Chapter 1

       The bell sounded, marking the end of second period. Mitch Bowen packed away his books and notebook, then slung his backpack on from behind his desk. Classes had so far been fairly difficult, and he was already looking forward to lunch, which was, unfortunately, several periods off.

       His thoughts about the rest of the day were suddenly interrupted by a chime from the PA system.

       “Mitchell Bowen, please report to the headmistress’s office,” said a pleasant girl’s voice over the loud speaker.

       Mitch’s brow furrowed in confusion. Why was he being called to the headmistress’s office? He thought it might have something to do with the fact he was a new student, and that it was his first day, but there were plenty of new students at Arcadia Academy. If the headmistress wanted to meet them, they would have been sent a note about a student/teacher gathering.

       Maybe there aren’t as many new students this term. Still, it seemed a little odd. Maybe it was just unfamiliar because it was so formal sounding. Everything at Arcadia was formal; it was the first time Mitch had to wear a uniform to school.

       He shrugged the sensation off, but as he began to leave Miss Matsuno’s room, a few girls chatting in the back of the room caught his eye. When they noticed him, they giggled behind their hands, whispering to each other excitedly. He frowned, and then chose to shrug it off. All girls could talk about everywhere were boys, and he wasn’t that bad looking; tall, with a brief history in sports, trim brown hair and a face with high cheekbones. His other friends jokingly told him that he should go into modeling.

       Outside in the hallway, students were moving around between their classes. The main building was the largest, with the gym and sports facilities coming in a close second on the other side of the property. It held all the classrooms for the Academy. The student dorms were just up the street, and the rest of the Academy was comprised of small club buildings.

All in all, the campus housed around several hundred students, and most of them, to Mitch’s delight, were women. The school had only recently begun to accept male students, and if Mitch had to take a guess, he would say for every guy, there were about 10 to 15 girls, and most, if not all of them, were drop dead gorgeous.

       The administrative building, which housed the staff offices, was on the far side of the school grounds. Mitch realized that unless this meeting with the headmistress was very short, he would be late for his next class or miss it altogether. The walk alone would take him up to the next period. But he was sure the headmistress would be willing to write a pass, or had a very good reason to call him over in the middle of the day.

       As he tromped across the school grounds with his bag slung over one shoulder, he thought about who he was meeting. The headmistress of Arcadia Academy, Reina Morimoto, was someone he hadn’t learned much about. For as much as the students talked about her, he didn’t exactly know what to expect. What he did know was that Morimoto was the name of the family that owned the school, so it was only natural that someone of the same family would run it.

       The administration building was far quieter than he anticipated. Most of the teachers are probably at class. The hallway signs pointed him down one hall, then up a flight of stairs, then down another long hall. At the end stood a set of double doors, on which hung a plaque that said ‘Office of Headmistress Reina Morimoto’.

       One of the doors was open, and when Mitch peered inside, he saw a smaller office, to small to match the elegance of the plaque and doors. A young girl typing away at a small desk confirmed his thoughts; it was only the secretary’s room before the main office.

       The secretary greeted him politely, though Mitch noticed as she did, she glanced him up and down, then smiled wider. She wore the female’s school uniform: a short, black skirt with black stockings, and a matching blouse trimmed with gold and white with a similar necktie running from her throat between a pair of large breasts. “Can I help you?”

       “I’m here to see Miss Morimoto about…something,” Mitch said, only feeling slightly awkward about not knowing what. “My name is Mitch Bowen.”

       The girl’s head bobbed once, a red ponytail bobbing as well. “Yes, the headmistress is expecting you.” She gestured to the door behind her. “Please go right in.”

       Mitch thanked her, then moved to the door, opened it, and entered Reina Morimoto’s office. This time, he was sure he had entered the real thing.

       Firstly, the office was enormous, easily greater than the size of his largest classroom and his entire dorm suite. Not only was it large, but it had all the trimmings of a fancy hotel or mansion. The floor was dark hardwood, carpeted mostly by a plush burgundy rug. The walls were wood paneled, one side consisting of a large bookshelf and a Victorian-style couch. There was even an old fashioned chandelier hanging from the ceiling.

       And sitting behind a large mahogany desk in front of a large floor to ceiling window sat headmistress Morimoto.

       “Ah, Mr. Bowen,” she greeted him, rising from her computer chair. “Lovely to meet you.”

       Mitch could barely hide the surprise, dare he say shock, in his eyes. He expected Reina Morimoto to be some middle aged or elderly woman, with years of experience. Instead, the woman who stood to greet him was a few years over 30, and quite possibly the hottest woman he’d ever seen.

       She was tall, though as she moved around the desk Mitch realized it was the white ivory heels she was wearing. She wore a blazer and a skirt in the colors of Arcadia: navy blue and gold, though the skirt was short…very short. He tried not to look, but he could see the welts of her white stockings, as well as the nub of the garter belt that held them up. But the main reason he wasn’t looking at her legs was because he was staring at her chest.

