The Island Estate Part 5 Conclusion

Author: ianlt
Title: The Island Estate Part 5 Conclusion
Date: 13 September 2015

THE ISLAND ESTATE PART 5

Saturday night is like Friday night in that the Boss joins us in the big dungeon bed after the kids are in their rooms. On Saturday nights though, Todd and I are naked except for the ever present chastity device, an inserted giant dildo in the shape of the Boss’ huge fully erect cock, and a thick rubber hood with no eyes, but there is a mouth opening with a removable plug gag. I climb into the very thick double rubber vac rack and spread my arms and legs into a broad “spread Eagled” position with my head through the neck hole. Once I am in position Todd climbs into the other side of the vac rack and gets his hooded head through his neck hole.. He spreads his arms such that his grasps my forearm, and his foot brushes against my shin. He is a lot shorter than I am afterall. Then the Boss turns on the vacum, one in each corner, and all the air is sucked out, essentially immobilizing us in a springy comfort. The vacum is extremely quiet and can measure the pressure and turn on only when the pressure drops a fraction. The Boss then climbs on the bed in the diamond shape between us. He doesn’t need a whole lot of sleep actually, so even though both Todd and I are very comfortable and able to sleep quite easily, we are frequently awakened by the Boss’s hands exploring our bodies, or our entrapped balls are whalloped, and frequently the the gag of the hood is removed and replaced by the Boss’s eager tongue or beautiful pumping cock. At times he will straddle both of us, his tongue in one of our mouths and his cock in the other. In between these desirable and anticipated aggressive assaults, he replaces the gag, and curls up between us, making sure he is nestled between and on both of us. We all seem, in spite of the sleep interruptions, to always manage to wake up Sunday mornings with enormous energy.

Sunday mornings, after a sports drink and brushing our teeth, it is the regular time for the Boss to fuck us. This does require some prep work. The large fuck bench is pulled out to the middle of the room. It has a very narrow padded board for a chest to rest on, padded rests for the knees, multiple belts, and place to tie rope off.
Our chastity devices are removed, just about the only time that we both are free of the devices at the same time. A thin rope is tied to our PA rings. A thick heavy “Bishop’s” muzzle is placed on our heads. This muzzle has a wide opening for each of our mouths and has several D rings on the straps.
Todd then climbs onto the bench, resting his chin on the bench with his head facing forward. A steel “Humbler” traps Todd’s balls pulling them down and behind to be exposed behind his bent legs. The Boss had already attached nipple clamps to Todd’s nips, with the cord between them, The center of this cord, which now had been tied to the thin rope of the PA ring which keeps Todd’s cock stretched tight against his belly button. The rope is taut, so even the slightest wiggle causes a strong pull. Using the belts of the bench, I strap Todd to the bench, two belts around the lower legs, two around the thighs, even one around each foot keeping the feet tightly flexed. There are 2 belts around the pelvis, two around the waist and two around the chest. Then two belts, each diagonally from the waist to over each shoulder. Todd clasps his forearms wrist to opposite elbow under the bench, and I buckle a wide leather binder to the forearms, and tie that off to the bottom of the bench. The elbows are then tied with rope between each of them.
Then using cord, I lace each toe to a eyebold below the foot pad. I tie Todd’s thumbs to each of the tit clamps, and finally lace each of the “D” rings of the muzzle to the bench, and also to the belts on Todd’s back, so his head is pulled up and facing straight forward.. Finally I snap the blindfold onto the muzzle.

