1 comments/ 45646 views/ 39 favorites High School Rivalry Ch. 01 By: ThothAcolyte All events recorded in this manuscript are purely fictional, and all parties involved with sexual affairs were at least 18 years old at the time. ***** Hi. My name is Lyle Sheffield. I'm a somewhat average high school senior at Crooked Brook High School (so named because of the winding stream that ran through the county). I am 18 years old, around 6 feet tall, skinny, bad at sports, bad at being social, and good at video games. I have spiky brown hair and brown eyes, rectangular glasses (my eyes are quite useless), and I like to doodle when I'm supposed to be listening to the teacher. Overall, I'm a pretty average introverted high school video game nerd. This is the story of my encounters with Cindy Stuart. She was an 18 year old senior like me, but that's about where the similarities ended. She was around 5 and a half feet tall, thin and fit due to her being a cheerleader, extremely popular, and very athletic. She had long blonde hair, blue eyes, pale white skin, pretty big tits (especially for a high schooler), and a huge, firm ass. She was probably the most beautiful girl in the school, and somehow this amazing, popular, sexy example of a woman absolutely despised me. I don't know when it started. It was simply one of those rare instances of instant, mutual, and unfounded hatred. We weren't merely incompatible. If it were that simple, we could just avoid each other. No, we were practically enemies. We went out of our way to screw with each other, although my methods usually involved pranks and subterfuge whereas her attacks generally utilized her popularity and supply of cheerleading cronies. I don't think you can quite get the picture without a few examples. In our sophomore year, she used her posse of airheaded girlfriends to spread the rumor that I was gay for the school football star, Jean (I most certainly wasn't). Anyway, this tidbit of ill-conceived gossip made its way to the guy himself, a 300 lb offensive lineman. Yeah, that situation required some delicate navigating to prevent my intestines from being hung from the flagpole. In retaliation, I searched Cindy's Facebook and found out that she's mortally afraid of spiders. So, I spent all weekend collecting every arachnid I could get my hands on, and I placed them all in a jar. Then, on monday, I took the first available opportunity to unscrew the lid from the jar and slip it into her backpack while she wasn't looking. I will never forget the sweet, sweet sound of her terrified screaming. Anyways, we clearly don't like each other much, and I can't honestly say the fault is 100% hers, but I sure as hell didn't ask for her wrath. I just can't stand her arrogant, superior attitude. I guess she found me equally repulsive, because our enmity persisted throughout all of high school. However, this would be the final year I'd have to put up with it, since we would both be graduating next semester. But before we parted ways, I felt like one final, massive prank was in order, to finally show that stuck-up bitch who's the true lord of underhanded combat tactics. Little did I realize she was thinking along the same lines. Everything went straight to crazy town on a seemingly normal tuesday. I was eating lunch with a couple of my friends, Darren and Jack, discussing the pros and cons of video game class systems. "Mages are just more fun to play as!" I insisted, generalizing liberally. "You can hit people with blunt sticks in real life, but only in video games can you conjure an inferno with a wave of your hand!" "Yeah, but it feels so satisfying to just barrel through hordes of enemies with only brute strength!" Darren replied, accentuating his point with a wild swipe of his fist. "ZZZzzzzz..." snored Jack, drooling on the table. "Excellent point, Jack. Mages generally are weak to direct attacks." I said sarcastically, casting a disapproving eye over his comatose form. "However, that's why they almost always have an array of abilities to keep them safe from harm, such as teleportation or freezing spells." "If Jack were awake, he'd probably take my side." Darren asserted, nodding knowingly. "Discussing something useless as usual, I see." An irritating, superior-sounding voice said from somewhere behind me. I turned in my seat to see Cindy standing there, hands on her hips, a crooked smirk plastered on her big dumb face. I noted with some surprise that she wasn't flanked by tittering henchwomen as she usually was. "Actually, we were having a pleasant conversation about play styles in video games, but you've gone and ruined it." Said Darren in annoyance. "ZZZzzz..." Agreed Jack. "Yes, now would you please leave? You're making me lose my appetite." I said in annoyance, turning back to my lunch. "Terribly sorry to interrupt was sounds like an absolutely fascinating conversation, but this is somewhat important." She said snidely. "Well, spit it out then, so we can go back to not being anywhere near each other." I replied, taking a bite of my sandwich. "I need to see you after school, Lyle. Meet me in classroom 16 at around 4:00 or I'll enroll you in this year's student council election as a presidential candidate." "You wouldn't dare!" I mumbled past a mouthful of turkey club. "Don't talk with your mouth full, moron." She huffed, then stalked away as if we had been the ones threatening her with tedious politics. "What on earth was that all about?" Asked Darren as he pulled apart his Oreos. "No idea." I responded, shrugging and taking another bite from my sandwich. "Mmmm...Hm? Huh? Whazza?" Jack muttered dazedly as he woke up from his nap. "Maybe she wants to propose a ceasefire, since it's your last year and all and you two still haven't stopped fighting." Darren hypothesized. "Unlikely." I replied, leaning back in my chair. "What's happening?" Jack asked in bewilderment. "Maybe she's going to confess her undying love for you!" Darren suggested, clasping his hands together and looking dreamily off into the distance. "Who?" Queried Jack. "Yeah, and maybe the sun will rise in the west tomorrow." I said, ignoring Jack. I didn't really know what to think about being called out like that by Cindy. On one hand, she was stronger than me, so if she wanted to beat me up while nobody was looking, she totally could. On the other hand, maybe she actually did want this feud to end before we graduated. No, impossible. More likely this was part of some scheme she'd cooked up to get the ball rolling for this year's escapades. Well, I wouldn't go unprepared. I breezed through the rest of that day's classes since it was still close to the beginning of the year and the teachers weren't handing out