3 comments/ 24488 views/ 13 favorites Miss Featherly Ch. 01 By: Shysquirter The following is a work of fiction. All characters are at least 18 years old. ***** Margarette had considered herself a refined lady for as long as she could remember. Her parents were set up with old family money to which they added from their lucrative careers as attorneys. Perhaps because they took her to operas and classical concerts from a young age, she was much more comfortable in formal attire than anything else; she would never be caught dead dressed casually. The body was a temple in Margarette's mind and should be adorned elaborately like all of the great cathedrals the world over. She was continually updating her wardrobe making sure nothing ever showed any wear. Her clothes were always fashionable, albeit quite conservative. Her parents met at Penn State during their undergraduate studies. Dad became a district judge just as Margarette was going off to college. She chose to attend Temple, a decision that brought the confused ire of her parents. She said she wanted to go to a smaller school that was more academically minded, but deep down she just wanted to get a rise out of her parents. While she appreciated all that they have given her, she felt that they valued their careers more than her. Her college experience was pretty normal, if not boring. She had a small group of friends with whom she loosely hung out, but she never really got close to. Most people took her to be a bit of a snob. Although she was polite, she always seemed to give off a vibe that she thought she was better than everyone. She would smile and carry a polite conversation with anyone, but it was like when a small child tried to seem important to adults. There was nothing you could say that could enlighten Margarette. She got great grades in school and actually graduated Summa Cum Laude. She attended Pitt for her Masters degree, and then got a job at George Washington University, where she taught Freshman composition with classes that averaged about thirty students. She was a tough teacher, but the students who made it through her class and survived, tended to do better in their scholastic careers. She harshly hammered into them a deep respect for the English language. The rest of the faculty respected her, but she never made any close friends on campus. Even with her lack of a PHD she still seemed to hold herself in higher regard than her peers. She got the job because her collection of short stories sky rocket up the New York Time's bestseller list. It peaked at number seven, but stayed on the list for months. The short stories were aimed at an adolescent audience and were unique in that they were very plain. They were simple tales of mundane everyday teenage life, but there was something in the stories that teenagers could really get behind. No one knew if she was working on anything else of late. As to her personal life, it was very similar to how it had always been. She would occasionally get serious boyfriends, but they never seemed to last very long. All of her boyfriends were very similar. They were good looking, successful men that became completely subservient to her. Eventually she would slowly drift away from them. It was as if she was just simply getting bored. They never talked bad about her after a relationship, and they never quite seemed the same either. She ran her class like a drill sergeant. If anyone would even whisper out of turn she would berate them in front of the whole class. Most of her students loathed her at first, but typically, as they saw their own writing improve. While they had a general disdain for her methods, recognizing their own development and improvement in their writing skills, they realized it was for their own good. John was failing her class badly. Too many late nights and too little effort, he had dug himself into an academic hole, with the realization of his impending failure imminent. John was desperate. If he failed her class he was in danger of losing his lacrosse scholarship. One late night he was telling his good friend Billy about his predicament over a multitude of beers when Billy's eyes lit up. He had been in a similar situation when he was a freshmen and one of his older fraternity brothers told him about secret "tutoring" sessions that Miss Featherly did for certain students. After multiple reassurances that John would not tell anybody what Billy was about to tell him, Billy said that if John would do everything that Miss Featherly asked of him, he could pass the class. All Billy would say about the acts he would have to perform were that they were sexual in nature, and Miss Featherly would be in total control of the situation. John was already a few sheets into the wind, and he saw no other possible way of passing her class. The thought of having to please her for a grade aroused John greatly. It seemed liked a win win situation, so he decided to go meet her in her office the very next day. - "Yes Mr. Williams?" Margarette didn't even look up from her book as she addressed the young man who had just entered her office. "Hi Miss Featherly, I just wanted to talk to you about my grade." John seemed extremely nervous. Margarette put down her book and studied the young man He was dressed in jeans and a T-shirt that was struggling to contained all of his muscles. His blonde hair was a mop of disarray on top of his head. She wondered when was the last time he had washed it. He did have a cute charm, despite his lack of grooming. White teeth shown from beneath a radiant smile and his sheepish blue eyes were simply lovely. "Lets us talk then." She folded her hands on top of her large mahogany desk. "Well," The boy continued timidly. "Grades are coming up, and I don't think I can pass your class. I mean, even if I get an A on the final, I still will have a D at best I think." "Mr. Williams, if you got an A on the final, I would be quite surprised. You haven't gotten anything higher than a D so far if I recall, and you rarely even turn in your work. It seems that you are having a bit too much fun your freshman year of college. Am I right?" His eyes opened a bit wider by her accusations, but she had nailed it. He wasn't sure if there was a time when he wasn't hung over or high in her class. "Yes Miss Featherly, its just that college is so different than high school." "Many more temptations aren't there?" She looked up from her book and inspected him. Her eyes looks inquisitive behind her glasses. "Yes, thats for sure." "First of all you will address me with respect. i\It is Yes Miss Featherly, yes ma'am, or yes professor." "Yes Miss Featherly." "Secondly, what have been the greatest temptations so far for you?" "Parties definitely. Miss Featherly." "And have you been devoting your time to the pursuit of young coeds?" "Huh, oh, yeah." "Oh yeah? Did you mean to say, 'Yes, Miss Featherly?'" "Yes, I guess I did ... I mean, yes, Miss Featherly." "So what do you want to discuss about your grade Mr. Williams?" She sat arms cross, under her lovely breasts, while she was looked up at her student. She hadn't invited him to sit yet. "Umm, well." Nervously he ventured, "I came to ask for some private tutoring. My friend Jack, Jack Peacock, told me that you offered private tutoring sometimes." Miss Featherly's raised her eyebrows. He had piqued her curiosity. She now studied the attractive young