First the Muzzle’s blindfold is snapped on me. Tit clamps are then placed on me, and, like Todd a cord on my PA. My wrists are tied together behind my back, a hammerlock position, in such a way that they are actually higher on my back than my elbows. A “Humbler” is also placed on my balls, forcing me to bend over. I am moved over to the fuck bench and straddle it. Such that my pelvis is lying atop Todd’s. Our balls, our asses, and all in a straight line now. The rope on my PA is pulled up and tied to one of the “D” rings on Todd’s muzzle, so, like Todd, my cock is lying against my belly button. As opposed to kneeling on the bench, my legs straddle the bench and I’m lying on Todd’s back. My chin rests on the top of Todd’s muzzle.
The Boss ties my tit clamps under the bench, crossing the cord over to Todd’s opposite thumb. Then using essentially the same belt arrangement that I used on Todd, I am belted to Todd and to the bench. Even including the plate my feet are standing on. The toes are tied off to the eyebolt on the foot plate. Finally rope is used to tie the “D” rings of my muzzle to the bench and the top “D” ring is tied off to my straining hammerlocked wrists.
Nothing is loose, everything quite tight. The Boss checks the tightness by taking a flogger to my back, and a paddle to our asses, and to our shining tightly trapped balls. There is just enough movement to yank on the tit clamps, but not even a hint of anything more noticable.
The bench also has an electric motor which can raise or lower the front and/or the back legs of the bench, so the Boss can adjust the height of our asses or mouths to his desired height. The Boss is skilled in cum control, and partial orgasm. So he plays with us for well over an hour, brutally and gently fucking or asses and our mouths, one or the other, alternating between the four potential openings he has at his disposal. He also has no qualms about short breaks to flog my back, or paddle our asses, or pound on our balls. But eventually he decides to cum. I have no idea how he does it, but he has a partial orgasm in each of our mouths and asses, essentially one masssive orgasm divided into 4 wild and hugely physical response.
The Boss then uses the bathroom to clean up and then drink a cup of coffe while we lie there. After a period of his savoring our tied up bodies, he unties my wrists and unstraps my arms, and removes the belts holding my chest. He slaps us both on the butt, says, “Don’t be late for Sunday brunch, I’m sure the chef has outdone herself” and leaves. And carefully, with a whole lot of struggle I manage to get myself free. However, you can imagine that once I am free, it is only fair that I take a bit of time, even at the risk of being late for breakfast, to obtain revenge for the week of Todd’s sadistic evenings and nights, before Todd gets untied. I mean, I don’t ususally fuck, or get sucked off, but there Todd is, in that vulnerable position, and we are clearly both wildly horney from our last couple hours. And Sunday, after all, by the Boss’s rule, is the only time in the week that we are allowed to engage in sexual intercourse with each other. So a mix of flogging, and paddling the balls and ass until back and ass are even more bright red, and then thrusting my cock in the opened mouth. It wasn’t as if I had to force Todd’s mouth open for my cock afterall. Finally I came behind Todd and slowly and then with increasing passionate violence, I came in his ass. Good thing the dungeon is underground and soundproof.

Todd and I were only a bit late for a huge scumptous brunch buffet in the house. Only a couple knowing looks, even from the kids, were mocking us and knowingly they all knew what we had been doing. Well, the vanilla version of knowing that for all but the Boss and the Trainer.
Sunday is a day set aside for fun and relaxation, so everyone, including the engineer, relaxed in the warm sunshine, played tennis and swam in the pool. By late to midafternoon the peacefulness of the island had many of us napping, and contented. But a bittersweet wistfulness was an undercurrent, for in an hour or so, it would be time to pack up, head to the boat and leave until next time. I guess it would be even more sad except everyone, well not the engineer, but including the arborists, knew that they had a guarantee to come back soon.
Todd and I start with a couple trips of stuff to take down to the boat. Meanwhile the kids and their Mom, as a final bonus to the kids, ride their mountain bikes down the road as fast as they can first to the dock, and then twice around the island’s circle road. I bring the arborists and the enginner down to the boat and Todd brings the Trainer and the Boss down. This gives the Boss time to suggest to Todd my surprises for the week’s nights, and the trainer gets to add his bright ideas to the mix.
Who knows what the boat’s crew had been doing all weekend, but they were ready to load the gear, assist everyone on board and cast off. We all did the nostalgic waving till the boat went around the corner. It would have been sad, except, Todd and I had one more activity for the day, and this was something we had been eagerly awaiting. Remember Sunday is the only day we are allowed penetrative sexual intercourse, I had had my sexual intercourse in the morning, and now it was Todd’s turn.

