Prison Sex

Some people have these wild fantasies that you read about, that involve being locked up in a jail or prison. But, I can tell you that the prospects for sexual activity was the last thing on my mind when the Judge sentenced me to serve thirty days for violating a state tax laws. My attorney was busily trying to tell me that I had gotten a good deal in only having to serve thirty days. I thought, at the moment, that he was crazy. Thirty days! How was I going to hold my company together from a jail cell? Well, I had three weeks to figure it out before I had to turn myself in and begin serving my time. Those three weeks went by quite rapidly, and suddenly I was living my final hours of freedom. I was told that it would not be too bad because I was not actually going to be serving my sentence in the regular jail. Instead, I had been classified to serve it in a work release facility.

Most of the people in this program left each day to go to their jobs, returning at night to dine on such culinary delights as Friskies Inmate Blend catfood and catch a few winks before their next venture back into the real world. But, my self-employment status meant that I was going to remain a full-time resident at the county hotel! If there was any consolation in my mind, prior to actually turning myself in, it was that I was being allowed to bring in my own clothing and work materials provided they would fit in the locker in the room assigned to me. The magic hour arrived. Time to turn myself in. My heart was in my throat... my nerves were working in overdrive. An officer asked me to empty all of my belongings onto a table for inspection and following that, I was escorted into an unoccupied cell area to be strip searched. There is no thrill in taking off your clothes for a tired old troll wearing a badge and following his instructions as he tells you to open your mouth and lift your tongue, raise both arms above your head, turn around and show the bottom of your feet, bend over and spread your ass cheeks, turn around and lift your cock and nuts... Fortunately, I did not have the foresight to try and attach any contraband to the underside of my balls, or any other part of my body for that matter.

I was told to re-dress and was assigned to a living unit. I had seen a few of the guys when I first walked into the building. They looked like gutter trash, kind of like the stereotype of people who might be in jail. All I could think is, "Just be cool about this. Don't panic." A few minutes later, a Dorm Rep (an inmate who is the liaison to staff for a living unit) escorted me to my new home for the next month. We walked up the ramp and into the dormitory. It was quite impressionable. Although we were never locked into our rooms or living units, there were plenty of bars around. They were leftover's from a time years ago when this had once been the county jail, before their new modern jail had opened. I was taken around the unit and showed the television room, recreation room, laundry facilities, and finally the cell that I would share with another person. It seemed very informal and other than the bars, unimposing. I was also very pleasantly surprised to see some very, very hot young men in this unit. And, in particular, one who I recognized, and from the look on his face I knew he recognized me, from a popular gay disco.

After getting my belongings put away and making my bed, I sat down and talked with my roommate, Merle. He was a really good looking guy in his late 20's, serving about another week for having a dirty urinalysis test while on probation. He kinda told me how everything in the place worked, what to do, what not to do, and who to watch out for. I started to do some exploring on my own and struck up a conversation with two really hot 21-year-old guys. Both of them lived in my unit (there were 8 separate units) and both of them had very defined bodies. Patrick and Eric were very pleasing to the eye and definitely had an affect on my groin. My cock was stirring in my shorts. That night, after lights went out at eleven and the guards made their only head-count for the night to ensure that everyone was in their bed, there was some ruffling around down below me. Merle, who had the lower bunk was making some kind of noise in the sheets. I got the impression really quick that he was jacking his meat because of the increased breathing I heard. Well, not one to be shy (I guess I figured that if he was gonna be so forward so quick, I may as well be, also), I threw my head over the side of the bunk. Merle wasted no time pulling the sheet down and exposing his thick eight inch tool which was rock hard and his fist was flying up and down the length of it. His eyes told me that he was hoping I would come on down and give him a helping hand... or perhaps.. a helping something else... Who was I to deny a hot man in need.

I hopped outta the sack and got involved by tugging on his balls at first while he was still jacking his cock. Then, he instinctively grabbed my head, gently, and encouraged me to bring my mouth to rest on his hot tool. It was absolutely mouth-watering and mesmerizing. I took that cock in my mouth and worked my tongue around the head and then down the shaft until I had it completely buried in my throat and he was going nuts from the feel of my chin stubble as it rubbed against his balls. After about twenty seconds of having my throat completely plugged, I had to come up for air. When I did this, Merle just started pumping my mouth like it was an asshole screaming to be fucked. It was hot. I rode that dick with my mouth for about ten minutes. When he said he was about to cum, I took my mouth off that dick and sucked on his balls while he gave it a couple of final tugs and sent his load spraying against the bottom of my bunk above our heads and leaving some of that gooey spunk on his chest and abdomen. I looked up at him and his eyes were still closed as I let his nuts slide out of my mouth. But, suddenly I got a real surprise. While Merle continued to lay there in bliss, I looked to my left and noticed Eric, the kid I had talked with a few hours earlier, who lived in the cell next to Merle and I, standing there at the door of our room with his cock in his hand. Eric was a spectacular man to look at. He not only had the boyish looks typical of most 21 year old guys, but he had a short, muscular body.

