides them, the sun shone in through the window, casting a perfect shadow of them both against the opposite wall. Like a puppet on strings, Holly blushed as she got down on her knees to open her mouth. She looked up at him, her tongue stretched all the way out, and he signed as she moved her head forward until her lips made contact with the tip of his cock.

The texture was… well, regardless of how often they did this, every single time it happened it felt like he was in heaven. Or perhaps he had actually died a long time ago and was already living there now.

“Oh yeah,” he groaned, “That’s it. Right there, all the way down.”

Reaching over with his hand, he ran his fingers through her hair as she planted soft butterfly kisses along the underside of his shaft. The expression on her face was priceless as he looked down. Worth every last bit of torment just from the way her eyes seemed to burn with the humiliation of the ordeal. Once, twice, three times her tongue moved up to slide across the sensitive hollow of his frenulum, reaching up to tickle the opening of his urethra as it moved across the slit, and against the sheer comfort of the pleasure it wasn’t long before the first drops of precum were already leaking out for her to lap up.

Glancing up at him, Holly made a face of disgust. Still though, with a look that showed him just exactly how thankful she was to be servicing him like this, she continued to swallow the sensitive head of his cock. Up and down she went, the speed of the rhythm increasing with every thrust, and then with one last lick, almost as if she was lapping at the end of a particularly delicious lollipop, she moved her head forward again until he was buried all the way into the warm cavern of her mouth.

“You know, you’re starting to get better at this,” said Jayden.

Holly made a small noise of discontent as she choked.

“Mmmphhh,” she said.

“Like, the more I make you do this, the more it feels like you’re just sucking it right out,” he continued, “Though you would prefer that, wouldn’t you. To feel my semen splattering against the back of your throat instead of somewhere else.”

“Mmmphhh,” said Holly again.

She glared up at him with another look of contempt. Well, as much as she could with his cock still filling up her mouth. The rules of the game were simple enough though, and so it was only after another couple seconds of wishing that he was dead that she finally started to move.

It was something that had begun ever since he started to call her over to his room. The very first time it happened had been by chance, but very soon after that it had quickly become a contest of will. Mainly, whether she was able to make him cum with just her mouth before he got bored and switched over to something else. Which might have sounded just a little counterintuitive at first, were it not for the fact that every second she spent with her lips wrapped around his dick was another second in which it wasn’t being used to stretch apart her holes. Both of them, either her pussy or her anus depending on which one she had picked before, and so it wasn’t often that she didn’t make the best of the opportunity in the hopes of cutting things short.

Slowly moving the hair out of her face, Jayden hummed as his sister went to work.

“Not going for the balls again today?” he said.

This time she chose to remain silent instead of responding. The technique was one of the more recent ones she had come up with over the last week or so. Opening her mouth wide, she would rest the entire length of his dick across her face as she paid special attention to his balls. Then, the moment she could feel his testicles rising up, she would immediately stop before following up with a slow and frustrating lick along the underside of his member as she swallowed him whole. A couple more swirls of her tongue around the very tip of his glans, and by the time she finally pulled away to repeat the process again it almost felt as if he was about to explode.

He sighed as he pressed down against the back of her head again. Fortunately for him, he seemed to be born with an especially high level of endurance. That, and when combined with the fact that she wasn’t allowed to use her hands as she tried her best to finish him off, it was just about the only reason why he still played along.

Pausing for just a moment to adjust, Holly gagged again as she took him even deeper into the back of her throat. So far, the scorecard was seventy-two to one. Victory for him, but maybe not today as she continued to bob her head up and down.

“Well, that works too,” he said, “Take your time. It’s not like we’re in a hurry after all since we aren’t due to leave for another while.”

“Fuuah eouhh,” she said.

Whatever she meant by that, it was truly a mystery. A riddle for him to solve after he was done emptying himself into one of her holes. Which might have been just a little bit ironic if only he could just understand what she was saying as she looked up at him again with his cock in her mouth. Alas, the unfortunate pities of miscommunication and error. Entire wars have been won and lost over less, never mind something as small and insignificant as what they were doing now.

Besides them, the clock ticked inexorably onward, counting the number of seconds left until the bus arrived for school. Fifteen past seven, and then sixteen, with seventeen following not long after as Holly continued to service him with her tongue. And inching across the whitewashed walls of his room alongside the soft and tickling feeling of pleasure, the shadows gradually seemed to slip by as if rushing to catch up.

Slowly, time continued to march.

At eighteen, the pressure finally started to build. Nineteen marked his second drop of precum, and one minute and twenty-six seconds after that marked the third. Pressing her head forward, Holly greedily lapped it up with another look of disgust. This time though, just before she could swallow, he pulled himself away to cup one of his hands underneath her jaw.

