5 comments/ 131633 views/ 27 favorites Jail Time Ch. 01 By: oralguy82 I was spending a couple of weeks in the county jail waiting for trial for a little misunderstanding over the ownership of a car. The first couple of days weren't too bad. There were 16 cells on my floor, and 5 guys serving short time. I was starting to get pretty horny, and that was it easy to take care of, but still not really all that satisfying. I wanted some pussy. Well after 3 days I got moved to another floor where there were more men, with more jail time. Now they were younger guys, and some black guys who didn't seem to think much of whiteys. They were serving a year or more in there, and were more hard core. Well that Friday night after working in the laundry all day, I was in the shower room, getting ready to relive some hornyness, when 2 black guys came in. At first they didn't notice I all ready had a hard on, but shortly, one of them said, "Hey look little whitey is getting all horny looking at our bigger, black cocks." I didn't say anything but they came over, looking me up and down, and waved their equipment as they started to get hard. "How would you like some of this boy?" one of them said. I said I didn't want anything from them but they just kept standing by me. They told me to be a good boy and not even think about calling a guard. They said that the guard would only ignore us or, maybe even join in with his night stick. Then one of them told me to just get down on my knees, and start sucking it, "After all you wouldn't want to have a slip and fall accident here it the showers with all this slippery tile, would you?" By now my cock was rock hard and they told me that I was obviously turned on by their superiority. To tell the truth I was scared to death, my stomach was flipping over, but also horny and oddly turned on. In one way, there was no way I wanted to suck those cocks, and in another, I wanted too, but I knew there was no way out, and I was going to suck on some hard black cock. At that moment another guy walked into the shower area. They turned around and told him, "Get the HELL OUT!" It was almost funny the way he turned tail and left. Then they turned their attention back to me and said "GET ON YOUR KNEES NOW!" I quickly sank to my knees, and there, in front of my face, were 2 very nice, very large, hard black cocks right in front of my face. One of them, Mike took a step forward, and his cock headed right for my mouth. I just opened up and he stuck it in and said, "Now suck, suck my cock, and give me some good white head." The other one Louis, just watched and stroked his cock. Mike jammed his cock back to my throat, I did try to swallow it, but it was too thick, his cock gagged me, my mouth filled with drool and it dribbled out of my lips. I thought I better do a good job with my mouth and keep them happy. I moved my head back and forth and sucked hard on that cock. "OH yeah he is into it man, not a bad cocksucker, we'll have fun with this punk." That made my blood run a little cold, my stomach flipped again, but my little white cock remained rock hard. I sucked as best as I could, I sucked on Mike's cock, hoping to please him and get this over with. Then Louis said, "Bring him back to our cell, I want some of that ass." I shook my head no and tried to pull off of Mikes cock, but that got me a good hard slap to my face. It brought tears to my eyes. I really knew then, that I was in for it. Mike pulled me off his cock and grabbed my by the neck and said "Up boy." I got to my feet and they led me down the hall to their cell. We were all naked and made a good site for the others. A few of the other inmates laughed and made a couple of rude remarks, there was no going to be no help for me. In the cell my mouth was redirected to Mike's cock and I started sucking as I was positioned on the bed, ass up. Louis moved in behind me and took some soap and lubed his cock and my asshole. As I continued to suck on Mike's big hard cock, Louis probed my ass with his finger. Then Louis put his cock-head up to my asshole. He started pushing in. I had never had anything up there before and it hurt, but soon he was in and it hurt less. Then Louis started fucking in and out, which started moving my mouth on Mike's cock. Louis was in deep now and now Mike's cock was going into my throat. I was gaging and drooling and trying to cough, which, along with tears coming from my eyes, they found quite amusing. I tried to pull my head off of Mike's hard cock, but as soon as I would get up to the head, he pushed my mouth back down his hard cock. My mouth was now just a hole to be used, used for the pleasure of his cock. Louis reached around and felt my cock, and said "The little bitch is real hard, he must really like this." and gave my balls a squeeze. I was afraid I might come if Louis played with me very much, and knew that was the last thing I should ever do. At least being