real work yet. Before I knew it, the time had come to spring Cindy's trap. I figured the most likely scenario was that she and a few lackeys were waiting inside the classroom to pulverize me. So I planned for that contingency by catching a spider I saw lurking in a supply closet and trapping it in my pencil case. When the meeting time had almost arrived, I peered into the classroom from outside the window, expecting to see a strike team waiting behind the door. Instead, all I got was a good view of Cindy standing in the room alone, staring at the entrance and tapping her foot impatiently. I noticed that she was wearing sexier clothes than usual. Normally she dresses provocatively but not quite sluttlily. However, today she was wearing tight denim short shorts and a white tank top that was torn at the bottom to reveal her smooth, flat midriff. I shook my head sadly. Why did such a gorgeous body have be ruined by her shitty personality? I knocked loudly on the window. She jumped, then turned around confusedly. I grinned and waved. She stalked haughtily over and opened the window. "And just what were you doing out there?" She demanded, standing aside as I clambered into the classroom. "And can't you use the door like a normal person?" "I obviously had to check for traps, you devious wench." I replied, rolling my eyes. "So what did you call me here for?" "Ah, yes. I called you here to declare my complete victory over our little feud." She pronounced triumphantly. "What on earth are you talking about?" I asked, readying my pencil case. "Your pitiful attempts to mess with me are over." Cindy said as she pulled her iPhone out of her purse. I just looked at her in confusion. She unlocked the phone (I managed to see that the first digit in her code was "2") and showed me what was on the screen. I felt my heart sink down to my toes. There, on her iPhone, was a picture of me naked in the locker room shower. I stared in despair at the image of my lanky body, fully bare for the camera, my penis hanging limply between my legs in plain view. She swiped left, revealing another picture, this time from behind, revealing my skinny ass in all its glory. She swiped again and again, chuckling maliciously, as she showed me even more photos of myself in compromising positions. One even depicted me semi-erect (I had been fantasizing about Scarlett Johansson). "You're probably wondering how I got ahold of these." Cindy said triumphantly, before locking her phone and putting it away. "I had one of my football star friends take these secretly. It wasn't easy, I'll tell you, since you almost never play sports or use the locker room showers." I was speechless and mortified. Not only had my worst enemy seen me completely naked, she had the photos and could do whatever she wanted with them. I was sure my life was over. Unless...what if I just got the iPhone and smashed it? As if she was reading my mind, Cindy said "Now don't try anything funny, because I have backups on my laptop at home. Oh, but don't worry. I won't show them to anyone. Not if you do exactly as I tell you to and become my obedient little slave. Get it, loser? I own you." Okay, now I was sure my life was over. If I didn't do whatever this bitch wanted me to, my skinny naked ass would be all over the school and the internet. I just stood there, seething with rage and embarrassment at the same time. "What's this?" Cindy asked gleefully. "No witty retorts? No sarcastic remarks?" "Fuck you." I growled through gritted teeth. I really couldn't see a way out of this. "From now on, that's fuck you, mistress." She said, grinning evilly. "Now, what shall I make you do first? How about something simple, like, maybe...kiss my feet!" She suggested, kicking off her shoes. "So it's blackmail, is it?" I asked, clenching my fists in anger. "Lyle, In case you've already forgotten, you now belong to me. So, get on the floor and kiss my feet!." She barked. Her aggressive tone shocked me, and before I realized what I was doing, I was on all fours in front of her. "Perfect, now kiss them like a good little pet. And don't forget the 'yes, mistress'!" "Yes, mistress." I growled as I slowly, reluctantly lowered my head to her toes and gave each foot a quick, light peck. "Hmm, somehow I'm not satisfied. I know! Do a striptease for me! Come on, don't be shy, I've already seen you completely nude!" Cindy reminded me as she pulled out her phone once more. "Get on with it, get naked." "Hell no." I protested. "Oh? I suppose you'd rather have these photos spread from here to Timbuktu?" Shit. I wracked my brain for any way out of this, but drew a blank. I just didn't have anything on Cindy half as dangerous as those photos. Cursing inwardly, I began to take off my shirt. "That's it, my little pet, strip. Take it all off for me." She encouraged patronizingly. "And what do we say?" "Yes, mistress." I scowled and removed my shirt completely, dropping it on a nearby desk. Cindy snapped a few photos. "What's wrong? Keep going!" She ordered. I undid my belt and removed my shoes, dropping them by my shirt. Then I pulled down my pants and placed them on the desk with my other garments. I stood there in the middle of the classroom in nothing but my underwear, face burning as Cindy took photos from every angle, clearly enjoying herself way too much. "Oh my, do we have a little bulge coming along?" She remarked, pointing her phone at the noticeable tent in the front of my shorts. "All right, those too, boxer boy!" She giggled, switching to recording the whole thing on video. I sighed in resignation and pulled down my boxers in one swift motion, tossing them on top of my pile of clothes. "Oh my god! You're actually fully hard!" Cindy squealed, covering her mouth with her free hand. "Could it be that you like being ordered around like a slave by a hot girl like me?" I honestly didn't know, but for some strange reason, I was totally aroused. I guess anyone would be if a girl as beautiful as Cindy was standing there in short shorts telling them to get naked. "No way! It's so cute and small!" She giggled. That stung a little. "We have to measure it." She began searching the classroom as I stood there, completely naked with my fully erect penis sticking straight out. "Found it!" Cindy shouted happily, producing a ruler from a desk drawer. "Not so loud!" I hissed, terrified that the janitor or another staff member would walk in on this. Ignoring me, she walked over to me, knelt down, and placed the wooden ruler against my cock. It twitched slightly from the stimulation, and Cindy giggled. "Six inches." She declared, rising to her feet. "Pathetic." She said with a venomous mixture of glee and malice. "Even fully erect, you