Jack's Reluctant Conversion

Jack’s Reluctant Conversion

Chapter four

       It was Saturday evening, and yet another step in Jack’s training.  I was expecting a friend of mine.  He is a blazing queen, yet with a major sadistic bent.  He always has a sex slave around him, whom he treats horribly.  The slaves seem to love it and keep coming back to him.  I wanted to introduce him to Jack, or rather, introduce Jack to Brian.

At about 7:00 PM I took Jack to my “game room”  He was, gagged, naked as you can expect, with his hands locked behind his back.  I had installed the steel ball stretcher with is accompanying chains earlier.  Once in the “game room” I tied Jack to the whipping post, face out.  I used straps to hold him against the post.  His cock was magnificent.  I had laced his food and drink with Viagra during the day.  The reason for not telling him I use Viagra, is that I want him to think his cock is rigidly erect because of what is happening to him.  The logic here is, ‘If my cock is hard, and aching for a cum, then I must like and be aroused by what is happening to me.’

       I left Jack there and went to wait for Brian.  True to his nature, Brian arrived a bit late, around 7:45 PM.  As usual, he entered my front door with the flourish of a French King, or in the case, a French Queen.  On a leash behind him was a rather diminutive young man who looked like a young boy.  He was not bound and was wearing a blue jogging suit.

       “Dahling!  How good it is to see you,” Brian gushed as he entered the room.  “It has been forever.  Geoffrey, come, come, come here quickly, hurry, hurry.   I want you to meet a delightful sadist.”

       Geoffrey came forward and bowed, taking my hand and kissing it.  I had never been greeted this way, but it was amusing..

       “Geoffrey, be a good slave, and show this good man the advantages your jogging suit.  I think slaves should always be naked, don‘t you?”

       I nodded my head and replied, “Of course I do.  I forbid slaves to wear clothing in my home.”

       Geoffrey released my hand and stood in front of me, smiling.  He grasped the front of his jogging trousers and pulled out, rapidly.  His trousers came apart and fell to the floor.  The front and back halves were connected by Velcro.  Geoffrey stood there naked from the waist.  To my surprise, given his small statue, he was blessed with a magnificent and enormous cock.  As I was admiring his cock, he pulled his jacket off in the same manner as his trousers.  It was then I could see his body.  He was rather small with a boyish body, but well built with this grand cock.  As he stood there, his cock took on a life of its own as it became rigid, rising magnificently from his loins.  I am sure Brian enjoys this cock, regularly.  I was not close enough to see, for sure, but I believe I could see whip striations on Geoffrey’s cock and thighs.

       “Geoffrey,” Brian addressed him.  “Take these hand cuffs and put them on, behind your back, tightly.”

       Geoffrey took the cuffs and locked his wrists behind his back.  After doing so he stood there at attention, his erect cock dominating the room.  Brian walked behind him to check the cuffs, then retrieved a quirt type whip from the satchel he always carried with him.

       “Geoffrey, present your cock, now,” bellowed Brian.

       Geoffrey straighten his shoulders and pushed his pelvis out, shoving his cock out for inspection, or for what ever Brian wanted to do.  (Brian gave me the idea of a slave presenting his cock.)  To my surprise, Brian raised his quirt high in the air, and brought is sharply down on Geoffrey’s cock.  His rigid cock bounced and swayed under this attack.  Before Geoffrey could gather his wits, Brian stuck his cock with an even more brutish blow, twice.  Geoffrey gathered his wits and attempted to bend over to protect his cock.  Brian would have none of it. 

       Brian slapped Geoffrey as he ordered, “Stand up, you miserable little shit.  Present your cock!”

       Amazingly, Geoffrey did as ordered and Brian brought his whip down three more times.  Even though it was still erect, Geoffrey’s cock was showing evidence of this assault.

       An indignant Brian addressed a sobbing Geoffrey again.  “I have told you a hundred times that you always cuff your self behind the back, and always make sure to make the cuffs tight.  Now that I have your attention, make sure the cuffs are tight, NOW!

       I watched as Geoffrey. With tears in his eyes, tightened his cuffs with a metallic click, two clicks, in fact.  My cock was hard from watching this event.  Brian can be a bastard, but his slaves seem to love it.  As I said, they keep coming back for more.

       Brian put the quirt away and came back to Geoffrey.  With his hand he wiped the tears from the boys face, and kissed him on the mouth.  He reached down and grasped Geoffrey’s well whipped cock and began to stroke it.

       “Now, do you understand that you must do exactly what you are told,” Brian questioned.

       Geoffrey, tears still in his eyes, kissed Brian and replied, “Yessir, thank you for correcting me.”