       Reina’s blazer spilled open up the front, and the reason why was obvious. Her breasts were enormous. Mitch hadn’t mastered the size of the female breast, but he could pick out As, Bs, and Cs with no problem. Reina’s however, went several steps above that. If Mitch had to guess, they were at least a DD, if not larger, which they probably were. They sat nestled in her blazer, the cups of a white bra peeking out from behind the lapel. There was no sag, only size and width.

       Mitch tore his eyes away from the ridiculous patch of cleavage to look her in the eye, hoping he wasn’t turning beet red. Even her face was gorgeous. She had long blond hair tied back in a bun, with several hanging strands from the sides pooling in front of her shoulders and over the abrupt rise of her chest. Her eyes were big and clear blue, and a small beauty mark dotted the corner of her mouth.

       She extended her hand, the other on her hip. “Reina Morimoto.”

       Mitch took it. “Yes, I know…I mean, I know who you are! Nice to meet you too, Miss Morimoto.”

       Reina smiled amusingly. “How very polite of you. I find that refreshing.” She turned to move towards her desk, and Mitch couldn’t help but check out her backside as well. Perfect, just like the front. “You wouldn’t believe how many students try to go on first name basis with their superiors. This is an academic environment; students must address their teachers as such.” She leaned casually against her desk, then gestured to one of the plush leather chairs in front of it. “Have a seat, Mr. Bowen.”

       Mitch scrambled to sit down, dropping his bag next to the chair. The leather was thick, and as soon as he hit the chair, he had no choice but to sink into it.

       “So, Mr. Bowen,” Reina began, leaning further on the desk. Mitch couldn’t help but notice her skirt rode up further, fully exposing her stocking welts. He thought he saw a brief flash of white panties, but the headmistress crossed her legs. The action tugged her skirt up further, revealing a garter strap. “How are all of your classes coming so far?”

       “They’re…fine,” Mitch replied. “Haven’t really got a chance to get into them yet, you know? But so far, I like it here at Arcadia. The people are great, and it looks like there’s a lot of stuff I can get into.”

       How can the school let her get away with dressing like that? She looks like a porn star! Mitch shifted a little uncomfortably, despite the comfort of the chair. He was glad he wasn’t popping an erection in front of her, but he was damn close. If he did, he could only hope his pants covered it.

       The headmistress smiled. “I’m glad to hear that. You’ll find that we prize excellence above all else, Mr. Bowen. Being accepted her is quite a privilege.”

       “Thank you,” he said with a bit of a stammer. “That’s what I’ve been told, and I’m glad I can attend here.”

       “Now, the reason why I called you to my office today.” Reina moved up from her lean on the desk, her skirt thankfully moving back down a few inches, and moved to the side of her desk. “You are a new student here, and we have a requirement that you take a placement test of sorts.”

       “A test?” Mitch asked with a furrow of his brow. He’d already taken one to get into the school. “I thought I had already completed that when I was accepted.”

       “This test is a little more…personal,” Reina said with a smile. “As I said before, this school takes great pride in their students, and this test will be a small measure of your success here. Don’t worry,” she added as Mitch looked further perplexed. “This test will not affect your academics or standing in any way, or remove you from campus. It’s more of an evaluation if anything else, and once you are finished, your teachers will exempt your absence for the day.”

       “Ah, okay then.” Mitch scratched his head and shrugged. He was more than confident in his intelligence. After all, he had gotten into a private university. “Let’s do it then.”

       “Excellent!” Reina beamed. “If you would please, Mr. Bowen, stand up and take your clothes off.”

       Her request was so unsuspecting that Mitch had already stood up when it registered. “I…I’m sorry?”

       “I said ‘please take your clothes off’,” Reina repeated patiently, hands on her hips.

       Mitch flushed in color. What was going on? “Look, I’m sorry, but…I don’t feel…comfortable with this. Shouldn’t this be done at the nurse’s office?”

       “Mr. Bowen, this test is a very serious matter,” Reina said firmly. “All students are required to take it. I have not been appointed headmistress to let a spoiled young man dodge it. Now I will tell you again: take your clothes off.”

       Reina didn’t move, but she did give him the warning raise of one of her plucked eyebrows. She didn’t look menacing, but she certainly did look authoritative. 

       Mitch set his teeth, then breathed deeply. “No, Miss Morimoto. You can’t make me do that. Now if you’ll excuse me, I’m going back to class.”

       Mitch turned around, picking up his bag and headed to the door. He got about two feet when something pulled at his ear and twisted it painfully. He yelped as he was tugged back, to his shock, by Reina. She had him by the ear with two fingers, and she twisted. The pain was more than enough to have him fall in step with her.

