1 comments/ 41835 views/ 2 favorites Amy Caught in the Middle By: mrhmann It all started when Amy was given her student teaching assignment at the local high school. Everything started out safely enough, with new students coming in for band classes. The teacher, Mr. Kay, was in his mid 40's, slightly graying and married. Amy was apprehensive at first but soon warmed up to the daily routine of teaching high school students. Mr. Kay was an energetic teacher that gave Amy plenty of room to grow as a teacher. As the fall marching band season wore on the relationship between teacher and student teacher became very close. The long hours spent at rehearsal and bus trips gave Amy and Mr. Kay lots of time to talk about future plans and life in general. It was during one of these conversations that Amy learned that even though Mr. Kay was married he was not getting the attention he wanted or needed. In fact it had been over two years since he had been intimate with his wife. Amy was a voluptuous redhead that had a very healthy sex drive. It wasn't long before Amy and Mr. Kay went beyond talking and the sexual tension overcame them both. The first time was after a particularly late night. When the last student finally left for home the teacher and student teacher found themselves all alone in the band room. As the two teachers talked it became very clear that just talking was not going to be the only thing that happened tonight. The first embrace sent electricity through Mr. Kay's body. To actually be touching and holding a hot younger woman was almost more than he could bear. The kiss, at first hesitant, but quickly passionate sent chills up and down both of their backs. Hands started grabbing as Amy pulled Mr. Kay's shirt off. Her shirt came next as Mr. Kay pulled her blouse over her head. With a quick flip of the wrist her bra fell to the floor exposing her 36D breasts. The nipples were hard and protruding as he bent down to take first one then the other into his mouth. Amy fell back in her chair as Mr. Kay reached for the buttons on her jeans. Mr. Kay released Amy's nipples and kissed his way down to the top of Amy's pants. His hands pulled them down as his mouth moved over her panties. Amy could feel his hot breath as her jeans hit the floor. She spread her legs to welcome his kisses. Her panties were wet with the love juices that flowed out of her hungry pussy. Knowing that this was his first time in over two years made her even wetter. The smell of Amy's sex made Mr. Kay's head swirl with a lust he thought had gone forever. He kissed her mound through her panties and pulled them off with his teeth. As the panties hit the floor Mr. Kay started kissing Amy's inner thigh working his way from one to the other. As he would pass over her dripping pussy lips he would lightly kiss them. Amy thrust her hips forward as Mr. Kay stopped on her pussy lips. He slid his tongue up and down her pussy flicking her clit as he reached the top. He buried his head into her pussy and pressed his tongue flat against her clit. This caused Amy to moan in ecstasy as he drove her over the top. Her orgasm hit in waves as he continued to lick her clit and suck in her juices. As Amy recovered from one of the best orgasms she had ever had she knew she had to repay the "old man". Amy stood up and pushed Mr. Kay into his chair. As she pulled his pants off she finally saw what she had been secretly wishing for since the very beginning. His thick 9-inch cock sprang out of his pants and stood erect with pre-cum on the head. She got down on her knees and started licking his shaft up one side and down the other. As she took the head of his cock into her mouth she felt his cock grow even more. She began to suck his cock and took the whole nine inches into her mouth. Mr. Kay could feel his cock hit the back of her throat and started pumping in and out as she sucked and licked. He knew this would not last long. He could feel his balls start to tense up as his first orgasm drew near. Sure, Mr. Kay had fantasized about Amy over the weeks he had known her but he never thought that anything would come of it. After two years of no sexual contact and only his hand to keep him from totally exploding this orgasm hit the back of Amy's throat with a force that caused her head to snap back. She pulled him in close and sucked every last drop of his cum down her throat. After this first encounter Amy and Mr. Kay found as much time as they could to satisfy their insatiable desire to fuck each other. As the marching season came to an end the late night fuck sessions ended as well. But Amy and Mr. Kay still found time after school to satisfy each other. It was during one of these afternoon encounters that Amy met Mr. Kay's 18-year old son. Michael had been away at college and had decided to surprise his dad at school. As Michael entered the band room he could hear noises coming from the office. He slowly walked to the window and could see through the small crack in the