Jack's Reluctant Conversion

Jack’s Reluctant Conversion

Chapter Three

       So far my plan seems to be working.  I had to do a little bit more with Jack before my day was done.  Remember, I told Jack that someday he would suck the cock of any man I put in front of him, and submit his ass to be fucked.  I had to prepare him. 

       It was bed time.  I changed Jack’s bondage to leather wrist cuffs. behind him, and a leather strap around his elbows.  The steel ball stretcher was still in place, along with a chain to his wrist cuffs, with a longer chain in front, which I locked to the frame of the bed.  Before locking him down for the night, I made him get on his knees, on the bed, and bend over putting his face on the bed.  Now his magnificent ass was raised and available for what I had in mind.  His balls and cock were in view.

       Poor Jack, he could not see what I was doing.  After I temporarily released the chain from his balls to his wrists, I was greasing up a rather large butt plug.  I was also greasing up his ass hole.  He tried to complain, but when he did, I merely jerked on his balls.  Jack shut his mouth.

       When Jack least expected it, I pushed the butt plug into his ass hole.  He groaned, lurching forward and squirming about to adjust to this phallic intruder.  This type of butt plug will not slip out.  It has to be removed.  To make sure it stayed in place, I put a leather harness around Jack’s waist, running a strap through his crotch and ass crevice, pushing the plug deeper into his ass, and insuring it could not be removed.  The strap was split in the front. Running on either side of his cock and balls.  I reattached the ball chain to his wrists.  Let’s face it, between a steel collar, ball stretcher, various chains, a butt plug and harness, Jack has a lot of equipment on and around his body, genitals and ass hole.

       Finally, I put Jack to bed, locking a chain around his neck and to the head of the bed.  I noticed his cock was ragingly hard.  I grasped it and started to stroke it.  Jack closed his eyes and groaned as he started to move his hips to the rhythm of my hand.  I worked on his cock, kissing it and sucking until he was about to cum, then I stopped and abandoned his poor aching throbbing cock.  I saw a tear in the corner of his eye as I turned out the lights and went to my bedroom.  Sleep did not come easy as my cock was raising it’s lusty head again.  I wanted to jerk it off, but decided to save it for tomorrow.  I am sure I want Jack to have another serving of my cum.

       Morning, and I am up in the shower.  When I finished drying off and shaving, I went into check on Jack.  He was awake, seemingly patiently waiting for me to release him.  To say the least, he was magnificent laying there all trussed up, and naked.  His cock, while magnificent, was now somewhat soft, not rearing up like last evening.  I would change that, but later.

       I unchained Jack from his bed and led him to another bathroom.  This bathroom was “slave proof”, just off my game room.  I had used it with other slaves.  I have a rather long chain attached to the wall of the bathroom.  I locked it to Jack’s steel collar.  I unhooked the chain from his balls to his wrists, but left it and the longer leash chain dangling from his balls.  The leash chain was locked to an eyebolt in the floor just outside the bathroom.  The chains allowed him enough room to take care of what he had to do.  The neck chain would allow him to get into the shower, but would not let him leave the bathroom.  The ball chain allowed me to secure him from outside the room.  He would have to remain in the bathroom until I released him, on my terms.

       “Jack, I am going to release you so you can take a shit, and piss, as well as take a shower and shave.  The chain to your neck and collar is anchored to a steel beam.  You will not be able to break it, or get it loose.  There is still restrictions to your balls that you cannot get off.  Why am I telling you this?  Just don’t start any shit and you won’t get hurt.”

       Jack nodded his head, then said, “Mark, I don’t know what to say.  I am asking you to release me, and we can forget this happened.  If you don’t, when I get a chance, I will report you to the police.  This is bull shit, and it has to stop now.”

       I smiled and replied, “Jack, what are you going to say to them.  You live with a gay guy, you both are naked in the house, all the time.  You watch gay BDSM porn and jack off while doing so.  You jacked off and squirted me with your cum.  You don’t work and you are acting as my maid, house keeper and companion.  What do you think they are going to say about that?’

       Jack looked defeated.  He had never thought in those terms.  Slowly he turned and went into the bathroom.  As he went I watch his right hand move to his cock and give it a stroke.