       Once back in front of her desk, she grabbed the hem of his dress shirt, then tugged it up. It was such a forceful move that the shirt was pulled cleanly from his body, and in the absence of it, Mitch could only freeze in surprise that he was standing bare-chested in the headmistress’s office.

       He was further surprised when she grabbed his wrist and pulled his arm behind him. He heard the ‘snick’ of metal and something close around his wrist. The following ratchet sound told him that she had just tightened a hand cuff around his wrist.

       “Hey!” Mitch yelled. His freeze finally broke, but it was too late. The surprisingly strong Reina Morimoto had already locked his other wrist in the set of cuffs, and Mitch stood with his arms behind his back. She put a hand against his chest and shoved lightly, sending him stumbling back into the thick leather chair. “What the hell do you think you’re doing?”

       Reina didn’t answer. She picked up something from her desk, something that hadn’t been there when he had walked in. It was a big rubber ball, attached to some buckled straps. It took Mitch a second to realize that it was a ball gag. He wasn’t into that sort of thing, but he had run into a few pictures with internet porn.

       “Mr. Bowen, this is something naughty boys have to wear when they talk to me. Good boys don’t have to.” She eyed him expectantly. “Now tell me, Mitchell, are you going to be a good boy, or a naughty boy?”

       “Listen up,” Mitch snarled back. “Just because you run this place doesn’t mean you can do whatever the hell you want. When my parents hear about this, you’re going to-”

       Reina stepped forward and pinched his nose, cutting him off abruptly. The other hand brought the gag close, up to his mouth. Mitch yelped and tried to pull away, but her fingers were a vice, and the brief movement of his mouth was more than enough to slide the gag between his lips and past his teeth. He tried to shake his head and force the ball out once her hand left, but she was already buckling the strap behind his head.

       “A naughty boy after all. I’m disappointed, Mr. Bowen, you had been so polite earlier.

       Mitch gave a single, futile thrash, then decided to save his energy. He couldn’t break free of steel. Even if he could escape the room, what was he supposed to do, run around campus shirtless, cuffed, and ball gagged? All he could do was settle in the cool leather seat, and glare at Reina.

       “Now we can proceed with the test,” she proclaimed. Mitch’s eyes bulged when she picked up an inch thick tablet of papers and an old fashioned fountain pen. That was the test? How much content could there be to require that much paper, and what did it have to do with him being cuffed gagged, and shirtless?

       Reina set her pen on top of the form, then turned to face him. “Stand up,” she ordered. “Those pants need to come off.”

Continued in Chapter 2.

Chapter 2

       It shouldn’t have come as a shock when Reina spoke, but Mitch’s eyes still widened. He froze in the surprisingly comfortable chair, even though he wasn’t enjoying it, and stared at her. The headmistress only waited a second, then reached forward and took hold of his ear. That unfroze him. Before she could twist and pull again, Mitch scrambled to his feet.

       “Better,” Reina remarked, briskly undoing his belt, button, and zipper to his dress pants. Instead of jerking them down like she had alluded to, she first stooped and undid the laces of his shoes, grabbing his ankle and yanking them off, then his socks as well. The ease of her movements hinted to him that this wasn’t the first time she had forcibly stripped someone down.

       Rising back up, her giant breasts swaying slightly within her blazer, Reina took hold of his pants, then jerked them and his boxers down. Mitch still wasn’t prepared for the shock of his naked sex springing out in front of the gorgeous school headmistress, and let out a squeal through the gag as he tried to squirm away. She was firm though, and his pants were soon around his ankles. She ordered him to step out, which he tentatively did while she held him by the arm.

       Reina kicked the pile of clothes to the corner of her desk daintily with on of her white heels. “Now, Mr. Bowen, stand here.” She pointed to the space between the leather chairs in front of her desk. “Shoulders back, head high! You are a proud student of Arcadia!”

       Mitch did as commanded, pushing his shoulders back so his back was straight, then lifted his head. Reina’s office seemed to have dropped in temperature quickly. Only a minute ago he was flushed at her command to strip, in addition to the heat her own body was causing in his. Now goosebumps rose on his skin, and he felt very small and exposed.

       Which he was.

       Reina picked up the thick tablet of papers and her fountain pen, flipping the first page and scanning the contents. “I’ve taken the liberty of filling out some of the mundane details: eye color, hair color, weight, height, etc. All of those were easily found on your student form. It will save us quite a bit of time for the more fun tasks.”

       Mitch could only dread what his headmistress thought of fun. She seemed to be enjoying herself, now that he was trussed and helpless. The ball gag was something entirely new to him. His mouth wouldn’t stop watering around it, like his body thought it was food, and because a rubber ball was wedged behind his teeth, he could barely work to swallow the excess saliva. Before long, a trickle of drool squeezed out of the corner of his mouth and began to drip down his chin.