       “There, there,” replied Brian.  “Now, got to Mark, kneel in front of him, beg his forgiveness for your bad behavior and ask to suck his cock.”

       As Geoffrey knelt before me, my cock got even harder.  I had just watched a delightful act of brutal sadism, and now to have my cock sucked.  Nirvana!

       “Mark, sir, I am sorry you had to witness my behavior.  Would you please let me suck your cock?”

       Without replying, I opened my robe and presented Geoffrey with my erect cock.  I answered, “Yes, you can suck my cock.  It is only proper since it is erect because of you, and Brain.”

       Geoffrey went straight to work on my cock.  I have to hand it to the little guy, he knew his way around an erect cock.  Before very long, my cock was letting me know that a climax would soon be on its way.  I did not want to cum right then, so I stopped Geoffrey ministrations.

       “Slave, you can stop now.  I want to cum later.  I will let you be the one who sucks me off, but a little later.”

       I turned to Brian, and said, “My Friend, lets adjourn to my ‘game room‘.  I want you to meet my newly acquired slave.  He is in training, so do not release him under any circumstance, and for now, do not let him cum.”

       Brian smiled and answered, “Yeah, I understand about controlling his climax.  I do the same with this little dear.  Geoffrey, when is the last time you were allowed to cum?”

       Geoffrey looked down at the ground, and his still erect cock, and replied, “Sir, it has been about three or four days.”

       Brian grasped his slave’s cock , stroking it, asked, “Does that feel good?”

       “Oh, Yes sir.”

       “Would you like me to give you a cum, even if it meant consenting to a rather severe cock whipping?”

       Geoffrey never paused as he replied, “Oh, yes sir!”

       “What if I wanted to whip your cock with a hundred serious strokes of the whip, even a single tail whip?”

       Geoffrey blushed and replied, “Yes, Sir.”

       Brian gave Geoffrey’s cock a loving squeeze, then kissed him, “Oh, you dear boy.  I don’t know what I am going to do with you.  Although…there is that Sheik in Dubai who offered me a million dollars for you.  But, no, you are mine and if you are a really good slave, and don’t make any more mistakes, I may let you cum.”

       A humbled Geoffrey replied, “Yessir.  Thank your, Sir.  Please, Sir, don’t sell me to the Sheik.”

       Brian kissed him again, “Well, we shall see, shan’t we.”

       Brian turned to me and said, “Now, show me this new animal you have.”

       Grasping Geoffrey’s cock, jerking it, pulling it, and using it as a leash, said, “Come boy, come let’s see what Mark has in his back room.”

       I followed as Brian jerked on Geoffrey’s cock, literally dragging him to my “game room” by the cock.  I wondered how Jack would survive living with Brian for a week.  Interesting thought.  Perhaps that might happen.

       “Oh, my God!  What a magnificent animal you have.  Look at his body, and his cock.  How did  you get him?”

       “It’s a long story, one I will tell you later.  First, I want you to become more acquainted with him.”

       Brian handed Geoffrey’s leash to me and went to Jack.  He looked a little scared of Brian, and well he should be.  Brian ran his hands all over Jack’s body, slapping his ass,  running his hands over his muscled chest.  He spent a great deal of time playing with and stroking Jack’s cock and restrained balls.  The whole time Brian was talking about Jack, what should be, or could be done to and with him.  He slapped Jack’s cock and watched this rigid member bounce and sway.  Then he stood back and assessed my slave. 

       I was sitting on the couch with Geoffrey.  I was playing with his cock, stroking its magnificent length.  Geoffrey was squirming around as he was close to a climax.

       I slapped his cock, then grasped his balls, squeezing them, saying, “Little slave, don’t you dare cum.  You will regret for a very long time.”

       I slapped his cock again as I continued to squeeze his balls.  Geoffrey grimaced and replied, “Yes, Sir.  I won’t cum.”

       Even as he said that, the insides of his thighs were quivering.  Just them Brian spoke.  “Geoffrey, get over here, now.  Get on your knees and suck Mark’s new animal.  Suck his cock.  Suck him, make him miserable because you are not going to let him cum.  Now, get to it.”

       Geoffrey knelt to his task and poor Jack wanted to cum so badly.  In a moment of two I could see the muscles in his belly moving, and his thighs were also quivering.

       Brian bellowed out, “Geoffrey, stop sucking.  Just hold his cock in your mouth while I whip him.  Just flick the tip of his cock with your tongue, but DON’T let him cum!”

