Sail Away

By Sanibel Boys

Published on Jan 25, 2023

Gay

This story is (C)Copyright 2005, by TM. All World Wide Rights Reserved. This story may not be sold or made part of any collection without prior written permission.

Chapter Thirty Two

I did everything I could, to be able to get in a good nights sleep. However, no matter what I did or didn't do; sleep seemed to evade me for most of the night. I even tried to get into my 'private space', but that too, seemed to elude me.

I couldn't get over the fact that Jordan and I were forbidden to even touch one another; yet they (our Masters), seemed to expect us to forge a bond between the two of us. It was this thought, which perhaps kept me from entering my space.

I couldn't help but to think what Master Doc and Jordan were doing while out of the cottage. Jordan hadn't said a single word since we were left alone, and I wasn't going to press him for answers.

I still was quite perplexed at the earlier sensations that I had experienced when my uncle was finger fucking my tunnel. I never heard any of my friends mention such a thing, not even Alan. I couldn't even imagine that such a great sense of sexual gratification could be accomplished by simply inserting one or two fingers and rubbing them over that 'hard spot'. Now, no matter what I held myself up to be; I could go for those feelings just about all day long. I had to face the fact that with my thing in a cage and pierced all to hell; that it would take a tremendous amount of will power to enjoy event he simplest of masturbations.

I was however, able to concentrate for a time; thinking about my mom and dad. I even felt a small bit of sadness not having my dad around. I said a short prayer, hoping that from heaven above that my folks would and could, rectify any and all of their differences; if not for me, at least for themselves.

I finally feel to sleep, as my tunnel slowed down on its rampant pulsing, squeezing and acting as if it wanted to suck my butt plug all the way inside my body. I felt relieved to a certain degree that at least my asshole was accepting all of these radical changes.

In the morning, on our first full day at the plantation and with our new Masters; the lights in the cottage seemed to be so much brighter than last night; not to mention the harsh, crisp voice of the butler ordering the two of us off of the beds and into the cleaning room. From the tirade of words used by the butler, I could only expect some form of punishment later on; as we were supposed to be up the second that the lights came on, which was more than thirty minutes earlier. I hadn't much sleep, but the sleep I did receive was deep and without dreams; which sort of made me think of all the free days I had to sleep in late and start my own day after lunch. I guess things will never be the same, ever again.

I watched closely, as Jordan ran the bar of soap all up and down his own body. I hadn't noticed last night, but apparently Jordan had be given a good thrashing; as his butt was nothing more than red streaks and welts. As I, too, was soaping down, Jordan carefully leaned forward, placing his head on the tiled wall in front of him. He began to ease his butt plug out; right there in front of me. I don't know how I felt about seeing that, but I can tell you that his tunnel entrance sure as hell must look a lot worse than mine. His asshole looked, to me, as if it had some how formed 'lips', which seemed to be puffed out all the way around his tunnel. I could see, what looked like red flesh going all the way around the entire entry way. Pangs of sadness, and jolts of fright, fought to take control of my emotions. Sadness for Jordan, and the fright over, whether or not my own tunnel was doomed to take on that same identical shape and vision.

Thankfully the butler had left the two of us alone, to tend to our morning rituals. I finally broke the silence by asking Jordan what he did last night, and his answer not only surprised me, but it seemed to be vague and evasive, not to mention cruel. "Well, what the fuck do you think happened to me last night? Jesus Christ you're such a dumb ass. Don't you know anything about what slaves are really used for? Haven't you learned the first fucking thing yet? Damn it! You can't be so stupid or can you? You can see that my ass got whipped! You've been eyeballing my fuckhole so much that you ought to put your own fucking mouth up there and make me feel better! God Almighty slave, can't you ever understand? Will you ever fucking learn?"

I was almost to tears; as I continued to listen to Jordan belittle me. I had to think quickly and there was nothing I could come up with to even answer his questions; if, in fact, he wanted me to answer them.

I broke into a steady sob, as I continued to wash my own body; not bothering now to look Jordan's way. I followed Jordan's lead, as he withdrew the enema plug from the wall and began to purge his body of ass slime and anything else that just might still be up there. I was still on my second filling of water, while Jordan was just beginning his fourth filling. I had never experienced filling my own tunnel and squatting over the open drain in the center of the shower area. At least with only Jordan there, I didn't feel too embarrassed. Yet on the other hand, I don't even know why I should be ashamed of anything; as Jordan has seen and done all of these things to me from day one. I kept that though in my head, as I allowed more water to venture further up my insides than the first one. I waited until the discomfort was well beyond what I'd normally expect; before squatting over the drain. I finally managed to allow the water to flow faster and deeper, as my innards became void. Jordan was rinsing his lower body, while I was evacuating my last bit of water and slime. "I think that you're clean inside now slave. Now get to rinsing off your lower half. I'm sure that our morning meal will be here any time and you don't want to be caught still cleaning out."