       Reina frowned, then wiped at his chin with a finger, which she then wiped on one of his pectoral muscles. “No drooling. This is a very expensive carpet, and I can’t have messy students ruining it.”

       Mitch let out a muffled grunt of dissatisfaction, then tried, with some difficulty, to keep swallowing. The overwhelming taste of rubber saturated everything.

       Reina turned another sheet, then paced to his side. He nervously watched her, but she cleared her throat and raised an eyebrow. “Head and eyes straight ahead, and spread your legs.”

       She poked the back of his thigh with the butt of her pen. Mitch grunted, then shifted his feet apart about a foot.

       “More.”

       He shifted again, and now stood about a shoulder-length and a half apart. The exposure increased, with his cock and balls hanging loose in the air above him.

       Reina continued to pace around him, her blue eyes carefully and meticulously looking him up and down. She would jot notes down, pause, then peer closely at a small mole on his side, or poke another on his lower back.

       “You have an excellent complexion, Mr. Bowen,” she said lightly. “Do you tan, or use any products?”

       Confused, he shrugged and shook his head. What kind of test was this?

       “Hm,” she merely said, and continued her notes. She walked behind him again, and when she didn’t circle around from his other side, Mitch started to turn his head back. “Head forward!” He immediately snapped his head back, sucking back the spit from his gag. He didn’t want to piss her off when she already had him helpless.

       There was a rustling of fabric behind him, then hands on his hips. She must have squatted down behind him. Briefly, he wondered how far her skirt would shoot up with her long legs coiled like that-

       -and suddenly felt a warm sensation in his groin as his cock twitched. He blushed, even though there was no one to watch him. How could he be thinking perverted thoughts about Reina Morimoto when she was treating him like this?

       Her hands suddenly slid down to his buttocks, where they kneaded at his ass like dough. Instinctively, he flexed away from her, but that didn’t exactly stop her from doing it.

       “What a fine ass you have. Your profile detailed a few athletics, but nothing substantial?” mused Reina as she worked his skin generously. “Is this correct?”

       Mitch gurgled and nodded in affirmation. Having his own ass handled like that by a woman wasn’t helping the tingle in his crotch. He gasped again when he felt her thumbs worm between his cheeks and pull them apart. It was so sudden that he jumped forward, but his only reward was an ear ringing slap and stinging pain across his left ass cheek.

       “Sit still!” Reina ordered curtly after he yelped, then once again dug her fingers in. This time, Mitch forced himself to stand still, arcing his back slightly as she wasn’t gently about it. He gasped again when he felt something poke the rim of his anus, what could only be the cap of her pen. “A nice tight asshole to play with as well!” Reina sounded very pleased as she gave his ass one last squeeze, then circled in front of him, still absorbed in her notes. She had turned a few pages, and Mitch was able to catch a quick glimpse of the contents: lines filled with her loopy scrawl, numbers, and comments.

       There was still a long way to go.

       Reina dug into one of her desk drawers and pulled out two objects. One he recognized immediately, a ruler, and the other took him a second to realize that it was a slide caliper.

       “I think you’ll enjoy this part very much, Mr. Bowen,” Reina smiled, her bright blue eyes shining into him. She stepped close, very close. He could smell her perfume.

       Then he jumped as he felt her warm hand circle his cock, and in an instant, that lust he felt at only thinking about her rushed forward like a flood. His cock grew stiff as a board in her hand, and she was soon kneading a meaty rod in her hand.

       Mitch moaned, eyes almost rolling back into his head as her smile broadened further. “See, isn’t this a fun test to take? And to think you were so recalcitrant before.” Her massages turned to strokes, glossing up and down his cock. It felt extraordinary.

       Then, as quickly as it happened, it ended. Reina withdrew her hand, leaving Mitch with his cock sticking straight in the cool air. He moaned again, this time in disappointment and longing for her warm palm.

       “However, not all of it can be fun,” she lectured, then took the ruler in her hand. Positioning his cock so that it sat straight, she pressed the ruler along it, then peered at the measurements. “I’m very impressed Mr. Bowen. A boy your age is already above average in length. A full seventeen and a half centimeters.” The ruler lifted, but she placed it back along his shaft, measuring again. She measured a third time, then seemed to settle on an average. “Seventeen-point-eight exactly.” She grinned mischievously. “However, I don’t think anyone will mind if I round to an even eighteen…”

       Mitch blushed further. His cock throbbed harder as if proclaiming that he bested most men on the planet already. He never had his cock measured, nor compared with others in the shower, so coming from his headmistress, of all people, whilst bound and gagged was very surprising, to say the least.

       “You have what I like to call a ‘proud cock,” she explained as she set the ruler down, then took his girth in her hand again, sending Mitch to bliss. “Normally, I like my men well hung, so thick and fat it sags a little when full of blood. But yours…” she released it, and instead of standing straight, it angled up, eager and trembling. “A sign of a good fucker.”