       Brian, using a flogger began to whip Jack.  He started on his chest, then moved down and around to Jack ass.  Even though Jack was tied with his back to the whipping post, Brian could still reach the sides of his ass and thighs.  Jack was struggling, but, could not avoid the whip.

       Brian changed Geoffrey’s assignment.  “Geoffrey, go to Mark, and suck his cock, NOW!”

       Now Brian looked back at Jack.  He grasped Jacks cock and stroked it for a moment or two.  Then, without saying a word, he raise his whip and brought it down across Jack’s cock.  The next blow as on the head of Jack’s cock, causing him to jump with the pain of the very sensitive area.  His rigid cock bounced several times.  Brian smiled and hit the same spot again, and again Jack squirmed.  Finally, after a few more minutes Brian stopped his assault.  He undid the straps around Jack’s body, and released him from the whipping post, leaving his wrists tightly bound behind him.  Grabbing Jack’s still rigid cock, he pulled him over to an easy chair where a naked Brian sat himself.

       Brian spoke to Jack, “I know you are new to this life, but you are in it.  I want you to kneel in front of me and move close to my cock.  Rub my cock with your gagged mouth.”

       With no hesitation Jack did as ordered.  In a moment or two, Brian removed the penis gag from Jack’s mouth.  He waited for a moment or two while Jack moved his jaws, reducing the muscle stiffness after being gagged for so long.

       Brian spoke, “Now, given your kneeling position, in front of my cock, helpless with y our wrists locked behind your back, and a well whipped cock, what do you think you should do now?”

       Jack, staring at Brian’s cock, replied, “Sir, I should suck your cock and make you cum.”

       Brian chuckled and said, “You would be right.  Now suck me as only you know how.  If you don’t give me a wonderful cum, I will whip your cock until you wish you never had one.  Now go to your task.”

       As Jack started to suck Brian’s cock, I was still on the couch, watching Jack do his best, while Geoffrey was sucking my cock.  I had tied a length of thin rope around Geoffrey’s balls.  When I thought he was lagging while sucking my cock, I would jerk on the rope, jerking on his balls.  He would improve his already excellent efforts.  As I said before, I have to admit the little guy knows about cock sucking.  I can understand why a Sheik in Dubai would want to buy him.  I was dangerously close to a cum when I saw the Brian was cumming in Jack’s mouth, humping his mouth like a mad man.  Jack was able to hang on and swallow all of Brian’s issue.  In the meantime, Geoffrey was sucking me.  I finally let it go and started to cum.  I filled his mouth, but a drop or two of the pearl colored liquid did escape and dribble how to his thighs.  After he sucked my cock clean, I did punish him.  I made his stand and present his cock, whereupon I gave him five lashes for failing to swallow all my cum.  It was fun to torture Geoffrey .  I hope to do it again, sometime soon.  Maybe Brian and I could swap slaves for a day, and a night.  Hmmmm, I’ve got to think about that.

       We continued to torment our slaves, when we both hit on a capital idea.  First, we made Jack bend over the coffee table, exposing his ass, tying him in that position.  We made Geoffrey fuck Jack in the ass, but would not let either cum.  We had Jack and Geoffrey change places and made Jack fuck Geoffrey’s ass.  Interestingly enough, I am convinced that if we let Jack continue fucking Geoffrey’s ass, Jack would have cum.  We stopped it before it went that far.  I could tell Jack really wanted to cum in Geoffrey’s ass.  Even with his wrists locked behind his back, he was pounding Geoffrey’s ass.

       The evening was not over yet.  We made our slaves lay down on the floor, on their sides, head to toe and made them suck each other’s cock, to a cum.  Jack and Geoffrey, with wrists locked behind their backs, were then made to lay on the floor and start sucking.  Both slaves liked the idea of cumming so much, they did not consider losing and having his cock whipped again.  The guy who was second in this little contest would have his cock whipped.  We watched the mutual slave cock sucking contest, but from time to time we would add a little stimulation with the whip on their asses.  Jack did a masterful job and made Geoffrey cum first.   We made Jack hold Geoffrey’s cock in his mouth until he was made to come.

       After Geoffrey sucked Jack to a cum, I tied Geoffrey to the whipping post, with his back to the post.  His cock was on display.  I wrapped a rope around the base of his cock and balls, tying them together.  Even though he had just experienced a climax in Jack’s mouth, Geoffrey’s cock was beginning to raise it’s lusty head again.  His cock stood out because of my binding it and his balls together, and awaiting my ministrations.  I was merciless,  My quirt hit his balls several times.  Poor little guy, he really suffered that evening.  But, I have to admit, I really loved whipping his cock, and want to do it again.  I looked over and saw that Jack was sucking Brian’s cock, and it was obvious that Jack was aroused again.  This is one more evidence that Jack is very submissive, and is aroused by what is happening to him.  After I had tortured Geoffrey, I released him from the whipping post and was making him suck me again.                 