blinds what he thought was his dad and some hot looking younger redhead. She was bent over a chair and he was driving his cock into her from behind. Michael had known that his dad was not getting any at home but never thought he would cheat on his mother. As he watched he realized that his own cock was getting hard as he watched his father's face and the sheer enjoyment he was getting from this encounter. Michael decided then and there that if his dad was finally getting some who was he to complain. He also decided that if Dad was getting some pussy on the side he wanted some part of it too. Amy and Mr. Kay did not hear Michael enter the room until he unzipped his zipper and pulled his own stiff cock out of his pants. Amy opened her eyes to a swollen cock that was just as big or maybe even bigger than the man behind her. She looked into the face of the boy in front of her and could tell right away that this was the son of her lover. Without saying a word Michael walked up to Amy and pushed his cock into Amy's mouth. The feeling of having two cocks from the same family inside her at the same time was more than Amy could handle. She began to suck the boy's cock as the first wave of her orgasm hit her. Her legs began to buckle but Mr. Kay held her up from behind. Soon the two men were pumping in rhythm as Amy continued to suck on Michael's cock. Her moans kept the men going until they both began to cum at the same time. Amy could feel the wads of cum shooting into her pussy as she began to swallow the loads of cum that were being squirted into her mouth. Amy and Mr. Kay continued their afternoon trysts. Anytime Michael was back in town she would spend some time with him. Sometimes just the two of them and sometimes the three of them would enjoy an afternoon of fun and sex. Mr. Kay's wife was glad that Michael had a new friend and didn't even suspect that Amy was also fucking her husband silly on a regular basis. Amy Caught in the Middle Ch. 02 Amy found herself looking forward to going to school everyday. Ever since that first time that she and her supervising teacher first had sex in his office. Amy discovered that Mr. Kay could teach her as much about pure physical pleasure and the art of sex as he could about teaching. For Mr. Kay, he was able to live out a fantasy and finally get some sexual satisfaction for himself. Amy had always thought that younger men were the best lovers. Mr. Kay helped her realize that older men could offer a lot more. Experience and control are very important traits when providing a woman with pleasure. During a particularly hot afternoon Mr. Kay told Amy to sit on the desk and pull her knees up. As she did this, her short skirt inched up revealing her panties. He could see the dark spot where her juices had started to seep out of her smooth hairless pussy. Her sex could be smelled from across the room driving him wild. "Now, I want to watch you play with yourself." He said. She leaned back and exposed a small tight pair of pink panties. They had little yellow flower clusters scattered around and there were tiny yellow and pink bows tied at each hip. As Amy started sliding her finger up and down her slit the wet spot kept growing as her pussy began to prepare itself for whatever finger, or cock, was going to be placed there. She rubbed her pussy from the outside and slowly slid one finger inside the legs of her panties touching her swollen clit. This caused her pussy to respond quickly. The electric sensations that shot through her were more than she could handle. She could feel her first orgasm of the day begin. She closed her eyes and started to ride the wave. Just as she was ready to float into the oblivion of orgasmic pleasure she heard Mr. Kay say, "Wait." That one word broke through her aroused state. Mr. Kay whispered again, "Wait." Amy came out of her daze and her eyes locked with Mr. Kay's. "Take your panties off and hand them to me," He said. She took her panties off as he asked and he proceeded to put them up to his nose. He inhaled deeply taking in all of her sexy, musky scent. This caused his already erect cock to grow even more. Amy peered down her legs and watched as Mr. Kay then took the panties and wrapped them around his throbbing cock. He began to slowly pump his hand up and down. During each down stroke the head of his cock would peek out through the panties. Knowing that he was getting so much pleasure from her underwear made her juices flow even more. She slid her hand down her tummy and started to rub her finger up and down her wet slit. Her finger would slip inside a little more each time she stroked back up. She placed her thumb on her clit and inserted one finger, then a second, and finally a third finger inside her now soaked pussy. Amy kept an eye on Mr. Kay to make sure he was watching her. Their eyes locked and soon their strokes came in to sync. With each stroke Mr. Kay was getting closer and closer to shooting his wad into her panties. With each stroke Amy