Instructor Mike’s Academy – Part 6 – Swallow, Breathe, Swallow!

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Unfortunately, because of a posting issue, both the end of this story and the previous chapter were cut off at the end of aimee’s diary entry. I fixed both and reposted, so be sure the check the last few paragraphs of each in case you read them already.

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Instructor Mike’s Academy – Part 6 – Swallow, Breathe, Swallow

It might have felt like an eternity had passed since I had seen Daddy, but the purpose given to me by Instructor Mike kept my mind focused on preparing myself for degrading sissydom. I spoke to each of my teachers after class and they gave me the homework list for the entire upcoming week. I was gonna get all this done by Thursday to ensure my days were focused on one thing: Serving my Superior White Daddy. But first…I had to graduate.

As promised when I arrived at Daddy’s home, Instructor Mike had left the door slightly ajar. It was a chilly day so I quickly closed the door to soak in the warmth. Knowing my sissy place, I began following previous orders and stripped nude before standing tall with eyes closed in the INSPECT position. Facing the wall vulnerably, sweaty, bare, and standing on the chilly tile, I couldn’t help but shiver my waifish 100 lb body. My peepee jiggled comically as I did.

It was one cold and long minute of waiting until I heard the familiar footsteps of Instructor Mike as he approached. A soothing warm hand was placed on the top of my ass, then slid down to the now familiar web grip he enjoyed over my cheeks.

“How was the sissy’s girly workout? Did you work those buns for your Daddy?” He asked as he squeezed his property.

I responded, soaking in the heightened sensations and independent ministrations of each finger with eyes closed, using my best best girly voice “The sissy did as she was instructed and worked her girly ass for 30 minutes. A little sore but the sissy feels good that she worked hard for Daddy.”

“That’s why you don’t overdo it on the first day,” He said as he squeezed more tightly. “We want you to enjoy having those cheeks groped.”

“Thank you, Instructor Mike. It feels very nice to be groped by Strong White Hands and it helps remind me of my place as a puny and servile brown sissy.”

I was still shivering a bit and my frigid clitty looked so tiny. Instructor Mike pinched the cold head firmly and started wagging it around jokingly.

“So cute and so miniscule.” His hand pulled me closer till our bodies met, and then my peepee was released before it had a chance to get aroused. I was smiling at the humiliation. Suddenly I felt two knuckle raps on my head, which was my signal to open my eyes. As I adjusted to the light, he gripped my chin and guided my gaze upwards till our eyes met again like last time, once again exchanging warm smiles. He pointed to a glass of water on the bench.

“Drink it all. You’ll need to be hydrated for your lesson today.” I was already a bit thirsty from the run and downed the glass.

“You know the drill. Hop to it so Instructor Mike can warm little aimee up.”

His clothing was thankfully simpler today. A t-shirt, muscularly filled in and deliciously bulging exercise shorts, and a pair of slippers. I squatted my sore buns down as he continued fondling my globes. I removed his slippers and gave each foot a peck. I began lifting his shirt off which involved getting on my tippy toes, a task that the Dominant White Hand of Instructor Mike had pleasure assisting with with some helpful upward pressure on my cheeks. This time while folding his shirt, two fingers were pressed against my lips and I moistened them well. He swapped hands and the familiar middle finger began probing as I descended into a squat, with the other hand now holding my shoulder down firmly. My slightly more pliant girl hole took the full finger more easily this time. I glimpsed at the Meaty White Package and unleashed it, catching a whiff of Daddy Balls as I finished my sissy girl tasks.

Instructor Mike’s Finger was pulling around against my pussy ring more aggressively this time, but I was able to take it and keep smiling while looking up and maintaining eye contact. Then his ring finger started probing and working its way into the slightly loosened boycunt. I really winced, groaned a bit, but kept my pretty smile focused on my Master as his grip on my shoulder strengthened and the pressure below built. Soon it was sliding all the way in to join the other. It was very uncomfortable but all I could think about was being the most obedient girl I could be. He released my shoulder and guided my eyes to his Beautiful White Cock. It wasn’t hard maintaining a smile as I admired it. His hand gripped the base and he slapped my face with it twice. I obediently closed my eyes again and waited.