man before her a bit more intently. She slowly rose from her seat and walked around her large desk and stood at the side of the young man studying him further. John was captivated briefly by her killer legs that suddenly came into view as she emerged from behind her desk. "Jack Peacock, yes, I remember him. He became a fine student after some work." She walked behind her pupil. "Has Jack filled you in on the particulars of my tutoring?" John began to turn his head to answer, but suddenly he felt his teacher's surprisingly strong hands holding the sides of his head in place. "I did not ask you to turn your head Mr. Williams." "I am sorry." There was a long awkward pause. "I am sorry Miss Featherly. I am just nervous. Yes he told me how it worked. Come to your office office at the proper time, use the correct door, and make sure that I make all of the proper preparations. If you agree to tutor me that is." Miss Featherly's hands slowly slipped from the sides of his face down to his powerful shoulders. She kneaded them as she thought. Suddenly John felt her warm breath on his neck and then his ear, as she instructed him in a sultry whispered voice. "Your first lesson will be tomorrow. If any of your preparations are off, then the tutoring is over and you will fail. I think it will take three tutoring sessions to get you to pass with an C. Four sessions will get you a B, and five session for that A. That is if you are a good student." Her hands slid down his shoulders, along his sides, and then came to rest one on each of his firm ass cheeks. She gave them a little squeeze. "Yes Miss Featherly thank you. Thank you so much." John's voice climbed an octave as he felt a hand start to stroke the front of his pants bringing his semierect member to a painfully rigid state almost instantly. "Looks like you are going to enjoy this session as much as I will. Just remember to follow precisely all of the preparations Jack has told you to the letter. Any deviation will end our little agreement." She continued to stroke him. "Now I am going to leave you so you can collect yourself. It wouldn't be proper for you to walk out of my office with this ailment." She gave his cock a strong squeeze. "I will see you tomorrow." Miss Featherly clicked her heels across the tiled floor as she left the room with John's mind spinning, but mesmerized by her beautiful stockinged legs. The next night John was extremely nervous as walked up to the dark administration building. The brick walls still radiating heat from the day. The massive building looked completely deserted and ominous. Only a few hallway lights were still on. John found the door that was open a crack and let himself in. He scratched nervously at his groin. Minutes earlier he had shaved off all of his pubic and chest hair as instructed. His outfit was also carefully chosen. Jeans with no rips, no hat, collared shirt, closed toed shoes, and no underwear. John's friend had told him about Miss Featherly's strict instructions on not sharing what went on in her tutoring sessions. Students were only allowed to recommend their closest friends to her. John pressed his friend on what the tutoring sessions entailed, but Jack was reticent to John's inquisition. All that he shared was that if John did everything Miss Featherly asked, he would get the grade he was seeking and have a good time in the meantime. He also made John promise never to tell anyone about what was going to take place. The hallway was so quiet that all that John could hear was the near silent squeaking of his shoes on the linoleum tiles. All the offices were dark except one. At the end of the hall was Miss Featherly's office and an orange glow leaked out from under the door. He walked up to the door and was about to try the handle when he remembered about the knock. Four knocks firm but not too loud, each spaced out by three seconds. He waited two minutes until it was exactly 10.02pm, as instructed. Knock. He stood counting the seconds in his head, wondering what he was getting himself into. Knock. Only silence responded to his rapping. Knock. Last chance to turn and go home. Knock. The last knock hung in the air for a couple of seconds before he heard, "You may enter Mr. Williams." The warm voice of Miss Featherly called. He opened the door and stepped inside. Everything was the same as the previous time he was there except the light was much softer. He glanced at a lamp to his left and noticed that it had a red silk scarf draped over it. "It is not polite to have your eyes explore a room upon entering it. It makes you seem weak and nervous. Always keep your eye contact with the one with whom you are speaking." Miss Featherly spoke softly but sternly. She sat behind her desk again. She had on reading glasses, and her brown hair was up in a bun. She had on a white blouse that was buttoned all the way up. It seemed almost too tight for her. Her breasts, while not large, strained against the fabric. "Yes Miss Featherly, I am sorry." He made sure to keep eye contact despite how nervous he was. "There will always be mistakes in the learning process, that is to be expected. You are perfectly on time, that is very important." "Before we begin I must make it perfectly clear that you can never tell anyone what is about to happen. If after our tutoring session, I deem you of good judgment then and only then can you recommend my tutoring to a close friend. Do you understand?" "Yes Miss Featherly." She looked him up and down like a piece of meat and she actually licked her her lips as she thought. "Not my favorite pair of jeans, but thats ok. They will look fine on the ground soon enough." "Then we can begin. Please take off your shirt and place it on top of that file cabinet." She pointed with a wooden bookmark. John did not hesitate. He quickly removed his shirt revealing a well toned chest and a flat stomach that had subtle hints of a six pack. "Very nice Mr Williams." Margarette said as she stood up. John let out an audible gasp at the site of her. While she was dressed very conservatively from the waist up, she wore black stockings held up by a garter, and a lacy black g-string. Her legs were well toned and tanned, and she wore tall, black high heels, that accentuated her wonderful lines. She walked around her desk and stood behind John. She gently placed her hands on his chest and moved them softly up and down his chest and stomach. "So you approve of my outfit?" She whispered in his ear. He took a hard swallow before answering almost breathlessly, "Yes, very much. Your legs are stunning." "Thank you Mr. Williams. I believe one's outward appearance speaks volumes about one's character. Judging from how well you tone your body I gather you are a hard worker." Her hand continued to gently stroke his chest and stomach. With each pass it crept lower and lower on his abdomen. "A hard worker when you set your mind to it, and so far you have not set your mind to passing my class." She purred in his ear. "God, I love freshly shaven flesh. It is simply intoxicating." She dropped one hand to the front of his jeans and began to rub his growing cock. "What have you been focusing on rather than studying for my class." She asked as she kept rubbing his chest and cock. "Uhh. I, uhh. I have been partying." He struggled to speak while she rubbed him. "What does that mean partying?" "Drinking and listen to music." "Is