I’m a skinny blonde high school teenager and am 5’3’’ and 105 pounds with C-cup breasts. My name is Cadey, but if you read my other stories in the Flappy series, you know me as Flappy. Before being known as Flappy and becoming a popular cheerleader that every boy in my school wanted to fuck (many did), I was just a typical Jewish princess spoiled by my daddy. I can be a little goofy at times and shy in larger groups. I have ADHD and am a below-average student academically.
My summers were always spent in summer school retaking the classes I failed during the school year. Flappy – Teen Spirit, starts in Math class with the star quarterback on the football team, Tyson, asking me on a date. It’s appropriate that the chain of events in those stories began in Math class because Math is the reason I was transformed into the submissive little slut I am today.
I was failing Math and had to meet with my math teacher after school to discuss my latest failed assignment. I always like to use real first names in my stories, but since I’m referring to my teacher by his last name, I will call him Mr. Johnson, because he does have a big cock. See that’s my goofy side coming out. Mr. Johnson was also our school’s football coach, so all the football players and the cheerleaders in his class were his favorites and got good grades.
It was a Friday after school when I met him in his classroom. He was stern and impersonal with me as he discussed my performance on my last assignment. He suggested I go to the extra help he offers every morning before school, or I was destined to fail his class and end up in summer school. Being the spoiled girl I was I told him, “I’m just not good at math and I don’t want to get up so early to come to extra help before school. And I doubt it will even help.” I asked, “Can I do extra credit during lunch whenever I get a bad grade to make it a passing grade? I can even help out with the football team?”
He shook his head and after a brief pause replied, “If you just want the easy way out, show me your tits and I’ll change your F on this assignment to a C-.” He continued, “Otherwise you can leave and I’ll either see you in extra help early Monday morning or not, that’s your choice.”
I was pretty shocked by that comment, but that was an easy way to get my grade changed. I said, “Okay, I’ll show you, my tits.” I pulled my shirt over my head, removed it, and placed it on a nearby desk. After a slight hesitation, I removed my bra.
I stood within five feet of my teacher topless and silent. His entire demeanor changed. He had a satisfied grin on his face as he said, “Damn Cadey, you have some big perky titties for a skinny girl, and those puffy nipples are looking ready for sucking! They look so nice I’ll make that grade a C+.”
I was so excited. That was the easiest C+ I’ve ever gotten, and I just had to show some horny pervert teacher my tits! I asked him, “Can I do this anytime I need a bump in my grade?”
He laughed, “No this was a one-time offer, but if you want to negotiate something recurring then come closer and let me fondle your tits.”
I asked, “If I let you fondle them do I get an A?”
He laughed again, “Cadey no one would believe you earned an A. If you want to work out a plan for the year, I need to inspect the merchandise and if I like, we can see if we can agree on the terms.”
I then let him fondle my tits. We were both quiet, he was gentle but firm as he felt up my tits. He grazed my nipples with his fingers in a circular motion, making my nipple get erect and my pussy wet. He then lowered his head to my breast and began sucking on my nipples. This was part of the deal, but it turned me on. I closed my eyes and moaned as he sucked on my nipples. I barely realized he undid my jeans until he pulled them down letting them down to around my ankles. He reached into my panties and rubbed my pussy. This made me moan more. He didn’t penetrate my pussy hole with his fingers. Instead, he just rubbed my clit, which felt amazing.
After a few minutes, he stopped and said, “Well Cadey, your pussy got very wet, so I know you like this as much as I do.” He then pulled down my panties, letting them drop to my ankles too. I was now standing in my math classroom naked with my teacher. He commented how much he liked my blonde bush and mused about possibly shaving it off himself.
He asked, “Would you like to pull up your jeans and put your shirt back on and leave or do you want to stay naked and discuss how you pass my class?”
I responded, “I want to stay naked and make a deal so I can pass the class with a good grade.”
He stood up from his chair. I towered over me at 6’4’’. He was an ex-college football player, and even though he was in his late thirties he was in exceptional shape. He told me to undo his pants and inspect his merchandise, so I did. His cock was semi-hard and thick. I took it in my hand and stroked it. I watched in amazement as it grew bigger, it was huge. Without saying a word, he pushed down on my shoulders and I dropped to my knees. Without hesitation, I took his hard cock into my mouth and started sucking on it. He said, “Good girl.” As I took his cock into my mouth without him telling me to. I had given blowjobs before and thought I was pretty good at it, but he critiqued me, saying, “You got the basics down, but you need lots of practice.”