Soon I was being guided once again, and slowly getting used to the thicker intrusion inside my girlhood. Instructor Mike was gentler, but still manipulating the walls to open me up further, as he guided the naive sissy up the stairs. It was a more familiar path this time and my trust in Sir was stronger than ever. Soon we were in the bathroom again and my controlled girl hole was pulled down, coaxing me back into a squat. Two Cock Slaps hit my face again and my eyes opened and were directed once again to his Magnificent White Cock. The fingers were slowly removed, provided much needed relief, as Instructor Mike stood tall above the little faggot.

“PISS”, he commanded. I took this to be a one word command indicating that Master needs to urinate. I recalled my earlier training and gripped his Thick White Hose from below, aiming it at the center of the bowl. Unfortunately, this time the early stream shot errantly and I was splashed more than last time. My smile remained. The stream was strong and the smell more acrid.

“Instructor Mike was working out hard today, not that that’s needed to manhandle a little sissy like you. The faggot is smelling Real Man Piss.”

“Yes, Sir. It smells very powerful, Sir.” I said crinkling my nose as the stream tapered. I dutifully squeezed out the last drops, gave it a shake, and then wiped the slit with my index finger as I was taught before enduring the ripe splashes as I flushed.

“You learned about one-word commands with the sissy positions chart. As you learned a moment ago, there will be others which will foster simple communication between us which suits me over endless chatter. Because you are a bright little girl, I imagine you will have no trouble following along. RISE.” I stood up slowly, maintaining eye contact with his now relieved White Weapon.

“WASH.” He pointed to both my piss slit finger and his two girl-probing fingers. I dutifully cleansed all with soap.

“SHOWER.” As these are all things Instructor Mike has had his obedient pussy boy do before, I had no trouble following his meaning. I turned on the shower to begin warming it up.

“FLUSH.” I stood for a moment thinking. I had already flushed the toilet so there was no need for that right now. Then I recalled the pre-class instructions called for enemas. I smiled a bit more brightly, being proud of figuring it out, and then grabbed the bulb and lube under the sink. Instructor Mike looked down at sissy sternly as she filled the bulb and flushed her girl hole 4 times. The pressure felt a little more uncomfortable this time, especially as I pushed the liquid past my recently stretched pussy lips. The enema was then cleaned and left to dry on the sink as I awaited further instructions. My gaze was directed up.

“Such a smart little girl,” He smiled down at me. I blushed and a girly giggle escaped my lips. I was on Cloud Nine.

I was guided into the shower and happily performed my ritual, enjoying every moment of White Ball Smell I was granted. As I finished spraying my slightly stretched pussy lips, two Dominant White Fingers let me know that this was the new normal. First in my mouth, and then deep inside my bowels. The stretching and Emasculating Control continued as I was once again guided out of the shower and onto my knees to pray to the God of White Cock. My ministrations brought us both great joy as the Hardening Tool in my girly hands grew till I suddenly needed both to wrap all the way around it. I gave one last smiling kiss to the Cockhead and was coaxed to rise.

“CLEAN.” Instructor Mike brought the fingers to my slips as his eyes bore down on me. Once again my sissy mind understood based on previous lessons, and I knew to now associate CLEAN with using my mouth for the task. I was honestly having a lot of fun being assigned simple tasks and following them. I sucked the fingers nice and clean and he removed them slowly.

“We’re much earlier today, which will give you plenty of time to doll yourself up like a pretty princess. Head to your room.”

“Yes, Instructor Mike!” I gingerly walked over to the girls’ room as my girl hole felt a bit ravaged. I couldn’t wait to see what I was wearing out of the amazing array of pretty clothes that Daddy bought for me. I quickly zeroed in on the note.

“I promised a vigorous lesson plan for this short week so I think the schoolgirl outfit and blond pigtail wig will suit the sissy nicely. Put those on and then take care of your makeup, accessories, and slippers. Your Instructor is looking forward to seeing how well the puny clitty boy paid attention to her homework. Leave your room at 2:58 sharp and report to the Daddy Chair with the doggy bed, and then SIT.

It was 2:35, but I didn’t linger as it was going to be my first time ever putting on makeup. I looked adorable in the outfit and pigtails, though I did note in the mirror that my ass could be a little juicier to fill out the matching panties, and that of some of the others now that I thought about it. I would not disappoint my Daddy and would keep at it to obtain the girly ass of his dreams.

About 5 minutes into applying makeup, I realized I had used too much. I was afraid that would happen. I wiped it all off and started again. It was 2:50 now and I still had time to do it tastefully now that I had a bit of practice. 5 minutes later I was putting on the finishing touches when the door swung open loudly, causing me to gasp in fear. Instructor Mike was glaring down at me wearing nothing but an open bathrobe. What had I done wrong?!

