Training the Trainer Pt. 01

Part I - Training the Trainer: Kenzie's First Cock

ATTN: All characters are purely fictional. All characters are over the age of eighteen. This story contains themes of reluctance and non-consent.

"Good girl, Kenzie," Laura whispered. "Be a good little slut and keep sucking that cock. Take it deeper. There you go."

Tears welled in my eyes as I tried and failed not to gag. A real cock. Here I was, bent over in a high school locker room, with a real cock practically stuffed down my throat. What the fuck was happening to me? This was all so wrong. Not to mention humiliating. I almost couldn't decide what was worse. The cock I was currently bobbing up and down on with reckless abandon, or the intense pressure of the butt plug vibrating in my ass.

"Oh my gosh!" Sadie laughed from somewhere behind me. "What a little slut. She's practically fucking deepthroating him. Looks like our little sissy does a good job when she's got a full pussy, doesn't she?"

"She sure does," Laura smiled at me knowingly, before nodding to Sadie. "Let's see exactly how good a girl she can be."

My eyes went wide as the intensity of the vibrations in my ass suddenly increased. At the same moment, I could have sworn the plug had started thrusting inside me, as the pressure in my ass seemed to explode. Cock still buried in my throat, I felt a fresh waive of humiliation as I noticed three different phones had started filming.

__________________________________________________________________

I'd never been what you'd call a "real" man. At twenty-three, I looked like the kind of guy that puberty had just forgotten about. My face was smooth and my body was nearly hairless, not to mention what little muscle I had seemed to settle in my ass and thighs. It didn't help that at only 5 '6, I had, what many of my students frequently reminded me, was a rather girlish frame. It was so bad that some of them, mostly the student-athletes, had taken to calling me Ms. Miller, instead of Mr. Miller.

At least most of them still did it behind my back. Though some of the volleyball players had taken to doing it to my face. I acted like it didn't bother me, but it did. I'd taken enough of that kind of teasing for most of my adult life, and I was really getting tired of it. Not that there was much I could really do about it.

At Westmill High, student-athletes were practically untouchable. Sports were a way of life and any students in an athletics program might as well have been a god. Besides, I wasn't even technically a teacher, so the administration didn't seem to care. Sure, as an athletic trainer I taught the odd Health or PE class every semester, but the fact was that most of my days were spent taping ankles and doing some pre-set physical therapy for whatever sport happened to be in season.

Lately, it was really on the volleyball team giving me trouble. The seniors were especially brutal. Call it senioritis or whatever, but those girls always seemed to hit every nerve I had. Which explains most of the reasons I wasn't thrilled to see Laura and Sadie, the two senior volleyball captains, walking into my training room, ahead of their practice.

"Hey, Ms. Miller," Sadie said, giving me a sarcastic little wave. She was tall, like most volleyball players, with well toned legs and fiery red hair.

"It's Mr. Miller," I entoned, correcting her for probably the dozenth time this week. God, I really hated volleyball players

"Not with that ass. Damn!" Sadie laughed, biting her lip and miming slapping what I assumed to be my ass. "Your boyfriend must love that."

For some reason, the prevailing sentiment among the girls at the school was that I was gay. Many felt the need to make comments to that effect. I wasn't. Believe it or not, I was only attracted to girls, and even if I had been gay, she really shouldn't have been speaking to me that way.

"What do we need, ladies?" I sighed, trying to remain professional.

"Ankles taped, please." Laura smiled at me sweetly. Despite the company she kept, Laura was the only one on the volleyball team who'd never really been a bitch to me. Tall, brunette and beautiful, she was always somewhat... polite to me. I mean, sure she laughed when the others made jokes, but she never took an opportunity to make one herself. So, maybe indifferent was a better word.

"Fine," I groaned. "Hop up on the tables."

Fifteen minutes later the girls had their ankles taped and were headed back out the door. Sadie took the time to throw a few more of the usual insults my way. But then Laura surprised me. She actually stopped, looked at me for a minute, then waved Sadie on.

"You go ahead," she smiled. "I need a minute."