       She let go again, leaving Mitch feeling rather frustrated at the whole situation. Since Reina had already forced him to it, he no longer tried to hold back his erection at her body, and with the experience of her hands on him fresh in his mind, he wasn’t going to go soft any time soon.

       This time, Reina picked up the calipers and firmly gripped him by the sack. Mitch tried to pull away as soon as he saw the metal pincers zero in on his manhood, but all that accomplished was a hefty jerk on his balls. Cold metal squeezed one of his balls, and then Reina peered at the device’s measurements.

       Mitch though being manhandled like this would be humiliating, and at first it was. But after she complimented him on the length of his cock, and when he realized just what she was doing with the calipers, it was strangely arousing. In addition, he continuously felt the warmth of her hand as she skillfully kneaded his balls around to acquire the proper measurements.

       Reina set the caliper down to jot a few things on the form. “Right testicle, nineteen cubic centimeters, and the left, twenty. Once again above average Mr. Bowen. I can’t believe Leona decided to pass on you.” She caught his eye with a devious smile. “Now I can enjoy you all by myself.”

       He tried to glare at her at the audacity of what she just said. She had no right to use him like a slave! As soon as he was out of here, he was going to call the cops.

       But the glare was once again replaced by a nervous jerk when she reached behind his sack and lightly scratched. “A little hairy, for my taste,” she said dismissively. “Once we’re finished today, it’s off to the nurse for a shave.”

       The caliper returned briefly, measuring the width of his cock and pinching a little uncomfortably around his spongy head. After that, Reina seemed to mercifully be finished with her in depth inspection of his manhood and put both the ruler and the caliper away. Mitch dared to hope he was finished. If she didn’t escort him to the nurse herself, he’d get a chance to run for it.

       To his dismay, Reina seemed to have no desire to release him just yet. “The oral portion of this test is next, and obviously, you can’t take that with a gag in your mouth.” She patiently placed her hands on her hips and raised an eyebrow at him. “I will ask you again, Mr. Bowen, are you a good boy, or a naughty boy?”

       Good boys didn’t have to wear gags, Mitch remembered darkly. He thought for a minute. He could lie so he could take it out, and then yell for help, but who was going to hear him? The secretary? If she hadn’t heard anything by now, then that probably meant she was working for Reina. If Reina didn’t take the gag out, what was going to happen then?

       The rubber ball made his jaw ache, and the taste of rubber filled his mouth. He wanted the damn thing out, regardless of what was going to happen. It was humiliating. He looked at Reina, hoping his expression would give his answer, but she waited patiently with a bright look on her face. She wanted an answer.

       “Mmm-mmph,” Mitch mumbled.

       “Hm?” Reina put a finger to her ear. “Speak up.”

       “Ud-oy!” It was the closest thing he could say to ‘good boy’.

       Reina smiled, then moved to unbuckled the ball in his mouth. She did, then pulled the sphere free, unleashing a torrent of saliva that spilled down his chin. Instead of removing it fully, however, she re-buckled it around his neck like a necklace.

       Mitch’s jaw ached as he finally got a chance to flex it, but chose to hold anything he might say to the headmistress. To his shock, she hiked up her skirt, flashing him both her garter belt and white lace panties, then hooked her thumbs in the waistband and pulled the lacey unmentionable down, revealing a shaved sex.

       “Now, Mr. Bowen,” Reina began, leaving her skirt up as she hoisted herself onto her desk, spreading her legs. “I’m grading you on technique, enthusiasm, and overall experience.” She pointed to the ground, or more precisely, her shave pussy. “Get on your knees and begin at once.”

Chapter 3

       Mitch’s eyes bulged in surprise. “E-Excuse me? I thought, that-”

       “This was the oral exam?” Reina finished. “It is, Mr. Bowen. I evaluate all the students here on how well they can orally please a woman. You see, it’s very important for a young man such as yourself to do this well.”

       “But, but, I’ve never-” Mitch was unable to finish. Without moving from her desk, she snatched him by the ear and pulled down hard. “Ow-ow-ow-ow!” Without a choice, he dropped to his knees, and Reina cupped the back of his head and pushed his face into her crotch. His cheeks flamed deep red.

       “No excuses,” Reina declared. She hooked her legs over his shoulders and crossed her ankles, forming a prison with her calves. “If you do poorly, rest assured, you will be spending a lot of time perfecting the technique. Now get started. Remember: technique and enthusiasm.”

       With no other way to bargain out of it, and his face fiery hot, Mitch tentatively opened his mouth and began to eat his headmistress out. Her pussy filled his vision, as well as her scent. Slowly, he stuck his tongue out and licked up her slit, pausing before doing it again. She tasted…different, though it wasn’t an unpleasant taste. He kissed it, then licked. Kissed, and licked.