He was around 5'8" and maybe 150 pounds of solid muscle. His short stature was really offset now... now that he had a magnificent cock standing out at attention. It was longer than Merle's and just about as thick. I would say it had to be at least 9". I was really burning up, myself, having just helped Merle take care of his needs, but not having even touched myself yet. Merle rolled over and went to sleep. I motioned Eric to come into the room and while I sat back on the commode and dropped my drawers, exposing my steel-hard cock, Eric came over and got down on the floor on his knees and began sucking my cock. I wanted to taste his meat so bad, but he had other plans. He told me to get up and lay across the desk in our cell. He then crouched down behind me and began licking from my balls up to my asshole and he spent a lot of time licking my ass. I mean, he must have been down there for about fifteen or twenty minutes driving me out of my mind. Finally, Eric spit on his hand and slicked up that major hunk of meat he had and I felt it push against my asshole. It felt wonderful as it slid in there.

He knew what he was doing and it did not take long before all of that cock was up inside me. He rode my ass, desperately trying to keep from moaning so as not to let on what was going on down the cellblock, and after about five minutes, he pulled out and shot his cum all over the underside of my balls and cock. I then turned over and leaned back against the wall and used his cum as lube to finish jacking my cock to climax. Eric was pinching and biting my tits while I whacked my dick. Finally, I was there and I shot a huge load all over his stomach. Eric kissed me and returned to his cell, which he had to himself. I just wished that I could have been assigned to THAT room. But, in about five days, Merle was to move out and I would find out just what kind of pleasure a guy who had his own room could have. There was plenty more to cum!

The Shower

His name was Chip. Short for Charles. Charles Goddard. It was a good name. The same name as his fathers. He was a chip off the old block. He stood 6'1" and weighed around 175 pounds. Long dark hair, cut like some of the rock stars he loved to listen to. His smile was something else. He would flash that smile and it would melt the heart of any girl he happened to meet. He liked girls. He liked them very much. He would dream about girls. Many mornings he would get up from his bed and find definite evidence the he had been dreaming about girls.

He go up this morning and, as usual, it was evident that he had, again, been in never-never land with a girl. He stood up from the bed and headed for the community shower that the hotel provided. He threw a towel around his slender hips and opened the door to his room. It was a bit cold this morning and the hallway had a slight breeze. He shivered and started down the hallway. Entering the community shower, he found it empty. So much the better. He removed the towel and hung it on one of the hooks by the shower stalls. His thumbs snagged the sides of his underwear and he slipped them down over his hips and let the fall from his long legs to the floor. When they hit the floor, he hitched a toe under the elastic and kicked his leg up, sending his briefs into the air, only to reach out and catch them with his hand as they came down. He hung them up next to his towel and stepped into the stall.

He looked around again, to make sure he was alone and then let his hand slip down to grasp his flaccid cock. He grasped his cock and balls in one hand and squeezed. It felt so good that he let out a soft low moan. He then reached to turn the water on. Adjusting the flow to needle-sharp and warm, he stepped under the spray. Running his hands over his chest, he thought to himself, "how smooth my body is and any girl would go for it." His hand slipped down and around to his smooth and let out another low moan. Remembering the girl in his dream, his cock began to grow. It lifted out from his large ball-sac and hung suspended about three inches from his balls.

He again rubbed his hands over his chest, marveling at the softness of his smooth skin. The only body hair he had were a few inch-long hairs that surrounded his nipples. His fingers found their way to his nipples and he caressed them softly until they also stood out, forming almost perfect mounds, that looked like the erasers on new pencils. He bent his head down as far as he could, then stuck his tongue out to lick the top of his left nipple. When his tongue touched the tip of his nipple, a tingle shot through his body and his cock stood up and out to its full eight inch length. His body was twitching and his heart was racing. Blood was starting to pound in his ears.

Chip was so turned on to himself, that he did not notice the door to the community shower open and admit the young man. Chip had moved his hand down to his groin and was slowly stroking his rigid erection. His hips were slowly bucking back and forth. Slowly, Chip moved his free hand around to his clenching buttocks and ran his fingers down and then up the crack. His index finger probing deeper and deeper into the cleft of his ass.

The boy who had entered the shower room just stood there and studied Chip making love to himself. The boys heart began to beat faster as he watched Chip push his finger deeper into his crack. The boy reached down and slipped his hand under his towel and grabbed hold of his own expanding cock and squeezed, when he saw Chip lower his body to give his finger better access to his pink and pulsating asshole. Chip had began to finger-fuck himself as his body lowered. The boy was now fully erect and the towel had slid to the floor. He stood in the middle of the shower room, watching Chip. The boys free hand was was squeezing the nipples, first one, then the other, on his hairless chest and he was slowly jacking himself off.