Sadie gave Laura a perplexed look, but after some additional shooing from Laura, walked out. Laura followed, pushing the door to the training room mostly closed, before turning back to me. She fixed me with a soft smile.

"I'm sorry about her," Laura said. "I know most of the girls tease you like that, and honestly, I've tried talking to them about it, but I can't seem to get them to listen."

I was caught off-guard.

"Um, it's okay. I mean, I'm kind of... kind of used to it," I stuttered, like an idiot.

"It's really not," Laura said, coming over to sit on the training table next to me. "I mean, so what if you're gay? I mean it's like, not even a big deal anymore. They shouldn't be making fun of you for it." She trailed off, looking a little embarrassed.

"I'm... I'm not," I said, weakly.

"Hm?" Laura asked.

"Gay," I said, feeling somewhat embarrassed as well. "I'm not gay."

"Really?" Laura asked, in a tone that was a major blow to my ego. "I mean, you don't have to pretend you can be yourself. It's not like -"

"I'm serious," I said, cutting her off and probably sounding a little more forceful than I meant to. "Sorry, I didn't mean to snap. It's just, I think because of... because of how I look, and sound, most people just assume. But I'm actually just straight. I like girls and... and well I probably shouldn't really be saying all this to you."

I must have been blushing with embarrassment because Laura laughed, and

"Well, no offense, but I can honestly say I never would have guessed. But," Laura paused, before continuing, "if you don't mind me asking. Since you're the trainer, I mean, you must be around some really hot girls, like, everyday. If you're really straight, that's got to be, like, crazy difficult."

I sat there for a moment, unsure what to really say to that. She was right of course. I spent most days trying to hide a boner, though in all honesty, the size of my dick didn't make that too challenging. But I did spend a fair bit of time having to tamp down my hornier urges.

"It, uh, can be," I stuttered. "Look Laura, no offense, but I really shouldn't be talking about all this with you. I could get into -"

"What about me?" she asked somewhat suddenly.

"What?" I said, my train of thought vanishing.

"Well, I mean, what about me?" Laura asked again. "Come on. You've seen me in my sports bra, spandex, had your hands on me for deep tissue massages and stuff. You've stretched me out before games too. Do I get you... ya know... horny?"

She was staring at me intently now, and I was like a deer in headlights. I had no clue what to say, or do. But my mouth answered before my brain could really think through all the reasons I shouldn't.

"Yes."

My mouth felt completely dry, so that word came out more as a whisper than anything. I wasn't even a hundred percent sure I'd said anything, as loud as my heart was pounding. Until Laura gave me a playful shove.

"That's so naughty," she laughed, then her expression grew serious and she leaned in a bit closer. "Do you think about me a lot?"

"Laura," I protested weakly. "I shouldn't -"

She leaned even closer, whispering now. "Do you want me?"

I did. I really did. She was so close. Was she about to kiss me? Oh my god. Oh my god. My body went on auto pilot. Without thinking, I leaned into her, one hand sliding around her waist while the other brushed her hair from her face. I started to kiss her, my heart thundering in my chest as the blood rushed to my...

Without warning, Laura practically jumped back. "NO! NO! PLEASE COACH! PLEASE DON"T TOUCH ME AGAIN! GET AWAY YOU PERVERT!"

The sudden display surprised me so much I practically toppled off the training table and went sprawling on the floor. What the fuck! What the fuck was going on.

"Laura, are you alright?" I asked, before my world came crashing down.

Laura stood gracefully, turning to look back over her shoulder, towards the door. "Did you get all that?"

My stomach dropped as the door pushed open, and Sadie stepped inside, smiling with her phone in hand. "Oh, I got it," the redheaded girl grinned. "God, Ms. Miller, you're such a fucking pervert."

"What the fuck?" I stammered. "Laura what's going on?"

"Awh, she's so surprised," Sadie said, with a baby voice.

Then it clicked. They'd set me up. They'd been filming the whole thing. Sadie had taken the video from the hall, so it wouldn't have picked up much of what had been said in the room, but it would have undoubtedly caught Laura's screams. From the angle in the doorway, it would look like I'd tried to force myself on her.

Fuck.