       Brian got up, leaving Jack on his knees in front of the chair.  Delving into his satchel, he pulled out a non-descript box.  He sat back down in his chair, with a very subdued Jack still kneeling  there.

       Brian, looking at Jack, his erect cock, and Geoffrey’s cock, began to smile.

       “Slaves, both of you, stand up, I have an idea that will amuse me, and Mark.”

       Both Jack and Geoffrey stood there, cocks rising to stand at attention, their wrists lock behind their backs.  Both slaves were wearing collars.  Brian, using pieces of rope, connected their wrists to their collars.  Pulling up on the ropes and knotting them to the collars, caused their wrists and hands to be above their waists, away from their asses.   Next, Brian reaching into his satchel and pulled out a eight feet piece of rope.  He ordered both slaves to turn their backs to each other.  He moved them until they were about four feet apart.  They could not see each other, nor what Brian was doing.  He knelt down behind Jack and grasped his balls.  He wrapped about eighteen inches of the rope tightly around the top of Jack’s ball sack, pulling it very tight and tying it off.  Brian then turned to Geoffrey and did the same.  Now both man slaves were back to back, connected by a length of rope tightly tied to their balls.

       “Mark, come help me.  Bring a whip, and one for me.  We are going to have a tug-of-war with slave balls.  Come, hurry, this should be fun!”

       I pulled a couple of medium weighted quirts from the wall and handed one to Brian.  Brian shook his out and took a position behind Jack.

       I looked at Brian, “Try these quirts.  The are a little more exacting, and can inspire a slave to wondrous heights.”

       “God! I love it.  Here’s how we will do this,” Brian chuckled.  “We each whip our respective slaves ass and the backs of their thighs.  They will pull, and tug on the other guys balls until one of them pulls the other back three paces.  The losing slave will suck the cock of the other slave, to a cum.  With their balls being pulled backward, they might get a lash or two from the whip.  So be it.”

       I moved behind Geoffrey, and patted him on the ass.  His cock seemed to throb when I patted him.  I noticed that Jack’s cock was now hard.  I reached down and grasped the rope tied to Geoffrey’s balls and pulled them back under his ass.  A little more pulling and his balls were now visible as they were being pulled out behind him beyond his ass.  The possibilities here are interesting.  We moved our slaves out, with their backs to each other, until the rope connecting them at their balls was taut.

       Brian spoke again, “Slaves, hear me, when I count to three, you will start your ball tug-or-war.  If you don’t pull with all your might, you will be severely punished.  Now, 1...2...3 GO!”

       Both Jack and Geoffrey lunged forward, tightening the rope attached to their stretched balls.  True to Brian’s estimations, the balls of both slaves were being pulled out behind them, exposing them, making them available to the whip.  Brian struck first.  Jack flinched and pulled harder on Geoffrey’s balls at the expense of his own.  It was one hot sight, watching to beautiful sweating bodies, with magnificent erections, pulling with all their might on each other’s balls. 

       We continued lashing their asses and thighs, making sure their exposed balls were receiving a generous portion of the whip lashes.  Their balls were now very exposed as they were being pulled back between their legs by the attached rope.  I could not resist.  I brought my quirt down on Geoffrey’s balls several times.  Each time he squealed and lurched forward, pulling even hard on his, and Jack’s balls.  In his attempt to avoid more torture to his balls, he merely added to his torment by lurching forward. 

       Both slaves were now covered in a sheen of sweat from their efforts and the pain they were enduring.  My cock was so hard it actually ached.  After a few minutes of struggling back and fourth, the pain was getting to Jack as Geoffrey was gaining the advantage.  I learned later that Brain had trained Geoffrey by making him walk about his house with a very heavy chain connected to his balls.  This went on for most of the day, every day.  The chain was dragged on the floor, so that no matter what Geoffrey was doing, there was a weight constantly pulling on his balls.  I think I may have to do that to Jack.  I fully expect we will have this contest again.

       Finally, Geoffrey, who I felt was more experienced in this contest, was able to pull Jack backward some four steps, making him the loser.  Jack struggled against Geoffrey, but in the end the smaller man won.  Both men stood there, their wrists still locked behind their backs, connected to their collars, their balls tightly bound and aching, sweating, trying to absorb the pain they had just experienced.  Interestingly enough, both slaves were still sporting magnificently hard erections.  I knew Geoffrey was a serious submissive, but the fact that Jack still had a stiff cock told me about his submissive nature.  I knew I was on the right track with him.  He was going to be one hell of a bitch.