I hastily replaced the enema plug back on the wall bracket. "Did you forget something?" Jordan asked me. I looked at him with an expressionless face. "You forgot to clean your enema plug, you dumb fuck. You can save time, the next time, if you suck it clean while you are dumping your last load down the drain. Now get over there and suck that fucking thing spotless, or we'll both be in big fucking trouble."

"What do you mean, 'the both of us'; if I'm the one who forgot to clean the plug?" I asked in a rude tone.

"Listen, John Henry, in case you fucking forgot what you learned last night, if either one of us fucks up; then the both of us will be punished. If we both fuck up like being late out of bedâ^À¦ well we will both get a double dose of punishment. It's just that fucking simple, you dumb cocksucker." Jordan said to me, as if I was an elementary school brat or something.

"Don't call me a cocksucker, you fucking asshole! I was forced to suck cock and dick. I don't drop to my knees every time I see a naked dick, like you do. I'm not the gay guy here, in case you've forgotten." I managed to say to Jordan in a tone of voice which easily announced my displeasure at him calling me a cocksucker.

Jordan seemed to ignore my last rhetorical statement, as he got down on the floor, on his back; and raising his legs with bent knees, guided his butt plug ever so steadily back into his own body.

"Well hurry the fuck up, unless you want to get an instructional punishment!"

Jesus, what was I supposed to do? Jordan and everyone else now expect me to stuff this fucking huge plug back inside my own body. I knew how painful it was going in the first time, and I wasnâ^À^Ùt looking forward to causing myself anymore pain than I had too. I wasnâ^À^Ùt' about to do it, no sir, not me.

It wasn't but a second and Jordan had me crashing to the floor, after he'd swept his leg against my two. I had all I could do, just to keep from hitting my head on the tile floor. "Now fucking get that thing up your tunnel before I do it for you!" Jordan yelled at me at the top of his voice.

I was in a near state of shock and disbelief, knowing that Jordan treated me so cruel; almost as if he were a master himself. Leaning his face directly over mine he quietly said to me, "Now slave, listen to me and listen well. We are going to get more instructional punishment now that I've come in contact with you, so just fucking get on with it. It is just you and me here, and I'll talk you through it if you begin to pain yourself."

Jordan moved away, reaching for my black plug; which he placed into my right hand. "Now raise your legs like youâ^À^Ùre a girl about to get fucked. Bend your knees more and try to get them right up next to your ears. Now then, put the tip of your plug against your pucker and slowly push it in."

I followed Jordan's words to the letter and I finally succumbed to getting about an inch of the plug inside my tunnel, before I began to feel the discomfort. "Keep pushing slowly, and take deep breaths. That way when you exhale, you can add a little more pressure on the plug and it will go in easier. It's going to hurt no matter how slow you do it, but if you push in while you exhale it will be a bit better for you. At least you are doing it yourself, and not having it just rammed in like a car hitting a fucking wall."

Jordan's words seemed to make sense, not to mention that they appeared to be working; at least for the time being. "Now take a minute to wiggle the plug around. It looks like you have about three inches inside you and you have about three more to go, but the last three inches look like they are really going to open your tunnel up real nice and pretty. Just concentrate on the last three inches and then your muscles will close up quick around the small part just beyond the fattest part.

I was doing everything Jordan was telling me to do, and I even kept my eyes open long enough to see Jordan staring directly at me. I felt a rush of warmth wrap around my entire self, as his eyes reminded me of a little puppy.

As I was wiggling the plug around, I unknowingly bumped the 'hard spot' which instantly alerted all of my senses from last night. I didn't want to stop, even though by now I'd closed my eyes and tried to concentrate on the task at hand.

Everything seemed to be melting away, even the pain from my own torment of installing the plug. I could no longer listen to Jordan's instructions and at the same time still experience the sexual rush in my tunnel.

Before I knew it, the plug was planted firmly in my tunnel, my thing was straining in the confines of the cock cage and Jordan was once again leaning over me with his deep blue puppy eyes; this time he wasn't bestowing negative comments upon me, but the complete opposite as he sang praises of congratulatory efforts. And, I knew that the entire exercise was not going to be a lost cause, as my body once more began to settle down from the experience.