"What... you're.. but why would you?" I stumbled at a loss for words.

"Oh, she's still in shock," Laura said with a smile. "Blackmail, I believe, is the concept your pretty little head is trying to wrap itself around. As I'm sure you've guessed, to anyone who watches our little video, it's going to look like you just tried to force yourself on me, and based on my wonderful acting," she said, giving a fake bow, "its going to appear as if it's not the first time."

"But if anyone sees that, I could get in trouble?" I said, stating a rather obvious fact. "My life would be -"

"Ruined?" Laura offered. "Yes, that is the point of blackmail, you stupid bitch." Laura's smile seemed completely different now. Colder, more sinister.

"But why?" I asked, still sitting on the training room floor.

"Why?" Laura asked, mockingly. "Well, if I'm honest, its because I can't fucking stand how fucking wimpy you are. I mean, you're just so fucking annoying, acting like we're a bunch of bitches or something. I mean, if anyone here is a bitch, it's you. And I love breaking in little bitches. Besides, it's about time I had a new toy to play with. Full disclosure, Sadie and I are into some... let's call it... um, real kinky shit. We get around, and we both agreed you'd make a wonderful little sissy slut for us."

"I don't... I don't understand," I stared, wide eyed in shock.

"Oh, you will," Laura laughed, kneeling in front of me. "Because we are going to show you exactly how much of a little fucking limp dicked, sissy whore you are. Whether you know it or not." Standing once again, Laura turned to Saide. "Saide, be a dear and grab the bitches phone."

Sadie crossed the room and grabbed my phone off my desk, before tossing it to Laura.

"Unlock it," Laura said.

"But -" I started to protest.

"Unlock your fucking phone, or the whole school is getting the video of you trying to force yourself on me."

"I... I... never," I stammered

"Like that matters." Laura rolled her eyes. "Who do you think they'll believe? Especially when I have video fucking proof. Now, unlock your fucking phone."

Reluctantly, I did as she asked. A minute or two later, after some furious typing, Laura tossed my phone down into my lap.

"Now," Laura began,"We're going to have lots of fun together, little sissy. Lots and lots of fun. I would strongly suggest that you do exactly what I fucking tell you to do. Understand? Because if you don't... well, I think you've got the picture by now, right?"

I managed a defeated nod, sinking into myself.

"Good," Laura smiled. "Now, you're going to meet us tonight, so you can get a... taste... of what life is going to be like for you from now on. I'll text you more information, but I expect you in the girl's locker room at 8:00 pm, sharp. Say yes mistress if you understand."

I hesitated for a moment, but one look at Laura's face told me I didn't want to make her angry. Finally I gave in.

"Yes, mistress."

"Good girl." Laura smiled. "Oh, and you're going to wear something special for us."

Laura nodded to Sadie, and the redhead produced a gym bag and tossed it at my feet.

"Put on everything in that bag, and only what's in the bag. Follow all the instructions I text you, exactly as I text them to you. Fuck up even once and the whole schools will have that video by tomorrow morning. Am I clear?"

Again I nodded.

"Last thing," Laura said. "As funny as most of the girls find it, calling you Ms. Miller isn't exactly... slutty enough for my tastes. So you need a new sissy name. Sadie, that girl, the senior from Eastern last year, the one that like, blew the whole football team or whatever. What was her name?"

"Oh!" Sadie raised an eyebrow. "Kenzie."

"Perfect!" Laura snapped. "A slutty name for our new slut. See you tonight, Kenzie."

With that, Laura and Sadie walked out. For a time I didn't move. I couldn't even begin to process what the hell had just happened. In just a few short minutes my life had been turned completely upside down. I wasn't quite sure what Laura and Saide had planned, but based on the fact she'd called me a sissy, and a slut, I had a pretty good idea it was going to be extremely unpleasant. For me, anyway.

___________________________________________________________________

At exactly 8:00 pm I walked into the girls locker room, praying desperately to the universe that nobody was around.

When Laura had said I'd be wearing something special, I don't know what I'd been hoping for, but it certainly wasn't this!