that it?" "Sometimes I smoke pot." "Bad boy." She tweaked his nipple roughly. "We will address that issue later. How about girls?" "Yes Miss Featherly, I do mess around with girls." "Be specific Mr. Williams." She was lightly scratching his chest with her long red nails. "I like to have sex with girls." "How many have you scored with since you have been here?" "Uhh, I don't know. Ouch!" She stopped rubbing his now hard cock and pinched both nipples roughly. "Ok, Ok!." She could hear him counting to himself. "Six, I have had sex with six girls since I have been here." "Good boy, now we are getting somewhere. Did you fuck all of them." She reached down and unbuttoned his jeans. Slowly she unzipped him. She reached in and grabbed his rigid cock. "Did you ram this big cock of yours in their hot little tight cunts?" Her hand was cool on his skin. She sucked in air by his ear. "Yes, yes Miss Featherly." John barely mustered.. "It must be uncomfortable with your large hard cock crammed in your jeans." She pulled out his cock swiftly. It was a thick cock. Its veins were bulging as blood raced into it. She began to stroke it slowly. The area above his cock was cleanly shaven as long as his shaft and balls. It was almost comical to have such a large member devoid of hair. "I just love young cocks. So smooth and hard. Was this the first time you shaved it?" "Yes...Uhh..Yes Miss Featherly." John struggled to speak as he was slowly jerked into nirvana. "Was it scary for you?" "A little scary at first, but then it was kind of, exciting." "Good boy, I like your honesty." She kept stroking and let his pants fall to his ankles. "And such a nice firm ass." She gave him a couple of light slaps and then squeezed his cheeks as if she was checking a melon for ripeness. The sensations were too much for the young man. His cock twitched in her hand and immediately erupted a torrent of sperm onto her desk. John felt as if he was going to pass out from his pleasurable climax. His eyes were shut as he relished the feeling of the orgasm. Finally he was roused to reality by Miss Featherly's disciplining voice, and she did not sound happy at all. "Shame on you Mr. Williams. You have much to learn. You must always ask for permission to cum," she thundered. "How can you expect to please a woman if you act like a common 'Two Pump Chump'?" Her hand was still on his member expertly extracting the last drops of seman from his still huge cock. "Look at the mess you have made of my desk." He opened his eyes and saw that a large puddle of his creamy semen was pooled on the desktop. "I think it might be prudent to cancel our sessions. Maybe you are a hopeless creature, unable to be disciplined and learn the finer points of my lessons." "No, please Miss Featherly. I was just overwhelmed. I have never experienced pleasure like that." The pause that followed his statement seem to last forever. "Fine, we will continue. Bend over Mr. Williams." He paused for a second, and then immediately bent over her desk. He was looking down for a cum free spot to rest when she shoved him down onto the desk. He could feel his hot cum all over his chest and stomach. "Now you stay like that and think about what you have done wrong. I will be back." The next thing he heard was her high heels clicking on the floor, then the door opening, closing, and her walking down the hall. He did not dare move. He lay on the desk for so long that his legs began to cramp up, still he didn't dare to move. He needed to pass her class, and he would do practically anything to do that. On top of that, he had the added intrigue of what kind of sexual adventures lay ahead of him if he played along. He was curious to see where this adventure would take him. After what felt like forever, he finally heard Miss Featherly's heels click clacking in the hall. He heard the door open, and her walk up to him. Next he felt her soft touch on his back. Slowly stroking him up and down with her long delicate nails. "Very good. You knew not to move. I would have known if you had disobeyed me." She began to stroke his ass very gently. One finger fell between his cheeks and teased his crack and then his asshole. "But since you obeyed me, your punishment will not be very severe." Her hand dropped to his balls and she traced them with her fingers. Next, she walked to the front of the desk and sat down. She placed a large yard stick down on the desk. She reclined in the chair and put her stockinged feet up. Her toned legs were demurely crossed as she spoke to John. "You are a handsome devil Mr. Williams. We can have a lot of fun together if you are a good student. Would you like that?" It was awkward for John to look at her, bent over with his head on the desk, but he dared not move. "Yes Miss Featherly." He strained his neck to watch her sensuously run her hands up and down her sexy legs. He could feel himself beginning to get hard again. Miss Featherly Ch. 01 "Good boy. You must be getting tired being bent over like that. Laying in your own sticky cum, but a lesson is a lesson. Some lessons take considerable effort to learn. Do you think you have learned your lesson Mr. Williams?" "Yes Miss Featherly." "Good boy." She parted her legs and let her hand trail up to the fabric of her panties. Her eyes closed and she tilted her head back as she began to stroke her vagina through the thin fabric. John could see her pussy coming alive. Her lips swelled and curled around the shear fabric creating a valley in between. He could see a dark patch form and become larger on the front of her panties, as her womanly scent began to waft into the room. "We can have so much fun together." She kept rubbing her finger up and down her slit. "Mmm that feels good." She reached her free hand down and pulled her panties to the side exposing her pussy to John. Her lips were swollen and wet. He was surprised to see that her labia were pierced numerous times with silver rings, and the hood of her large clit was pierced with a steel bar with two balls on the end. She rubbed her pussy roughly up and down as her breathing increased. "Do you like watching me play with my pussy?" "Yes Miss Featherly." She pinched one of her labia rings between her thumb and forefinger and began to rotate it slowly as she spoke. "Do you like my jewelry?" "Yes Miss Featherly. I have never seen anything like that up close." "I like how the hard metal feels against my softest skin." She tugged on the ring slightly pulling her wet lip away from her body stretching it out. "It also is a bridge between pleasure and pain." She inserted two fingers into her now sloppy cunt and started to fuck herself. She used her other hand to rub her clit vigorously as she held her lace panties to the side. She was staring at John as she pleasured herself. "Please stand straight up Mr. Williams." She asked as her self-indulgence increased in pace. John stood immediately. His chest was glistening with his own cum and his cock was hard again. "Mmm. Yes. Cup your balls for me, and stroke that cock, but hopefully you learned your lesson about cumming without my permission." "Yes Miss Featherly." It felt so good to stand up straight after being bent over her desk for so long. And now grabbing his cock, he felt such relief to feel pleasure again. "Stop stroking and just hold your cock and balls just like that." Miss featherly's entire body began to shake with a