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.
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