       “Very inexperienced, I see,” Reina remarked. Mitch looked up and saw her casually jotting down some notes on the paper, feeling humiliated that she was grading him on oral sex. “Though I suppose all my students can’t be perfect.”

       Mitch continued his pace, not really sure of how to do things otherwise. He’d seen a few pornos, and by this time, the girl was always gasping and moaning, something which Reina certainly wasn’t doing. Nonetheless, he stuck his tongue in her slit again, and something tapped his head.

       “Enthusiasm, Mr. Bowen!” Reina snapped. “I’m not going to sit here while you tease me!”

       He licked faster and harder, working his neck into it. Soon her labia became coated in her saliva, which then transferred to his entire lower face. When he kissed, he kissed hard, sucking a little bit with his mouth and slurping at the wetness.

       “Mmmm, that’s much better!” Reina said brightly after a low moan. “Perhaps you have some skill after all, but lack confidence.”

       She continued to take notes, every so often letting out a little breath. Mitch maintained his new vigor, but Reina seemed reluctant to praise him any more. The feeling of humiliation rose again for some reason, and he didn’t know why. He forced his tongue in deeper, probing as far as he could go by bobbing his head.

       Reina gave an appreciative coo, wiggling her hips on her desk and flexing her legs. “Ohh, that feels delightful.” When he looked up, she had ceased her writing, instead leaning back with her eyes closed.

       The movies he’d seen slowly came back to him, as did some of the techniques. He flicked his tongue rapidly across her swelling clit, before sucking on the entire thing with a wet kiss. At first he was hesitant, but then decided to nibble a little on the edge of her labia.

       Reina gasped suddenly, and Mitch thought he hurt her in some way, but then she giggled. “Oh, what a naughty little boy you are Mitch! I certainly was wrong about your abilities. Leona will be so jealous that she let you slip through her fingers.”

       That was the second time she had mentioned a Leona, but Mitch didn’t know who it was, though by what she was saying, it was clearly someone equally as devious and lustful as herself. It also sounded like that regardless of what had transpired with Reina, either way, he’d end up in the same situation: on his knees, cuffed, and eating a woman out.

       But despite his perpetual unease at the entire situation, he felt something of growing pride at her words. Reina was years older than him, but now he had her moaning audibly. She reached down and threaded her fingers through her hair, almost lovingly, and that only stroked his ego further. His cock, still hard from her earlier attention, throbbed perpetually; he was more aroused than he had ever been in his life.

       Her breathes became rhythmic pants, and for a moment, Mitch thought he was going to bring her over the edge, but she suddenly uncoiled her legs and pulled his head back uncomfortably by the hair. Her cunt dripped, both from his saliva and her own juices, which flooded his mouth.

       She beamed at him. “You pass with flying colors, Mr. Bowen, but next is the most important part of the test.” She tugged on his hair, and to avoid the pain, he stood up. Her fingers found the ball gag around his neck, and once again lifted it to his lips.

       “No, wait, I ungh!”

       His own speaking allowed her to slip the still wet ball in his mouth, and now he tasted both rubber and her cunt as she tightened the strap. He glared at her in frustration, but she ignored him, turning around to face her desk.

       “You’re still a naughty boy, Mr. Bowen, and naughty boys have to wear gags,” she reminded him.

       Incredibly, she stooped over, hiked up her skirt again, and leaned over the desk and spread her legs. Her enormous breasts mashed over the smooth surface, giving her quite a bit of support, unless the position caused them pain. Her legs spread to either side of the desk until they touched either side, and Mitch was soon staring at her dripping, exposed cunt again. Her white garters ran down the back of her thighs, the whole garment appealing, like a doorway to her sex.

       “The endurance test. Finish what you started and give your headmistress a good hard fucking, Mr. Bowen.”

       Once again, that feeling that he should resist came back, but staring at her sex, open wide and inviting…who was he to say no to that? How many kids dreamed of fucking their hot teachers?

       He stepped forward, lining up his now throbbing cock with cunt. Her lips were wet and slick, and it took a few tries to nestle his head between her. When he did, he slowly pushed forward. The feeling of sinking into her was mesmerizing. She was warm, wet, and tight, tighter than he could ever have imagined. Disappointment flooded him the moment his stomach touched her ass. He wanted to fill her to no end!

       Reina certainly enjoyed it, letting out a long throaty moan as he penetrated her.

       As soon as he went all the way in, he pulled back out, careful not to get overexcited and buck out. Without the use of his hands, it would be hard to get back in, and he didn’t dare for a minute to want to upset his headmistress. What resulted were quick thrusts in, followed by slower withdrawals.

       He couldn’t stop the drool, and some of it dripped across her hips, but she didn’t seem to notice. To stop it, he tipped his head back, so it would run down his chest instead.

       “Harder, Mitch,” Reina said through a moan. “I know you can fuck harder than this!”