monster orgasm. Her head tilted back and she closed her eyes focussing on the immense pleasure emanating from the core of her hot cunt and radiating throughout her whole body. Once her orgasm subsided she let her panty cover her vagina again and then quickly stood up. "That was nice." She began to straighten her blouse as she reached into a bag and pulled out a black wool skirt. As she stepped into her skirt she called to John who was still holding his cock. "Now for your punishment." She grabbed her wooden bookmark off of her desk and walked behind him. "Since you obeyed my command to lay on the desk, I will spare you the yard stick. Instead, your punishment will be a few lashes from my bookmark." He could feel the roughness of the wood as she petted his ass with it. Suddenly he her the whirl of it flying through the air, followed by a crack on his skin. It took a moment for the sharp stinging pain to settle in. Before he had a chance to process what was going on, the bookmark found his ass with another sharp smack. He was amazed at how hard she was hitting him. Again and again she struck his ass before stopping suddenly. "You dirty boy. You are liking this." He felt the bookmark come into contact with his hand which had begun to stroke his painfully hard cock subconsciously. "But you must have permission to do that. Grab the desk with both hands young man." He gripped the desk tightly. John was amazed that she was now stroking his cock with her soft hands. Somehow the combination of stinging pain on his ass with the ecstasy of her stroking his cock was intoxicating to him. He was feeling a pleasure that was unknown to him until this point. "See how well the pain and the pleasure mix. They are the Yin and Yang of life." She stopped stroking him and then began to spank him with the wooden bookmark. After a few minutes, the blows to his ass stopped suddenly, and he could feel heat radiating off of his bare back side. He felt her soft hand caressing him again as she spoke. "That was good for your first lesson. We will meet again in three days. Don't you dare pleasure yourself until then. You still need to learn about self-control. Hmm., three days should be perfect for building up a big load in those beautiful balls of yours." She tap his balls with the bookmark so firmly he had to pull away. "Clean up this mess before you leave. There are paper towels and cleaner under my desk. You can let yourself out. Don't forget to lock the door Mr. Williams." She walked out before he could respond. His jaw hanging in disbelieve, and his hard cock throbbing and begging for release. "This was going to be a wild way to bring up his grade." He thought. Miss Featherly Ch. 02 The following is a work of fiction. All characters are at least eighteen years of age. ***** "Yes Miss Featherly," John mustered through clenched teeth. "Yes, you did pleasure yourself, or Yes you did not?" Crack the yardstick came down roughly on his bare ass. "Yes Miss Featherly, I did, I am so sorry." Crack the yardstick found its target again and then again. John's ass was a mess of red streaks. His eyes were beginning to water from the pain. He was leaning over her big wooden desk again naked. Both fists grabbing the edges of the desk firmly. She was standing behind him wearing a white pushup bra that exposed the tops of her two beautiful breasts along with her nipples and areolas. Her legs were clad in pristine white stockings held up with a garter. Her pussy was bare, showing off its glistening jewelry unashamed. Silver rings hung heavy from her full lips, and a steel bar hung from her clitoral hood. His first instinct was to stand straight up and grab the yard stick and start slapping her with it. Crack, another blow found its flesh target. But he needed the grade. His life as he knew it depended on his passing her class. Crack. Also, somewhere deep down he knew he deserved this punishment. He had been so turned on ever since leaving Miss Featherly's office three days ago that he couldn't think about anything but her. He didn't plan on masturbating. He was just in bed, hard, and lightly touching his cock as he anticipated what might take place in their second session. Crack. The thought of Miss Featherly playing with her pierced little pussy inches away from his face the last time he was in her office was too much. He started to panic as he felt himself go over the edge. He tried to pinch the base of his cock but it was too late. What felt like buckets of cum shot out of his throbbing member and drenched his sheets. Crack "You are going to have to learn some discipline if this is ever going to work out Mr. Williams." Crack. Margarette was beginning to tire from all of the exertion. She stopped to rest for a moment and noticed that John was getting hard again. She touched his semi erect cock with the yardstick and smiled. "You really do love this." She stroked his cock with the ruler. " and you are so resilient. I love how you young boys can recover so fast " It was fast. Just a few moments earlier she was milking his cock with her hand as she explored his virgin ass with her finger. She really enjoyed his cock. It was very thick and of ample length, but there was something else. It was simply beautiful. It was hard for her to explain what made some cocks beautiful and others just pieces of ugly flesh, but this one had that special something. She had him stand by the desk as she knelt before him and stroked him. She was trying to teach him that she was in control even when she assumed a position that was below him. As she stroked him she knew he had a great view of her breasts. She had applied just enough makeup to her nipples and areolas to make them stand out. To further her point of control, she reached behind him and toyed with his ass hole. He was so tight, as was to be expected. Since his cock was now oozing precum, she used some of this natural lubricant to moisten his entryway. Eventually, as she encouraged him to relax, she inserted a dainty finger. His ass clamped down so hard it felt as if her finger would be severed, but she just increased pressure on his cock to ease his reluctance. He had never had anyone play with his asshole like this. It felt strange at first and he fought it, but now as he relaxed a bit it felt strangely so good. It was as if a new part of him was coming alive. "Miss Featherly. Uhh. I am going to cum if you don't stop. " He had almost yelled. "That is fine Mr Williams, in fact it is the point." She could feel his cock begin to twitch so she stopped milking him and grabbed a clear plastic cup from behind her and held it to his tip. "Stroke yourself to orgasm Mr. Williams. Fill my cup with the seed you have been saving up for me." She plunged her finger deep into his ass skillfully finding his prostrate and applying the perfect pressure. His eyes went dark with the most powerful orgasm he could ever imagine. His cock pulsed jet after jet of creamy cum into her cup. As he basked in the post orgasmic bliss he heard Miss Featherly clucking her tongue disapprovingly at him. He opened his eyes to see her now standing in front of him holding a cup of his sperm. "You clearly did not listen to my order. This is not three days worth of sperm. Now bend over and grab the desk. It is time I teach you to obey." And that is where they were now. She was taking a break from spanking him with the yardstick, and