can only manage six inches? Wow." I meekly shrugged, all the blood in my body rushing to either my face or my penis. I couldn't believe that I was getting turned on by her derogatory remarks. "All right, let's have you do some poses for the camera!" Cindy decided, taking out her phone once more. "First, I want you to get back on the ground and suck my toes." Knowing I had no capability to disobey at this point, I sat back down and obediently wrapped my lips around her digits. She snapped a couple photos, then removed her foot. "Okay, next I want you to bend over that table like you're going to get fucked in the ass!" She commanded, pointing to the teacher's desk. "Yes, mistress." I said as I complied reluctantly, my humiliation mounting as she took more pictures of me bent over, exposing my butt to the camera. "Good! Now spread your ass for me!" "But-" I protested uselessly. "Do it!" Cindy ordered, and I slowly reached behind my back and pulled my cheeks apart, spreading my asshole for her. "That's a nice pose." She snickered, taking some more photos. "Okay, last one. Grab your sad little cock with one hand and stick a couple fingers in your mouth with the other." "Yes, mistress." I sighed as I obeyed, my penis twitching slightly from being grabbed in such a sexually tense situation. She took a few more pictures of me in this degrading pose, then paused, deciding on how best to humiliate me next. "Lie down!" Cindy commanded. I sighed as I clambered onto the teacher's desk and lay on my back, my cock sticking straight up into the air. Cindy stood beside the desk like a doctor standing beside her bedridden patient. "Now, slave, I order you to jerk off." She commanded, her evil smirk widening. "What?!" I exclaimed indignantly, more surprised than I should have been at this point. "Shut up and do it, slave!" Cindy ordered, grabbing my balls in one hand and squeezing them hard. "Owww!" I yelled in pain. "I say jerk off, you say...?" "Yes, mistress!" I gasped, and she released my gonads. "Good, my obedient little slave. Now, touch yourself." With my face burning hot enough to fry eggs, I hesitantly reached down and wrapped my right hand around my fiercely erect cock. I gasped slightly from the touch, which caused Cindy to giggle. I shot her a glare, and saw that she had her phone out again and was recording everything! I should have protested, but I knew it would have been futile. Besides, hard as it is to admit, being watched and recorded while doing this was actually really turning me on. "Well, what are you waiting for, slave? Masturbate for me!" Cindy urged, bouncing up and down excitedly, causing her breasts to jiggle tantalizingly beneath her skimpy top. I groaned in a mixture of arousal and shame as I began to slowly move my hand along my shaft, stroking it gently. Precum began to ooze out of the tip as small, hot ripples of pleasure flowed through my cock. "Man, you're really enjoying this, aren't you?" Cindy jeered, focusing in on my leaking penis with her phone. "You perv. It seems you get off from being ordered around and watched while you jerk off." "You're the one who's blackmailing me." I groaned as I felt the beginnings of a roaring orgasm. I unconsciously began masturbating faster, smearing my precum into my throbbing shaft, making it slick to the touch. "Just look at yourself. I may be blackmailing you, but you seem to be enjoying this even more than I am! Deep down, you're just a submissive little man-whore, aren't you?" I inadvertently let out a low moan, which elicited a superior chuckle from my new mistress. Her abusive and superior comments were actually making me even more horny. I looked up at her, staring openly at her large tits, flat stomach, and long, toned legs as I masturbated for her. "Yeah, that's it, you little slut. Jerk that tiny cock for me." I groaned again at her verbal abuse and domineering tone, now frantically rubbing myself, trying desperately to reach my climax. "See, what did I tell you? You love being ordered around, right?" "You're...wrong!" I panted, my words somewhat undermined by my massive erection and incessant flow of precum. "Denial won't do you any good, honey. You need to admit what you really are." "I'm...noooot!" I moaned as waves of pleasure coursed through me. "Fine, then. Stop masturbating." "But-" "I said stop!" Cindy ordered, grabbing my balls and squeezing them again. I yelped in pain and reflexively released my cock, feeling the orgasm I was so close to reaching slide disappointingly away. "If you're not enjoying this, then I guess there's no point in continuing. I'll have to find something else for you to do for me." She sighed in mock-disappointment. "But...I..." I stammered, desperately needing to cum but unable to do anything with my balls in her viselike grasp. "But what? Do you want to cum in front of me? But I thought you didn't like being ordered around like this..." She teased. "I...I just..." I couldn't get the words out. I should have just let this end here, but I was so unbelievably horny. "Well, if you really want to cum, I'll make you a deal. If you stop being so contrary about every little thing I tell you to, admit that you're a submissive little bitch, and say that you'll be my adorable little sex pet forever, I may just let you cum." "...Yes, mistress." I said in defeat. "I'm a submissive little bitch, and I get really horny from being ordered around by you. I promise I'll be your pet forever, so please, just let me cum!" I begged pathetically. "Good boy!" Exclaimed Cindy, clapping her hands. "Alright, you may cum! And, as an added reward for being so obedient, I'll even let you see my tits while you jerk off!" "Thank you, mistress!" I sighed in relief as I resumed my furious stroking. Cindy reached down and pulled her top off with one swift motion, then unfastened her bra and let it fall to the ground. I stared lustfully at the most amazing pair of breasts I had ever seen (although this was, admittedly, the first time I had ever seen naked breasts in real life). They didn't sag a millimeter when the support from the bra left them, and they were huge, topped with perfect pink nipples that stuck straight out, betraying Cindy's own arousal. Then, while watching me masturbate, she reached down into her short shorts and began rubbing herself. Listening to her breathing quicken, as well as bearing witness to her beautiful, topless body getting off in front of me was too much. High School Rivalry Ch. 01 "Mistress, I'm...I'm gonna cum!" I moaned as white-hot pleasure shot through me. "Don't you dare cum before I do, slave! I want to climax while watching you spray semen all over yourself!" She commanded, her voice shaking slightly. "I