horny was making my mouth and ass rape tolerable. Then Mike started to move my head and combining it with thrusts of his cock into my mouth. He was moaning and groaning and I knew soon I was going to have a load of cum shot into my mouth. He moved fast then slow with that big cock, hitting my throat and pulling almost all the way out, then he gave some short strokes, just in the back of my mouth and into my throat. Louis said, "YEAH give it to him, I'm getting close too, fuck this bitch." Mike said, "You better swallow this all boy, and be thankful I'm giving you my come." Louis was pushing deep into my ass, the pain wasn't as much now, and he started to groan. His cock moved in and out and then a short wiggling motion, then he said, "I should pull this out and shoot it in the bitch's mouth too." GOD I didn't want that. Mike now pumped my mouth hard and groaned and pumped and then, he held my head still and said "Suck that cock, go on suck it, love it take this spunk. OH OH AHH YES." Then a gob of his spunk shot into my mouth and another, I tried to swallow it, but with a big black cock in mouth, and spunk shooting all around it, I had a real hard time swallowing. His cock pistoned in and out spreading his cum all around in my mouth and drooling out onto the bed. Just then Louis shot a load into my ass. Mike pulled out of my mouth and kind of rolled over and my face went down to the bunk. I was crying. The humiliation of being raped at both ends and, knowing that everyone, including the guards knew was almost more than I could stand. But I had to stand it. Louis pulled out of my ass and stepped back. I just stayed in position. Louis told me to whack off my little pee pee. My hand went to my cock, and in 3 strokes I shot off a load, as I did, Louis told me "Catch it and eat it boy." I caught it, and brought it to my mouth and licked it up. Then Louis told me to get the hell out of their cell, but to come back tomorrow for some more. After that, they had me each day until I left. A couple of times they sold me to other inmates for their pleasure. I actually got to like it. I liked sucking cock and getting a cock in my ass. Jail Time Ch. 02 Before, I had spent 2 weeks in the county jail and, I thought that was all done and gone, and would be forgotten. But about 4 months later, I was almost thinking how can I sign up for another 2 weeks. I felt humiliated about the experience, but so turned on too. More than once I had jerked off to the memory of that humiliation. A 25-year-old man thinking about being used by other inmates for their pleasure... Damn what was wrong with me? Well one Friday night, I had taken a date downtown to the movies and was walking back to my car, when going around a corner, I ran smack into Mike, my biggest tormentor from the jail. I almost shit! It only took a second for him to think, and then recognize me. "Well look what just dropped into my lap." he said. "I been thinking about you lately, and I think we should renew our acquaintance." My girl friend was very puzzled, how could I possibly know this tough black guy? I stammered and sweated. Mike grinned from ear to ear and said, "You come over here and let's us have a little conservation." How could I refuse we stepped away about 10 feet and then he said "You want to please me, or have me to fill in the little miss about our fun times?" "NO. NO she doesn't know anything about that." I whispered. "Then you are going to do just what I say. You're going to bring your pretty mouth over to my place, and WE, are going to have some fun!" I stammered and tried to talk, finally got out, "Bu, bu, but I can't, I have to take her home." He smiled, "Yes, maybe, or maybe she should join us. She would get a lot of good education out of it as a matter of fact, I guarantee it." Mike said smiling like a Cheshire cat. "NO NO no no please; w-w-what do you want? I'll do, I'll do, anything!" I stammered. "You take little miss home, and, I want you back at my house -- NAKED! On your knees in 15 minutes." "I, I, I c-c-can-n't, I have to take her hom, h home and that will be... a-at least 20 minutes" I said. I was almost crying. "OK, I can be reasonable, you take here home, and you come right back; 40 minutes. Let's see that would be like; 10 minutes after 11." he said. "Just to be sure, you give me your wallet, then you got to come back." What could I do I handed him my wallet. Then we borrowed a piece of paper and pen from Karen's purse and he wrote down his address. "OK, GO!" he laughed. "GO BOY!" I turned and grabbed Karen and got to my car and started driving her home. Realizing that I had lost a bit of my time all ready. All the way home she wanted to know what was going on, all I could do is stammer out stupid answers, as I drove as fast as I dared. Too little time left, gotta drive just fast enough to not get pulled over. I got her home and I left right away. She was pissed! Last time she'll