now in a bit of awe at how quickly he regained his erection. She was also pleased at how much he was enjoying the flogging. He could end up being a fun one. If he took to her training. "So you enjoy me hitting your naked ass with the yardstick?" She asked as she continued to trace his hard cock with it. "Uh. I guess Miss Featherly." John answered honestly. He wasn't sure what was turning him on, but what was undeniable was the fact that he now had a raging hard on again. Quick as lightning she gave his ass a hard smack that made his whole body move forward. "Guessing is not acceptable Mr. Williams." "Yes Miss Featherly. I like it. I like it when you hit my ass." "Good boy." She was now stroking his cock with her smooth hand and it felt amazing. Her other hand was gently massaging his red ass with the wooden yard stick. "See, so much pleasure can be found in a little pain." She was bent over him now talking just over a whisper into his ear. She pressed her chest into his back, and he could feel her hard nipples. "But first you must learn to obey. " John could feel another orgasm building up rapidly in him. He was amazed at how quickly she could get him off. She must have sensed his impending eruption because she stopped suddenly. She pulled herself away from him and he could hear her rustling in a bag. Then her mouth was at his ear again. "Good boy. Our lesson is almost over for today. I was going to have you taste my pussy, but you didn't follow instructions. We will try again next time. Until then, no release. You can touch yourself, but stop before you cum. This will help you get better at controlling your orgasm." She had started to jerk him off again ever so slowly. "But since you disobeyed me, you need a little reminder." He felt something cold being dripped onto his asshole, and then suddenly he felt something other than her finger against him. Quickly and skillfully she plugged him with a small plastic device that fit into his ass and stayed there. It stretched him out a bit, but it was not painful, just uncomfortable. "This is a little reminder for you. You must leave it in until we meet again, only taking it out when nature commands you to do so. It is small and will just serve as a constant reminder of whom is in control. If this is something that you can not do, let me know now. We can stop these sessions anytime you like." The room hung heavy with silence. Finally barely over a whisper he responded. "No Miss Featherly, I can handle it. I will be here in three days. I will do what you say, and I look forward to tasting that gorgeous pussy of yours." "Good boy." She said as she petted his ass and ran her other hand through his short hair. "Just dress and leave once that gorgeous cock of yours lays down. If you are a good boy, I will show you how happy I can make that cock. Good night Mr. Williams." She stood and threw a black overcoat over her practically naked self. "Good bye Miss Featherly, and thank you." She answered him with the sound of her heels clicking down the hall. ***** Margarette's hand slipped under her desk and found its way into her long cotton skirt. Soon her fingers were upon her already moist cunt. She stroked her lips deliberately as she continued to read her Victorian erotica novel. The main character in her novel was getting fucked by two young studs. Miss Featherly slipped a finger into her wet cunt and fell into a comfortable rhythm fucking herself. Suddenly, her attention was shattered by knocking at her office door. She glanced at the clock. It was nearly 6pm, just before the building closed. "Come in" She called irritated. A young blonde entered her office looking extremely nervous. Margarette immediately recognized her as a student from her Tuesday, Thursday 8:30am class. She was a stunning little blonde. Her short golden hair barely making it to the collar. She was usually very well dressed for class and that had caught Margarette's attention. So many college students went to class in rags and pajamas, but this girl had style and that held a lot of weight for Miss Featherly. She didn't whore it up either. She had a subdued style that Margarette appreciated. She had a trim figure, small perky breasts that were just right for her frame. Yes, Miss Featherly has taken notice of her in class. "Ms Thompson, what brings you to my office?" The girl fidgeted. She was a bit too nervous for someone visiting their professor's office. "Hello, my name is Jenny Thompson, and I...I came to talk to you about my grade Miss Featherly." She stammered as she stood before Margarette's large desk. The girl had her hands behind her back and could not make eye contact with her professor. She was wearing an expensive pair of tight jeans and a designer t-shirt that must have cost her a fortune. "Well Miss Thompson, unfortunately there is not much to discuss. It looks as if you are on the verge of failing my class. Your work, when you have bothered to turn it in, has been very poor in quality, and the semester is just about over." Miss Featherly placed her ornate wooden bookmark inside her erotic tome, and laid them before her. "I understand Miss Featherly. That is why I am here. Forgive me for being blunt, but I am desperate and very nervous. My ex boyfriend in Adam Green. He was a student of yours. At some point, when he was very inebriated, he told me of a special tutoring session you offered him. I pressed him to tell me the details and he reluctantly did." The room became very silent. "I know this is out of the ordinary, but I would be very honored if you would make an exception and allow me to be tutored by you." Miss Featherly did not respond. She was a bit taken back that one of her pupils, one of her favorite pupils, had violated her trust and told his girlfriend about their little arrangement. And now this girl was asking for tutoring. Margarette had never even considered the idea of tutoring a girl. Maybe the erotic novel she was reading was clouding her judgment, but the idea of tutoring a female sounded alluring. "If you wish we can even start right away. I have made all of the preparations that Adam told me about. I ask because my failing grade can have immense implications on my financial aid status, but also because, I must admit, when Adam told me about you sessions, I got turned on." The young girl's face flushed with the embarrassment of the truth. "While I do like your initiative, we can not simply start a tutoring session without any preparation. That is if I even accept your offer. I must let you know that I have never tutored a young lady. In fact I have never even considered the option; however, you do intrigue me." Margarette stood up and walked over to Jenny. She put her hand on the girls shoulder and then traced a finger down her side stopping at her waist where she hooked it in the waistband. Despite the tightness of the jeans there was still enough room between the rough jeans and smooth skin of the girls taut belly for Margarette's finger. "You have an amazing body Ms Thompson. I have noticed you in class mainly because of how you carry yourself. You dress in very dignified manner, and I like that. Maybe you are catching me at a moment of weakness, but I am considering your request to be tutored. If you are willing, I can inspect you now and see if you are tutoring material." She spoke close to the girl's ear in a very serious and sensuous