       “Jack, you can remove the butt plug in your ass, but make sure you clean it up.  When you get through with your morning ablutions, I want you to give yourself an enema.  You will find the equipment in the bottom drawer of the sink cabinet.  By the way, if you jack off, I will bust your balls and whip your cock until you think it will fall off.”

       Jack turned and started to say something, but I turned and walked away, heading up to the kitchen.  My cock was hardening as this scene unfolded.  I made coffee and watched the morning news on television.  Nothing new, just the same old war, same old Congress, and a rotten economy.  Silently I appreciated the economy being in the bad shape it was in.  It was the bad economy that sent Jack to me for help, and quite possibly his sexual slavery.  To every cloud a silver lining.  I gave Jack nearly an hour to get himself ready for the day.

       There in my “slave” bathroom was Jack.  All clean and primped.  He looked good, and I do believe his cock was nearly at full erection.  Interesting, because I had not given him any Viagra.  Let’s see what we shall see.

       “Jack, come to the door of the bathroom and turn you back to me.  I want to see you wrists crossed behind your back.”

       He was very obedient and did as I ordered.  I locked leather cuffs tightly around his wrists, locking them, and then locking them together behind his back with a padlock.  I released his steel collar from the wall chain, and like wise the leash chain attached to his balls from the eye bolt in the floor.  Next was the test.  I told him to bend over, sticking his ass out at me and to remain very still.  Again, I lubricated his ass hole, and the butt plug.  I ordered him to be very still as I inserted the butt plug.  He did groan a little when I pushed the plug into his ass, anchoring it there.  He seemed to tolerate it better than last night.  I reached between his thighs and gave his balls a squeeze to let him know I was still boss.  I made him stand up and face me.  His cock was fully erect.  I smiled, and bending down I kissed the head of his cock as it throbbed.  Then, for good measure, I slapped his cock and watched it bounce.  Now he was ready for breakfast.

       Leading him by the ball chain leash, I took him to the kitchen and sat him down in his special chair, making his balls drop into the hole in the seat, and then locking his balls to the chair as well as his ankles.  I stood up and looked down at his cock, and so help me, it was erect, hard, rigid, as it could be.  I had not touched his cock since we left the “slave bedroom“, he had no Viagra, but there it was, a beautiful erection.  As I did the last time, I used four little straps attached to the seat of the chair and strapped his cock tightly to the seat of the chair.  It throbbed against if bondage.  It was a beautiful sight.

       I reached down and teased the beautiful heated purple head of his cock.  I got a little pre-cum on my finger.  I showed it to Jack.

       “Don’t even tell me you are not aroused by what is happening to you.  Look, your pre-cum on my finger.  That means you are aroused.  Now, open you mouth and suck your jism from my fingers.”        

       I held my moist finger to his lips.  He hesitated the opened his mouth and sucked my finger clean.  When I pulled my finger from his mouth, he blushed, but his cock was throbbing, pre-cum leaking on to the chair seat.   I must remember to make his lick his pre-cum from the seat.

       We ate a light breakfast, me feeding Jack as he was still helpless.  Than after breakfast we had a talk.  I turned his chair sideways to the table, and place my chair in front of him.  My cock was very rigid so I stroked it as I talked to Jack.

       “Jack, I can tell, while you may protest your imprisonment, you must like what is happening because you are aroused.  Your cock tells me you are excited about being my bitch, my sex slave.  I don’t care what you may say, your body says otherwise.  Tell, me, how did you like sucking my cock last night?”

       Jack sat there, quietly watching me stroke my cock, then periodically looking at his delightfully throbbing and imprisoned cock.  “Please…uh”, he started, hesitantly.  “I…uh…don’t know what I think.  I am confused.”

       He paused again.  I thought he needed a little encouragement, so I leaned down and released his cock from the chairs straps.  Grasping his mighty erection I began to stroke his cock.  He groaned as I was working his cock.

       “Continue,” I said as I slapped his cock a couple of times, then continued gently stroking him.  “Did you like sucking my cock last night?”

       He continued to look down at his cock as I played with it, and replied, “OK, yes, I did.  I can’t explain it, but I did.  You have driven me insane with my cock and arousing me.  I don’t know why you won’t let me cum, and that is driving me crazy.”

       I smiled back, “Well, my dear sex slave and bitch, that is part of the plan.  When I think you are submissive enough, and obedient enough, I will let you cum.  Until then, no cum for you.”