He made me feel like an inexperienced unworthy girl, but I did my best to suck his big cock. I was amazed at how long he was lasting, as most of the blowjobs I gave to teenage boys were over fast. Twenty minutes later I finally made him explode. The force of his ejaculation made me gag on his cum, so I pulled his cock out of my mouth, and he proceeded to frost my face with his thick white semen. It splashed onto my face and fell on my tits. When he was done ejaculating, he said, “Look what a mess you are because you don’t know how to suck a cock and swallow a man’s load!”
He handed me a box of tissues to clean myself up. He told me what would be expected of me if this continued. He explained that at any point we could end our sexual arrangement and all the good grades I got until then would stay, but he made it very clear he was in charge, and I was not to question him. He explained that he is an alpha male and that there are things he can’t do with his wife, and I would use to satisfy his more extreme sexual desires.
I told him, “I liked sucking on your big cock and I will be willing to try and do anything else you want.” I liked that he was married and that I would do things with him that his wife wouldn’t. He told me his pregnant wife and their two young children were away for the weekend at his in-laws and that I should come to his house Sunday morning. I had no idea of the taboo sex my teacher was into, but I was going to find out.
On Sunday morning I arrived at his house exactly when he told me to. He greeted me at the door in an almost businesslike manner, like I was there to be tutored not fucked. He escorted me into his finished basement, which was decorated very nicely. We then entered another unfinished room in the basement where the furnace was. A workout area, tools, and a workbench were also in that room.
He ordered, “Take off all of your clothes.” I thought to myself, “Isn’t there a nicer room we can have sex in?”
As I got naked for my teacher, he grabbed a big roll of duct tape. He told me matter-of-factly, “Put your hands together and make fists.” I did as he told me to, and he began taping my hands together. When he was done, I had a big club where my hands were. Then he kissed me on my lips, followed by strapping on a ball gag around my head. At this point, I was getting a little nervous and curious about what he had planned next, but with the ball gag in my mouth, I couldn’t ask any questions.
I quickly found out what was planned next. He placed his hands under my armpits lifting me and telling me to raise my arms over my head. My clubbed hands were lowered onto a hook, and I was suspended about two feet off the ground. I was hanging there like a piece of fuck meat, naked and vulnerable. He then placed leather straps around my ankles. The ankle straps had long chains attached to them. He pulled on the chains one leg at a time and clipped them securely to a bracket. I was now suspended naked with my legs spread open.
What happened next was the transformation of my teenage pussy that would earn me the nickname Flappy. My teacher placed a clip on each side of my labia. Each clip had an eighteen-inch chain with a weight attached to the end. I felt the weight pulling down on my pussy lips. My teacher explained, “This is labia stretching. It’s going to elongate your pussy lips and make them more sensitive. After a few sessions, you’ll have nice big pussy lips.”
As I dangled with the weights hanging between my legs, I saw my teacher pull a magic wand from his workbench and turn it on. It buzzed loudly as he placed it between my legs. With his free hand, he ran his fingers through my blonde bush and said, “I’m going to need to shave this off the next time you come over.”
He then lifted the magic wand and pressed it against my pussy. The vibration sent shivers up my spine. He adjusted it slightly until it was pressed against my clit and that drove me crazy with pleasure. My entire body stiffened as he moved it back and forth on my clit. He didn’t let up on me and my pussy was dripping as I started to cum. I couldn’t speak, but my moaning told my teacher how intense my orgasm was. He said, “You horny girl! You cum so fucking fast.” I felt ashamed I had an orgasm so quickly.
After he pulled the wand away from my pussy he commented, “Look how erect your clit is.” He touched it with his fingers; it was so sensitive it made my body quiver. He said, “I made your clit pop out so easily, it wasn’t even a challenge for me to get it hard!”
He said, “Oh I forgot to warn you that you don’t cum unless I permit you. I expect complete submission and control over your body.”
I watched him remove his leather belt from around his waist. He walked behind me, out of sight, and within a minute I felt the first lash of his belt across my bare ass. It stung, and he said, “You will be disciplined hard when you disobey.” The second, third, and fourth lashes followed all in rapid succession. The ball gag in my mouth muffled my yelps. Quickly, came the fifth, sixth, and seventh lashes across my ass. My ass cheeks were tingling with numbness as lashes eight, nine, and ten were delivered. After the tenth lash, he stopped, and my ass was on fire.