“You look like a cheap whore, faggot! FOURS!” He commanded loudly as he pointed at the floor in front of him. I was scared at the sudden change in Instructor Mike’s demeanor and my mind blanked for a second. I stood up and then froze in fear, not remembering the position.

“FOURS NOW, sissy!” I was confused and on the verge of tears when I finally pictured the sissy positions poster in my mind [Doggie style with elbows locked, palms on floor, and knees together. Head should be up, eyes cast down and closed]. I finally got my fear under control and repeated to myself, “I must endure to deserve Daddy.” My smile returned and I quickly dropped into position like the obedient girl I yearned to be. Darkness and silence enveloped me as I waited for moments that felt like years. Suddenly, rough fingers smeared my red lipstick, followed by those same fingers roughly dragging all around my clitty bud. It was so tiny from the fear and now marked as the girly part that it was. The fingers returned and scraped off more of the lipstick before migrating to my tender rosebud. Instructor Mike traced along my ring mercilessly until I assumed it was red enough for his liking. I smiled and submitted like a good sissy, even as my instincts were compelling me to flee. My driving thought at the time was actually happiness that my girl hole was sparkling clean from the enemas and shower for my Sir.

“Eyes open and free. RISE. Panties off. Lay face down over Master’s Lap.” Instructor Mike sat on the edge of the bed and awaited those upturned sissy cheeks for what I assumed was a naughty schoolgirl spanking.

“Yes, Instructor Mike. The sissy apologizes for her failures and will work even harder to improve. Thank you for punishing this lowly sissy so that she may learn from her mistakes.” What a pathetic worm I had become. Readily submitting to a spanking from this Dominant White Man. I smiled brightly as I looked at Instructor Mike and lowered my frilly schoolgirl panties before laying across his lap and staring at the floor, my periphery waiting anxiously for what was to come. The Engorging White Girlfucker was beginning to press aggressively into my chest.

“Daddy Mike will not accept a pathetic sissy who can’t control her whorish tendencies. Looking like a slut while on your knees serving your Master is encouraged, but attending class in such a state is unacceptable.” I continued to play along and spoke towards the floor.

“The sissy understands and will work harder than ever to not disappoint her White Superiors.”

“Then there is hope for the faggot after all.” Instructor Mike’s Dominant White Hand was suddenly felt against my ass. “But a reminder to always obey is necessary.” *SLAP* came the Powerful Hand against my quivering globes. I yelped but maintained my composure as more Corrective Slaps were administered, painting painful tears across my ever-smiling face. Soon they were replaced by more gentle caresses, warming my girly bum. The Slaps were firm, but not egregiously hard, and my cheeks began feeling better as Instructor Mike continued to humiliate his schoolgirl sissy.

“You were never going to be a Man. You’re a little girl with a teeny peepee. The sissy has accepted that now, hasn’t she?”

“The sissy certainly has, Sir Mike. The sissy is devoted to earning Daddy’s Affection and she apologizes for any mistakes she has made.” His other Powerful Hand appeared at the back of my neck and gripped tightly.

“How wonderfully pathetic and powerless you are.” For a moment I got excited as fingers began wrapping around my clitty, but soon Instructor Mike’s Grip tightened and I was effortlessly lifted into the air like a puppy. After being deposited carefully on the bed, Sir Mike roughly manhandled my slightly aroused dicklet as he released his compliant faggot. His Dominant White Hand then pressed me down flat, mashing my almost hard peepee into the bed, then coaxed my stocking-clad legs to be spread wide. With my arms left at my sides, my neck was then upturned to face my head forward near the edge of the bed. This must be quite a sight with my freshly spanked, red cheeks.

“STAY!” Like a good sissy I kept my eyes forward and lay perfectly still. Across in the vanity mirror I saw my sissy makeup smeared from the abuse and tears. It was nothing compared to what was coming next. I could hear Sir grab something from the corner of the room and then walk back over, unfolding an unusual looking chair and placing it in front of my smiling, but very unsure face. The chair was a bit higher than typical such that the nicely padded seat was in-line with the bed, and it also had a half moon opening at the front-center of the seat which I found curious.

The robe hit the floor and Instructor Mike sat his Powerful White Body comfortably into the chair, legs propped onto the bed on either side of me, his Magnificent White Cock and Balls hanging Gloriously in the gap and hypnotizing my hungry eyes.