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CHAPTER 10
Author's Note: The following chapter is back to writing fromMikey's, perspective. At this point inthe story, Mikey is very confused about how his stepfather is training him tobe a better lover with girls when most of his attention has been on Kyle's cock. His methods, no matter how perverted, are tohumiliate and punish him if he disobeys any rules. Eventually, Mikey will think that this deviantperverted sexual behavior is "normal" for him in order to learn how to be areal man. This is exactly what Kyle, hisstepfather, is hoping for...
Michael's story continues:
My stepdad said he would not let myoffense of cumming without permission go unpunished. After school, the following day, Kyle wantedto have a little "discussion" with me in his new home office. When I went in, I couldn't believe howbeautiful his office looked. I hadn'tbeen in that room since my dad died and Kyle decorated it with dark wood panelsand dim lighting. There were wood panelsthat covered the windows so there was no natural light in the room at all. He was sitting behind his desk when I walkedin.
"Hello boy" he said.
"Wow, this place is different fromwhat I remember" I said, "I can barely see you Kyle".
"Boy, this is a training session soI expect the proper behavior from you" he said.
"Ah, sorry SIR" I replied.
"Good boy" he smiled, "Now comeover here so we can talk about how you fucked up again, and what we are goingto do about it". I walked to him and hepushed his chair back away from the desk and faced me. I stood there waiting for instructions. He pointed to the floor. I waited.
"Boy!" he said "down" and pointedto the floor again.
I knelt at his feet. It just felt normal to do that now.
"When we schedule a punishmentsession," he said "this is how its going to be. You will kneel, with respect, at my feet." I didn't know why I obeyed him. He just left no room for discussion orhesitation. He was very strong willedand I started to become intimidated by him.
He moved his chair toward the desknow and I found myself wedged between his legs and the space under thedesk.
"First, tell me what you did wrongboy" he said as he actually held my face between his legs with two hands. How did I get in this position? On my knees, between Kyle's legs under hisdesk?
"Sir" I said, "I had a cum when Iwasn't supposed to but Stephanie was sucking me and..."
"Shut up boy" he said and actuallyslapped me. I was shocked and didn'tknow what to do in this ackward position. "I didn't ask for an explanation".
He grabbed my face again and pulledme into him as he pushed his chair under the desk. I was cramped into the tight space betweenhis legs.
"Stay right there and think aboutwhat you did boy" he said, "I have a call to make". He then picked up the phone and I listened.
"Connect me with Coach Sterling please". Fuck, I thought, he is calling my Wrestlingcoach at school. I didn't even know Kyleknew who he was.
"Hey Charlie, its Kyle. How youdoin?" Kyle was actually on first namebasis with the coach? What the fuck wasgoing on?
"Hey listen buddy" he continued,"You remember I remarried right? (pause)yeah, yeah, she is wonderful and a great fuck". Obviously, they werebuddies. "I have an issue with her sonthough Charlie.. (pause) Yeah, Mike, he is on the wrestling team with you...(pause).... Yeah, he is a good kid but I am having some trouble with hisdiscipline at home. You know, new malefigure in the house and just trying to lay down some new ground rules with him...(pause)... he is having a hard time following my orders.... (pause)... He iscomplaining a lot too... (pause)..I know you are familiar with the type of kid heis and thought maybe you might have a suggestion, that's all."
I couldn't believe what I washearing. My stepdad and the school wrestlingcoach were buddies and I had no idea. AsI listened to the phone conversation, I noticed Kyle was rubbing his crotchthrough his pants while he was listening to the coach.
"Ahhh, ok", he said as he rubbed,"You think that will do it eh?"
What was coach telling him aboutme? I never had an issues in wrestlingpractice and always worked really hard... I remember once that Coach brought oneof the Varsity wrestlers into his office after practice and, when he came backinto the lockerroom, it looked like he had been crying, but I wasn't sure. He was only wearing his jock and, when heturned around, his ass was bright red. Istarted getting nervous suddenly.
"Ok Charlie" Kyle said as I cameout of my dream, "thanks for your advice bro. I think I'll give it a try". Kylehung up the phone and pushed his chair back slightly but kept me in place byspreading his legs farther apart. Helooked down at me, under the desk, and rubbed his crotch while he spoke. The bulge was much larger now.
"Yeah, your coach and I have beenfriends for a long time", he said. "I wantedto ask his advice because he works with boys like you". He rubbed his cock through his pants withone hand and pulled me into his crotch with his left hand. He spoke to me like everything was normal,but the situation was totally ackward for me.
"You know its time now, right boy?"he said holding my head in his crotch. Icould smell his musky order and felt his cock was already rock hard. I looked up at him with my mouth over hiscock. "Right boy?" he repeated.
