Kenny Pays His Debt to Society -- Part 10


by Jason A. Andresen <Dpitzer@sonic.net>

"Jesus," Rivers said. "Who just got off the pot?" Rivers was carrying the paddle and the switch in his right hand.

"It wasn't Bronson, I can assure you." Ashton said looking at Kenny. "Right, newbie Bronson?" Ashton was carrying a large plastic bag which he now set on top of the study desk seperating the two bunks.

"Yes, Guard Ashton."

"Room Eight." Rivers said and Ashton made a note on the pad on his clipboard.

"Okay,...Wilkes and Bronson." Ashton began. "This is an official no-notice room inspection. It will include a full body inspection." He looked at his wrist watch. "You have thirty seconds to strip to your underwear and stand at the foot of your bunks. Starting.....Now." Kenny and Wilkes both began quickly romoving their shoes, socks, shirts, undershirts then trousers. Kenny was faster by a few seconds but both soon stood in their underwear only. They moved to the foot of their respective bunks.

Rivers lay the paddle and switch on the desk and began looking around the room. As Wilkes said he would, Rivers dumped the contents of Kenny's laundry bag on the floor. Not many clothes since Kenny had been there only less the 48 hours. Ashton did the same with Wilkes laindry bag. He searched through the clothes on the floor. Finding a pair of Wilkes underwear, he held them up for inspection. He then tossed them on the floor.

Rivers was looking through Kenny's closet. Kenny's new and as yet unused uniform jacket was the only thing hanging neatly from a wooden hanger. He looked at Kenny's personal shelf. Toothpaste, tooth brush, comb and plastic cup. An electric razor and a few other items. Rivers picked each item up and then returned it to its original position. Ashton did the same with Wilkes' items on the other side of the room.

Ashton walked to the study desk. He picked up the ash tray full of cigarette butts. "You smoke too much, Wilkes," Ashton said. "You a smoker, newbie," he asked.

"No, sir...Guard Ashton." Kenny said.

"Good." Ashton said although he had hoped that Kenny did smoke; it provided a means of control since he would 'sell' packs of cigarettes to residents in exchange for other favors. "Have you told Newbie Bronson how you earn extra cigarettes, Wilkes?"

"No, Guard Ashton. I haven't had the opportunity."

"I can imagine." Ashton said smiling.

Ashton picked up an algebra textbook, quickly leafed through it and carefully put it back next to the other textbooks and classroom items.

"Grades coming along, Wilkes?" Ashton asked.

"Yes, Guard Ashton." Wilkes answered flatly.

"If you leave here without a High School Equivalency document, it won't be because the people of this state didn't give you the opportunity. Right, Wilkes?"

"Right, Guard Ashton." Rivers was lifting Kenny's mattress. Ashton was opening the plastic bag he had set on the desk. He removed a box of latex rubber examination gloves and a tube of jelly lubricant on the desk.

"Room seems okay," Rivers said. Ashton pulled Kenny's desk chair out and placed it squarely between the two bunks in the center of the room. He then placed a rubber glove on his right hand, opened the tube of lubricant and spread a small gob on the gloved index finger. He sat on the chair. All of this was out of view of both Wilkes and Kenny. They could only hear the scrap of the chair, the crinkle sound of the plastic bag and the loud 'snap' sound of the glove as Ashton slid it onto his hand.

"Know what I'm doing, Newbie Bronson," Ashton asked.

"Sir?." Kenny said.

"Tell him, Wilkes," Ashton said.

"Getting ready to stick you finger up our butts, Guard Ashton," Wilkes said.

"Oh, Wilkes," Rivers said moving closer to Wilkes. "That's a real smart-ass answer. You'll get the switch for that. Too bad 'cause I came in here just now with only a few smacks with the paddle acroos you butt in mind. But now your smart-ass answer will earn you a few -- I think five -- hard ones with the switch. Your smart-ass will soon be a stinging ass, Wilkes. Count on it."

"I think he should have the plug up his butt at the time." Ashton said looking at Rivers. "Not real smart, Wilkes."

"Don't worry, I've already thought of that." Rivers answered.

"Okay, back to business first," Ashton said. "Both of you turn around." Kenny and Wilkes turned to face Ashton sitting in the chair holding his gloved hand up, index finger extended. "Either of you want to volunteer to go first?" Neither Kenny nor Wilkes said anything. "Okay, the newbie goes first then," Ashton said looking at Kenny.

"Over here newbie," Ashton said patting his lap with his left hand. "Come to 'daddy'."

"Sir?" Kenny said.

"Over here," Ashton said continuing to pat his lap, "across my lap, facing your bunk." Kenny shot a quick look at Wilkes as he took the three steps to place him directly in front of Ashton. "C'mon, Bronson, this is how they do it over at 'Boys Town' with the thirteen and fourteen year olds -- across the lap." Kenny hesitated and then slowly bent over and lay across Ashton's lap. Ashton moved his leg, adjusting them to hold Kenny's weighgt better. Kenny's chest rested on Ashton's left leg, his upper legs on his right, his toes barely touched the floor and his 'middle' was positioned between both of Ashton's slightly spread legs. He was looking down at the floor.