“Open,” he said.

Immediately she did so, opening her mouth wide as she stuck out her tongue. Another look, another glare, as if there was nothing else in the world she would rather be doing than sucking on his cock. How dare he interrupt her just when it was starting to get good. Didn’t he know that she was doing this out of her own goodwill? At least, if the stiffness of her nipples were anything to judge.

“You know, your lips feel absolutely wonderful,” said Jayden.

Holly said nothing, still seated with her knees pressed against the soft carpet of the floor.

“And the way you use your tongue,” he continued, “Nothing at all like what happened during your first time. You know, with the teeth and all.”

Holly scowled at him again, her face perfectly blank despite the precum rolling about in her mouth. There was no way she didn’t remember, but it was hardly as if she was going to let something like that show. Even if it had taken place the day after her sentence had been declared, and would have ended with just that if only she had the dignity to resist biting down.

A blowjob, that was all he had wanted after an entire decade of being bullied by her. And would have been happy with as well. Only except with one thing leading to another and his dick feeling rather abused, it wasn’t long before she was standing naked in front of him with a marker shoved up her ass while he teased her nipples over and over again without ever once letting her go over. Then, by the time he finally thought to let her go she was practically begging him to fuck her instead, and the rest simply followed. A brief tussle in the sheets with her still sobbing from the frustration, and it wasn’t long after he had emptied himself into both her holes with the two of them lying there together in bed that their newfound relationship had started to grow. All the way up to where they were now.

Jayden smiled as he looked down. The room was so quiet he could practically hear her breathe. One last swipe of his cock across her lips, and Holly sighed as he waved for her to stand back up. Biting down on her lips as she walked over to lay down across the bed, she wrapped her arms underneath the hollow of her knees as she slowly drew them up against her chest. Spread out in front of him like this, every last inch of her most intimate place was laid bare for him to see and tracing his fingers around the very edges of her slit, he watched as the tiny little nub hidden underneath her hood start to twitch.

Seventy-three to one. Better luck next time, he supposed.

“Excited?” he asked.

Holly grit her teeth.

“Are you sure you don’t want something to hold onto down here?” he asked, “A finger perhaps? Or maybe a pencil or two to squeeze down against while you wait for me to finish?”

“Only if you agree to shove the same up yours,” she said flatly.

Well now, how nice of her to consider his feelings. Unfortunately for her though, that was a bit outside his realm of expertise. As such, another brush across her labia, and he smiled as she tightened her grip. Following that, it was a simple enough matter of spreading her labia apart with his hands to tap against the opening of her entrance below. A perfect little donut of pink that practically begged for him to stick his fingers in, and against the several month-long period of denial built up within, it was all but impossible for her not to flinch.

“Jayden…!” she gasped.

“I’m listening,” he said.

“You promised I could pick!” she said.

Tap… tap… tap…

“So I did,” he said, “Your butt today, wasn’t it?”

“Then hurry up and get it over with already,” she snapped.

She squirmed, shaking her hips about as she tried in vain to escape, and he laughed as the movement only caused her legs to spread themselves even wider so that he could see both her holes. As fun as it was to continue teasing her like this though, it could hardly be said that he didn’t also keep the promises that he made, and so with one last pinch across her clit he stepped forward to press his member against the opening of her anus. For a moment the muscles of her ring almost seemed to resist, pushing back against his glans even as they slowly stretched apart to swallow him whole.

The passage was painstakingly sedate, but he pushed on. Little by little though, he started to make progress with the arousal trickling down from her entrance above helping ease the insertion. One inch, and then another, each one claimed with a careful precision angled in just the right way to press up against her g-spot through the thin barrier in between, and trapped underneath him by his weight, Holly gasped as she felt the sensitive skin of her flesh stretch around his dick. So warm, so tight! Like a soft furnace of tightness to bury himself in.

Then, at just a little over halfway through, the pressure finally broke through as the hair-trigger response of her body finally took over, reluctantly pulling him into the searing heat of her all too welcoming depths.

“Oh…!” she said.

Oh was right. Instantly, her legs closed around his waist to draw him close as her pussy started to twitch. Not that it would help her much against the emptiness, but the effort had to be worth something at least. For a moment the two of them stood there like that, him doing his best to stay still while she whimpered against the frustration of having his dick filling up her rear. It was hard not to cum right then and there. Through sheer power of will, however, he managed to keep himself in check and after waiting a couple more seconds for her to get used to the feeling, he slowly pushed himself forward to bottom all the way out before withdrawing to repeat the process once more.