       “Please, Mark, don’t leave me like this.  I am going out of my mind.  All I can think of is my cock and what you are doing to it.”

       I removed my hand from his aching cock and stood up, Jack letting out a soft moan of disappointment.  I think now is the time for the next step in his slaver.  Releasing his balls and ankles from the chair, I had Jack stand.  Using his ball leash I lead him to the “game room”.  With a rigid cock bouncing as he walked, Jack obeyed the pressure on his balls and followed me.

       I have a special low table, similar to a coffee table.  It is very rugged and has leather upholstery on the top.  At various points of this table there are leather straps.  Jack obeyed when I told him to kneel at the table end and bend over it.  His abdomen, chest and head were lying on the table, while his cock and balls were exposed, as well as his ass, his butt plug filled ass.  I strapped him down so he could not move.  He hands were still locked in leather cuffs behind his back.  I even made him spread his thighs, allowing me to strap them to the table legs, keeping him open to my ministrations..  To Jack’s relief I removed the butt plug from his ass.  From the wall I retrieved a flogger whip, of medium weight.  I began to methodically whip Jack’s back, ass and the backs of his thighs.  I even let the whip sneak in between his thighs and deliver a little punishment to his balls and cock.  Finally, I concentrated on his ass.  Even though the whipping of his ass was substantial, I noted his cock never receded, and Jack never struggled against his bonds to avoid the whip.  Remember, I had not given him any Viagra.  His erection was from his own arousal.  He must have some affinity for the whip.  I love it.

       I put the whip down, and as Jack was adjusting to the residual pain and heat from the whip, I slipped a condom over my rigid cock.  His ass hole was already lubricated, so I just lubed up my condom.  KY Jelly is a miracle.  I got on my knees behind Jack and eased my cock to the entrance to his ass.  I felt Jack stiffen a bit, then as I started to shove my cock into his ass, he really braced for it.  The butt plug I had used on him overnight and this morning made my entrance into his ass easier and was not very painful.  His ass was tight.  My cock enjoyed that tightness as I fucked him.  I was never much for anal sex, but I was enjoying this.  Yes, I admit it, I prefer for my cock to be sucked.  In this case, Jack was being educated on what would be expected of his as my sex slave.

       I must admit, my cock felt good in Jack’s ass.  I could tell, even with his tight bondage, he was attempting to move with the rhythm of my cock.  His heavy breathing told me of his arousal.  Just before I had a climax, I pulled my cock from Jack’s ass.  To my pleasant surprise, I heard a very soft moan of disappointment from him.  I checked his cock and found pre-cum dribbling from his throbbing hard cock.  I take this as a good sign.  I pulled the condom from my now raging cock.

       I moved around to the side of the “coffee table” to Jack’s head, which was now facing sideways, facing me.  I moved my rigid cock to his lips to see what he would do.  To my delight, he moved his head as best he could and kissed the head of my cock, getting my pre-cum on his lips.  He tongue flicked out and licked off the pre-cum.  Then he opened his mouth to accept my cock, which I generously gave him.  I fucked his mouth with abandon.  I was near a cum while fucking his ass, so it did not take long for me to unload in his “willing” mouth.  When I finally came back to earth from my climax, I noted quite a bit of my cum was on the table in from of his mouth.  Now would be the next test for Jack.

       I released him from the table, but left his wrists behind his back.  Now was the time for see how he would handle more slave duties.  I sat down in an easy chair, and ordered Jack to kneel between my thighs.

       “Jack, my cock is still oozing cum.  Suck me dry and clean my cock.  This is something you will always do, or be punished.”

       Using the flogger whip I flicked his exposed cock with the thongs.  Jack quickly bent to his task and sucked my cock clean and dry.  Next would be a more serious test.

       “Now, we have a problem”, I said as I brought the whip down on this erect cock again, on harder.

       “When I came in your mouth, you let some of my cum escape and soiled the table top.  You will crawl over to the table and lick the cum from the table, making sure it is clean”.

       I brought the whip down across his cock again.  Jack flinched, paused, then turned and crawled to the table, and true to my orders, licked the table top clean of my cum.  Next he was to clean up his pre-cum that had dribbled on the stone floor.  After pausing for a moment he did as he was told.  This was proving to be a good morning.