"That's it, now legs apart, newbie." Ashton said. Kenny wiggled and moved his legs apart as much as he could. His butt was slightly raised. "Good," Ashton said. "Now reach back and push you pants down over your butt." Kenny awkwardly reached back and slid his thumbs under the waist band of his underpants and slid them as far down over his butt as he could reach from this position. This exposed most of his plump buttocks. "I think Guard Rivers will help you." Ashton said looking up at Rivers who walked over to Ashton and Kenny and reached down grabbing Kenny's underpants.

"Raise up, Newbie Bronson," Rivers said as he tugged the shorts. Kenny arched his back and butt and Rivers pulled the pants down to Kenny's knees. "Lift your legs one at a time," Rivers said. He pulled Kenny's pants down past his ankles and off.

"Nice and clean?" Ashton asked Rivers. Rivers looked at the seat of the pants.

"No," Rivers said. "Afraid not. Not as clean as we expect."

"Hmmmm," Ashton said. "Too bad newbie. You know what that means. Right?"

"I think so, Guard Ashton," Kenny said.

"You 'think' so?" Ashton said.

"Yes, Guard Ashton, I know what it means," Kenny said.

"Good. Now I need you to spread your legs more, newbie." Kenny moved his right leg a little further out on Ashtons leg. His buttocks separated more but not quite enough to expose his anus. The cleveage between Kenny's buttocks was very deep. "Okay, Newbie Bronson, hands behind your back and keep them there." Kenny put his arms behind him, resting his hands just at the top of his butt crack.

"Well, let's see if I can find this hole of yours," Ashton said as he took his gloved and lubricated finger on slowly inserted it between Kenny's butt cheeks. He pressed hard. "Nope," he said, "not there." He poked again. "Nope, not there. Help me, newbie, higher or lower?"

"Lower, sir," Kenny said softly as he felt Ashton pressing his finger against him.

"Well?" Ashton said.

"Lower, sir." Another poke. "Lower, sir." Ashton slid his slippery finger down further.

"Ahhh!," Ashton said as he felt Kenny's tight knot. "There we are." With the thumb and forefinger of his left hand, Ashton spread Kenny's buttocks wide apart. "Yes, there it is." he said and very slowly worked the tip of his finger up into the tight muscle. Kenny moaned softly. Ashton slowly buried his finger as far up into Kenny as he could then slowly withdrew the finger only to insert it again faster and with more force.

"Awwlll," Kenny said. Ashton withdrew and re-insereted the finger several more times, pushing it harder each time. Ashton then placed two fingers together and slowly inserted them. This time he moved his fingers back and forth and then in a twisting motion. Kenny was now making only low, deep moans as Ashton's fingers probed and twisted up inside his rectum. Ashton continued this for a minute or more.

During all of this, Wilkes stood watching and found his gaze fixed of his roommate's butt and Ashton's probing fingers. To his disgust and amazement he also found himself experiencing a mini-erection. Actually, this slight stiffening of his _c_o_c_k_ began when Kenny first lay down across Ashton's lap. It increased as he watched Kenny awkwardly reach back and slide his pants over his butt. It increased even more now as he listened to Kenny emit those low groaning sounds. This bothered Rob Wilkes.

Ashton finally withdrew his fingers and peeled the glove from his right hand. "He's clean," he said to Rivers, keeping up the pretense that this was a body inspection of some sort. "He's all yours." Ashton tossed the dirty, used glove to the floor just under Wilkes bunk.

"Good, Rivers said," picking up the paddle from the desk. He walked in front of Ashton and Kenny. "Legs together," he said as Ashton grabbed Kenny's wrists and held them tightly. "Hook your ankles," Rivers said as he lightly tapped the paddle on Kenny's butt. Kenny crossed his ankles. Rivers immediatelt raised the paddle staright up in the air and brought it down hard on Kenny's waiting butt. A loud 'whack' filled the room. A second later, Kenny cried out and attempted to moved his arms. Ashton held them fast. Rivers landed another blow on the same spot as the first. Kenny again cried out and began squirming on Ashton's lap, kicking his legs up and down. Another loud whack as the paddle came down on Kenny's lower butt and legs. Kenny's legs were now kicking wildly. The paddle came down again across the middle of Kenny's butt which was a bright red color now.

"That's it for the paddle," Rivers said. "Only four tonight."

"Stand up," Ashton said, releasing Kenny's wrists. Keeny stood and reached back to massage his buttocks.

"No. no, NO!" Rivers said. "Keep you hands off your little butt, Bronson!" Rivers yelled. "We're not quite finished." Rivers reached in the plastic bag and withdrew a sealed rubber packett and a hard rubber _d_i_l_d_o_. While Kenny looked on, he tore the packett open and removed the rubber. He held the _d_i_l_d_o_ in on hand and with the other, slowly unrolled the rubber until it extended almost all the way to the base of the _d_i_l_d_o_.