tone. "Of course Miss Featherly, I would be honored." "Good answer." Margarette took her finger out of Jenny's waist belt and brushed the front of her jeans purposefully. She walked over to the door and locked it. She then walked back to her seat and sat behind her desk. She leaned back and put her feet up on her desk. She was wearing white open toed high heels with her bright red nails peering out. Her legs were covered in a long black cotton skirt that hugged her curves just right. Her top was a conservative red cotton shirt. "Well Miss Thompson, if you would please remove your T-shirt." "Yes ma'am." Jenny reached down and peeled up her t-shirt exposing her glorious breasts. They bore the tan lines of a skimpy bikini with flawless white skin offset by a deep brown. Margarette gasped audibly. "You are not wearing a bra? Wow your breasts are so perky and perfectly round, I thought you were. Marvelous, your breasts are nothing short of marvelous." She could not contain her astonishment on the girls amazing figure. "And your stomach is so flat and muscular. Very impressive." "I think you have an amazing figure as well Miss Featherly." "Thank you, but we are not on the same level. One can never compete with youth." Margarette had begun to rub the front of her skirt softly. Jenny lowered her head. She began to blush some more. It was odd being in front of her teacher exposed like this. It was also very erotic to be complimented so honestly. It was so different from all of the comments guys would give her about how "Hot" she was. Miss Featherly was making her feel like a beautiful woman rather than a piece of meat. "If you don't mind, I am going to play with my pussy now while I watch you." Jenny looked up bashfully to see her professor rubbing the front of her cotton skirt roughly. The outline of her vagina was becoming clearly visible. Her chest was rising and falling with her heavy breaths. Jenny wondered what her teacher's breasts looked like. They seemed bigger than her own, but that was all that she could imagine through the covering of Ms Featherly's conservative top. "What ever pleases you Miss Featherly." "You are a natural Ms Thompson. You say all the right things. Remove your jeans please." "Yes Miss Featherly." Jenn unbuttoned her jeans and with great effort removed herself from their tight confines. She wasn't wearing any underwear, but her tan lines looked like she had on a tiny white bikini. Miss Featherly was openly stroking her pussy through the thin fabric of her dress now as she hungrily watched the naked girl. "Very nice. Please stroke your pussy for me so I can see how it reacts." Without hesitation Jenny reached down and began to rub her little pussy. It woke up under her touch immediately, blossoming from a tiny slit into a wet cunt framed with full red lips. Jenny was astounded at how erotic it was to touch herself in front of another woman, let alone her teacher. "Very nice. You are a natural, and such a beauty. You simply have the most wondrous body that I have ever seen. You are turning me on immensely. If you don't mind. Can you come over here and help me out of this skirt? It is getting dreadfully hot in here." "Of course Professor. It would be my immense pleasure." Jenny gracefully floated over to Miss Featherly and reached forward. Her breasts hung so perfectly as she bent to help out Margarette. She hooked her fingers into the waistband of the long skirt and pulled the garment down to her teacher's knees. She stopped and nearly gasped at the site before her. There, just before her, was her teachers bare vagina. Her pussy lips were wet and full and she was gaping open invitingly. It was obvious that she was very turned on. Jenny was shocked at all of the jewelry held in her teacher's sex. She was paralyzed at the sight. "Do you like my accessories?" Margarette asked as she grabbed a ring and twirled in between her fingers. She brought her other hand down and grabbed another ring and then pulled them apart stretching her labia open even more. "Yes. I, I...have never seen another women's vagina like this before." 'You mean, you have never seen a women's vagina aroused like this?" "Never. Never Miss Featherly, nor as bejeweled." She was still staring at her teacher's pussy in awe. ''You may touch it if you like." Margarette stated as she started to trace her lips with the tip of her index finger. Without saying a word Jenny reached out and began to rub her professor's pussy lips. "Oh, yes. That feels good." Her eyes were closed and her head tilted back. Her mouth was open wide as she enjoyed the immense pleasure she was feeling. Jenny felt her own pussy getting wet as she rubbed her teacher's hot cunt. She had never done anything like this, and was amazed that she was actually doing it. She was surprising herself with her own boldness. She marveled at how slick and soft Margarette's pussy felt. Finally she dared touch one of her silver rings. The contrast of soft and hard was very alluring. She slipped a finger in her Professor's cunt and it was practically sucked in by her hot pussy. Jenny was also amazed at how she could feel her own sex becoming aroused. Miss Featherly moaned loudly. Her hands were on her chest squeezing her tits tightly. Jenny started to rub her teacher's clit. It felt like a hard little wet bean under her finger. She wondered how painful it was to pierce her clitoral hood. "Oh, yes." Margarette moaned as she opened her eyes and drank in the sight before her. The beautiful young girl was working her vagina skillfully as she admired it. Jenny's perfect breasts jiggled as she manipulated Margarette's sex. Her nipples had become fully erect now, and they were very large and thick. Miss Featherly had the sudden urge to suck one in her mouth. "In due time." She thought to herself. Jenny was fucking her teacher's cunt rapidly with her finger. She could feel an orgasm building so she curled her finger and found that spot that always sent her into sexual orbit. In short order Miss Featherly's body stiffened with orgasm. Jenny's eyes widened as she watched her teacher enjoying wave after wave of powerful orgasmic bliss. She watched her teacher's pussy twitch and open further. Then she was surprised as a small amount of milky liquid pooled at the base of her cunt before overflowing and running down to her asshole. After a moment or two Margarette's eyes opened wide and she leaned forward in a flash and quickly gave Jenny a kiss on the lips. "That was heavenly. Thank you Ms. Thompson. Please pull up my skirt dear." "Yes ma'am." She wanted to lean forward and taste her teachers pussy, but she dared not; instead, Jenny carefully pulled Margarette's skirt back up. "You have convinced me to tutor you Miss Thompson. Come by tomorrow and we will begin your training. I must admit I can not wait to taste that pussy of yours." She leaned forward and stroked her now gaping hole "One more thing Ms Thompson. I want you to rub your pussy tonight up until you are just about to orgasm, but you are not allowed to cum. Then I want you to do the same in the morning, and finally again right before you come see me. Is that understood Ms Thompson?" "Yes Miss Featherly. I look forward to our first lesson. Thank you again." "You may go dear. I need a few moments to gather myself. " "Yes ma'am. "The gorgeous blonde stood up and pulled her shirt back over her head, and went to