"Yes sir" I conceded.... I mean, whatwas the point any more.
"Get out here boy and strip rightnow" he ordered, "down to your jock only boy". He waited in his chair as I stood and stripped as instructed. I have been caged since my last cum to assurethat it wouldn't happen again. He tappedthe cage and smiled at me and patted his lap.
"Sir?"
"A good old-fashioned spanking boy"he said as he grabbed the back of my neck and pulled me across his lap.
"Wait a minute" I yelled, "youcan't spank me?"
"I can do whatever the hell I wantto do boy", he said, "Now spread your legs open so I can get at that ass boy". He kicked my legs open with his feet andwedged them apart with his legs. One handheld me down with his left hand and the other hand was free to start whackingmy ass.
Whack.
Whack.
Whack.
"fuck Kyle," I yelled, "What thefuck man. You can't spank me like this".
"Fuck you boy" he said as hecontinued spanking. "You fucking stayright there and take it or I will make it worse for you boy". I struggled to get up. He punched me and pulled both hands behind myback. Out of nowhere, I felt him tyingmy wrists together behind me, making me more powerless.
"Your coach agrees that a good oldfashioned spanking will do wonders for you boy".
Whack
Whack Whack.
"Ouch... fuck... please stop Kyle" Iyelled as tried to avoid the blows to my ass...
"Kyle?" he asked...
"Sir!" I replied, "Please no moreSIR" I started to cry.
"You are paying.. WHACK... the price...WHACK... for cumming ... WHACK...without explicit ... WHACK... permission to do so, ...WHACK... boy"
He was killing me. I was sobbing now. My ass was on fire. Suddenly, he stopped. I tried to control my crying and stiflemyself.
"I will give you a choice here,boy" he said as I sobbed, "spread your legs open wider faggot. I want to seethat little boy hole".
"My hole? I am not gay Sir" Icried, "I am not a faggot".
"Shut up boy" he said, "Im gonnagive you two choices. 50 more whacks, oronly 10 whacks." He started to actuallyrub my welted ass and it felt so much better.
"50 or 10 Sir?" I moaned
"Right boy" he said as his handwent into my ass crack and rubbed directly on my asshole. "50 whacks on your ass or 10 whacks directlyon this hole here". He was pushing afinger gently into my asshole. His otherhand was still holding my head down.
"Please no sir", I begged and triedto rub and cover my ass. Kyle pushed myhand away and repeated himself over and over.
"50 or 10 boy, 50 or 10..." Hecontinued spanking me while yelling, "50 or 10"
I yelled out, "10 Sir, please only10 Sir".
Kyle stopped and smiled down atme.
"Ok boy, you asked for it." I wascrying now. "Reach back and pull your asscheeks apart now. I want a good look atthat fuckin rosebud hole. If you releaseyour asscheeks then we start again from the beginning".
I reached back with both hands andpulled apart my ass cheeks, exposing my shaved hole to him. I saw him reach into his desk drawer forsomething. He was going to hit me withsomething.
"Good boy," he said, "Now hold realstill or we'll start this from the beginning again".
I said nothing in preparation forthe hit.
Whack!
I screamed. It was a thin ruler. He hit my asshole with a ruler. The pain was unbearable and I had nine moreto go.
Whack! The pain was directly on my asshole. I could feel my ass lips throbbing. I had never felt so exposed and vulnerable inmy life. I squeezed my hole as tightlyas I could to defend myself.
"Hold your ass open boy", he said,"I want to see that hole"
Whack, Whack, whack... I started tocry. It was so painful that I started tocry... I couldn't help myself. I tried to balance on his knees as my hands heldmy ass cheeks open. By the time hefinished the last one, I fell to the floor and had tears running down myface. My hole was raw.
"You'll be OK boy", Kyle said as hehelped me to my feet, "Maybe next time, you'll think twice about disobeying me,eh?"
"Yes Sir" I replied as Kyle turnedme around and bent me over the desk top. I was still sobbing quietly as he kicked my feet apart, opening my legs,and pushed my chest down on the desk.
"Stay right there boy while I getsomething to make it feel better".
He walked to the bathroom andreturn with a bottle of something. Ijust laid on the desk trying to stop the whimpering. Kyle used one hand to pry open my ass cheeksand, with the other hand, spread some cooling ointment on my hole. It instantly felt better.
"Aren't you going to thank me boy?"Kyle asked.
"Thank you for the ointment Sir" Ireplied.
Kyle lifted my head up by the hair,looked at me in the eyes and said "Thank you for punishing me Sir". Without being told to do so, I repeated it tohim. "Thank you for punishing me Sir".
"Good boy" he said quietly, "Nowthis will make your hole feel better".
"yes Sir," I said, "thank you Sir".