was getting wetter and wetter. She could feel the waves of her orgasm start to build again. Each stroke produced more and more sweet smelling pussy scent. The smell of Amy's sex drove Mr. Kay over the top. "I'm cumming," he breathed. "Wait" was all Amy could manage to get out before they both locked eyes and began pumping in rhythm. Faster and faster they both went but it did not take long for both of them to start moaning in orgasmic bliss. Mr. Kay's cock erupted, shooting cum up in the air. The first shot almost hit the ceiling and arced towards Amy. It landed on her stomach just as her orgasm overtook her and her legs began to tremble. Her ass muscles tightened up as she let out a cry as wave after wave of pure ecstasy came over her. Their orgasms lasted for what seemed like hours. Amy's body couldn't stop trembling as some of Mr. Kay's cum landed on Amy's panties that were still wrapped around his still rock hard cock. Not wanting the afternoon to end, Amy climbed off of the desk and placed her legs on wither side of Mr. Kay. Her still dripping pussy slid easily onto Mr. Kay's cock. Her now soaked panties were still wrapped around his cock. She impaled herself onto his full nine inches. She would drop down on top of his cock until their pubic bones would hit. Then she would grind her clit into his cock. Each time she would rise up until his cock was just inside her tight hot pussy, only to drop down on him and grind her clit into him again and again. Amy's pussy started to contract around Mr. Kay's cock. She dropped one last time and tightened her love muscles around his shaft. Amy's pussy would contract around his cock, then relax, contract and relax, driving him wild. He reached around her and grabbed her butt cheeks, guiding her pussy to hit the most sensitive part of his throbbing cock. The combination of contraction and relaxing along with his hands on her ass cheeks guiding her pussy drove them both to another explosive orgasm. Mr. Kay pumped her pussy full of hot cum as she screamed in sheer ecstasy. Amy's panties were now completely soaked with the combination of their love juices. Mr. Kay took them off his cock and wiped up every last drop from his cock and from around her pussy. He then placed them in a plastic baggie and opened a drawer in his desk. He placed the panties there to be enjoyed at a later time. Amy pulled down her skirt and smoothed out her blouse. She gave Mr. Kay a passionate kiss and left him in the office to contemplate their next encounter. Mr. Kay waited for Amy to leave and took the panties out of the desk drawer and slipped them into his pocket. Amy Caught in the Middle Ch. 03 Mr. Kay walked in to what should have been an active classroom. He had left Amy alone for her first solo teaching experience. What he found was an empty classroom, due to a last minute assembly. Just as he was about to leave the classroom and head to the auditorium he heard a faint noise coming from the uniform storage room. Mr. Kay walked to the door of the room and looked through the window. The lights were out in the hallway and there was only a small lamp on in the uniform room. This allowed Mr. Kay a good view of the room without the occupants seeing him. What he saw at first appalled him, but as he continued to watch he found himself getting turned on. Amy, his student teacher, was bent over a chair with her ass in the air. Her skirt was pulled up over her back and her hairless pussy was exposed. Her blouse had been pulled down around her waist exposing her large breasts. This vision itself would have caused Mr. Kay to sport an erection. Just as he was about to enter the room, and give Amy a piece of his mind and also a piece of his growing cock, he saw a movement in the corner of the room. Not one, but two of the Senior Men's choir members were in the room with Amy. Both boys had turned 18 earlier in the year and had been making comments about what they would like to do to Miss Amy if they ever got a chance. Well it seems that they finally were going to get their chance to make good on all their talk. The boys, John and Matt, had taken their shirts and pants off and were approaching Miss Amy wearing nothing but their boxer shorts. Mr. Kay could see that the boys were very aroused at seeing Miss Amy bent over the chair. Their cocks were making their boxers tent out in front of them. John approached from the front and dropped his shorts exposing an almost fully erect cock. It was about 8 inches long and not too thick around the middle. Amy brought her head up to meet his cock and started to lick the head. Her tongue would flick across the top and down each side. With each flick of her tongue his cock would jump in anticipation. Mr. Kay could clearly see that Amy was getting wet between her legs. Her pussy was glistening in the light and he could see drops of her pussy juice start to slide down her inner thigh. Amy was now sucking on John's shaft taking all of his cock into her mouth. As she bobbed her