don't know...if I can...hold it...much longer!" I panted, trying desperately to control my stroking, but by this point my body was no longer listening to my brain. Cindy was twitching and spasming as she fingered herself, her firm breasts swinging and bouncing freely as she moved. It was a wonder she was even able to remain standing as her legs shook and her hips gyrated almost on their own. "Nooooow, slave!" She moaned, and I instantly dove over the edge and came. It felt like an electric current ran through me as I experienced the most powerful orgasm of my life! My dick twitched and spasmed as It shot load after load of thick, sticky semen all over my stomach and chest! My limbs jerked and shivered as massive waves of ecstasy roared through me, blocking out all thought and feeling except the thrill of submitting myself and the pleasure now flowing through my body. "Gooooooood boy!" Cindy groaned as she reached her orgasm. I watched in a daze as she fell forward onto the desk next to me, her breasts pressed against the cold wood, her perfect ass sticking straight up into the air as she masturbated furiously, letting out a long and loud moan of pleasure as she came. She trembled and made little "Mmm" noises as the aftershocks of her orgasm coursed through her. Once her climax had completely subsided, Cindy got up slowly, panting slightly. "Good job, my pet." She said, looking over at where I lay on the table. I noticed a large wet spot on the crotch of her denim shorts, and I could see the thin, pink waistband of her panties peeking over her pants. "Well, slave, I look forward to spending a lot more time together in the upcoming year." She said as she put her bra and tank top back on. My life as I knew it was over. I was a slave, a mere pet to the girl I despised, and she was my mistress. As much as I hated it, I had been forced to face one unalterable truth today. I loved being dominated. In the deepest throes of my orgasm, the one thought in my head was how much I wanted Cindy to be my mistress forever. "All right slave, one last thing." She said, getting up off the desk. "Kneel in front of me." "Yes, mistress," I said, getting down on my knees before her, my cock still sticking up like a flagpole, droplets of cum sliding down its length. "Smile for the camera!" She said brightly as she snapped a photo. She turned the phone so I could see the result. There I sat, dick sticking out from between my legs, cum splattered all over my stomach and penis, with, to my horror, a wide smile plastered on my face. "Wow, you really know how to make a dominatrix gush. I look forward to ordering you around some more in the future." Cindy smirked, and strode out of the room, leaving me kneeling there feeling aroused, embarrassed, and confused. High School Rivalry Ch. 02 Hi. I'm Lyle Sheffield, skinny teenage high school senior and part-time submissive blackmail victim. You might remember me from my previous story. Today, I'm going to tell you about the second major incident that occurred between myself and my dominant, blackmailing classmate, Cindy Stuart. It was thursday, two days after my freedom was lost due to some prick in the locker room with a cell phone camera. I'd had time to stew in the humiliation and confused feelings that had welled up in me since I was ruthlessly embarrassed and used by Cindy. Here's what I had come up with: I maybe liked being dominated by Cindy a little, but only because she was super hot and let me see her tits. There was nothing I could do to remedy my situation as long as she had compromising photos of me on her phone and computer. And I didn't just want to fix my problems. No, sir. I was going to turn this whole thing on Cindy and get some dirt on her even worse than what she currently had on me, as well as deleting all the embarrassing pictures she currently possessed. Of course, for me to accomplish all that, I needed to get into her phone and laptop. And to do that, I needed to lull her into a false sense of security. So, for the time being, my only possible recourse was to bite my tongue and obey Cindy's demands (or at least, that's what I told myself). Having used wednesday to becry and bemoan my enslavement, I arrived at school on thursday feeling a little better and ready to attempt to gain Cindy's trust. Sure enough, she pulled me into an unused storage closet the moment I stepped off the bus. She was wearing a miniskirt and a tight T-shirt with a low-cut V-neck. "Cindy, I have class in 30 minutes." I protested. She smacked me on the head with her biology textbook. "When we're alone, that's mistress. And this won't take long. Get naked." I sighed, internally annoyed at having to deal with her this early in the morning, but at the same time already getting semi-erect from being ordered around. I quickly removed all of my clothes and placed them on a nearby table. "Good." Cindy purred, digging through her backpack. She pulled out what appeared to be a small plastic egg and some scotch tape. "Hold still." She ordered, crouching down in front of my penis. "Um, mistress, what..." I began to ask as she placed the egg against the sensitive spot under the head of my cock and wrapped tape around it, securing it in place. My penis stiffened at her touch, becoming almost fully hard. "There." She said, standing up. The plastic device was taped firmly to my member, and I was getting a really bad feeling about this. "Alright, pet, get dressed. You are not to remove that device for any reason, or you know what happens." "Yes, mistress." I said nervously, pulling my pants and shirt back on. Once I was fully dressed, Cindy reached into her backpack once more and removed a remote with a dial on it. She turned the dial to the first setting, and I gasped in surprise as the egg attached to me began to buzz lightly against my cock. Cindy giggled at my reaction, then turned the dial back to the off position. "Wonderful." She said, staring at the now distinct bulge in my crotch. "Have fun in class today!" She said, and breezed out of the storage closet. Rapidly developing a sinking feeling in my gut, I left for my first class. Cindy and I both had history first thing in the morning, and I usually sat in the front of the class because I thought our 30-something history teacher, Mrs. Alvarez, was pretty hot and I wanted a good view. She was dressed in a V-neck sweater that exposed just a tiny bit of her ample cleavage and tight jeans that hugged her gorgeous ass tightly. She had long brown hair, brown eyes, lightly tanned skin, and a calming voice. Okay, maybe I had a slight crush on her. But today I sat in the very back row, in the farthest corner from the front, not wanting to be noticed at all, by