The duffle bag had contained what was essentially a crop top version of the school's pink-out volleyball jersey, along with a pair of white spandex shorts that were significantly too tight. They left absolutely nothing to the imagination and barely covered my ass, wedging deep in my ass crack. There was also one of those white athletic headbands that all the volleyball players seemed to love, along with a pair of pink knee socks and most concerningly, a pair of knee pads.

At a distance, I might have been mistaken for one of the volleyball players, I hoped that I wouldn't need to rely on that.

Laura's texts that afternoon had been brief, but direct. She'd created a contact in my phone, unsurprisingly under the name "Mistress" and had immediately fired off some instructions for me.

8:00 pm, slut! Don't be late Once you're in the locker room, walk to the center near the changing benches and kneel down. Use your headband as a blind fold. No peeking!

Kneeling in the middle of the locker room, I did exactly what she'd asked. Pulling the headband down over my eyes, I couldn't do much but kneel and wait. I wasn't sure how long I'd been there before I heard a door open, along with the faint shuffling of some feet.

Every part of me wanted to run, to get the hell out of there and pray my life would go back to normal, but with the video, that wasn't really an option. Oddly, I really hoped that it was Laura and Sadie shuffling around out there and not one of the janitorial staff.

As the footsteps came closer, I could hear whispering. Then a familiar voice spoke in my ear.

"Hello, Kenzie."

Laura must've been leaning down right behind me, because I could feel her breath, hot on my neck. At the same time, I heard some more rustling in front of me and I made to rise, but what I could only assume was Laura's hand on my shoulder, pushed me back down.

"Ah, ah, ah," Laura chided me. "Not yet. Stay right there. We've got a little work to do. We're going to take your blindfold off, but I want those eyes to stay closed. Understand."

"Yes," I said.

A hard slap landed on my right cheek. "Yes, what?" came Laura's voice, cold and commanding.

My brain fumbled for an answer for a second, my eyes still closed, before I remembered. Not quite quick enough to avoid a second slap though.

"Yes, what?" Laura asked again.

"Yes, mistress," I answered this time.

"Better." Laura said. "Now, eyes closed."

A heartbeat later I felt the headband get pulled up and there was a flurry of activity. Something light and slightly ticklish started to touch my face, followed by something moist being pressed against my lips. It didn't take me to find the answer this time. Makeup. They were putting makeup on me.

They were really trying to make me look like a girl. It must have been a relatively easy task to accomplish, because the whole process took less than ten minutes. Finally, there was some fussing with my hair, and then Laura told me to open my eyes.

When I did, I was staring into the front camera of a phone, flipped as if to take a selfie. What could have been a blonde eighteen year old girl was staring back at me. My makeup was tasteful, and accented the already feminine lines of my face. The only thing that really felt over the top was the fact that the girls had bunched my usually shoulder length mess of hair, into two crude pigtails. I looked like a barbie doll having a bad hair day.

"It's not great, but it'll have to do," Laura sighed. "Is he on his way?"

"Yep, like five minutes," Sadie replied.

"Alright, Kenzie, listen up." Laura turned toward me. "In just a few moments, a classmate of ours is going to arrive and when he does, you're going to suck his cock."

My eyes must have betrayed my horror, because Laura grabbed one of my pigtails roughly and pulled me head close.

"Listen, I don't have the time or the patience for your fucking whining or protests. You either do what I say, or the video goes out. I'm not going to keep reminding you of that, you stupid fucking slut, you got that? Whatever fucking complaining you want to do, I suggest you keep it to yourself."

I sagged, showing my intent to comply.

"Better," Laura said. "Now, a few important things. First, they guy you're about to suck off is named Sean. He's a Calculus classmate of ours. Just between us, Sadie and I have been struggling in class lately and he's kindly offered to do some of our homework for us. In exchange, we've agreed to arrange a little blow job for him. Now, none of the girls on the team wanted to do it, but lucky for us, Sean has a thing for twinks. As far as he's concerned, you're some sexy little femboy we've convinced to suck his cock. He does not know who you really are. If you'd like to keep it that way, I suggest you play along. Understand?"

This time I didn't even protest. "Yes, mistress."

