Kyle knew it was going to happen in a matter of seconds … he could just feel it … he closed his eyes and took a deep breath, because in just a very short moment … he would be actually taking his first fist.

Earlier that evening when he entered the Play Room, Kyle thought to himself … tonight is the night!  Approaching the platform, kicking off his shoes, pulling off his shirt and dropping his pants, getting on to the brightly lit area, being only slightly aware of the others in the room, completely focused on only what he wanted.

The play area, being a huge contradiction from the rest of the dimly-lit basement full of second-hand furniture and a make-shift bar; located in the center of the back wall with two spotlights washing the area with bright illumination against the black backdrop curtain, the dark padded surface covered with towels, all sorts of things spread out around the perimeter of the large surface, a place where all sorts of things happened.

Kyle, wearing only a bright-red jockstrap, the thick waistband firmly wrapped around his body, the pouch well-filled with his good-sized cock and balls, the two smaller ass-straps, snugly gripping the backs of his legs right at the crease of his ass-cheeks, his garment stretching the slightest bit and staying completely molded to his body as he got to his hands and knees and crawled into position, his small, nicely rounded ass raised up in the air, cheeks spread apart, exposing his small, and tightly closed puckered hole, appearing to be begging to be opened up for that very first time.

Rory had been working Kyle’s ass for the better part of the last ten minutes … putting quite the effort into the slow and almost arduous task of getting him to open up … using an incredible amount of the slickest, slipperiest solution imaginable … pouring generous portions of the stuff from the huge plastic bottle on to his already extremely slick hand … then gradually working it deeper into Kyle’s never-been-close-to-even-being-fisted hole … the slippery, stringy substance completely coating his ass, oozing out of his finger-filled hole and leaking down his thighs … the pouch and ass-straps of his jockstrap sopping wet with the stuff … making his garment glued to his body, while Rory continued attempt to push his hand into the extremely resistant, virginal asshole.

Kyle was now completely caught up in the scene, oblivious to his surroundings, only feeling Rory pushing his hand harder, then harder still, and twisting it side to side, all four fingers now being sunk in well past the knuckles, Kyle wondering if he had started with the thumb yet … his body rocking back and forth to the almost incessant pushing and twisting movement against his extremely reluctant opening.

Rory slipped out his hand and added more lube, shifting himself to a more straight-forward position, this time working the tips of all five fingers into Kyle’s unbelievably slick, slightly gaping opening, slowly sliding them in as far as they would go until the resistance allowed no more progress, again, twisting side to side, and continuing to push harder and then harder still, Kyle letting out long moans to every hard push of Rory’s hand, feeling himself being stretched out a little more each and every time, sensing the sharp knuckles rubbing against the outer edge of his now beginning to be very over-stretched rim, breathing heavy, sensing the stretching of his asshole morphing into another feeling altogether … one of a smoldering, burning, red-hot feeling … the indescribable pleasure now beginning to be mixed with the sharper pangs of pain … then thinking he was going to be totally torn apart as he got stretched out a more than a little more … and then beyond all comprehension as Rory finally went for it.

Rory giving one long hard push, watching Kyle’s asshole finally opening up right around his slick hand and then completely swallowing it as it slid all the way in, Kyle’s body reacting to the massive penetration, bucking backward, while letting out the longest, loudest moan imaginable, not stopping as Rory pulled his hand back out, Kyle’s ass-ring pursing unbelievably outward, severely distorted by the sheer width of the hand, Kyle chanting “oh fuck … oh man … oh fuck …” over and over again and again, immediately getting back to his hands and knees, this time, bracing himself as Rory pushed his hand back in for the second time, Kyle again bucking at the penetration, attempting to keep the hand inside of him, Rory, pulling out, then pushing his hand in yet again, holding it for a longer length of time before pulling it back out, then pushing it right back in, Kyle’s body rocking back and forth as Rory worked his hand in and out of Kyle’s newly popped asshole, Kyle moaning out loud the entire time, barely able to hold himself steady as Rory continued to fuck his ass with his hand, Kyle uncontrollably wriggling and squirming and bucking to the pace of the action until Rory finally stopped to take a break.

Barely able to catch his breath, Kyle was again feeling Rory’s fingers being pushed back into his gaping hole, Kyle getting himself ready, going down on his forearms and raising his ass high in the air and beginning to moan loudly as Rory closed his hand and pressed his knuckles against the now partially open and extremely slick hole, gently rocking his hand, twisting it back and forth, pressing harder and harder against the much, much smaller and very resistant opening, working on forcing it into the freshly opened hole, pushing his fist harder and harder against the extremely small and very tight orifice in an almost desperate attempt to get it in.

Kyle’s thighs were quivering and his body was swaying side to side as he tried to hold himself steady, feeling an incredible stretching sensation when Rory started to slowly push his completely balled-up hand right into the very center of his extremely lube-slickened, well-stretched out asshole, Kyle moaning louder than ever, thinking his asshole was now going to be completely destroyed when the full fist started slowly moving, slowly sliding in, then quickly slipping right inside with a visible pop, his body jerking to the massive penetration, at the beginning, moaning “oh fuck … oh fuck … oh fuck …”, followed by “OH FuuuuccccckkkkK!!! …”, when it actually happened, pulling in heaving breaths while Rory’s fist remained firmly planted inside, Kyle again, squirming against the fist, almost not believing what was inside of him, feeling every bit of the balled-up hand filling him up like nothing he ever felt before, Rory not backing off in the least, keeping it inside, then slowly moving back and forth, Kyle finding his body rocking to the rhythm of Rory’s fist pumping back and forth inside of him … harder and faster … pumping … pumping … pumping … Kyle thinking he was going to explode from the intense sensation, only caught short by Rory pulling his fist out, giving Kyle another short break.

Soon Kyle felt Rory’s fingers again probing his asshole … followed by a second set of fingers … when Justin decided to get into the action … Kyle’s ass-ring being slowly spread open more and more by the fingers of the two hands, both of them taking turns, alternately sliding their fingers, then their hands, in and out of his extremely slick and newly-opened hole, occasionally hooking the tight edges of his ass-ring with their fingers and pulling at it, in an effort to expand him more than he already was.

Justin nodded and Rory slid into position in front of Kyle, grasping his shoulders and holding him steady while Justin completely drove his hand all the way into Kyle’s behind in a fast hard motion, his slippery, open bottom taking Justin’s hand with relative ease, then easier still as Justin began to slip his hand in and out of Kyle’s opening … then followed by his fist … the wet slurping sounds changing to soft squelching popping noises … Kyle’s moaning replaced by grunting …hammering at him until it was clear that Kyle could not take it any longer, pulling his full fist out, leaving an exhausted Kyle on the platform, sweat-drenched and breathless … his ass still raised in the air, completely lube-covered, shiny-slick … the massively gaping opening, his newly christened asshole … now well beyond the first stage of being broken in, and clearly showing the effects of the aftermath of the evening.

Kyle had definitely gotten much, much more than he ever expected.  He could barely move … much less get himself up off from the platform … or even consider putting his clothes back on … his freshly-fisted asshole feeling every bit of the session … deep inside … pulsing … throbbing … his asshole … a ring of fire … sensing himself being assisted to his feet by Rory and Justin … only because the platform was needed for the next person to be fisted … and that person was impatiently waiting … especially after watching the truly amazing performance … probably totally unaware that it was Kyle’s very first fist … being lead across the room to a vacant couch … thinking to himself that he needed to lie down for a little while … because at this point of time … he quite sure … that sitting … was definitely … not going to be an option.

Made me cum. Loved it

K+