Darren sucked at Kevin’s neck as he eased his cock into position. The tight teen pucker quivered as Darren rubbed his thick, purple cock head against it. Darren slowly circled his dick against the first timer’s hole, gently leaving a passion mark on the smooth skin.

Kevin felt the man’s weight pressing into him, he felt the coarse body hair against his skin. He felt Darren’s breathing and heart beat. In all honesty, Kevin lost some of his nervousness as Darren sucked at nibbled at his neck.

Kevin had almost forgotten what was about to happen to me as he simply felt the sensation of the close contact with another person. His eye’s opened wide as he felt the cock head against his ass.

Kevin concentrated on relaxing, as Darren pressed harder against his sphincter, Kevin remembered to push out....... Kevin bit hard into the pillow as an extreme pain shot through his body........

Darren felt the ass hole open, the kid was pushing out like he had been told. Darren moaned as his dick head popped inside, he felt the strength and tightness of the virgin ring snapped against the beginning of his shaft.

Kevin bit harder into the pillow, he fought against the pain, he thought the urge to scream as loud as he could. It felt as if his very body was being torn, tears blinded Kevin.

Darren had his own battle going on.... he fought the need to sink all the way into this pleasure hole at once, he fought against the rapid fucking his dick demanded. He fought to be gentle with the motionless teen under his body.

Kevin said a silent prayer that the pain would go away, he tried to remember to breath, he felt dizzy as he rode the waves of hurt he felt.............

Darren stayed still, licking and nuzzling the smooth neck of his punk in the making. Darren loved the way the kid’s clean skin tasted, he loved the way their two male bodies molded and fit. Most of all, he loved the feel of being inside the horse hung kid!

Kevin made himself breath real slow, the pain was getting close to tolerable. He wondered how much more dick was left, how much more pain? He could feel Darren’s nipples getting hard where they touched his back.

Darren knew the kid had adjusted somewhat, “You ready for some more, Kev? You okay, dude? Can you take some more yet? Can you talk?”

Kevin’s voice conveyed pain, but he said, “It hurts still, but I can take a little more maybe. You said it would stop hurting, right?”

Darren had done this same thing many, many times. He knew in most cases, the punk got used to it. He knew that some never did. Darren seldom cared, but ever so often, he wanted a punk to like it, he felt this way about Kevin.

Darren said, “You are one brave fucker! Dude, I’m fucking proud of you! You’re only 18, and you’re more of a man then a lot of older ones I’ve fucked! Most of them would be screaming their heads off now!”

Every word that Darren said was part of the game. He was playing on Kevin trying to be the so called man that could take it. Kevin, who had no street sense, didn’t even realize he was being played, he took a deep breath, and pushed out again!

Darren felt the tightness relax as Kevin pushed out, Darren took that opportunity to push in! Darren worked a couple more inches inside the kid before he felt the ass ring tighten again.

Kevin blinked away tears, he had to be brave! Kevin knew this was going to happen no matter what, he just wanted it done and over with! Kevin bit even harder into the pillow and pushed out as hard as he could! It felt as if his ass hole was tearing!

Darren had about 4 Ѕ more inches to go, he knew how the lid must be thinking, Darren took a chance and plunged all the way in while the ass ring was unlocked!

Red pain filled Kevin’s mind! His vision dimmed to black with flickers of light! He chewed at the pillow so he wouldn’t scream! He forgot to breath, he forgot to do anything!

Darren said, “Kev? Kev?”

Kevin heard the voice as if it was miles away, he focused. He made himself breath, he made himself stop biting the pillow. He forced himself to talk, “It’s okay, give me a few minutes, I can take it all, but I need to rest for a second, okay?”

Darren chuckled, “Hey! I know I’m not hung like you, man, but it is all the way in! This is all you get!”

Kevin felt his prayer had been answered, even if the pain was still real bad. It was fading some, he could know feel the man’s pubic hairs against his ass. There was another feeling too, he realized it was the man’s balls touching his own nuts.

Darren placed his mouth back on Kevin’s neck, and licked and nibbled. Darren knew for sure now that the kid could take a good fucking given time.

Kevin concentrated on the feel of Darren’s mouth against his neck, as the mouth nibbled at him, Kevin felt the pain lessen.

Darren’s instinct told him he could make this enjoyable for the kid he was actually raping. Darren had little school education, but he had more common sense that average. Darren’s gut told him there was a reason that this big dick teen hadn’t fucked half the girls he knew. Darren suspected that Kevin could be completely turned out.

Darren was a true player, he was full of game. In Darren’s world, the game had to be played. Darren moved his hands around the sides of Kevin’s chest. He lightly let his fingers trace Kevin’s rib cage. He said, “I’m impressed, Kev, grown men have screamed when I did this, and you didn’t even whimper!”

Kevin was so unaware he felt proud. The pain had faded to nothing, but if still felt strange to Kevin to have a dick inside his body. Kevin thought a few seconds, he decided if he could push out, he could tightened.

Kevin found the muscle and locked his ass ring as tight as he could around the invading cock!