"Good girl," Laura said, patting my head. "Cheer up, little Kenzie. It's not so bad. Sadie even has a couple of surprises for you."

I turned to see Sadie remove two items from her bag. One I recognized immediately. It was something I'd only ever seen in porn. A long, ribbed piece of silicone, that was obviously a butt plug of some kind. The other item I was less sure of... but it looked like... oh, no.

_____________________________________________________________-

Five minutes later I was back on my knees, my headband pulled back over my eyes. There was an uncomfortable pressure in my ass now, where Sadie had practically shoved the butt plug inside me. I'd never had anything in my ass, but Laura and Sadie had brought plenty of lube to account for this problem. Still, even after the plug had been lubed, it had taken some serious effort to get all five inches of the plug into my hole. I was still teary eyed from the experience.

What hadn't taken nearly as much time was the chastity cage. Laura had personally fitted the tight metal cage over my penis, with almost no difficulty.

When she'd pulled my spandex shorts down and my cock had sprung free, both her and Sadie seemed to speak in unions.

"It's so small."

Despite all the other humiliations, those three words broke me.

The cage was less than half an inch in length, which didn't prove to be an issue. A full erection for me was only about three inches. Soft, my dick measured just under an inch. Laura had only had to pinch my cock for a minute or two before it'd shriveled enough to lock the cage. I didn't see what she'd done with the key.

The sharp slam of a door brought me back to reality. There were a few footsteps, some muffled whispering, then my headband was pulled up. I was immediately greeted by the site of a cock, bobbing a few inches in front of my face.

Sean, I assumed, was towering over me, looking down with a wicked grin on his face. His cock, which must have been just a touch over 6 inches, was dangerously close to my lips. Off to his left, Laura and Sadie were sitting on one of the benches.

"Sean," Laura said, "this is Kenzie. Kenzie, this is Sean."

"She's dressed like a real volleyball slut," Sean said, eyeing me hungrily.

"Just like you asked," Laura said with a smile, before turning to me. "Well, Kenzie? What the fuck are you waiting for? An invitation? Suck his fucking cock."

Feeling more shame and humiliation than I ever had in my life, I leaned slowly forward and opened my mouth. Sean proved to be a bit impatient, because my lips had barely parted and I was only about halfway to his cock when he grabbed the back of my head roughly, and all but pulled me onto his dick.

The taste of his cock was a mix of salty and tangy, with a bit of sweat thrown in. I fought the urge to gag and protest, especially with how rough Sean was being. He was really setting the pace, thrusting in and out with little to no rhythm. It felt so... degrading.

Then it got worse.

"Oh, I almost forgot!" Laura announced. "Sadie, would you mind giving our girl over there a little demo of the toy you got her?"

"It would be my pleasure." Sadie smiled, holding up a small black circle and clicking a button.

Immediately the butt plug in my ass whirred to life, vibrating with an audible buzz. Sean picked that exact moment to grab both of my pigtails, as began violently thrusting into my mouth. His cock pushed past the back of my mouth and into my throat, as he facefucked me. I gagged over and over, but it didn't seem to matter.

"Fuck yea," Sean grunted. "Suck my cock just like that you fucking slut."

I was on the verge of blacking out when I felt two sets of hands under each of my arms, pulling me up, as Sean's cock popped free of my mouth for a moment. Laura and Sadie guided me to one of the locker room benches, and Sean took a seat, straddling the bench. I remained standing, but the girls shuffled me over toward Sean, and had me bend at the waist, as I too straddled the bench.

Sean started to reach for my pigtails again, but Laura stopped him. "Let the slut set her own pace. She needs to learn to suck cock on her own. Come on Kenzie"

I didn't see that I had much choice, so I reluctantly wrapped my lips around Sean's cock again and began a steady motion up and down. It was still terrible, but at least I could set my own pace and my mouth wasn't being abused.. Still, I couldn't feel anything but shame.

After a few moments, Laura said, wrapped her hands around my pigtails and gently started to set a rhythm. She had me bobbing me head faster and faster, taking Sean deeper and deeper with every movement. My throat didn't really adjust, but I started to gag a little bit less as she found a rhythm for me.