her or anyone else. Cindy sat in the back row as well, a couple seats to my right. She waved at me nonchalantly, then began sorting her stuff. I tried to focus on getting ready for class, but was too nervous from the dread and anticipation to concentrate. "Okay, everyone, today we're going to get started on our first unit about ancient Egypt!" Mrs. Alvarez exclaimed excitedly, clapping her hands. "Fun fact! Did you know that the amount of time between when Cleopatra lived and the time the pyramids were build is greater than the amount of time between when cleopatra lived and today? Egypt has simply been around for that long!" Mrs. Alvarez was practically bouncing with excitement, getting way too into her lesson (as usual). I was getting ready to start taking notes when I felt a tiny buzzing sensation in my crotch. I managed to refrain from making a surprised noise, and shot a glare over at Cindy, who just grinned in a self-satisfied way. I turned back to the lesson and tried to ignore the vibrator, but it was impossible. The stimulation was rapidly making me hard, and my concentration kept getting disrupted by my cock tingling with pleasure. I caught myself fantasizing about Mrs. Alvarez more than actually paying attention to what she was saying, but I couldn't help it; the egg was making me incredibly horny. The stimulation was light enough to maintain a low level of arousal without actually bringing me any closer to orgasm. It was actually immensely frustrating. I shifted in my seat, trying to adjust my erect cock into a more comfortable position, when I felt the shuddering coming from the egg grow stronger. I gasped this time, but managed to cover it up with a cough. My penis was being wracked by some very noticeable vibrations now, about on par with a phone on silent mode. I squirmed uncomfortably as I felt my member growing hot and my mind going a bit fuzzy. I stared absentmindedly at Mrs. Alvarez's amazing boobs bouncing as she talked animatedly. "Lyle, which significant pharaoh's tomb was discovered in 1922?" She asked, her question bringing me out of my daze. "Um...I...I don't know..." I mumbled, unable to focus on anything with my raging boner being stimulated constantly. "It was in the assigned reading. Probably the most famous pharaoh, Tutankhamun, aka King Tut." "Oh." I said, a little embarrassed. My cock twitched. "Can you tell me who discovered the tomb?" Mrs. Alvarez asked. I just shook my head. "Can anyone else?" She said, looking around the classroom. Cindy raised her hand. "Carter discovered it." She said smugly, shooting a teasing look in my direction. "Correct." Replied Mrs. Alvarez. She turned back to the blackboard and continued her lesson, and I ashamedly continued to fail to pay attention. I felt the vibrations increase in intensity once more, and virtually gave up on the learning front. I could feel my cock leaking drops of precum, making a wet spot in my boxers. Pleasure coursed through my shaft as it twitched and strained against my underwear. I tried my hardest to maintain a collected facade, but I could feel an orgasm growing steadily closer, and if this kept up, I would probably cum in my pants before class ended! I sent Cindy a pleading look, but she simply grinned and turned the power up another notch. It was all I could do to keep from moaning aloud at this point. It felt like electricity was shooting through me, causing my limbs to shake and my mind to go blank. By now I was so horny I just wanted to cum and get it over with. I crossed my legs, trapping my rock hard penis between my thighs, and began to awkwardly rub them together, the friction providing my dick with further stimulation. I felt precum soak into my boxers, coating my underwear in the sticky fluid. Cindy looked over and saw me trying desperately to get off, grinned her evil grin, and abruptly turned off the vibrator. My impending orgasm receded, and there was nothing I could do about it. I gave her a sad, 'please let me cum!' look, but she had already turned back to the lesson. I scowled and tried my best to pay attention for the rest of class, but it was useless. I was horny and erect and frustrated, and my damp, sticky boxers made me rather uncomfortable. I struggled on until the bell finally rang, signalling the end of my torment. I got up, hoping nobody would notice the bulge in my crotch in the rush to get out the door. "Lyle, could I have a word with you?" Mrs. Alvarez asked, stopping me in my tracks. I went cold. Did she know? Or was she just mad that I wasn't paying attention today? What if she noticed my erection? With loads of paranoid questions circling in my head, I slowly walked over to her desk, where she was grading papers. I saw Cindy exit the classroom with a smirk and a wave. Was this her doing? I stood uncomfortably by Mrs. Alvarez's desk, waiting for her to finish grading. I noticed that from my higher vantage point, I could see down her V-neck a little. She looked up suddenly, sliding the essay she had been working on into a desk drawer. I guiltily looked away from her boobs, hoping she hadn't caught me staring. "Lyle, you didn't seem very focused in class today." She said sternly. "Normally you're quite sharp. Is something wrong?" Her voice took on a concerned, almost motherly tone that caught me off guard, especially after the harsh, domineering way Cindy ordered me around. Of course, at that moment, the vibrator started buzzing again, stronger than ever before. I gasped, and instinctively reached for my crotch, but covered it up by grabbing my stomach instead. "Lyle, are you alright?" Mrs. Alvarez asked, now genuinely worried. "I-I'm fine." I said, a bit shakily. It was a challenge just to remain upright and form coherent sentences as my legs shook and my mind went fuzzy from the pleasure. My cock throbbed and oozed in my boxers, my orgasm returning at full speed. I had to get out of there. "It's just a stomachache." I lied. "Th-that's why I've been distracted." "You should probably see the nurse." Mrs. Alvarez suggested. "I-I think I'll do that, thanks." I stammered, turning slowly to leave, trying as hard as possible not to stimulate my penis any further, but even the slightest movement caused my cock to rub against my soaked boxers, sending electric shocks up my spine. I was about halfway to the door when the vibrator hit maximum velocity. I doubled over, clutching my stomach in mock-pain, moaning slightly, as my dick burst, shooting load after load of cum into my underwear. I shook as my orgasm crashed through me, only made stronger by the knowledge that Mrs. Alvarez was right behind me. "Lyle, are you okay?!" She exclaimed, getting up from her desk. "Yes!" I replied hurriedly. "J-just