Darren yelled out, “Oh shit! Oh, fuck, fuck......... Fuck............”

Kevin released the ass hold he had on Darren’s dick and asked hopefully, “Did you cum?”

Darren caught his breath, he was the one breathless now, he was able to say, “ No, what did you just do, dude?”

Kevin said, “I kind of squeezed instead of pushing out.”

Darren said knowledgeably, “I take it you wee trying to make me cum?”

Kevin nodded in silence. Darren didn’t react, it had felt good, it didn’t matter what the kid’s reasons were.

Darren shifted around and placed is mouth over the kid’s left ear, he begin to tongue fuck the cute fucker’s little ear. As his tongue fucked the ear, Darren slowly begin to pull his cock out, inch by inch, until just the head remained inside Kevin. Then, continuing the ear fuck he slowly slid back all the way to the hilt.

Kevin felt the tongue licking inside his ear, he felt the big dick moving inside his body, The tongue licked and moved and teased the virgin teen’s ear. Kevin had never felt anything this intense.

Darren’s tongue kept the magic up, his cock slowly moved, and now his hands went on the prowl. Darren worked his hands under the slim teen’s chest, his fingers searching for the over sized teen nips.
Kevin moaned as the man’s finger begin to massage his nipples. Kevin’s mind was overloaded by the sexual feeling he was having. Kevin had never imagined feeling like this. Then, he had never imagined his first sex would be in a jail with another man. Without even realizing what he was doing, Kevin attempted to move his butt towards the big cock inside him.

Darren felt the kid’s ass move towards him, the kid was liking it! It was Darren’s turn to be proud now, he’d only been up this kid’s ass 5 minutes and the kid was already a cock lover!

Darren broke away from the ear, and grabbed Kevin’s slim hips. He pulled Kevin upward, into the doggy position. “Get ready for a real fucking, buddy!”

Kevin felt the male strength as Darren’s strong hands grasp his hips, and shifted his body. He felt the pulsing of the hard maleness inside his body, the spear that connected the two of them. Kevin missed the weight and feel of the man’s body against his.

Darren reached for Kevin’s tit’s again. He was a little rougher, squeezing them, twisting them, he begin to fuck harder. Darren’s balls swayed and slapped against the kids bull nuts.

Kevin’s eyes glazed as the man begin to tug and twist his nipples. He felt his nipples get firm like when they were cold. The man was fucking harder now, the big cock was moving around inside him. He felt something slapping against his nuts, he realized it was the mans nuts banging into his.

Kevin moaned, “Harder!”, and squeezed the man’s cock with his ass. He let loose and squeezed again. Kevin moaned, grunted, and squeezed over and over again.

Darren heard the sex crazed kid’s demand for harder. Harder, what, Darren wondered. In answer, he squeezed the kid’s nipples harder and fucked harder. This made the kid go wild, he was clamping and releasing Darren’s dick with ass muscles that no one should be allowed to use.

The tables had turned, now Darren was out of control! He twisted the big nubs and fucked, his balls banged, and drew closer. The fuck drive had completely taken over Darren. He forgot this was virgin ass he was dicking.

Darren went wild, seeking the thing that men seek when they fuck, the ass hole opened and tightened, demanding to be fucked hard. The big rubbery nipples were hard and erect, the cute teen ass moved to meet his rapid thrusts!

Darren cried out as he seed begin to pulse, “You fucking sexy kid! Awww, buddy!”

Kevin felt the dick pulsing inside him and he felt the warmness spurting deep in his ass. Kevin rocked into the dick, wanting and needing more! Kevin knew the man had just nutted, Kevin felt disappointment that it had ended so soon.

Darren was no fool, as he collapsed, drained, onto the kid’s back, his weight caused Kevin to lay flat again. Darren rested his sweating, hairy chest against the teen’s back, catching his breath. Darren knew the kid had gone fuck crazy and wanted release.

Kevin said, “More?” in a hopeful tone, not even ashamed by what he was asking. Kevin did the thing with his ass hole against the semi erect cock still buried inside his body. Kevin wiggled his teen butt, almost in invitation.

The crazy thing the kid was doing with his ass, caused Darren’s now very sensitive dick to begin awakening again. Darren felt his man hood already stirring and was proud that he was still able to fuck like a young man!

Kevin felt the cock stirring inside him, he grew hopeful. Underneath him, Kevin’s cock had hit full mast, over 10 inches of teen cock was pressed into the thin mattress. The foreskin was collecting the fluid leaking from it. Kevin said, “More!” again, this time, almost in demand, like a kid demanding more candy.

Darren’s dick was back alive, he again lifted the kid up into doggy position. Darren said, “Squeeze my cock, buddy!”

Kevin grunted and locked down as hard as he could, flexing his ass ring. Darren felt the kid’s ass control and sighed in pleasure.

Darren told the kid, “Buddy, a good rider always cracks the whip!”

“Huh?” Kevin asked, not knowing what the clichй meant.

