Gaining Mary

Finally school ended for the day. Instead of hiding in the bathroom this time Mary went directly to Ms. Hurmtee's classroom. Jessica tensed as the girl walked in but continued grading papers, saying nothing. Mary sat quietly in a desk directly in front of her teacher for a few minutes.

"When do you start getting ready?"

Jessica sighed, looked at her clock, "In about half an hour, when everyone's gone."

Mary nodded thoughtfully, stood up, walked over to the door, shutting and locking it. "You'll get ready now and keep me entertained until he gets here."

"I don't think…" Hurmtee started to protest.

"Get naked or I scream rape." Mary whipped off her shirt and pulled one cup of her bra down to expose her tit. Walking close, "Wouldn't that be fun? People rushing in to see you with a half naked, crying student?"

Jessica went red with rage but then seemed to deflate. "Alright…" She sighed miserably and began taking her clothes off. Once fully nude, folded clothes sitting on the floor by her desk, she stood defiantly waiting for her next order, she had to obey this girl she didn't have to make it easy for her.

In the mean time Mary had stripped off her skirt and shoes. Standing there in nothing but her underwear she adjusted the bra, tucking her pert breast back into it. Looking up she scowled, "Don't act like you don't know what's going on! Hands behind your head! Legs spread!" Mary smacked the taller woman, "Present yourself properly!"

Grudgingly Hurmtee got into the all too familiar position, waiting for the inevitable. What would it be? More beatings with the crop? Something even more unpleasant using the thumb tacks? She found herself almost wishing it was Nathan instead. He may be cruel but by now there was a certain reliability, she was pretty certain nothing he did would kill her or leave unexplainable mark in obvious places. That is unless of course she disobeyed. This girl though had only the faintest ideas on torture, who knew what she would want to do?

Mary's finger traced the collar around her teacher's neck, "It looks good on you, whore." She raked her fingernails down the teacher's chest, leaving four red stripes down the top of each breast.

"Kneel" when Jessica did not respond quick enough Mary took hold of her nipples and pulled her down, enjoying the high squeal of pain it produced.

Hurmtee fell heavily to her knees, once the stars of pain cleared from her eyes she realized she was level with the sky blue panties.

"Kiss my panties."

Not believing her luck Jessica obeyed, hungrily planting kisses up and down the girl's groin. By smell alone she could tell the girl was getting hot and tried to work her way down to where she was sure the panties would be getting damp. Just as she got close, however, the girl turned.

"Kiss my ass!" She giggled at her own pun.

Hurmtee gladly obeyed, especially when she was ordered to trace the panties with her tongue.

"Just what is going on here?"

Mary jumped with a start. Jessica's blood turned to ice in her veins, sick despair hit her gut like a sledge hammer. Unlike Mary, she had known Nathan would be upset that she had managed to get that close to a young girls pussy and that she would be severely punished for it. Her only hope was that she would get to see Mary punished as well, it had been her orders after all.

"Nathan! I…um …we were waiting…and" her arms flailed around alternately as though pointing out the explanation and failed attempts to hide her near nudity. She was VERY aware of how little clothing she was wearing and his nearness mixed in a good amount of lust with the embarrassment that made her blush, "And I didn't think you'd mind me using her."

"Yes, using her, that's fine. Pleasing her however…is not." He leaned in close so only Mary could hear. "I'm disappointed Mary. You know I'll have to punish you now, don't you?"

Not trusting her voice, the girl nodded, feeling wonderfully weak and helpless.

"And you! You fucking slut!" He turned viciously towards the kneeling teacher, "You know you are not allowed near young cunt!"

He slapped her face so hard she fell over, "Thought you could take advantage of an inexperienced mistress?"

Grabbing a hand full of her hair, slapping her again, he knelt on her lower abdomen. The increased pressure of his weight on her cramping bowels almost hurt worse than the slaps.

"S-s-sorry. I'm sorry master!" she cried.

"No, you're not…not yet." Yanking her to her feet he began slapping her breasts as hard as his bare hands could manage, stopping only when both mounds of flesh were a throbbing deep red. After the first few smacks Mary joined in, using it as an opportunity to practice with the riding crop on Hurmtee's ass. This drew an approving nod from Nathan.