"Good girl, Kenzie," Laura whispered. "Be a good little slut and keep sucking that cock. Take it deeper. There you go."

Tears welled in my eyes as I tried and failed not to gag. A real cock. Here I was, bent over in a high school locker room, with a real cock practically stuffed down my throat. What the fuck was happening to me? This was all so wrong. Not to mention humiliating. I almost couldn't decide what was worse. The cock I was currently bobbing up and down on with reckless abandon, or the intense pressure of the butt plug vibrating in my ass.

"Oh my gosh!" Sadie laughed from somewhere behind me. "What a little slut. She's practically fucking deepthroating him. Looks like our little sissy does a good job when she's got a full pussy, doesn't she?"

"She sure does," Laura smiled at me knowingly, before nodding to Sadie. "Let's see exactly how good a girl she can be."

My eyes went wide as the intensity of the vibrations in my ass suddenly increased. At the same moment, I could have sworn the plug had started thrusting inside me, as the pressure in my ass seemed to explode. Cock still buried in my throat, I felt a fresh waive of humiliation as I noticed three different phones had started filming.

The pressure building in my ass felt strange. It wasn't entirely uncomfortable, but it wasn't pleasant either. Whatever the plug inside me was doing, it was starting to be way too much. But I didn't even have time to process it, as Laura kept my head bobbing on Sean's cock, her phone inches from my face, while either Sadie must have started pushing on the base of the plug, because it felt like it was going deeper.

A noise escaped my throat then that I didn't know I could make, as the plug seemed to hit a weird spot inside me. It still hurt, but suddenly the pressure I'd been feeling took on a much more intense feeling.

"Awh, fuck yea. Moan for me slut," Sean groaned, as his cock seemed to grow harder in my mouth.

"Good girl," Laura whispered. "Deeper now. He's about to cum."

Laura pushed my head back down and I felt Sean's cock hit the back of my throat. I gagged violently, which seemed to allow his cock to slip even further in, until it felt like I was swallowing it. At that exact moment, there was a warm sensation deep in my throat, and I almost retched. Sean was cumming. A student at the fucking school I worked at, was cumming down my throat. Worse still, the spurts seemed to have no end.

It felt like an eternity between when his orgasm started, and Laura finally let me off his cock, as I coughed and sputtered. Yet, neither the vibrations of the plug, nor the sensation building in my ass had ceased. With Sean's cock no longer in my mouth, I couldn't help but gasp as Sadie began tugging on the base of the plug, teasing it in and out, before slamming it back inside me.

"Take it slut, fucking take it," Sadie was saying, as Laura grabbed my wrists and kept me from turning. She just held me there, bent over the bench, while Sadie teased and toyed my ass. The sensation was too much and my vision started to go spotty.

_______________________________________________________________

I woke up on the floor of the locker room, still dressed in the volleyball uniform. The plug in my ass was no longer vibrating, but it was still very much there. The chastity cage was as well, as I could feel it restraining my penis. However, the girls and Sean were nowhere to be seen. As I stood on shaky legs, I noticed there was something crusty and sticky all down the inside of my thigh. Was that cum? But that didn't make any sense. Sean had only cum in my throat?

I noticed my phone laying on top of a small gym bag, on the bench where I'd just sucked Sean's cock and had my ass violated. I had three notifications.

All of them were texts from Laura, though they showed as from "Mistress." The first, to my horror, was a video of everything that had happened in the locker room, right up until I appeared to scream in... I wasn't sure... horror maybe? The caption was pretty degrading. Laura had entitled it "Kenzie's First Cock," with a little heart emoji.

The other two messages weren't much better. They read:

So proud of you, my little sissy slut. Sadie and I were talking and we can't wait to play with you more tomorrow. XOXO - Mistress.

P. S. - We left you a little surprise in the gym bag. More instructions to follow. Also, we hoped you enjoyed the video. Can you imagine if everyone knew you weren't just a perv, but also sucked off your students?

My heart sank as I looked at the duffel bag, and not for the first time today, I felt a genuine terror at where my life was headed.