We both quickly crawled, now, towards the center of the cottage thinking that our meal would soon be arriving. Both of us took up the proper position, just in case we were wrong; making our plug tunnels two of the first things anyone would see just as soon as they entered the room.

Not to be saying that we were correct in our assumptions, but indeed our meal arrived shortly afterward. I was surprised, if not Jordan too, that our meal was once again brought down to us by the housekeeper. As we ate the mush, she stood somewhere in front of us; probably admiring two things that she would never be able to have.

Our Masters arrived just as we were finishing up licking our breakfast bowls; and the housekeeper quickly picked up the empty dishes and exited the cottage.

"It appears that the two slaves have already amassed a most severe amount of instructional punishments for this evening," my uncle calmed stated. "I should hope that their first day wouldn't be marred by such arrogant disregard for our rules, but be that as it may they shall both feel the sting of the whip tonight; which perhaps will entrench in their tiny minds that we are quite serious about having rules, regulations and timetables.

Neither of us had had time to clean our faces yet, which must have looked rather funny to the Masters, as for once they allowed Jordan to lick and suck my face clean and then I cleaned his face. I loved being able to look into his eyes, just knowing that no matter how mean he sounded toward me, that he really does care about me; at least to the point that he wants me to become a great slave to my Master, if not a great friend to him or even his boyfriend. Gee, did I just say boyfriend? Now that's a sick thought for sure.

I knew ever since I had met Jordan that he had so much experience when it came to slaves and especially gay slaves; but our Masters seemed to be speaking to the two of us as if we were both newly enslaved, not just to me.

I was able to absorb every word, sentence or fragment thereof, from the Masters. I was even finding it easier to process and understand what they were saying, why they were saying it and for what purpose they were saying it.

Before I knew it, Master Doc was speaking directly to Jordan; "Have you had your manseed yet slave?"

"Master, no Master," Jordan responded

"Do you want, need and desire your daily manseed slave?"

"Master, yes Master" came the reply from Jordan; as I listened and stored each and every word and especially the way in which he responded.

"Well then slave, as your Master I don't want you to be neglected with something of such importance." Master Doc said with what I took to be a whimsical response. "Assume the proper position for some manseed slave."

Out of the corner of my down turned eyes, I could see Jordan rise up to a kneeling erect posture with his hands clasped behind his back.

That was the first time that I'd heard Jordan carry on a 'conversation' with a Master, which in its own special way seemed very formal and proper.

Before I knew what was happening, my Master was standing over me, asking me the exact same questions. For whatever reason; perhaps to please my Master or to show Jordan that I was learning my responsibilities, I answered the questions in the same manner and with the same affirmation as Jordan did.

I heard Master Doc, activate his cellphone/walkie talkie and inquire as to the availability of two of the plantation workers. The reply came back to him that the two in question were available for the next hour; at which Master Doc summoned them to the cottage.

In no time, the door opened up and I saw two pairs of denim covered legs enter the cottage. "Glad that you got here so promptly," my Master said as the door closed behind the two men.

"Indeed, promptness is a trait so few free men are capable of displaying," said Master Doc.

Apparently nothing needed to be said, as I saw the four dirt covered boots being shucked off, followed by their socks. Two black feet and two white feet were now bouncing on and off the floor as the men began to remove their denims, followed by white undies and lastly their tee shirts.

"I would suggest, that the more endowed cock be used by the 'boy', as I feel that he needs a lot more exercise," said my Master.

I could see Master step aside and the two white legs approach my body, as the black man stood in front of Jordan.

The man in front of me began to swing his manstick over the top of my lowered head, but was quickly reminded that he only had sixty minutes to make use of my novice mouth.

The man proceeded to place his hand under my chin and raise my head, apparently startled by the large septum ring in my nose. He said nothing more than a cursory, "that's fucking hot sir" before he placed his cock at the entrance to my mouth.

I raised my head slightly, allowing my nose ring to back away from the mans cock, before I leaned in just a tad; which allowed the ring to rest further back on his semi hard manpole. The first one or two inches of his cock seemed to ease right in; although the width of the damn thing was nothing less than unbelievable. I had all I could do to accommodate the diameter of his cock.

I wasn't able to even think about glancing over to see how Jordan was doing, but from the sounds the black man was making Jordan was already 'hard at work' (no pun intended).

I moved my tongue as rapidly as I could on the under side of the man's shaft, while at the same time sucking more of it into my mouth. Once I'd gotten the tip of his cock over my tongue piercing the rest seemed easy enough to do; up until I had to start taking the dick into my throat passageway.