Chip was bringing himself closer to orgasm. He had recently discovered that he could increase his pleasure by sticking his finger in his asshole while jacking off. He increased the speed of his hand over his cock and with his eyes tightly closed, he thrust his hips forward, just as he erupted, spilling his hot cum all over the floor of the shower stall. As he started to relax, Chip heard something that startled him. The moan of ecstasy, coming from the middle of the room. He jerked his eyes open and saw the young man standing in the middle of the room erupt in spasms, shooting ropes of cum high into the air. It seemed that the boy would never stop cumming.

Chip quickly turned so that the boy would not see his still rock-hard cock. He turned quite red at realizing that he had been observed by the boy in the room. He was also curious. He glanced over his shoulder at the boy, quickly, and discovered that the boy had fallen to his knees in the middle of the room, with his head hung back with his eyes closed. He was just kneeling there, with his chest rising and falling to his rapid breathing.

Chip looked more closely at the boy and realized that he was the same young man who occupied the room across the hall from his own. Chip felt somewhat intrigued about the feeling that was racing through his body. Chip KNEW that he was straight. He had never even given thought to having sex with another man. He was strictly for girls. But still, his cock was rock-hard while he was staring at the boy on the floor. He sensed a strange feeling stirring in his balls. He turned away from the boy and started to soap himself. Shortly, he heard the water start to run in the stall next to his. He continued to wash himself. For some reason, he could not get the thought of the boy out of his mind. Maybe it was because the boy had some feminine characteristics about him. Slender, like himself, smooth hairless body.

Chip was about to push the boy out of his mind when he heard the water stop in the boys stall. The boy had left the stall and had stepped to the center of the room and had bent over to pick up the towel that he had forgotten. His backside was toward Chip. Chip watched the boy towel himself off. The boy bent to dry his legs and chip saw the hairless ass-crack, and suddenly found himself with a stiffening prick. What is happening to me," was the thought going through Chips mind, when the boy turned and looked right a him. The boys gaze dropped to Chips hard cock and his tongue slid around his lips, moistening them.

Chip stepped back towards the rear of the stall, when the boy suddenly started towards him. Without realizing what he was doing, Chip reached out his hand and encircled the boys just rising cock. The boy stepped into the stall with Chip. He was a full head shorter than Chip and he pushed his now hard cock between Chips legs. Chip automatically closed his legs on the boys erection. A low moan came from the boys throat and his hands slipped around Chips body, grabbing his asscheeks and pulling them apart and also pulling Chip tighter to him. The air reaching Chips now exposed asshole, caused Chip to gasp for breath. Then Chip almost died when the boy quickly dropped to his knees in front of him jamming his mouth down over Chips raging hard-on, all the way to his dark bushy patch of pubic hair. He could feel the boys tongue licking at his balls. Chip started to tremble and had to grasp for the rod that ran around three sides of the stall, just to hold himself up. He had had blow-jobs before, from women, but this was a totally different feeling. The boy slowly moved his mouth up and down the entire length of Chips cock. Then, just as quickly, the boy sat down on the stall floor, gaining better access to Chips churning testicles. His tongue licking first one ball, then the other. The boys fingers probing the crack of Chips ass. Chips cock was now standing so stiff that it actually ached. Chip looked down at the boy in wide-eyed wonder. His thoughts racing, Chip realized that he was actually enjoying what was happening to him.

The boy slid further under Chip and his tongue started to probe the split of Chips ass. The sensation was so great that Chip started to buckle at the knees. This movement drove the boys still tongue right to the spot it was seeking. Chips rosy asshole. Chip let out a loud groan and let his body sink deeper onto the boys tongue. He quickly found himself bending over with the boy on his knees, behind him. The boy wrapped his hands around Chips midsection and pulled him hard. So hard, in fact, that the boys rigid tongue slipped past the muscle that held Chips pucker tightly closed. That was all Chip could take. He bent almost double and grasped the cheeks of his ass and pulled them as hard as he could, and let the boys tongue deeply enter his asshole. Chip was pushing his ass further back and then pulling his ass away from the boys tongue. He was crazy about having his ass tongue-fucked by this boy.

Chips body was all aquiver with emotion. His senses were acute. He could feel the boys tongue going in and out of his asshole. He was LOVING it. Before he realized it, he heard himself cry, "FUCK MY ASS WITH THAT TONGUE!" The boy heard him and probed even deeper with his tongue. Chip started bucking back and forth and grabbed the boys hard cock and started to jack him off. In seconds, the boy was moaning and trembling just as badly as Chip. Chip looked at the boys rigid cock and suddenly wanted that 7 inch piece of meat in his ass. Ship lowered his asshole from the boys mouth and gently eased himself down on the boys cock.