       This was Saturday, so later in the day we both adjourned to the television room to watch some foot ball.  I was naked, naturally, and Jack was naked with his wrists still locked behind his back, and his ball stretcher was still in place, and connected to the chain leash.

       After sitting down on the couch, beside each other, I turned on the television to watch the game.   I won’t tell you which college game we were watching.  Why?  Well, the respective colleges may not want to be linked to a gay white slaver.

       I locked Jack‘s ball leash to the leg of the couch.  I wanted him to know is was my prisoner, at all times.  As we watched the game I fondled Jack’s cock.  He had a difficult morning, yet I had not allowed his a climax.  He was still without Viagra, but his cock was still hot and hard.  So, as we watched the game, I was stroking Jack’s cock, and mine, too.  I watched Jack.  His cock was hot, and throbbing.  I would manipulate his cock until he was about to cum, then I would stop, denying his any satisfaction.  I even sucked it several times.  I want Jack to get used to sucking a cock, and to have his cock sucked by a man.  At one point Jack begged me to let him cum.

       “Mark, please, I will do anything, just let me cum.  My balls are aching and my cock is driving me crazy.  Please, anything, just let me cum.”

       Smiling, I replied, “Well, ok, but there is a price.”

       Without a pause, a hopefully Jack answered, “Sure, OK, what is the price?”

       “OK, I will let you cum, after you submit to a good cock whipping.  Your wrists will still be tied behind your back, but you will not be bound to a whipping post or some other point.  You will have to stand there, pushing your cock out so I can whip it.  If you jerk back to avoid the whip, then all bets are off.  You will have to go another 24 hours and try it again.”

       Jack swallowed hard, paused, then replied, “OK…, I will submit my cock to your whip.”

       Wow!  What progress we have made.  I couldn’t hardly wait until the game was over.  All and all, it was a miserable game.  I should have turned it off, but I wanted to keep teasing Jack’s cock for another hour or so, then bring out the whip.  I was looking forward to that.

       I reached over to a drawer in an end table next to the couch and pulled out a light to medium weighted flogger.  This should work well on Jack’s cock.  I want to punish his cock, hurt him, but not be so cruel as to kill his arousal.  I grasped his rigid cock.

       “Jack, I am going to take you at your word.  Stand up and walk to the middle of the room.”

       I don’t think he expected his cock to be torture at this moment, perhaps at a later time.  He sat there stunned as I stroked his cock.  Jack started to get up so I released his cock.  He did get up and walked to the middle of the room as directed.

       “Now, push you hips forward, pushing your cock out so I can whip it.  Present your cock.”

       He did so.  It was a very hot sight.  A handsome man, a prisoner, with his wrists locked behind his back pushing his cock out to be whipped.  My cock was raging.  I got up and walk to where Jack was standing.  Grasping his cock, I began to stroke it again.  I even leaned down and took it into my mouth, flicking my tongue over it’s engorged heated head.  I heard Jack moan with pleasure as his cock throbbed in my mouth.

       “Now, I am going to whip you cock, as hard as I want, and as long as I want.  You are to stand there, pushing your cock out to be whipped.  If you attempt to protect you cock by avoiding the whip, you will be punished and will not have a climax for another twenty four hours.  Do you understand me?”

       Jack nodded his head, answering, “Yes, Sir, I understand”

       “OK, I want you to push your cock out as far as  you can, and when you are ready to be whipped, say ’Please, Sir, whip me cock.”

       Jack struggled but did succeed in making his cock even more available to my whip.  He was looking down at his cock when he said, “Please, Sir, whip my cock.”

       I wanted to prolong this event.  I started out rather mildly, just making his cock bounce as I flicked it with my flogger.  I increased the rhythm of my lash and the severity.  Jack’s eyes closed as he bore this punishment.  His magnificent cock remained erect, even without the aid of Viagra.   Several times he flinched and acted as if he were going to pull his cock back to relative safety, but he did not.  Toward the end of this cock flogging he was moaning, and stifling yells of pain.  I have to hand it to him, he took this cock whipping better than I would.  But, that doesn’t matter, does it?  He is a prisoner slave, and I am his tormentor.

       Finally, I dropped my whip, leaving Jack standing in the middle of this room with a will whipped cock.  I am still amazed this during this entire scene, his cock remained hard.  That tells me this torment of his cock was a turn on for him.  Painful, yet a turn on.