Darren reached under Kevin, and found the huge teen cock. “I mean this!” Darren had to use both hands to grasp Kevin’s dick, Darren slowly milked it, and slowly fucked his cock in and out of the teen’s ass.

‘Cracking the whip’ was jail house slang for jacking off one’s punk as you fucked them. Darren had no problem with the implications of jacking off a dick. He only did it in special cases, like the one he was fucking now.

Darren needed to get this dick crazed teen off, he wasn’t up to fucking all night. Darren begin to fuck faster and increased the speed that his hands moved over the kid’s oversized tool.

Kevin tossed his head back and forth, and moaned. Darren was driving him over the edge, no one had even seen Kevin’s hard dick much less held it before. The dick in is ass felt good, the balls slapping him was driving him insane!

Kevin’s large nuts suddenly popped upwards, drawing close, they begin to fire! The scream that Kevin had held inside during his original penetration now escaped!

Darren heard the kid’s scream, it was a scream of pure abandonment. Darren said, “Oh, shit!” as the kid’s fuck hole went crazy and begin doing a number on his cock. Kevin was still cumming as Darren begin to fire again!

The two laid still for awhile, both silent, both thinking. Darren climbed off of Kevin and stood up. Sweat had matted his body hair, he felt tired and drained.

Kevin climbed off the bed, also. His cock was now semi erect and flopped as he moved. His ass felt funny and empty. He felt something sticky and saw cum draining down his leg.

Darren grinned, “That was great, buddy!” Darren begin to fill the shampoo bottle for his punk. “You need to douche my load out, Kev.”

Kevin took the bottle and placed it to his ass. The neck went in without resistance this time. The warm water felt good, Kevin sighed.

After Kevin was done, the two walked into the small shower together. Kevin begin to soap Darren, fascinated with the man’s muscle tone and his body hair. Darren stood still and grinned as the kid carefully washed and explored. Darren didn’t have a lot of the usual hang ups and didn’t even flinch as Kevin washed his butt, and ass crack.

When Darren was clean, he took the wash rag and soap from Kevin. He soaped up Kevin, paying a lot of attention to the rubbery nipples, he worked his way down. As he cleaned Kevin’s foreskin, Kevin became erect again. Darren continued scrubbing the kid.

Darren chuckled as he cleaned the kid’s ass crack. “Damn, buddy, I can’t even tell I fucked you, you’re all tight again!”

Kevin said, “Maybe we should do it again.”

“Tomorrow, dude! I’m all fucked out!” Darren laughed at the horny kid. “I ain’t as young as you buddy!”

The shower finished, the two climbed into their own bunks, naked. Darren was asleep in a very short time. Kevin was sleepless, he thought about what had happened. He didn’t feel ashamed, or guilty, he felt empty. He couldn’t sleep. He listened to the man’s breathing in the bunk above him.

Kevin got out of his bunk and stood looking at Darren. Darren was asleep on his side, uncovered, naked, and hairy. Kevin silently slipped into the small narrow bunk with Darren. Kevin placed his naked butt against the man’s cock, spooning tight against the strong body.

Darren was deep asleep, but he threw an arm over Kevin. Kevin finally fell asleep. The two slept for several hours.

Darren woke first, he opened his eyes, feeling his hard cock pressed against velvety warm skin. He grinned as he realized the kid had climbed in bed to sleep with him. He laid still for a few minutes, just listening to the sleeping teens gentle breathing.

This kid had turned out to be one hot fuck, and the way he turned dick crazy the first time was unnerving. But that ass, man, the way that ass can lock a cock done tight! Darren needed to fuck that ass again!

He humped his hard on against the soft skin, using his cock to wake the kid.

Kevin woke, but stayed still, just feeling the hard man dick hump his butt.

Darren laughed, “I know your awake buddy! Let’s say we hop down to your bunk!”

Kevin laughed also, and jumped down, his big cock sticking straight up. He sat on the edge of his own bunk as Darren jumped down.

Kevin reached out and guided Darren’s cock towards his lips. He kissed the head, and licked. Darren remained motionless and let the kid explore.

Kevin looked up and said, “Man, don’t cum yet, I want you to fuck me. I just want to taste some, okay?”

Darren let the kid’s mouth go to work. He sighed and moaned as his balls were licked and sucked. Kevin took over half of the thick dick into his mouth and sucked and licked.

Darren thought not only did the kid have an ass from hell, he could end up being a damn great cock sucker as well! Darren felt himself getting a little too close, and said, “Okay, buddy, I can’t take no more of that! If you want me to fuck, you better stop!”

Kevin stopped at once! He wanted to feel the man fucking him again. Kevin immediately laid on his bunk, face down, legs spread.

Darren chuckled at the kids eagerness for a fucking. He looked down at the tall, slim teen, and said, “Buddy, turn over, lay on your back this time.”

Kevin, new to man sex, wasn’t sure why Darren wanted him on his back, but he flipped around and looked up hopefully and the thick hard dick with it’s purple head.

“We’re gonna do this different this time, buddy,” Darren said. “But, I promise, you’ll like it!”

Kevin just grinned, his ass hole would soon be stuffed again!