mouth off the head of his fuck muscle she would flick her tongue across the tip and then suck him back in to its full length. Matt watched from behind and reached his hand inside his shorts and began stroking his full erection inside his shorts. He would match stroke for stroke with John's blowjob. It didn't take long for Matt to have enough of just watching. He pulled his shorts over his erection and let them drop to the floor. Matt's cock was a little shorter than John's but seemed to be thicker around the middle. He shuffled his way closer to Miss Amy and took his shaft in his hand. First he took the head of his cock and rubbed it up and down Amy's wet slit. His first touch caused Amy to jump a little and she bit down on John's cock. This seemed to arouse him more. Matt slid his cock head up and down her hot slit until the head was covered with her love juice. Timing it to correspond with John's movements at the front, Matt slid his love muscle into Amy's pussy. The boys were so in sync with each other it seemed that they had been practicing for this event for a long time. Their movements were so together that Amy didn't even have to move. She could feel each cock inside her pumping in rhythm. With each stroke she could feel the boys cocks begin to swell with the anticipation of cumming. Mr. Kay could hear a low moan coming from Amy's throat. He knew how this was going to end. He had heard that low moan before in one of their fuck sessions. Without realizing it Mr. Kay had taken his rock-hard, nine-inch cock out of his pants and was stroking it in rhythm to the pounding that Amy was receiving in the next room. Amy's moans grew louder and her ass muscles began to tighten, as her orgasm was getting closer. The low moan soon became louder and higher in pitch. Her legs were starting to quiver as her orgasm grew. The two boys were pumping in time to the moaning and they could feel that they were close as well. Amy's legs started to buckle but Matt held her up by her hips as he kept pumping faster and faster. John kept pace in the front and Amy's moans became screams of pleasure as the first waves of her orgasm hit her. She urged the boys to fuck faster and harder. Her screams of pleasure were matched as each boy in turn exploded into her mouth and pussy. Shot after shot of hot cum hit the back of her throat and the walls of her pussy were soon filled as the boys screamed with each wad of cum that shot out of their cocks. Amy's pleasure ride kept going for anther two minutes as her pussy muscles contracted and milked every last drop out of Matt's cock and her mouth sucked up every drop of John's cum. Her knees were weak from the sound fucking she had just received. John pulled his cock out of her mouth and pulled up his shorts. Matt pulled his cock out of her pussy with a pop. The boys quickly dressed and left the room out the back door heading for the auditorium and the assembly. Amy sat down in the chair and began to fondle her breasts. She put one hand between her legs and crossed her legs around her hand. Mr. Kay was still watching. He had put his cock away before the boys left the room but had brought it back out when he realized that Amy was not finished yet. He watched as she caressed her nipples with one hand and stroked her clit with the other. As she slid her fingers up and down her slit, they were getting coated in her pussy juice from the fucking she had just received. She then licked her fingers until they were clean. She put her hand between her legs and squeezed her hand into her pussy. He fingers slid into her slit and her thumb was touching her clit. Her tummy muscles began to twitch and her legs started to quiver again. She was about to have another orgasm. Mr. Kay couldn't wait any longer. He entered the room without her noticing and snuck up behind her. His replaced her hands with his on her breasts. She was now free to use both hands on her pussy. She inserted first one finger then another and soon four fingers were inside. Her other hand was working on her swollen clit. Mr. Kay came in front of her and picked her up. As he raised her up Amy spread her legs exposing her wet pussy. He eased her down on top of his cock and he slid in easily. Her muscles tightened around his cock and started to contract. He could feel the walls of her pussy pulling him in deeper and deeper. Standing with Amy's legs wrapped around his waist was more than Mr. Kay could take. He started to pump his hot cum inside her. This caused her to contract in another orgasm as the hot cum hit the inside of her pussy she was screaming his name again and again until they both were so exhausted they had to sit down. He sat with his cock still inside of her. His cock was spent and deflated out of her quickly. Nothing was said about the two boys she fucked earlier. Mr. Kay never told her he had watched the whole thing through the window. The next class was about to start so they both dressed quickly and left through separate doors.