feeling a bit sick. But I'm fine! I'm going to the nurse's office now." I started towards the door again. "Okay, but don't strain yourself." Mrs. Alvarez said, sitting back down. I swiftly left the room, feeling a wet spot form on my pants where my cum had soaked through my boxers. Waiting for me in the hall was Cindy. She turned off the toy when she saw me emerge, and my poor abused dick finally got a rest. "Well? Was it fun?" She asked innocently. "I came right in front of her!" I hissed angrily, trying to hide the stain on my trousers with my backpack. "Cool! Did she notice?" "I don't think so, I told her I was just sick." "Aw. Too bad. Come on, back into the storage closet with you." I sighed angrily and we retreated back into the closet we had used earlier. Most of the other students had already gathered their stuff and headed off for their next class by now. "Pull down your pants, slave, and show me the mess you made!" She ordered gleefully. "Yes, mistress." I said resignedly, dropping my backpack. I slowly pulled my pants and boxers down, revealing my soft cock smeared with cum, the plastic sex toy still taped firmly to the shaft. The insides of my boxers looked like a spider web made of semen had been spun inside them. "Oh, my. You did this in front of Mrs. Alvarez? How perverted." Cindy said, smiling. "Okay, slave, time for round two. Bend over that desk." "Round two? But-" "Do it, idiot. You know the drill by now." I turned around and bent over the desk as she wanted, turning my head to see what she was doing. Cindy dug through her backpack once more, and withdrew a bottle of lotion and a long, pink, vaguely phallic vibrator. "Oh, no..." I said in trepidation. "Oh, yes!" Cindy replied gleefully. She squirted a generous helping of lotion onto the dildo, then approached me with it. "Spread your ass for me, slave." Knowing it was futile to resist, I complied, my face burning red. I grabbed my ass cheeks and pulled them apart, spreading myself for Cindy. She giggled and placed the tip of the vibrator against my anus. The plastic was cold and slick with lotion. Then, she pushed, sliding the toy into my ass. At first, all I felt was an unpleasant stretching sensation. Then, I felt the dildo fill me up as it penetrated further inside me. Suddenly, the end of the vibrator hit something inside my ass that made me gasp with pleasure. "Ooooh, have we found the horny little pet's G-spot?" Asked Cindy teasingly. She rubbed the toy against it, causing me to moan and my penis to instantly become fully erect again. "My oh my, we have!" She said excitedly, and she shoved the whole toy into my ass. I gasped as I felt my insides being filled by this thing, the slick casing rubbing pleasantly against that lump inside me. "All right, it's in there." Cindy affirmed, pulling out her phone and taking a quick picture. "Wow, you're fully hard again! Does my perverted little pet actually like having stuff shoved in his ass?" "N-no, mistress..." I protested, somewhat unconvincingly. "I don't believe you." Cindy said, grabbing the protruding end of the toy and wiggling it around inside me. I moaned and my penis twitched. "Your body's awfully honest, however." She giggled. My face was burning red. "Alright, enough teasing. Pull your pants back up, we're almost late for class!" I slowly straightened up and yanked my trousers back on, my wet, sticky boxers clinging uncomfortably to me. "Testing!" Cindy said, and suddenly I felt the vibrators begin to shake, stimulating both my cock and my ass simultaneously. I groaned and fell to my knees, unable to take this level of pleasure so soon after my first orgasm. "Perfect reaction!" She exclaimed happily, and turned the toys off. I got back to my feet, humiliated and aroused. The bitch was totally getting off on this. I could see her hard nipples poking right through her T-shirt, and I'd bet money her panties had a sizeable wet spot right about now. Wow. That imagery did nothing to lessen my erection. We exited the closet and hurried to our next class, each movement causing the dildo inside me to shift and prod my G-spot. I tried to obtain a seat in the back without drawing attention to my raging erection, but it certainly felt like everyone saw right through me. I hoped it was just me being paranoid. I took my seat in the back row again, but this time Cindy sat right next to me. I gulped nervously. I shifted in my chair, and my movement pushed the dildo even deeper into my butt. I gasped as I felt a shock of pleasure from my rectum. "Oh, my, and we haven't even started yet." Cindy remarked with a wolfish smile. Our teacher, Mr. Davis, shuffled his notes around and began to drone on about something pre-calculus related. I couldn't pay even the slightest bit of attention. The anticipation and nervousness were killing me. There was definitely no way I could keep myself from cumming if Cindy wanted me to, and what if somebody noticed me? I'd be exposed, humiliated, and most likely expelled. My worrying was interrupted by a faint buzzing sensation on my cock and in my ass. "Oh, no." I thought. "It's starting." Grinning wickedly, Cindy turned it up another notch. I moaned quietly and tightly crossed my legs, trying desperately to maintain a collected facade as the pleasant tingling became electrifying pleasure. Mr. Davis droned on, oblivious to everything but his lecture as I squirmed uncomfortably in my seat. I could feel the plastic egg buzzing against my rock-hard cock and the dildo in my ass vibrating against that strange, sensitive lump inside me. Cindy upped the power once more, and I could tell another monstrous orgasm was on its way. I was breathing heavily, barely managing to keep silent as my penis throbbed and my insides clamped down around the vibrator. Waves of pleasure were flowing through me, making my head feel fuzzy. I clenched my thighs even tighter, squeezing my shaft between them, trying desperately to cum, mindlessly stimulating myself in any way that I could. I turned my head and saw Cindy grinning at my pathetic display; sitting at my desk in this contorted position, squirming and panting as her toys brought me to the edge. She gave me a gleeful look that could only mean one thing, and turned the vibrators up to maximum power. They were buzzing so hard It sounded like there was a hornet's nest in my pants. My entire cock was vibrating, and I felt the dildo in my ass knocking against my G-spot. The stimulation was so intense it was driving me crazy. Then, I could hold it no longer. I had the most explosive orgasm I've ever experienced, right there in the back of my math class! I doubled over, bracing my forearms against my knees and taking slow, deep