"Go lead her to the courtyard and remove the plug. Bring her straight back when she's done."

Mary quickly grabbed the leash and started dragging her teacher to the door, "Yes sir."

The school's courtyard was a small grassy area with a path two trees, several benches and was surrounded on three sides by the school itself. In nicer weather it was used by seniors for study hall. Never letting go of the leash (not that she expected the nude teacher to run anywhere) Mary knelt behind her charge and used the key to unlock the huge anal invader.

She only pulled it out part way however, "I don't want you exploding all over me, slut. Take it out yourself."

It was a struggle but Jessica did as she was told. At least she could do it gently rather than having one of her tormentors rip it from her. Her body's needs overcame her shame and embarrassment as she voided her bowels with a long wet farting sound.

"Tissue?" she asked, not knowing what to expect.

"Oh, of course!" Mary said airily, holding out something in her hand, "We wouldn't want the slut to be all dirty!"

With great trepidation Hurmtee took what was offered. The cloth fell partially open in her hand before she recognized it, her bra and panties. She looked up.

"Use them." Mary commanded with an evil grin.

Simply unable to find the strength to argue the teacher obeyed, leaving the soiled clothing bearing her embroidered initials there in the middle of the path.

When they arrived back at the classroom Jessica was made to kneel as a spreader bar was locked between her thighs. Nathan held up a strap of leather, "Braid this into a high ponytail, near her crown."

Mary had done this before, at least in theory but the strap of leather was notably thicker than the ribbon she had learned with. So she struggled, doing the best she could, comforted by the fact that it didn't matter if she hurt her subject.

Meanwhile Nathan was busy with Jessica's tits. Very rough thin twine was being wrapped tightly around their base causing them to bulge like balloons. Once they were tied off he gave them an experimental slap, they bounced a bit but the twine didn't loosen.

"Like twin punching bags." He paused, an amused look on his face, "Ah, thought for another time. Open wide."

Hurmtee obediently opened her mouth, knowing there was no other option for her. A spreader gag was locked in place behind her molars, keeping her mouth gaping and vulnerable. Mary finished braiding at almost the same time.

Nathan inspected the work, nodding in approval then ordered her to spread the thumbtacks across the desk as she had the other day. As she did so he bound Jessica's arms behind her back, wrist to elbow. He then shoved her on her stomach and began tying the ponytail to the center of the spreader bar. When he was finished she was arched back so much her toes were almost able to touch the back of her head.

Tears of pain were mixing with the drool of her perpetually open mouth as Ms. Hurmtee was carried to and set down upon her desk. A desk which had, thanks to the extra box of tacks Mary had brought, been turned into a veritable bed of nails. The strangled squeal she let out sent shivers of excitement directly to her young student's clit.

"Mary, do you know what 'Fisting' is?"

"Uh-huh," She nodded vigorously, book reports weren't the only thing she'd been researching on the net recently.

"Good, I want to see how much of your arm can fit up this whore's cunt while I widen her throat." He dropped his pants and stood before the weeping teacher, his rock hard prick brushing her lips, "Do not be gentle."

As Nathan began pounding at the woman's mouth Mary fingered the exposed cunt. Sliding four fingers of her dainty hand into it's damp folds was hardly a challenge. Not surprising given the fact Hurmtee could fit half of her own hand in there. Mary shrugged, lined her thumb up along her palm and shoved as hard as she could.

=

Jessica was suffocating on Nathan's cock. The world blurred, fading, the thumbtacks pricking her body felt almost electric, it was giving Jessica flashback of her first week at the kennels. They had mixed poison ivy with her bedding straw. Her arms had been bound painfully behind her back, elbows and wrists together. Made to crawl on her knees, nipples rubbing on the rough concrete as her only balance she had to lick the doggie waste from the floor. It had taken many long beatings and electrocution sessions for her to control her vomit reflex.

Air rushed into her lungs in ragged gasps but was quickly lost again as she screamed. Something tore in her vaginal wall. Something too big was filling her, too quickly. Grunting she tried to force it out.