His ass was so well lubricated from the boys spit that soon the head of the boys cock was inside him. Just then, it seemed, the whole world exploded around him. The pain was intense, but also so pleasurable, that Chip jammed his ass down on the boys cock so hard that they both ended up sitting on the floor of the shower. Chip was impaled on the boys cock and both extreme pain and heady pleasure were wracking Chips whole body. Recovering slightly, Chip scrambled to his knees, holding onto the boy and pulling him up with him. Chip started to back into the boy, stuffing the boys cock even deeper into his ass channel. They both soon picked up an easy rhythm and the boy started to plow Chips ass with a vengeance.

Before Chip realized what was happening, his cock shot out a stream of cum so hard that he heard it hit the wall with a SPLAT! He shot wad after wad of hot cum. Chip felt the boy starting to cum also. He felt the boys cock grow to even larger proportions inside of him. The boy started to thrust forward and back and began a low moan that signaled his impending eruption into Chips ass. Suddenly Chip felt the flow of the boys steaming hot semen start to fill up his ass. The boys juice just kept coming and coming. Feeling the boy give one final hard thrust into his ass, both the boy and Chip, exhausted, fell onto the floor of the shower stall.

The boy on top of Chip, his cock still pulsing and buried deeply inside of Chip. The boy soon started to stir and pull out of Chip. Chip automatically clenched his ass muscles in an attempt to keep the boy buried inside of him. The boy, though, was persistent. Soon Chip found himself laying on his back and the boy was down between his legs, with his face buried in Chips crotch. Chip felt his cock starting to grow hard again. This boy was an expert in the art of getting someone up again. As soon as Chip was fully hard again, the boy looked into Chips eyes and then turned around and grabbed his asscheeks and spread them apart for Chip. Chip looked at the boys slender ass and then his eyes saw the tiny puckered hole in its center. The boys asshole was pulsating, in anticipation. Remembering the pleasure that he had just received, Chip got to his knees behind the boy and fingered his asshole. Tentatively, Chip bent his head toward the pulsing hole and gently flicked out his tongue, to touch the lips of that moist and pink orifice. Chip liked the feel of the asshole against the tip of his tongue.

Chip then pushed the tip of his tongue further forward and felt the lips of the boys asshole open up to admit it deeper. The boy emitted a low growling moan and that spurred Chip onward to tongue-fucking the boy, just as he had been tongue-fucked earlier. Chip couldn't help but notice that the boys cock was hard again and he could feel the pressure building within his own balls. His cock was pulsating in an even tempo with the boys pulsing asshole. Chip reached between the boys legs and pulled the throbbing meat towards his mouth. He stuck out his tongue and licked the pre- cum off the tip of the boys cock. In one swift movement, Chip had turned the boy over on his back and had taken the boy cock into his mouth. "Oh MAN," groaned the boy. The first words that Chip had heard him say. Chip then started to deep throat the boy and at the same time, Chip was able to thrust his 8 inch cock between the boys ass cheeks. The boy opened his mouth and pleaded, "Please, please, put that big cock of yours in my ass and fuck me good!" Chip inched himself further forward and found that he could keep sucking on the boys cock and that his pelvis was flat against the boys ass. Chip reared back and took hold of his prick. He placed his hard tube directly on the boys pink target, and pushed.

The boy let out a squeak and grimaced as Chips big cock buried itself in the boys ass. Chips mind was racing. He was thinking that he had never had as much pleasure from a girl as he was getting from the man under him. Suddenly, as if driven by a mind of its own, Chips pelvis started to pick up speed and his cock was plunging into the ass below him with a fury that he had never known with any of the girls he had ever fucked. Chips hungry mouth was simply devouring the boys cock.

Chip heard the boys groans and felt the body twisting beneath him. Suddenly Chip felt his mouth fill up with the boys hot load of cum. It was bittersweet, and for some reason Chip found it not the least repulsive, he let it fill his mouth and just gulped it down as if he had not eaten in a week. At the same moment that he felt the boy start to cum, his own body convulsed and he shot a heavy load of seed into the boys twitching ass. Both the boy and Chip were writhing in ecstasy. Chip kept cumming and the boy kept cumming. Chip felt his own cum start to leak from the boys asshole and slip down the crack of the boys ass. When they were both completely spent, Chip bent forward and sought out the tender lips of the man beneath him. Their lips met and they shared the boys cum in a deep and passionate kiss.

All to soon, the two disengaged and both showered silently. The boy then started for the door and looked over his shoulder at Chip, still standing in the shower stall. He winked at Chip and went through the door. Chip, exhausted, went back to his room and lay down on the bed and was soon fast asleep. Dreams came to Chip. This time though, the dreams weren't about girls.