the door. She grabbed her jeans and shimmied into them. Just before she opened the door, she turned and said, "Ma'am if I can be so forward. I can not wait to taste that gorgeous pussy of yours either.". Miss Featherly Ch. 02 "Goodbye Jenny." The girl blushed and then exited, leaving Miss Featherly swimming in warm eroticism. ***** The next day seemed to drag along for Margarette. She could not stop thinking about the strange experience the night before. She had never thought she could get such pleasure with a woman. She had experimented in the past, but it was never truly satisfying. The added aspect of having a beautiful young girl to do anything she was ask to do thrilled Margarette immensely. She was looking forward to their session tonight. Jenny was an absolute mess since she left Miss Featherly's office. She had a wide range of emotions coursing through her. She was extremely turned on for one. She could not wait to get home and masturbate. The thought of masturbating but stopping before she came all because her professor told her to was the most exciting proposition she had ever encountered. Her sleep that night was plagued with dreams filled with Miss Featherly. She was exposing Jenny to all kinds of carnal pleasures. Jenny woke up in the middle of the night and reached down to feel that her silk pajama bottoms were soaked through. Her dreams had gotten her more wet than she imagined. She touched her aching pussy and masturbated to visions of her teachers lovely cunt. She had to stop just before she came, and then she had trouble falling back to sleep. Her mind kept racing with sexual excitement. She woke in the morning and immediately her hand shot to her pussy. It was soaking wet. She rubbed it while thinking about licking Miss Featherly's leaking cunt. All day long she struggled to think about school work, but all she could think of was the anticipation of her meeting that night. The day couldn't drag on any more slowly. Finally it was getting close to the time when they would meet. Jenny showered and shaved everything fresh and smooth. She was pulling on a pair of red thong panties when she remembered that they were forbidden. Tight jeans and a tight t-shirt that left a sliver of skin between it and her pants. She was ready. She stood in front of Miss Featherly's office until the exact time and then she knocked. As soon as her fourth knock struck the door, she heard Miss Featherly's voice from within. "Come in." She called. She opened the door and entered. The office was darker than she remembered it, and there was a scent in the air that she just couldn't place. She found Miss Featherly sitting demurely behind her desk. She was wearing a tight black corset that pushed up her breasts and showed off ample cleavage. It was a lace up corset that showed off about an inch of skin all the way up from her flat stomach. Jenny couldn't see what else she was wearing because her view was blocked by the desk. "You look radiant Miss Featherly." Jenny complimented. "Thank you Ms Thompson. You are about to look the same. Please lock the door, and then you are to strip." Jenny was caught a bit off guard by the immediate request, but she did not protest. She took off her tight shirt first exposing her perky round breasts. She look up at Miss Featherly but could not read the emotion on her face. She unbuttoned her jeans and with some considerable effort shimmied out of them. She then stood naked, except for her high heels which made her sexy legs look exceptional, in front of her teacher who did not say a word. Her taut stomach with the outline of powerful core muscles looked radiant. Her pussy seemed to be still waking up. It was a slit amongst perfect skin. Her lips tucked somewhere within. Her legs were tanned pillars, toned with endless stair step workouts. "In the top drawer of the file cabinet are a pair of white lace stockings and a garter belt. Put them on please." "Yes Miss Featherly, of course." Jenny turned and approached the drawer. She opened it and found that it contained beautiful white stockings, a garter belt, and a strap-on dildo. She was about to ask about the toy, but decided against it. Instead she grabbed the stockings. She marveled at how soft they were. They must have cost a fortune. She carefully rolled on onto each leg and fastened them to her garter belt. She then turned to face her mistress. "They look good on you. I contemplated on what top to put you in, but your breasts are so perfect I figured I would let them speak for themselves." Margarette rose and walked over to Jenny. Jenny's jaw dropped as she saw her teacher from the waist down. She had on black stockings that were attached to her corset with thick leather straps. Her bottoms were a pair of what looked like latex or leather panties with a large hole in the crotch. Miss Featherly's full pussy lips were hanging exposed weighted down by all of her jewelry. She walked behind her student, and when Jenny tried to turn her head, she felt Miss Featherly's strong hands on either side of her head. "Just look forward dear, unless I tell you otherwise." "Yes Miss Featherly. I apologize." The young girl shuddered as she felt her teacher's finger suddenly scrape her pussy. "You are nervous dear. You pussy is closed up tight like a bank safe." "I, I don't know why." "It's OK dear. New experiences can be nerve racking." As she spoke Miss Featherly was moving her finger up and down Jenn's little slit with the slightest of pressure. The touch was reassuring to Jenny and she could feel a warmth returning to her most intimate region. Miss Featherly could feel her student's pussy lips begin to grow under her touch. She leaned in close and whispered. "Today I will show you what pleasure you can have when you totally submit. In due time, I am going to make you cum harder than you have ever cum before. Typically I would use some corporal means to instill obedience, but you are a wonderful student and I know that is not necessary." Jenny's pussy was becoming wet under the attention of her teacher's finger. Miss Featherly delved her finger ever so slightly into the young girls pussy and extracted some moisture which she skillfully rubbed up and down the girl's growing lips. "Yes Miss Featherly" She struggled to speak through the immense pleasure. She was going from nervous to lustful almost instantly. "Yes your pussy is opening up quite quickly. Let me get a look at the gorgeous slit of yours. Also, a proper examination of this wonderful ass seems in order. Bend over the desk and thrust your ass up please. This is assuming the position." Without hesitation Jenny bend over the cold wooden desk she thrust her ass up as high as she could while keeping her back straight. Her long toned legs flexed beautifully in this position and her ass clenched in a perfect circular shape. Two dimples appeared on each side of her rear end. Miss Featherly stroked the girls ass lovingly.. "Amazing! You have such an amazing body Ms Thompson. How often do you work out?" "Six times a week Miss Featherly. I swim, run, and do weights in the gym." "It is working young lady, you are simply scrumptious." She kneaded both firm ass cheeks roughly. "And this pussy." She leaned in closed and looked closely at the now wet pussy presented to her. Full lips glistened with moisture. Jenny was getting more turned on by being in this position. Miss Featherly put