"Oohh! Cool she's squeezing my hand!"

"Good, now make a fist and punch it in and out. Use your arm as a dick, fuck her with it." He ordered, plunging his own dick down the teacher's defenseless throat.

"Punch? Fist? Ohhshiiitttt.." Jessica thought as the world faded away again.

She was in one of the kennels training fields. Tied down on hands and knees, her bruised tits were just brushing the ground. The nearby anthill was coming alive at the scent of the honey coating her chest. Someone had sprayed her groin with some musk from one of the bitches in heat and were now leading the first dog to her.

"Ok Sara, you can look at your surprise now."

Jessica watched the small brunet remove the blindfold. It was Sara! Her prefect little girl!

"Daddy! That's Ms. Hurmtee from school!"

"Yes it is darling." The man patted his daughter's head, "She's the one that did those things bad things to you at school."

The girl gasped, clapping her hands to her mouth.

"It's ok, honey. She's you puppy doll now." He stroked the girls hair, "We can do anything to her you want, all summer."

"Anything?"

"Yes, anything."

The fourteen year old was quite for a minute, watching the cocker spaniel vigorously hump the bound woman. "First I wanna see her breed with ALL the doggies, even the girls!!" It was a very long night, and following day for Ms. Hurmtee as it was a rather large kennel.

In her mind it was the series of mastiffs that were tearing into her, not her young student buried nearly up to the elbow in her cunt.

=

Mary adjusted her panties and looked nervously back at the school, "You're leaving her like that?"

"You have a problem leaving your teacher naked, bruised and hogtied in her own class room?" He held the car door open for her.

Cocking her head slightly she smiled, "No, that's cool. What I really like is taking her clothes, keys and car."

"Then why ask?"

"What if someone finds her? How will she get home?"

"I didn't tie her that tightly, she'll be able to wriggle loose. After that, well she's not completely stupid, she'll figure something out."

They drove in silence to her house, Mary squirming occasionally at the excitement of being driven through town in only her underwear as well as the likely prospect of getting fucked by Nathan tonight.

She had thought it would be no big deal but when it came time for her to make the walk from the car to her front door she found herself terrified. They made it to the door and he looked at her expectantly.

Mary returned his look.

"I assume it is locked?"

She gasped, gently slapping her forehead. "Yes," She groaned miserably.

"Your bag is in the trunk," Nathan hit the remote, opening the trunk. He tried to suppress a smile as he watched her rush to the car, ducking behind a bush as a car sped past..

When she returned her face was flushed and she was breathing a little heavily but she was smiling. She retrieved the keys and opened the door, half skipping as she entered. Turning to shut the door Mary found he was still standing in the doorway.

She looked at him, confused. He simply raised an eyebrow, "Manners?"

Blushing again, "S-sorry, please come in."

Though slightly flustered, anxious at the thought of giving her virginity to him, she gave Nathan a quick tour of the house. They sat at the kitchen table, he wanted nothing but she sipped nervously at a glass of water.

"Do you know why I came with you today?"

She nearly dropped her glass, "No." "God please say it was so you could fuck me!" She thought to herself.

He smiled, guessing her thoughts without looking at them. It was plain enough in her eyes. "I have to punish you. You made a mistake, admittedly without knowing it, but still a mistake."

Mary was speechless, simply staring at him. The hint of tears formed in her eyes.

"Ms. Hurmtee has done nothing to deserve the reward you gave her. She knew better and so was punished." He brushed a stray hair off her forehead, "You didn't think, letting your desires control you too much else I'm sure you would have realized your mistake."

"I-i-I'm sorry! Nathan, sir I…"

"Shhh. Patience, that's the one thing you have to learn and what I should punish you for lacking. However," He sighed, "I have no right to punish you. You are not my property. You have entered my world of your own will. I did not seek to take you, nor have I claimed you. So you have a choice."

She was almost too afraid to ask, "Choice?"

"My brave girl," he thought happily. "You can choose to accept punishment and be allowed to remain and learn. Or you may choose not to be punished and return to life as you knew it three days ago. It was luck you found me last time; I guarantee it would never happen again."