"Don't worry, Bronson," Rivers said, it's pre-lubricated." Rivers held it up for Kenny to see. He then walked around behind Kenny. "Bend over and rest your chect and head on Guard Ashton's lap. Face this way, hands behind you back." Kenny leaned over and placed his head and shoulders on Ashton left leg. His butt (even redder now) was high up in the air. He placed his arms up on his back. "Legs wide apart, now, Bronson." Kenny spread his legs. "Further, Bronson and I didn't say lower your butt." Kenny placed his legs further apart and arched his back to keep his butt high.

"Please, Guard Rivers," Kenny said as Rivers placed the tip of the _d_i_l_d_o_ against his anus.

"Please what?" Rivers said.

"Nothing, sir," Kenny said.

Ashton placed his hand on Kenny's neck. "You can make this easier, Bronson," his said softly. "Know how?"

"Yes, Guard Ashton," Kenny said and pushed his asshole outward to lessen its tightness. Rivers saw this and began to slowly shove the _d_i_l_d_o_ up into Kenny's butt. "Awwwlll," Kenny yelled. "Stop!" Kenny yelled. Rivers was so surprised to hear Kenny yell 'stop' that he actually did, looking at Ashton.

"Let's get somethin' straight, Bronson," Ashton said, pushing on Kenny's neck harder and tightening his grip. "You are here for two reasons. To remove you from the company of the law-abiding citizens of this state and to punish you. This is a part of your punishment. This is what punishment is like. It's not supposed to be nice. It's supposed to hurt." Ashton lowered his voice to just above a whisper. Wilkes could barely hear him. "I'm glad it does. I'm glad you're yelling. I want the others down the hall to hear you yelling. So go ahead, Bronson. Yell. Yell as loud as you want." Ashton looked up at Rivers and nodded.

Rivers pressed the _d_i_l_d_o_ against Kenny's anus again then increased the pressure. The tip of the _d_i_l_d_o_ disappeared into the tight muscle. Kenny closed his eyes tightly and opened his mouth wide but no sound came out. Kenny was screaming without making a noise. Rivers drove the tip of the _d_i_l_d_o_ well up past Kenny's anus muscles and into his rectum. Only a small portion of the _d_i_l_d_o_ stuck out through Kenny's dilated asshole now. Rivers prevented Kenny pushing it out. He held it in place with one finger. Kenny's forehead was now covered with perspiration and he was breathing heavily.

"You see, Bronson, once in it isn't bad," Rivers said. Wilkes couln't help but wonder how Rivers knew this although Wilkes knew from his own experience with Rivers' _d_i_l_d_o_ that this was, in fact true; the pain occurred during insertion and in fact during initial insertion. Should Rivers allow Kenny to expel the _d_i_l_d_o_ and then re-insert it, it wouldn't hurt nearly as much as the first insertion. Wilkes thought all of this while watching his roommate with perhaps an inch of a four inch _d_i_l_d_o_ sticking out of his butt.

Rivers wasn't finished with Kenny. He now grabbed the base of the _d_i_l_d_o_ and began twisting it back and forth and pulling it out a little then puching it back in. Kenny could feel this, of course, but it wasn't painful, just uncomfortable. Denied of any yelling on Kenny's part, not even any show of discomfort, Rivers let loose of the base and watched as Kenny's tight anus slowly forced the _d_i_l_d_o_ into Rivers waiting cupped hands where it landed with a dull thud. Rivers peeled the rubber off and threw it next to Ashton's rubber glove. He lay the _d_i_l_d_o_ on the desk.

"I think a few with the switch now," Ashton said to Rivers.

"Yes. Three, I think." Rivers picked up the switch. "Stand up, Bronson." Kenny stood up and so did Ashton. Ashton moved the chair he had been sitting on back to it position at the desk. "On you bunk, Bronson, ass toward your roommate. Let's see those balls of yours." Rivers said. Kenny got on his bunk on his knees and elbows and spread his legs.

"You see, Rivers," Ashton said. "Even after only two days and he knows to get on his kness and spread his legs apart -- without being told. He's a bright young man.

"With a decent pair of balls too," Rivers said looking at Kenny's scrotum now swinging between his spread legs." Rivers moved into position and tapped Kenny's butt with the switch. "Keep that ass up high, Bronson," Rivers said. "I'd hate to accidentally hit those huge gonads." With that warning, Rivers brought the switch back and then forward quickly. Kenny jumped as the switch hit him across both buttocks. A thin red mark formed immediately. "Count them, Bronson."

"One, sir," Kenny said loudly. Rivers took careful aim and landed a hard hit to Kenny's lower butt. "Two, sir," Kenny said after a few seconds. To Kenny's surprise the last hit landed across his legs, on his upper legs about three inches below his butt. It stung like hell and Keeny couldn't help calling out.

"_s_h_i_t_!", he said. Three sir!"

"Get up," Ashton said, "and put some pants on. Those dirty ones of yours will have to do. And just stand there like Wilkes has." Kenny got up quickly and stepped into his underpants.

"Okay, Wilkes," it's your turn." Rivers said.


More stories byJason A. Andresen