       Brian was happy, clapping his hands with glee.  “Now, Jack, you know what you must do.  Get you rosy red ass on you knees and suck Geoffrey to a glorious and will deserved climax.”

       Jack obeyed and did start sucking Geoffrey’s cock with abandon, his own cock was still hard and throbbing.    Brian walked behind Jack and grasped the rope timed to Jack’s balls.  He would yank on it when he felt Jack was not sucking hard enough, not putting enough energy into his cock sucking efforts.  To assist in this effort, I knelt beside Jack and started to stroke his cock.  It throbbed in my hand, and threatened to cum, but I would not allow that.  It did not take very long before Geoffrey unloaded his balls in Jacks mouth.  After Jack had sucked his competitor’s cock to a cum, swallowing all of his issue, he sucked Geoffrey’s cock dry and made sure it was clean.  Brian and I watched this very hot scene.  I knew I must add this discipline to Jack’s training.

       “Jack, stand up and come close to me.  Present  your cock,” Brian ordered.

       Jack got up, his wrists still locked behind his back.  He stood before Brian and did present his rigid cock by pushing his hips out making his cock more available.  I was glad to see Jack was obeying the commands of any master I gave him to.  This was progress, and I loved it.

       After all that had gone on, the Viagra, or natural arousal was still working.  Jack’s cock was still magnificently rigid.  Brian pulled some type of apparatus from a box with one hand and with the other, grasped Jack’s cock.

       “Mark, I have a little surprise, a little something I bought for you to use on your slave.  It will stimulate his cock, even make him cum without you having to touch him.  Watch this.  Slave, if your move, I will whip your cock off your body!”

       Brain, holding Jacks erect cock with he left hand, started to install this electro stimulation device.   He pushed a long curved Chrome steel rod into the opening at the tip of Jack’s cock.  It was about ten or eleven inches long and soon was all the way in, nestled against the prostate.  Jack was obviously apprehensive about his cock being “sounded”.  Near the end of the steel rod was a steel circle just about size smaller than the circumference of the Jack’s cock head.  The rod was pushed in further until the steel circle was forced over the head of his cock.  The steel circle was now nestled in the groove just behind the head of Jack’s cock, holding the rod securely in the cock.  About one inch of the steel rod was still sticking out of Jack’s cock.  I could see where an electrode could be attached.

       Jack still remained still as Brian installed a metal ring about the top of his balls, and another around the base of the cock, much like a cock ring.  Each ring had an attachment point for an electrode.  Brian attached wires at the tip of the cock rod, and the ball ring and the cock ring.  These wires were attached to a hand held control box.  Brian started to push various buttons on the control box.  Little LED lights flashed, then suddenly it was like Jack was hit with lightning.  He jumped back and then his hips started moving.  There was a horrified look on his face as this machine took over his cock and sexual being.  Brian toned down the controls, but Jack was still being aroused.

       Brian looked at me and said, “You can leave this in for hours.  There is a timer feature that allows the machine to come on, randomly.  This means you can keep him in a high state of arousal for hours.  It can be locked on so it cannot be removed.  If you would like, I can make him cum, right now.”

       I love this, even the idea of this.  Hell, I could use it on myself.  I watched Jack.  He did not know whether to accept the arousal or be horrified.  I will use this every time I get a chance.

       Smiling, I looked at Brian, “No, keep him aroused, but no cum yet.  Yes, I want this.  Thank you very much.  On second thought, go ahead and see if you can make him cum, again.”  

       Jack, still bound, was made to lay on the floor, in his back, while Brian manipulated the device.  Soon, poor Jack was moving his hips like he was fucking a phantom lover.  His cock was huge and flailing about.  Soon Jack was writhing around on the floor, thrashing about as if some devil was in control of his cock.  Then, Jack stiffened, and groaning from deep in his chest, he had a climax.  For the second time today cum was rocketing from his cock, around the steel rod in his cock.  He was like a man possessed.  Brian turned the power off and let poor Jack relax.

       We all were quiet, fascinated by what we had just seen.  Brian spoke, “Geoffrey, get over here and lick Jack’s cock clean and lick up all the cum on the floor, and on Jack.”

       I sat back and stroked my cock, which was erect again.  This has been one Hell of an evening.  I must have Brian back again.  As I sat there, stroking my cock, Jack worked his way to a kneeing position.  On his own, he crawled over to me, his wrists still locked behind his back, knelt between my thighs and began sucking my cock.  Wow, this IS progress.