Go back to life as a normal girl? No sexually tormenting her deviant teacher? Not being able to be near Nathan, no chance of ever fucking him? Serving him? These ideas scared her more than she would have imagined possible. She couldn't go back!

"NO! Please, punish me! Hurt me!" She dropped to her knees in front of him eyes welling with tears, "Make me yours! Please I'll do anything…"

Gently he placed a finger to her lips, "Shh…You just had to say 'yes'. We'll see if you still want to be mine after you've been punished. Now go shower and get ready for bed like you normally would."

"Yes sir." She mumbled getting to her feet, running up the stairs while tearing off what little she wore.

While she showered Nathan went through Mary's school bag. There were the usual items, pens, pencil's, tablets, calculator, hair clips and other such things one would find in a teen girls bookbag. There was also the harness gag they'd used on Hurmtee, as well as two empty thumbtack boxes.

"The little minx!" He laughed, remembering how odd it seemed there were so many scattered across the teacher's desk. Then he found the candles, "Like the idea of hot wax does she?"

She was sitting on the edge of her bed in a faded pink pullover night shirt, nervously playing with her damp locks. So preoccupied with imagining what might be about to happen to her that she never heard Nathan approach. He knocked lightly on her door as a courtesy before walking in. This caught Mary so by surprise that she jumped and half fell off of her bed.

Recovering her balance she stood, bobbing slightly wanting to kneel before him yet not sure if it was the right thing to do. Instead she sucked her bottom lip clasping her hands alternately behind and in front of her.

He set both her school bag and his own duffle bag of equipment beside her bed. Standing behind and a little to one side of her Nathan ran a finger through her hair. "You are ready, I assume?"

The nearness of him made her shiver, next to him she felt so tiny and helpless. It was wonderful. "Yes, sir."

"Then it is time for your punishment." He sat on her bed, patting his thigh, "Come on, over my knee like the naughty little girl you are."

He was going to spank her!?! Like a little kid? This was not at all what she had hoped for, even as a punishment but still found it sort of exciting. Quickly she did as ordered, stretching across his lap, belly down. As she wriggled around trying to find a semi comfortable way to balance she felt his hardening manhood poke her side. Smiling she wiggled some more, teasing his rod with her soft tummy.

He apparently liked it as Mary could feel his hips grind in time with her movements. After only a few seconds though he stopped. "That's quite enough you little tease." He reprimanded, though not sounding truly upset, "Now pull up your nightshirt."

Moving so quickly she nearly fell off of his lap Mary pulled the hem of her night shirt until it was bunched around her ribs. Nathan lightly caressed the sea-green cotton panties that were stretched taunt over the curves of her ass.

"This is your last chance." He murmured, a finger strayed down to an increasingly damp portion of her underwear.

Mary's back arched, trying to follow the hand, "Oh God! I'm sorry! Punish me! Please!" A tear of need rolled down her cheek, "Please…."

A resounding ''crack" echoed through the house. For three full minutes Nathan administered a bear handed spanking. He was not overly harsh though, not wanting to scare her away.

Still, by the time he'd finished she was in tears, her face as red as her ass surely was but she was smiling.

''There, you've been punished." He said, gathering her into his arms for a hug.

She snuggled into his embrace eagerly but frowned slightly.

"Something the matter?"

"Will it's just...." embarrassment added to the crimson of her face, "that's all?"

Though having long ago come to believe it impossible Nathan felt the stirrings of more than simple lust for a girl. "As far as your punishment, yes, but I'm not done playing with you yet."

Her body trembled in what Nathan was sure was a small orgasm.

"Now, do have any toys you use to masturbate with?"

"y-yes, sir."

He lifted her to her feet, "Go get it."

She half skipped half ran out of the room to return a minute later with her stepmother's vibrator.

"You don't keep your toy in your room?"

Eyes downcast Mary smiled, "'S not mine."

"Sister's?" he asked, already knowing precisely to whom the vibrator belonged.