I tried to remember everything that I'd learned about 'face fucking' and it all seemed to come back to me all in one burst. My breathing was controlled, my nose wasnâ^À^Ùt exuding snot all down my mouth and I wasn't gagging as much as I had in the past.

What I feared the most, happened. The man had placed his hands behind my head, and now he controlled the situation, not me. He began to thrust his hips back and forth as he held my head firm. He was relentless in his attempts to make me error. I, on the other hand, had a point to make and I succeeded in only making three or four gag reflexations which apparently everyone in the room expected me to make.

It was now a game, a race, to see which of us would win. Would he be able to shame me, in front of my uncle; or could I successfully accept everything he was dishing out. I knew for a fact, just by the feelings in my throat, that his cock was agitating the lining. I also knew that my jaws were rapidly failing to maintain their control of the amount of pressure I could apply to his shaft. The man surely wasn't a novice a getting a fucking blowjob; however, I think that my tongue piercing added a great deal of sexual prowess to his constant thrusts.

An ear splitting scream erupted from the man, as string after string of hot, acrid tasting sperm erupted from his cock slit. I swallowed it all, but not easily. At least that part of the lesson is one that I had the pleasure of my own personal victory.

Shortly afterwards, the black man who was face fucking Jordan unloaded a tremendous amount of manseed into my friends mouth; after which he made what I thought was a rather racist remark, by saying: "nothing better than to fuck a white boy and to show him who really is the boss. I can't wait to get a chance to fuck his lily white slave ass."

As the two men were dressing, Master Doc placed yet another call requesting two more men be sent down to the cottage.

The next two seemed to be younger; at least mine was, as I could tell by his youthful man scent, and the minimal amount of pubic hair he was displaying.

Four more pairs of manmeat were sucked by Jordan and me, before we were given the pleasure of copulating our Masters cocks. My uncles' cock smelled so nice, as did his personal body scent. Only his manseed could have outdone that scent, which it did. It seemed to me that he must be the kind of man who could manufacture all the seed he needed, anytime he needed it. It tasted like nothing I had ever tasted. It was a treat for me to taste something as nice as that from a Master. For some strange reason, I had hoped for more of it to fill my mouth but the strings of seed slowed to droplets and soon it was over.

It was only while I was sucking my Masters' cock, that my tunnel began to palpitate against the huge butt plug; which in turn sent wave after wave of sexual excitement coursing through my body and mind.

I hadn't noticed, but apparently Jordan was also in the heated passion of enjoying Master Docs' big dick. I guess, just from what Jordan had told me long before today; that he had sucked more dicks than there are Log Cabin Republicans.

After our Masters had tucked their own cocks back into their shorts, that we both were led outside, on leashes.

The brilliant sunlight caused me to blink and it took a couple of minutes for my eyes to make the adjustment. By the way the sun was in the sky, I could guess that we'd been on our knees sucking cock for about three hours or maybe more.

We followed our Masters, as they thankfully led us around on the grass and not the stone walkway. The sun felt so good, yet not as hot as it did down at the school. The air even smelled fresh, being full of yet more blossoming shrubs.

By the sounds coming from in front of us, the Masters must be leading us towards a group of people. I could only hope that they were the same men whose cocks we had previously sucked.

"Thank you men for your help in training my new 'boy," my Master said with a confidence befitting his title. "Since it is almost your meal time, we want to be able to leave the two new slaves here, with you to enjoy some more; if you have the desire to use their mouths, but not their tunnel openings. I only ask that you toss them a few scraps of your food from time to time so that they can remain healthy."

Master Doc followed up by saying, "And since this slave (gesturing to Jordan) has had minimal experience in urinal training; if any of you have the need to use his mouth hole for your piss, please feel free to avail yourselves of his eager and willing mouth. As for the other slave, if you feel the need, or see the need, you have our permission to bath his body in your piss, but not his mouth. Perhaps soon, the 'boy' will beg for your urine, just like a proper whore slave should."

It must have been the words 'whore slave' that got the group of men laughing; as our Masters took our leashes and tied the free ends to a couple of steel rods which were buried deep in the ground.

"Enjoy your lunch break, gentlemen. One of us will be back in an hour to collect the 'boy' and his fellow slave," said my uncle; as both Masters turned and let us kneeling on our hands and knees in the midst of what must have been two dozen sets of denim covered legs.

if you would like to read other stories by the SanibelBoys go to http://groups.yahoo.com/group/SanibelBoys Just be sure that your profile shows your 'adult' age ,no exceptions, thanks, marcus, trey and billy

Next: Chapter 33


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