see me I thought. But that is another story. As I drove, and as I thought about what would probably happen to me, my stupid little cock got hard. Why should I get a hard on when I am about to be used and humiliated? What am I some kind of sicko? I got to Mikes neighborhood and started looking for his house number, I was out of time, got to find it quick. Ha there it is, I ran to the front door and knocked. Nothing, I knocked again, I sweated! My knees were weak my hands were sweaty. And my stupid cock was hard. Finally I heard Mike from inside, "Go around to the side door." I went to the side door and knocked again, I waited. Finally Mike opened the door. "Your late." "I'm sorry." I stammered. "I said 'here, and naked by 11:10." he said "So get naked, and on your knees." I waited for him to open the door and step aside so I could get in. But he didn't move. He just looked at me like I was stupid. Then I realized what he wanted. My shaking hands went to take off my shirt, then off with my pants and underpants. They got tangled in my shoes. I took off my shoes, socks, everything, and stood there naked. He pointed down. I went down to my knees. We were around on a side porch but I felt like I was naked and on my knees in the middle of downtown. I knelt there for only a minute I guess, but it seemed like hours. Then he stepped back and had me crawl in. He said, "Heel boy." I crawled behind him to the living room. Louis was there, sitting in a big lounger, and to my shock, his black girlfriend was on the couch. She laughed heartily. "Look at the little white boy, a little sissy, and look at that little white sissy boy dick." "All he would be good for is a sissy." And she laughed more. Mike turned around and said "Watch this, come on boy crawl over here and get what you want. Come on get it out!" What else could I do? I crawled over and loosened his belt and pants, pulling them down revealed his straining cock trapped in his underpants. I pulled down his underpants, and freed that cock. It bobbed in front of my mouth with a little pressure on the back of my head, he had me moving forward, opening my mouth, and taking in his COCK. His girlfriend Jackie started laughing again. "Look and the little white sissy suck cock." Mike told her "You watch, maybe you will learn something. He is going to do it all." And then he said something that scared me big time, "Just wait till the other guys get here." "Other guys!" I thought, "Damn how far is this going to go?" I sucked his cock just as I had learned he liked it. I didn't want to piss him off, here, here I was the one out of his element, naked and totally vulnerable. Jackie kept laughing at me, and making remarks about my cock sucking. Louis had taken out his cock and was stroking it. I knew it wouldn't be long before I had that cock in my mouth, or ass too. More guys coming, more cock for me to take, more loads of cum shooting into me. I wanted to cry, but my cock was still straining, so hard it almost hurt, and a big black cock was filling my mouth. It rammed over my tongue, and jammed my throat over and over. He pumped that cock into my mouth. Mike pumped his cock, in my mouth, in my "hole". My face was being fucked by black cock. Hard, thick, sweet, black cock. I was drooling gagging, being used. Soon he was moaning, and I knew that soon, his cum would fill my mouth and throat. Louis was now standing up next to us, and, I knew as soon as Mike pulled out, Louis would stick his cock deep into my working, sucking mouth. My mouth just a hole to fill for their pleasure. Just a cum pig, on my knees for them. "Ready?"; here came Mikes cum, pump, pump, pump, his cock shot into my mouth. Loads of cum! I tried to swallow, but I was gagging on his cock and cum. It drooled out of my mouth, onto my chest, my eyes watered, I choked, and Jackie laughed. As soon as Mike was done, when he had used me for his first pleasure, his cum still in my mouth, he pulled out, and Louis's big black cock jammed into my mouth and throat. All of a sudden, I was turned on, I wanted that cock, I wanted to be humiliated, I wanted to be used in front of these men and Jackie. I sucked; I moved my head up and down ramming his cock into my throat, swallowing it down, massaging it with my throat muscles. And Jackie was laughing more, "Dam look and the white sissy go! He loves cock more than me". "FUCK HIM, FUCK HIS FACE!" "Feed it to him Louis!" Then I heard a knock at the door. Mike yelled, "Come in, come in and get ready for some first class cock sucking from this little jailbird cock slut." Then 2 more guys walked in, they both laughed when the saw me on my knees sucking Louis's cock. And then Louis shot a load of cum into my mouth his cock was pumping out lots of cum, I gagged and swallowed as much as I could. Then I waited, waited to see what was still in store for me, their little white bitch and lots of hard black cock. To be continued!!