"No, my mom's"

"Very naughty," he laughed, taking the vibrator from her, "Take your night shirt off and get on your bed.

She practically tore the garment off but was so anxious she got her right hand tangled in it for a few seconds. Embarrassed she tossed it over to her closet she jumped into bed. She felt her nipples hardening in the cool air as she fidgeted, trying to figure out what to do with her arms other than cover herself. To her relief Nathan provided the answer.

"Hands together, over your head."

She complied, surprised at just how nervous she was. There were goose bumps covering her body and she was trying not to shake, but her pussy felt like a running faucet at the same time.

"Oh! Hmm…" She moaned as he began wrapping the rope around her wrists. It wasn't overly tight but certainly would not let her loose either.

"I'm not going to gag you. If I do something you can't handle say so and I will free you." He had tied the rope to her head board and now grabbed her ankles, pulling her to the edge of the bed, stretching her arms taunt. "We'll see how you do tonight and tomorrow I will decide if you are worth making my slave."

Her breathing was fast and shallow, "Yes….please…" Mary's mind was flashing with all the things she had imagined/hoped he might to her and found herself terrified and aroused in equal parts. Would he fuck her? Would she have the strength to endure what he did do?

Seeing these thoughts in her mind and the need in her face he continued, letting his words torment her as he worked on her physical body, "Try to enjoy having the choice to end your suffering, because if you become mine it will not be a frequent thing."

Her ankles were tied to the edge of the bed keeping her feet spread wide. From his bag he produced a soft flogger and began with her inner thighs. Both the flogger and the force of his strokes were intended so sensitize the skin of his victim, awaken the nerve endings as it were rather than produce large amounts of pain. Mary inhaled sharply with each smack but did not scream not even when he targeted her nipples nor her panty covered clit.

When he finished every inch of her skin from knees to neck was a uniform shade of red. She was breathing heavily, hips squirming, the wet spot of her panties nearly dripping. Nathan looked into her eyes and could see only lust. He looked deeper, into the part of the mind detached from the body's desires, and was not surprised to find some fear but was pleased to also find the excitement that fear brought her.

Bending down he took one nipple in each hand, rolling it between thumb and forefinger with increasing pressure as he pulled them up from her body. He watched the struggle on her face, she managed to hold back the scream until he had nearly lifted her off the bed by her nipples. He cut her off with a kiss, spearing his tongue into her like a weapons.

Mary tried to inhale him, using her tongue to fondle his. The pain was still there but seemed pale compared to the joy of taking any part of him within her. Her thighs quivered with a small orgasm. Suddenly he was gone, she fell back to the bed gasping as the blood rushed back to her abused nipples. She tensed sharply as something very cold and wet touched her right breast. Opening eyes she hadn't realized were closed Mary looked down to see an ice cube tracing the edge of her areola. First her right, then left, then back again. By the time the cube was half melted her nipples were so painfully hard she would have bet she could cut diamonds with them.

The ice left her breasts, traced the valley between them to her soft tummy. He circled her belly button once before slipping his hand beneath the waist of her panties. Never letting his eyes leave hers Nathan let her mind guide his hand to where she was most terrified the ice would go. He found her clit, holding the sliver of ice there until it melted. He watched the goose bumps race across her body as she sucked her bottom lip.

When the first cube was gone, two more found then entrance to her virgin hole. One slid neatly between her nether lips, the other held in place over her clit by the tightness of her underwear, the former producing a high pitched squeal from his victim.

With a flourish Nathan produced the next tool of torture, "I found these in your bag…along with some empty thumbtack boxes I might add you evil little thing…and wondered why such an innocent little school girl would bring them to school."

He twirled the long candle deftly in his fingers while the other hand produced a lighter, "Then I had an idea," flame sprung from the lighter, the candle ceased spinning, it's wick in the flame. The candle caught, Mary's eyes were locked on it following as it moved, "Was I right?"

"Yieeee!" Was her answer as the first drop of melted wax landed squarely on her rock hard nipple. Three more drops and three more yelps came before she could gasp out "Y-y-yess….ohh gggoddd!"