her nose right up against the girls pussy. She could feel the heat on the bridge of her nose as she slowly drew in a breath of air, savoring the womanly aroma of her sex. Margarette stuck out her tongue and licked the pussy in front of her. Jenny nearly leapt at the sensation. She had never been touched by a woman like this. "Delicious Ms. Thompson. You have a very tasty cunt." "Thank, thank you Ms. Featherly." Jenny barely managed to mutter. "This is my cunt now. Do you understand?" Miss Featherly deftly inserted her a finger into Jenny's tight pussy. Margarette loved how this position made ones cunt so tight. She was looking forward to fucking it later. Reach down and rub your clit Ms Thompson. "Yes Miss Featherly. I understand..." She trailed off as her teacher found her g-spot with her finger. She was drinking in the pleasure when suddenly a loud slap rang out as Miss Featherly slapped her ass forcefully. "Rub your clit dear." Miss Featherly asked in a very calm voice. "Yes Miss Featherly." The young girl thrust her hand between her legs and found her aching clit. She started to rub it feverishly. Her legs started to get weak with her impending orgasm. Margarette sensed this and spoke up. "Stop dear so you do not cum." Jenny stopped immediately. She was shocked at why her teacher stopped her. She was on the verge of orgasm, and she was dying for relief. "Put your hand back on the desk dear." Jenny obeyed even though all she really wanted to do is rub her clit a few more times so that she could cum. "Good girl." Miss Featherly slowly pulled her hand from the girl's tight love canal. Jenny could feel it pull out slowly millimeter by millimeter. Once out, Margarette teased the girl's hungry pussy by rubbing her lips ever so gently with the tips of her fingers. "Very well done. You are a quick learner. Stand up darling I want to drink you in." It felt good for Jenny to be able to stand upright. Her mind could only focus on one thing however, cumming. She had to cum, it was driving her crazy. She had pleasured herself to the brink of orgasm three times, just as Miss Featherly ordered, and now this tease was too much for her. She was mad with lust. "Turn around darling." As she spun to face her teacher, she was taken up in a strong embrace. Her teacher thrust her tongue deep into her students mouth with a passionate kiss. Jenny was stunned at first, but then began to kiss back. It was like no other kiss she had ever experienced. Finally Miss Featherly pulled out of the kiss and left Jenny gasping for her breath. "Good girl. You have gotten me all worked up. It is time for you to take care of your teacher and earn that A. On your knees. " "Yes, of course Miss Featherly." Jenny dropped to her knees. The tile floor was a bit uncomfortable but she dared not complain. Miss Featherly climbed on to her desk and sat down. With her legs flat on the desk she pulled her knees to her chest." Come here darling." She called while motioning with her finger for her student. Jenny shimmied until her face was right next to her teacher's legs. Slowly Miss Featherly opened her legs exposing her pussy to her student. "I want you to make me cum again, but this time use your mouth. Have you ever licked a woman before?" "No Miss Featherly." Her teachers eyes opened wide. "Are you excited to try?" "Yes Miss Featherly, very excited." "What are you waiting for then?" Jenny leaned forward and licked her teachers cunt from the bottom all the way up in one slow, powerful stroke. Then she licked back down, enjoying the perfumed taste of her teacher's cunt. The sensation of the hard steel rings in her soft pussy lips was such a contrast. Jenny sucked a ring into her mouth and tugged on it pulling Miss Featherly's pussy lip out. She continued to lick her teacher again this time sucking in her Miss Featherly's swollen clit, steel bar and all. Her clit felt so hard and large in her mouth, like a tiny penis. She could hear Miss Featherly moan softly. Jenny was voraciously eating out her teacher now. She could feel the Professor's pussy nectar covering her face. Finally she felt Miss Featherly's hand on her head pull her close. She again latched onto her large clit and sucked hard. Miss Featherly's legs squeezed her head as she came powerfully. After a few moments the grip on her head loosened. Miss Featherly's s legs dropped away from her student and she lay down on the desk exhausted. Her chest was rising and falling quickly under her tight corset. "That was amazing Miss Thompson." Miss Featherly called while still laying on the desk with eyes closed. " Please stand and bring me my purse and your cell phone." "Yes Miss Featherly." Jenny was stunned by the request, but tried to hide it. She stood up walked to her purse and fished out her Iphone. Then she grabbed Miss Featherly's purse, a small black designer leather bag, and brought them both to her teacher. Miss Featherly was now sitting on the side of the desk with the most peaceful smile. "Good girl, now turn around please. What is the pass code to your phone?" "1269" "Put this on please. " Her teacher handed her a tangle of straps with a small metal object roughly the size of a peanut. "It goes on just like panties, and that metal object rests directly on your clitoris." Jenny fumbled with the device, and then stepped into it and pulled it up. She placed the cold metal against her clitoris and it made her shiver with pleasure. She could feel her teacher adjusting some of the clasps from behind. "There, a perfect fit. Now turn around dear." Jen spun, her pussy sopping with anticipation of relief. "What you are wearing is a vibrator. When I so desire, I will pleasure you by pushing a button on my phone like this." Miss Featherly pressed a button on her phone and Jenny squealed as the device began to stimulate her clit. She closed her eyes to enjoy the building orgasm. "I can adjust the intensity like so." The vibration on her clit increased so much that she doubled over as her legs began to give. "And stop it when I wish." The pleasure stopped suddenly. Jenny was disappointed to be denied another orgasm. "You have controls on your phone to. I have installed an app called "Tutoring". You have only one control and that is stop. You must only hit the stop button if you are about to cum. I don't want you to cum until our next visit. Let's say the day after tomorrow. " Jenny was about to protest but thought better. "Yes Miss Featherly." She answered in a sad tone. "Don't worry darling. Soon, you will experience an orgasm more powerful than you could ever have imagined. You just have to trust me. Do you trust me?" "Yes Miss Featherly. I trust you." The girl cheered up a bit, but her mind was so clouded. All that she could think of was cumming. She was so sexed up, she couldn't think about anything else. What about that strap on. Couldn't Miss Featherly fuck her with that? Her eyes darted to the drawer that held the dildo. God she needed relief. Still she trusted Miss Featherly, and she needed to pass. "Good girl. There will be time for that my darling." As if she read the girl's mind. Miss Featherly grabbed a large black over coat and covered herself. "Wait ten minutes and then go home. If you hold strong, I will give you more pleasure than you could ever imagine next time." She turned and walked out the door, leaving Jenny naked, confused, and most importantly, horny as hell.