"Good boy" he replied again and,this time, pushed one finger into my hole. "You are very swollen here now boy so we are going to let this ointmentabsorb into your skin for awhile." Isaid nothing. Kyle continued to rub theointment around and inside my hole. Hewas now using two fingers to push into me. I shifted my weight to move away.
"Hold on there boy..." he said,"unless you want the pain to get worse, you'll stay put until I'm finishedhere". He pulled me back down to thefloor. I had one knee down as he pickedup my other knee and pulled me across his lap again. With one knee on the floor and the other kneeheld across his lap, my ass wascompletely exposed and spread wide open. As he continued pushing his fingers in and out of my ass, I felt my cocktwitching in the cage. I quietly moaned.
"That's my boy", Kyle said as hestarted pushing a third finger into my asshole.
"Sir, no please" I said. Then I felt him grab the back of my neck andpress down to hold me still.
"We're not done here yet boy. Thisointment needs time to absord into the skin" Kyle said fucked his fingers inand out of my raw hole. Then he openedhis desk drawer and pulled out some type of device. "Your punishment isn't over". He flipped a switch on the device and itstarted to hum. It was some type ofvibrator.
"If you can't hold your cum like agood boy, then lets see if you can hold it back like a girl". He pressed the vibrator against my chastitycage. It instantly started vibrating mycock and balls. "Girls use vibratorslike this to cum." He continued, "They press it against their little clittyuntil they have a nice orgasm". My cockwas throbbing, pressed against the confining cage to the limit. I have to admit that I never felt anythinglike it before.... Sooo good. It took meright to the edge.
"Oh fuck" I moaned.
"Hold it there now, boy" Kyle saidas he pulled the vibrator away. He stillhad two fingers inside my hole. "You don'twanna cum like a girl, do you boy?" he said as he pressed it against the cageagain. I couldn't get hard at all butthe sensation was so intense that I felt like I could cum while being "soft" inthe cage.
"Don't tell me you actually likethis, do you boy?" He said, "or maybe Ishould call you a girl now." He smileddown at me. "Do you want to cum like agirl, boy?" I was humiliated but I couldnot deny the impending orgasm that I knew was inevitable. I said nothing and just listened.
"You better not cum withoutpermission or I will double your punishment tomorrow" He continued with the vibrator buzzing againthe cage. "You know the rules boy. You ask permission to cum no matter how orwhen it happens." I moaned as his otherhand was pumping fingers into my ass. The whole scene was surreal to me and my senses were on overdrive.
"Do you want to ask me somethingboy?"
"Yes sir" I quickly responded. "May I cum please?"
"Oh no boy" he said, "I think we need a more specificrequest". As he said this, he startedpumping his three fingers into my ass quicker and quicker.
OH GOD! I needed to cum now.
"You like this vibrator boy?"
"Yes Sir"
"You want to cum like a girl withthis vibrator against your clit, girl?" I would agree to anything at this point. I didn't want to shoot my cum without asking permission because wouldonly be worse.
"Then unless you want morepunishment, you better ask permission before you cum, girl" He called me a girl but I didn't' careanymore. I didn't care about anythingexcept to cum. I was at the point of noreturn now. My cock wasn't fully hardbut I could feel the cum rising out of my balls. I didn't want to cum in this humiliatingposition but I had no choice at this point.
"May I please cum Sir?" I asked.
"Like a girl?" He asked as hefinger fucked me
"Yes Sir, like a girl" I replied.
"Ask in a full sentence boy". He was torturing me. I quickly replied almost screaming.
"May I please cum like a girl,SIR?"
"Like a girl?"
"YES SIR, please,... I want to cumlike a girl.... PLEASE" He was jabbing myhole with his fingers now and pressed the vibrator hard against the cage. That was it..... I felt the cum moving into mycrushed and confined shaft.
"Yes, you may cum now girl". Thank god!!!
"Ahhhhhhhh, fuckkkkkk" I was cumming so good. "Ounghoooaaammmph......"
"Say THANK YOU girl" He yelled.
"Thank you Sir, Thank you Sir" I was still cumming, "Thank thank thank youthank you thank you.... Ohhhhh cumming Sir" The cum dripped onto the floor between my legs. I fell to the floor after I came and had amoment of silence.
After a few minutes, Kyle said,"Good girl"
I didn't really focus on what hewas saying until he said...
"Clean it up bitch"
Still partially dazed, I dropped myhead and started to lick up my cum from the floor. I wasn't thinking about anything.... Just mycum. I didn't want to think about whatjust happened. As reality set in, I feltcompletely embarrassed and humiliated. Kyle said nothing at all.
With me still on the floor, Kylestood up, put his things back into the desk and left the room. I collapsed to the floor, feeling my stillcaged cock hit against the floor. I wasexhausted and didn't care any more.