He marveled at what he did. “Your red little ass looks so good.”
Spanking would be a regular part of our sexual encounters and a vital component of my training. Not only did it get me to become a submissive slut for my teacher, but my young impressible brain associated those spankings and pain with sexual pleasure. It didn’t take long for me to crave a good hard spanking and whenever I did get one my pussy would get soaked.
I could feel a burning in my shoulders as I hung from the hook above my head. After I was properly punished for cumming without permission, my teacher showed me a large black dildo. It was twelve inches long and had a handle at the base, perfect for maintaining a firm grip while using to fuck someone with. He said, “I’m going to fuck your pussy hard with this big black cock. Free feel to cum or just moan in agony, your choice.”
He lubed the dildo and inserted it into my pussy. He began fucking me with it, long deep strokes. My pussy lips were already being pulled down by the weights and were further being stretched out as they clung to the thick dildo on the downward thrusts. As he shoved the dildo up and into my teenage pussy he didn’t stop until it hit my cervix, sending a joint of pleasure and pain to my brain. He fucked me hard, and I was powerless as my tits bounced up and down. I groaned as he used his free hand to rub my hard sensitive clit. I don’t know what impacted me more, the pain of my tight pussy being pounded hard or the pleasure I was receiving from the rhythmic contractions of my vaginal muscles. Regardless, it was just a blur of pleasure and pain as I had my second orgasm of our encounter!
When I finished cumming I dropped my head and let my body go limp as I remained suspended off the ground. My teacher removed the black dildo from my sore cunt and unclipped the weights from my hanging pussy lips. He unlatched my ankles and lifted me off the hook. He spoke softly into my ear, “Good job Cadey. Now you are ready for me to fuck you.”
I was spent, but I was also eager to fuck an older experienced man like him. He removed my ball gag and used scissors to cut the duct tape, freeing my hands. He then ordered me to undress him, so I removed all of his clothing as he stood there. We were now both naked. His cock was hard and ready to fuck. I dropped to my knees on the unfinished concrete floor and licked his balls and up his shaft. I took him into my mouth. He let me suck and lick his big cock like it was a lollipop. After a few minutes, he ordered me to my feet.
He said, “Cadey, I like your eagerness to satisfy your master, but you can suck my cock at school.” He took a rope from his workbench and added, “When you are in this basement, I will be fucking your Jewish pussy.”
He ordered me to place my arms behind my back. He took the rope and tied my forearms, from my wrist to my elbows. He then ran the rope up my back and over my shoulder and wrapped the rope tightly around one of my breasts. It was very tight and uncomfortable. Then he moved the rope to the other breasts and wrapped that one just as tight. Once my tits were bulging out, almost as if they were ready to pop, he took the rope over the other shoulder and down my back to my arms and securely tied it.
My C-cup tits were turning purplish, and my puffy nipples were protruding out. My soft tits were rock hard. He tapped them back and forth and they were so overly sensitive it kind of hurt, but my nipples were so erect that the slightest brush against them made my body shake.
My teacher said, “I always admired your big tits on this skinny body. I’ve been thinking of doing this to your tits for a while.” He smacked my purple swollen tits a few more times relishing my agony. Looking down at them I was shocked at how ugly they looked at that moment.
He then laid me down on my back on his padded workout bench. He draped my legs over his shoulders causing my ass to lift off the bench. My pussy hole was now level with his hard cock and with one push his big cock plunged into my tight teenage pussy. My pussy was already sore, so when he began ramming his cock into my pussy it hurt. Despite the pain, being restrained and fucking my sexy teacher was a huge turn-on. All the girls in school thought he was hot and here I was fucking him.
He moaned, “Cadey, your pussy feels so fucking tight and I love how your flappy stretched-out pussy lips are pulling out on my cock!” I loved knowing I was giving a much older man such great pleasure. He increased the intensity of his fucking. He was jackhammering my pussy, making my tied-up tits bounce back and forth. Every moment my tits made hurt, and I felt like my tits were going to pop off!
His endurance was impressive. I began to have an orgasm, and he laughed saying, “Cum, you dumb little slut. I’m not even close to cumming!” I felt so inferior to him as he made additional comments about my lack of intelligence and how I cum so...