breaths, trying valiantly not to scream out loud as an electric current of ecstasy ran through my body. My limbs shook, my mouth went slack, and I moaned as quietly as I could as I unleashed a river of cum into my boxers! My dick spasmed and shot load after load of semen, thoroughly soaking my already damp pants in fluid. My ass convulsed and tightened around the toy inside it, my G-spot pleasuring me just as much as my cock, if not more! "Good show, slave." Cindy whispered to me as she turned the toys off. My orgasm began to wind down, the aftershocks still rippling through me and causing the occasional twitch. I lay my head down on my desk, exhausted and unwilling to move. "I think that's enough for one day." She said in a satisfied tone of voice. "You may remove the toys after class." "Thank you, mistress." I mumbled in a daze. Mr. Davis droned on, oblivious. High School Rivalry Ch. 03 Hey. It's me again. Lyle Sheffield, pathetic, submissive sex toy to Cindy Stuart. I assume you know me fairly well by now from my previous two accounts. Well, get ready for round three. Cindy had added my number to her phone after Thursday's antics, and today, on Saturday, I had received a text from her demanding that I come over to her house immediately. It included her address and some instructions on what to do when I arrived. Also attached was a picture of me bent over a table, completely naked, with a vibrator in my ass and a mortified expression on my face. The message was clear as day, and she only lived about five minutes away by bicycle, so I hopped on my bike and rode to her house, trepidation growing inside me. I pulled up to her driveway and surveyed her home. It was a decently sized upper-middle class house in your average upper-middle class subdivision. There weren't any cars in the driveway, so I figured her parents were probably away. I wasn't sure how I felt about that. I leaned my bike against the garage and approached the front door, re-reading the text message I had received from Cindy to be sure I was getting this right. I sighed and rang the doorbell, then quickly scanned up and down the street. It was deserted. I mentally wrestled with what I was being forced to do for a little while, then decided it was best to just get it over with. I removed my shoes and socks, then, after furtively looking around once again, stripped off my shirt, pants, and underwear. I stood utterly nude on Cindy's welcome mat, fidgeting nervously and glancing behind me in a paranoid fashion. After what seemed like an eternity, the front door swung open to reveal Cindy standing there, a hyena-like smile plastered on her face as usual. She was wearing a tight halter top that showcased her flat, toned midriff and ripped blue skinny jeans that hugged her perfect ass and legs nicely. "Let me in!" I hissed, too terrified of being caught to be distracted by her appearance. "Is that any way to talk to your mistress?" Cindy scolded, crossing her arms and blocking the doorway. "Please, mistress, let me in!" I begged, scanning the neighborhood again. "Mmmmm, alright...but while you're here, you're my pet. So, put this on." She said, handing me a black leather collar with a silver buckle. Desperate to get out of the open, I snatched the accessory and secured it snugly around my neck. "Good." Cindy said. "Now, on all fours like the animal you are." I dropped to my hands and knees, my cock becoming slightly stiffer as she ordered me around. "Please, mistress." I pleaded, looking up at her. "Oh, alright. Come on in." She said, moving aside. I crawled inside, dragging my clothes in after me. Cindy shut the door behind me and locked it, then turned and looked at me. I sat there on my hands and knees, naked but for the leather collar around my neck, looking around at her house for the first time. It was fairly nice, with somewhat modern furniture, a decked-out kitchen, and a staircase leading to the second floor. I don't know what I was expecting (maybe some sort of kinky torture dungeon), but overall it was a surprisingly normal house. Cindy grabbed a leash off the kitchen counter, then leaned down and attached it to my collar. Holding onto one end, she tugged at it and led me into the living room. I followed helplessly. She sat on the large, comfy sofa, and pointed towards the floor at her feet. I crawled over and sat there, wondering what she was up to. She looked down at me, smiled, and began to undo her jeans. I watched, transfixed, as she slid them off with one smooth motion, tossing them aside to reveal her sexy pink panties. My cock stiffened. Cindy then hooked her thumbs under the waistband of her underwear and removed those as well, tossing them by her pants. She sat there in nothing but her tight crop top, legs spread in front of me to reveal a smooth, pink, perfectly shaved pussy. I was fully erect now, thanks to this amazing view. "Well, slave, what are you waiting for? Lick me." Cindy ordered. I contemplated this for a bit. I had never licked a pussy before (in fact, I had never had any kind of intimate contact of any kind with a girl before), and I wasn't entirely sure how to start, but I was more than eager to fulfill this particular demand, so I crawled forward until my face was an inch away from Cindy's beautiful lips. I exhaled slowly, blowing hot air over her slit. She twitched, and I saw goosebumps erupt over her thighs. I looked up at her, and she looked back at me expectantly. "Well?" She asked impatiently, tugging on my leash. "Get on with it!" I leaned forward, and decided to start with some teasing. I thought I remembered seeing in a porno once that girls liked that. I inhaled, smelling the slightly sweet aroma from her pussy, and placed my lips against her inner thigh. I kissed lightly around the edge of her outer lips, occasionally flicking out my tongue and giving the sensitive skin a quick lick. Cindy moaned, pushing her hips up into me, thrusting her pelvis against my mouth. I took that as a sign that she was wanted more, so I moved on to her tightly clasped lips themselves. I ran my tongue along each one, eliciting another satisfied groan from my mistress. Smiling, I backed up a bit and saw that her tiny pink clitoris was peeking out from under its hood, and there were droplets of liquid sliding down her cunt. "More!" Cindy commanded, tugging on my leash and pulling my face into her crotch once more. I obliged, sticking out my tongue and running it up her slit, finishing the motion by flicking her clit with the tip of my tongue. She shivered in ecstasy and moaned, leaning back and spreading her legs wider. I enthusiastically licked her lips and clit, uncharacteristically happy at being able to satisfy her. After