So, we eagerly drove back up to the house as soon as the boat pushed off. We both knew that the Boss knew exactly what was on our minds and was laughing at and with us. We got down to the dungeon, casting our clothes aside as we moved.
I put on thick black leather chaps, and tall black polished and laced Wesco leather boots. My cock and balls hang free in a triangle of bare skin outlined by the chaps. Meanwhile, Todd gears up in his short sleeved black leather police uniform, with police shirt and tie, black breeches all with white pinstripping. The gear is tight, against his ripped muscles, accentuating his strength. Knee high mirror like black Dehner boots, aviator glasses, Sam Brown belt, with handcuffs, coiled whip, flogger, and police baton are in their respective places on the belt. Todd is the epitome of macho aggression and my cock responds as one would expect.
I lie down on my back in the narrow backed sling. Todd’s handcuffs are placed on my wrists under the sling. My legs are raised up against the sling’s chains. Red rope lace my legs to the chain from ankles to groin. The rope is tightly tied around my waist and chest both above and below my nips. The sling is very narrow, so this rope is needed for stability. Then Todd climbs under the sling, and tightly ties the rope around my elbows, pulling them together and tying them off, and lacing my forearms to each other down to the handcuffs. My shoulders are rotated far back, stretching my chest tightly forward. A large ring gag is placed in my mouth and buckled tight.
Todd runs his hands over my chest and abdomen, He reaches down and kisses my gag and strokes my hair. He then applies tit clamps with decent teeth, and ties the chain of the clamps to a cord looped through a ceiling pulley overhead. The other end of the cord is tied to my PA, so both cock and nips are pulled up toward the ceiling. A loop of cord is tied around each of my balls. Then those two cords are also tied to the ceiling, but off to the side and closer to my feet, essentially forming a triangle between each ball, and my cock, but all up toward the ceiling.
Todd then light several large candles, letting the wax begin to melt. With a candle in each hand he pours the hot wax over my nips, and over my balls, and over my cock. As soon as the liquid is poured off, he puts that candle down and picks up another one to keep pouring. I can squirm, and moan all I want, but Todd is relentless. It actually doesn’t take all that long for the newly poured wax to no longer hurt since there are already so many layers of wax on my cock and balls, and nips.
When Todd is through with the wax, he can remove the cords from the ceiling from the balls, since the cock and balls and the tit clamps are, all of them sticking straight up away from my torso.
Todd uses the slings pulley system to lower the head of the sling. He stands above my head and I lean back as his fully engorged cock is rammed into my mouth which I eagerly greet. The ring gag is necessary though, since Todd then takes his flogger and begins to beat the wax off my cock and balls. I would be screaming if his cock wasn’t chocking my throat, and I’d involuntarily be biting his cock if it wasn’t for the ring gag.
Once the wax is off my cock and balls, he re-suspends the cords to the ceiling. Todd re-levels the sling and continues his fucking into my ass. All the while he is flogging the wax off my chest sending the tightly applied clamps and all the wax flying. He enjoys a ruthless fuck, pounding away, the full length of his giant cock, my pain is transformed into wild pleasure as I buck in pain and pleasure. Eventually he cums, and cums, and cums.
Once he cums, he places a open mouth hood on my head and straps it down to the sling. He places a large dildo plug gag through the ring gag, filling my mouth. He places ear protectors over my ears and leaves me. I know from experience he is resting, and also thoughtfully picking up our abandoned clothes and cleaning up the playroom. Also have no idea when round two will start. I can only lie there waiting for what I know will come.

A sharp excruciating sting across my chest from the left side will announce round two. I know it will come but still after zoning out in bondage bliss, it is always beyond description. I will scream as well as one can with a huge didldo stuffed down your throat, and I will buck in the sling, so that it will jerk and thrash. Which of course will cause the tied off balls and cock to nearly get ripped off my body.
Todd will have taken the single tail whip from his belt and applied it with full vigor. 9 more stripes will be laid from the left, and when I look later, they will show that they are perfectly spaced apart, and all at the same angle. And then after a moment 10 stripes will be laid from the right, also perfectly placed, even with my thrashing.

After a short spell, I know that I will feel the nip clamps being reapplied, this time with greater force. And they will again be tied off to the ceiling. Then I will feel a second full coating of the hot wax being poured onto my cock, balls, and nips, once again coated deeply in wax. The hot wax will hurt a great deal more after the previous application and flogging, and especially more after the striping from the whip. And then again the sling will be repositioned, the dildo gag removed and the mouth flogging and face fucking will be repeated, more painful and yet more wonderful than the first time. The finale will be a final mix of pain and bliss as the dildo is stuffed even deeper in my mouth, and the cord to the ceiling from my cock and balls is tied even tighter, and the chest flogging is more painful even without the greater force applied by Todd on the flogger as he gloriously deeply, powerfully fucks me. So much, so hard, so long that I feel his cum being shot deeply inside me, my own balls will erupt and I will cum as well.
Then the week begins again……