"I thought so." He said with an evil laugh and produced another candle, lighting it on the first. With no particular pattern he used the candles dripping wax on her sensitive skin, especially inner thighs, breast, and belly.

Gasping and moaning with every drop of molten wax to touch her flesh Mary's struggles were building a heat of their own. The ice cubes were melting but much too slowly. Everywhere was hot, burning with attention but her pussy was so achingly cold and lonely. If only he'd touch her there! One touch was surely all it would take and she'd explode in orgasm. She wanted to beg for that touch, beg to be fucked. Instead she fought to stay silent, she didn't think herself capable of coherent speech and didn't want him to think it was a plea for him to stop.

A full quarter of each candle had been used when Nathan stopped and began kissing and nibbling his way from her neck to her groin. He'd bite only hard enough to leave light teeth marks and was careful not to disturb the hardening wax. A pair of locking nipple clamps joined by a chain were attached to her breast. The same twine that had bound Ms. Hurmtee's tits connected the center of the chain to the top of her headboard. It was pulled so tightly that even arching her back relieved the tension on Mary's breasts slightly.

Mary's mind had all but shut down, short circuited by arousal, pain and wondrous frustration. She was freezing inside, but he skin was hot and alive with sensation from the wax. She had always liked tweaking her nipples but having it done so harshly, pulled so far by someone else….it hurt terribly and she wished it would go on forever.

Something cool, like lotion was smeared across her tits. She looked down to watch him rub the clear gel in. "oohh." She cooed at the gentle massage of her stretched tits. Only for a second did she wonder why he was wearing rubber glove before she felt it.

The sensation started slowly, a few pin pricks here and there, little phantom itches like those your mind creates when your hands are to busy to scratch. Gradually it built to a maddening itch not unlike the tag on the collar of a new shirt, only worse because it was her whole chest.

Mary began to squirm in what she knew was a vain attempt to free her hands and sooth the itching. Even when he moved the crotch of her panties aside to smear the gel irritant on her nether lips she didn't ask him to stop. Even when the sensations drove tears to her eyes, her whole body tense and sweating she begged not for release but rather, "F-f-fuck…mmerr…me..Please fuck me!"

Nathan knelt upon the bed, lovingly smoothed the damp hair from her brow and kissed her deeply on the mouth. Purring like a kitten Mary's body shuddered as she felt her pussy being filled by him.

The purr of pleasure quickly became a growl of frustration when the thing filling her womb began to gently vibrate. It wasn't him! It was only her mom's dildo! However the fire it was stoking in her pleasure zone, on top of everything else, overrode whatever anger she might have felt.

Need overcame her, hips acting on their own accord began to grind against the intruder but there was nothing to push against. He had let go, leaving the clenching walls of her vagina the only thing holding the toy in place. For a moment he watched her struggles, humping the air while trying to free her arms (though whether it was to fuck herself with the toy or deal with her irritated bits even she didn't know).

Chuckling happily to himself Nathan produced a polaroid camera and began snapping away. Either by sheer luck or long experience and timing he managed to get a clear shot the very instant her expression went from agonizing need to horrified surprise. He had coated the dildo with an especially thick layer of the gel and it had taken a moment for the irritant to mix with her juices and effect her most sensitive flesh.

"Frustrating isn't it?" He smiled, knowing she was enjoying it, "Well I have to go take care of some things so…"

He leaned over seeming to reach for the rope binding her arms. She tensed thinking she was about to be released and unsure how to feel about it but then he kept reaching. He turned the clock radio over on its face.

"I'm going to leave you like this for a while, I'll be back. Maybe." He turned and walked out the door without a backward glance, "Don't wait up."

Mary was left alone in the dark, tits stretched to the max, itching like crazy in her most sensitive places. The maddening it included the tender flesh that gripped the vibrator that was running too low to bring her over the edge. She was certain he'd done that on purpose, just like hiding the face of her only clock. He was torturing her mind as well as body. She loved it…at first but moments went by and he didn't return. So she assumed it was another test and willed herself strong enough to endure the torment for his pleasure. The night crept slowly by and she began to worry…he had said 'maybe'….