giving Cindy's pussy one last, long lick, I reached up and gently pulled her outer lips apart with my fingers, revealing the pink interior of her pussy and fully exposing her swollen clitoris. I cautiously poked the wet, pink flesh with my index finger. Cindy shuddered and moaned, so I placed my finger between her inner lips and pushed. It slid easily inside of her, the warm, fleshy walls of her pussy clamping down on my digit, sucking it in. My cock was rock hard and dripping precum all over the floor. The sensation around my finger was incredible, and I imagined what it might feel like on my penis. Cindy tugged on my leash, bringing me back to the task at hand, and I began to explore the inside of her cunt, feeling around. With every small movement of my finger, she shivered and made quiet "oh!" noises. Suddenly, I felt a small, slightly bumpy lump inside of her, and the instant I brushed against it, she convulsed, moaned, and her pussy squeezed down on my finger tight as a vice. I smiled and slid my middle finger into her as well, eliciting another drawn-out groan. I began slowly finger fucking her, rubbing her G-spot every time my fingertips passed it. Cindy let out a cry of animal lust and raised her hips off the couch, thrusting them forward onto my hand. I leaned forward, placed my mouth over her clit, and began aggressively sucking on it while speeding up the movement of my fingers. "Oh, fuck!" Cindy shouted, "Yesssss, deeper, slave! Mooooore!" She moaned as I sped up, thrusting my digits deep inside her cunt and flicking her clitoris with the tip of my tongue. She reached forward and grabbed my hair, pulling my face into her as I enthusiastically rubbed her G-spot. "Fuuuuuuuck!" Cindy yelled without warning, and her pussy spasmed around my fingers. Fluid practically poured from her slit, soaking my hand and face as she came! She let out a chorus of moans and gasps as her hips bucked, her body trembled, and her chest rose and fell to the rhythm of her heavy breathing. With a sigh and a shudder, she collapsed back onto the couch, still twitching from the aftershocks of her orgasm as I withdrew from her crotch. She made a pretty sight, lying there bottomless, pussy dripping, her rock-hard nipples poking through her halter top. After a bit, Cindy collected herself and sat up again. She smiled and looked down at me, sitting at her feet, her pussy juice dripping down my chin, my rock hard cock sticking straight up and leaking precum onto her living room floor. "Well, you eat pussy like a dog eats a raw steak. Well done, slave." I once again felt uncharacteristically happy at receiving her praise. Cindy stood and raised an eyebrow at my throbbing erection. "Aw, does my poor little pet want some attention?" She asked patronizingly. Haughty stuff coming from someone who was writhing on my fingers only moments earlier. Cindy stepped forward and placed her foot on top of my cock, trapping it between her foot and the carpet. I moaned as she began gently moving, the soft soles of her feet rubbing the top of my penis, and the shag carpeting pressing against the bottom. Precum oozed from the tip of my dick, getting onto the bottom of her foot. She smiled and pressed down harder, squeezing more out of me and coating my throbbing cock with my own fluid. I groaned in ecstasy as Cindy roughly stepped on my penis, wiggling her toes and sliding her foot up and down the shaft. I felt an orgasm rapidly approaching, when I heard a car pull into the driveway. "Shit!" Cindy exclaimed, lifting her foot from my aching dick, strings of precum still connecting her toes to my shaft. She looked down at me, and I looked up at her pleadingly, my cock twitching and oozing hopefully. "I don't think my mom's ready to meet you quite yet." Cindy remarked, turning and pulling on my leash to get me to follow. Reluctantly, I got up and crawled after her as she hurried into her room. She tugged on the leash and sat me down on the floor by her bed, then tied the leash to the bedpost (as if I couldn't undo it if I wanted to). "Stay!" Cindy ordered, and left. Then she opened the door and stuck her head through, adding, "And don't you dare jerk off! You're not allowed to cum without my permission, understand?" I nodded meekly, and she smiled and left, closing and locking the door behind her. I sat in her room, horny as I'd ever been, trying desperately not to touch myself, when I heard Cindy's mom enter the house. I had never actually seen her before, but I could hear her as she talked with my mistress. She sounded exactly like Cindy, but with a slightly deeper voice. They were talking about school, work, and other such mundane subjects that normal families talk about. I decided that since I was stuck here for a bit, I may as well snoop around. I unclipped my leash and began to explore Cindy's room. It was fairly average for a teenage girl's room, with some basic furniture, a queen sized bed, a TV, and some posters of various boy bands I didn't know. I crawled over to the nightstand, forgetting that I was actually free to walk since Cindy wasn't present, and rifled through the drawers. There were some writing supplies, some random paraphernalia such as dice and paper plates and a flashlight, and in the very bottom drawer was a large pink dildo. Not entirely surprised, I returned it and peeked under her mattress. Nothing interesting there, just some spare bedsheets. Running low on places to snoop, I crawled over to her dresser and opened the drawers. Low cut tops, short shorts, short skirts, skinny jeans, her cheerleading uniform...and sexy underwear. I curiously lifted up a pair of black lacy panties, wondering what exactly she planned to do with them. Unfortunately, Cindy chose that exact moment to burst in. I jumped and looked up at her guiltily, still holding the black panties. She grinned. "So, you just couldn't resist, huh? I figured I'd find something like this when I came back in." "No, you're wrong, I was just-" I started to protest, but she cut me off. "Whatever, slave, I ordered you to stay! And since you disobeyed, I know exactly what kind of punishment I'm going to give you. Unfortunately, it's going to have to wait, since my mom's home early today. Keep those panties, put your damn clothes on, and leave through the window so my mom doesn't see you." She said, tossing my clothes at me. I hurriedly began putting them on as Cindy unclipped my leash. I reached up to undo the collar, but she smacked my hand away. "The collar stays." She commanded, and I knew it was no use arguing. "And, slave?" She called as I opened the window to leave, "Come over again tomorrow at noon, wearing the panies. I'll have your punishment ready for you then."