The tightness was beyond anything he could imagine. Up above, Holly moaned as her clit stood up even further into the air. Biting down on her lips, she pulled against the sheets as another trickle of crystal-clear fluid seeped out from the parted opening of her entrance to flow down to the place where they were connected, and she whimpered at the increased sensation of friction.

“Feels good, doesn’t it?” he teased her, “Almost like you’re about to hit the edge?”

Still lying there on the bed, she closed her eyes tightly as she tilted her head back.

“Bet you wish you took me up on my offer before we got started,” he continued, “Well, it’s not like you have long to wait. Just think about it. Tomorrow, you’ll get to enjoy every last bit of my dick filling up your pussy instead of just your rear, and I might even be nice enough to touch your clit. A shame you won’t be able to properly enjoy it. Given how tight you are down here, I can’t even imagine how good it would feel once you’re finally allowed to finish.”

Maybe she was listening, maybe she wasn’t, but there was no mistaking the way her nipples started to stiffen on her chest. Holly whimpered again as the walls of her rectum clung desperately to the entire length of his shaft. Already the thrusts were starting to become easier as she opened up against the intrusion, and slowly he felt himself sliding deeper and deeper into her rear. Pulling himself out of her again, he smiled as he felt her clench. Every time he spread her apart, it was obvious to see just how much she wanted to react, to cry out against the frustration as the tight opening of her anus slid smoothly over the sensitive tip of his glands. And were it not for the wonders of technology, she would have probably already climaxed a long time ago instead of being **** to hold it in.

The thought was next to intoxicating. An entire year of being able to use her as he pleased, all while she was unable to do anything except endure the desperation of being denied like this. Panting, he thrust himself one last time into her rear. Against the pleasure running through his veins, it wasn’t long before he reached his own peak and as the pressure in his prostate finally broke through the limits of his endurance, he grunted out loud as he came.

“Oh,” he gasped, “Yeah, that’s it. Take it all.”

Holly threw her head back, her legs spread wide apart as he pushed himself all the way forward until her hips were pressed up against his. Still trapped underneath him though, there was little she could do except freeze in place as she felt his member starting to stiffen. It was a cruel reminder of what she was missing as the orgasm suppression device came to life around her clit, keeping her trapped on the very edge of a climax that had to wait until her sentence was complete. Too bad it probably wouldn’t even feel like anything with how desensitized her body would be by then, and with her hands trapped by her sides in the middle of the courtroom as the doctor finally took off the ring, there wouldn’t even be anything she could do about it as the public security cameras recorded her misery for the entire internet to see.

The stories were common enough that the documents were already starting to be rewritten to account for it. A mandatory ruined orgasm in front of the judge after an entire year of being **** to hold it in. Or perhaps maybe several if the contractions that resulted happened to be insufficient. As such, closing her eyes tightly, Holly sobbed as the first spurt of semen started to flow out into her rectum, the stickiness of the load standing out in perfect contrast to the transparent thinness of her own frustration. A second spurt, and then a third, and Jayden let out a sigh of satisfaction. It was almost as if there was a tiny little sliver of heaven wrapped around his dick, a soft pillow of comfort that perfectly milked him for every last drop of his seed.

A minute passed, and then another as he continued to paint her insides with a thick layer of his fluids. Against the overwhelming sense of pleasure, by the time his dick had grown soft enough to slip back out it was almost as if his head had been wiped blank. Slowly sitting up again, he looked over at his sister as she continued to sob with her clit still rock hard at the top of her slit. Buzzing softly from the aftermath, the orgasm suppression gave out one last pulse as it finally fell silent.

“Satisfied?” he asked.

Holly groaned as her pussy let out another twitch. Reaching out to give her a gentle pat across her head, he picked up a tissue to wipe away the leftover remnants of their combined fluids. Then, grabbing his school uniform from where he had left it beside his desk, he walked over to the bathroom to shower and get dressed. She would probably join him a couple minutes later once she had recovered enough from the fucking, but for now it was probably fine to just leave her like that.

Stepping through the door, Jayden looked back one last time over his shoulder. Still played out across the bed, Holly rolled over to prevent his semen from leaking out against the sheets. Between her legs, her pussy peeked out at him, the swollen lips of her labia completely soaked through with the frustration of her recently suppressed climax, and he felt his dick rise up at the thought of using her again later in the evening.

That was for later though. Turning away, he smiled to himself as he went to wash his hands in the sink. Out of all the people in the world that he could have been paired up with, truly, he must be the luckiest person alive to have a sister as nice as his.