       I pulled out a bottle of lotion and put a rather large dollop in my hand.  I want to Jack and grasped his cock and began to apply the lotion.  His cock had just received a rather severe whipping, and the lotion would do it some good.  I must admit that my applying lotion to his cock and stroking it to rub the lotion in would continue to raise his need to have a climax.  After a few minute, when I felt he was near a cum, I stopped.  It was time to give him a climax, but on my terms.

       “Jack, lets go back to the game room.  We are going to whack off your cock.”

       Jack turned and walked back to the game/bedroom.  His wrists were still locked behind his back, the ball stretcher was still in place, and the chains attached to the ball stretcher was dangling to the floor.  I followed Jack without hanging onto his ball chain.  Jack was in for another surprise.

       Once in the play room, I had Jack lay down on the same table I used earlier to fuck his ass.  This time, however, I had him lay face up, his bound wrists trapped under him.  I positioned him with his head and back on the table, but his ass was hanging off the edge of the table.  After I strapped him down, I locked leather ankle cuffs on his legs, then attach ropes to each cuff.  These rope were put through eye bolts mounted on the ceiling.  Pulling on the rope, I raised his legs high into the air.  This action cause his legs to be widely spread.  I tied the ropes off, trapping Jack with his legs held high, in a spread condition, making his body, especially his cock, balls, and his asshole available to me.  Yeah, I said ass hole.  You will see what I have in mind.

       Now, I wanted to tease Jack a bit more.  I stroked his cock, and even sucked it for a little bit to put him at the edge again.  He was moaning with arousal and the pleasure of having his cock stroked and sucked.  I am sure he did not know what was going to happen.

       I released his raging cock while I lubricated his ass hole.  I also removed the ball stretcher that had been attached to his balls for the last two days.  I didn’t want that to get in the way of what I was going to do.  After I put another condom on my cock, I lubricated it.  Now I was ready.  I moved up on my knees until my cock touched Jack’s ass hole.  With a surprised look on his face he raised his head and looked down past his erect cock to see what I was doing.  I smiled as I pushed my cock into his ass.  Once I was in, I began to fuck his ass.  I could tell he was used to it, and resigned to an ass fucking, I grasped his cock, stroking it.  I fucked his ass, matching the rhythm of my cock strokes to my hand strokes.  Jack was moaning and attempting to hump my hand, but his bonds held him fast.

       I increased the pressure on his ass and cock.  I knew it would not take very long for him to cum, given the built up pressure on his balls and cock, not to mention the anticipation of a climax that had been denied him.  I began fucking his ass with abandon, and putting the same pressure on his cock.

       I heard it, a deep groan from Jack.  The groan was coming from deep in his chest.  He head was moving back and forth like a mad man.  Then I felt it.  His scorching hot cock was throbbing like a piston and suddenly red hot jets of cum spurted from his overheated cock.  Cum was being sprayed on Jack chest and face.  Some spurted onto the table where Jack was bound.  He kept moaning and moving his head, totally lost in his climax.  I kept stroking his cock, attempting to match the rhythm of his climax.  At one point, it seemed as if Jack fainted, but then he came back to earth as I continued to stroke his flagging cock and fuck his ass.

       When he finally settled down from his erotic high, I pulled my cock from his ass and pulled off the condom.  I move to Jack’s head, and standing over him, looking down at his still throbbing cock, I bent over, putting my cock to Jack’s lips.  With no hesitation he opened his mouth and took my cock, his tongue lashing the heated tip, welcoming my cock.  It didn’t take long for me, either.  I fucked Jack’s mouth until I came.  It wasn’t as glorious and violent as Jack’s climax, but it was a very good one, filling Jack’s mouth and throat with my issue.  Jack was able to swallow it all.

       We both rested, Jack still strapped to the table, and me on the couch next to the table.  After I regained myself, I got up and reattached the ball stretcher to Jack’s balls.  I did examine the area before the reattachment to make sure his balls and ball sack were not being damaged.  They weren’t, so the stretcher, complete with it’s chains, was reattached.  I looked over at Jack.  His eyes were closed and there was a contented smile on his face.  I hope that smile stays with him, be cause he has a clean up job to do.  I noticed several places on the whipping/fucking table, there is evidence of his cum splattered there.  I fully expect him to lick it up.