       Mitch grunted and put a little more effort into his hips. Each push in slapped his pelvis against her tight ass, and swung his balls against his groin. The ecstatic sensation built in his cock, running up his spine and all over his body. Harder was definitely better!

       “Faster! Harder!” Reina panted. “Fuck me!”

       He pulled out all the stops and through his weight into her. With every push, he felt her rock forward across the desk, her thighs pressing into the edges as he work every last pound of muscle into it. His pace increased even faster, and soon his balls were flapping wildly against her loins in rhythm to the loud thwacking of her ass against his thighs.

       His headmistress moaned over and over as he assaulted her from behind, her gasps broken and stuttering from the force. The feelings and sensations seemed to make time crawl, then speed up. One minute her back was arched, and it seemed to stay that way for an eternity. The next he knew, she choking a moan onto the wood of her desk.

       He could feel himself building, like a dam ready to burst, and at that moment, Reina cried out in ecstasy and orgasmed very loudly. Hot wet warmth spread over his cock as she exploded between the legs, and Mitch thrust as hard as he could to get her to climax even harder. Her moans of pleasure lasted almost a full minute before he felt her quiver and finish. He increased his rhythm again, building his own orgasm to the edge. He wasn’t sure if he should pull out, so she could-

       -she suddenly reached around and grabbed his hips, and began to straighten. He lost momentum, and as she bent, he began to slip out. Horrified, Mitch yelled through the gag that he hadn’t finished yet, but it was too late. He slid out of her dripping cunt, his cock engorged, shiny, and throbbing.

       Reina leaned weakly on her desk. “Goodness,” she panted. “What a cock you have! I’ll give you full credit for the endurance test!” With that, she picked up her notes and began scrawling on the form.

       Mitch could only stare in disbelief that after she finished, she retrieved her panties and slipped them back on, fixing her skirt in the process.

       She wasn’t going to let him come!

Chapter 4

       Frustration could barely begin to cover it. The warmth of her sex and juices began to cool and dry on his cock, and even though the sensation would have normally made him soft, Mitch only felt himself get harder with desire. Reina minded herself, continuing to check boxes and write notes on a few more pages of the tablet. It hardly seemed like she put a dent in it; there were still pages upon pages, not to mention the fact how casual she was writing while she was sweaty and mussed.

       He could only stand the ignoring only so long. Feeling humiliated and used, he roared indignantly into his gag, though the sound was quite muffled, and stamped a foot angrily. Immediately she looked up, and though her blue eyes showed no malice, Mitch regretted his outburst.

       “If it’s one thing I hate, it is attitude,” she informed him, setting her work down on the desk and moving to a cupboard. He caught a brief glimpse of what was inside as she opened it, seeing several racks of rope and what looked like other restraints. What kind of woman is she? “Especially from naughty boys such as yourself. I let you fuck me, and you act like a spoiled child!”

       She turned around, holding a ball of twine. Mitch didn’t recognize the threat, only glaring at her and letting out a few muffled choice words. How was this exactly a reward? Yes, he had screwed her, and it felt wondrous, but he had been bound and gagged the whole time, and didn’t even get to come. She essentially used him as a dildo.

       Reina began unwinding a length of the twine, and Mitch could only look, curious and apprehensive at the same time. When a desire length had been reached, she snapped it off, then set the ball aside on her desk. “If you want to be a naughty boy, then you get punished.”

       Before Mitch could resist or back away, she looped a noose around the base of his cock, then cinched it tight. He yelped in discomfort, but as always, the headmistress wasn’t finished with such a simple task. She wound the cord around his sack, splitting his balls into two separate pouches, and then pulled it tight again. Discomfort flared through his cock again as his balls became two tight, rock hard ellipsoids. The rest of the twine was spun around the base of his cock, and Reina gave one last hard cinch before knotting it off neatly like a present.

       During the process, he had no idea what the desired effect would be, but he soon found out. His cock throbbed and bulged, as did his semen-laden balls, when the muscles were constricted and the blood was pinched off. The smooth flesh was pulled tight, becoming ridiculously sensitive as his head bulged even larger. Every little movement of air felt like a feather fluttering across his shaft, and the twine felt like a hand…not Reina’s soft, delicate touch, but harsh and forceful, keeping his cock rock hard and stiff straight.

       Mitch could only moan as his frustration increased by tenfold. He wanted to come…bad. He needed to! He was so horny all he could think about was the wonderful sex he just had, how he squeezed a powerful orgasm out a woman much older and experienced than himself. All he could think about was her lush, voluptuous body, the way she touched him, and the way she felt. He could feel his heartbeat in his cock as it throbbed, still hot and turning dark red.

       The feeling and longing was so strong that he couldn’t control himself. His hips began to move, thrusting himself into nothing but air. It felt like he could get some friction off of the air itself, but all it did was make his cock bounce stiffly.

       Reina chuckled from her notes. “Oh, sweetheart, do you want to come? I bet that is quite frustrating.”

       God, yes!

       Mitch nodded furiously, pleading with his eyes and through the gag. He could force himself to stop humping, but a twitch ran through his body; he needed something, anything to rub against!

       “But naughty boys don’t get to come,” she said disapprovingly. To add to the agony, she reached and cupped his glowing balls in her hand. “You know that, Mr. Bowen…however, would you like the chance to be a good boy?”

       Mitch nodded furiously. Anything, anything, to get a chance to come!

       

       “I’m afraid you’re going to have to earn it, then. Rewards aren’t just handed out to naughty boys.”

       Reina smiled, then tugged up her skirt a little bit and rested her foot on the lower horizontal crosspiece that ran beneath one of the leather chairs. The crook of her high heel rested perfectly on the wooden beam, her long leg arched in its white nylon glory, held up by garters.

       “Straddle,” she said, and when he didn’t move, she snatched him by the ear. “I said straddle!”

       As she pulled him towards her thigh, he figured out what she wanted him to do. He swung his leg over her knee, and she pulled him close so that his tied balls were resting right on top of the creamy nylon of her thigh just above her knee. She adjusted herself, and the warmth of her leg spread into his cock as she pressed it against him harder.

       “Now hump,” she ordered.

       Almost automatically, Mitch’s hips started moving at her command, and he outright moaned at what he felt. The fine weave of her stockings sent even more warmth along his painfully sore balls and along his shaft as he ground his cock into it. It was an exotic feeling, something he never felt before. It wasn’t as great as being inside her, but he got the giddy sense of fucking something as friction began to build up on the underside of his cock and balls.

       He tried to hump harder, feeling the urge to orgasm drawing closer, but it was difficult to keep the pressure on her leg. He found himself leaning forward, trying to squash his cock and balls into her leg further, but realized he was staring into her blue eyes, the massive globes of her breast pressing into his chest, and pulled back. She wrapped her arms around his waist before he could, holding him in place on his perch.

       “Hump harder, Mr. Bowen,” she said. “I won’t sit here all day on the edge of my desk for you to play around on my leg.”

       The weave of the stocking continued to build heat and pleasure into his cock, especially the sensitive nerves beneath the head. The top of her stocking had an elaborate design, and it was rougher. He squealed in delight each time a particularly hard thrust made him graze it.

       Amazing or not though, it was tiresome to move his hips after fucking her thoroughly, and the friction he was getting was just barely enough. His balls almost started to burn from the long runs along the fabric, and the rim of the stocking tops wasn’t stimulating his nerve bundle enough. Holding him as she was, all he could do was rock his increasingly tiring hips.

       “Mr. Bowen,” Reina clucked in a warning tone. “If you don’t empty those balls right now, you won’t get to come at all.”

       Mitch’s groans became whimpers, fatigue settling in as he forced his hips to continue. Just a little longer…he was almost there…almost…

       Sure enough, his load began to build in his throbbing cock. The bindings restricted the muscle contraction to the point where the whole thing was throbbing mercilessly. It felt like pressure backing up in a hose, then….

       With a cry, he burst on her leg. The pent up load was massive, drenching the fabric of her nylons and turning them a dark, wet shade from the knee to the garter. His cock flexed and spat out the second burst, almost just as much as the first. The dry, fine weave immediately turned wet and gooey, but it was still hot.

       His hips, now aching, ceased their humps, and Mitch settled to pant in fatigue through his gag. Reina gave him a pat on the ass then stood from the edge of her desk, causing him to put weight back on his shaky feet.

       “That was an excellent orgasm, Mr. Bowen,” Reina beamed, first examining her leg, then his face. If she harbored any ill will to him for ruining her stockings, she didn’t show it. In fact, she seemed unfazed that her leg was no splattered in come. “Perhaps there is hope for you to be a good boy after all.”

       Just as before, she began to make notes in the tablet of papers. The twine on Mitch’s cock seemed less restrictive, although he was going flaccid a little slower than usual. The release had felt wonderful, but it somehow felt spoiled as remnants of semen dripped from his cock. What he wanted was her tight pussy or hands to milk him dry, and the best he managed was to squirt all over her leg.

       “Now, we’ve covered some of the more important bits, but we still have quite a lot of work to do on this test,” she said, and Mitch groaned. “I’m afraid some of this will have to wait until tomorrow, but let’s see…”

       She paged through sheet after sheet, making some quick notes and talking to herself. The things she said made Mitch’s eyes go wide. “Hmm…’maximum semen capacity’…that requires a good five hour tease, and it’s already pretty late…We’ll need the rack for pain tolerance…and the nurse will have to give him tests for the drugs…ah, here’s something we can do for the remainder of the day:”

       She set the tablet down on her desk, a wicked glint in her blue eyes. The dread in Mitch grew further.

       “Anal strap-on limitations.”