This is a continuation of a true story, some parts of it are paraphased. It is hard to remember the actual words but it is all true to the spirit of the tale.
In part one I gave the opening events that involved my meeting Carl and Wendel in the cell. I continue from that point.
Even though I had received some amount of anal sex from Don in New York I was not really used to being penetrated, especially penetrated by large cocks. I was and am bi-sexual, though I've had very little gay sex over the years since. Only now am I seeking it again and I suppose that is part of writing this story; to bring myself out more. I never did get enough of it all.
The next day I was pretty sore. Both Carl and Wendel fucked me again and I told them I had to take a break from that end, so the next time I blew them both. And then there was no sex for a couple of days following. The two of them seemed to back off some, probably from the impact of what they had been doing.
On the fourth day we were sitting and talking and I could see that Carl had that look in his eye. He kept looking at my ass when he thought I wasn't watching. Wendel was excited that his girlfriend was coming by. Carl's had returned to Philly. I think she had a child. After awhile the guard came to get Wendel and he would be gone for almost 3 hours. Two of those hours was his visit and then it took about an hour going back and forth through processing.
As soon as Wendel left Carl poured me a drink and chopped out some lines of coke. "You haven't put on that outfit or any makeup lately." He said. "I sure do like looking at you like that."
I'm about 6'3" and very slender, maybe I weighed 175 pounds. I had a very nicely shaped body (still do) with a large thick cock (about 7 inches hard) and a well-formed ass. I look good in a womans clothes because my body has a model-like appearance when I am dressed like that which has only been three times besides that period.
When Carl spoke I didn't say anything, I just looked at him and saw the heat in his eyes. Well, to be honest, it aroused me, the idea that a man would find me beautiful. But I just didn't speak. I got easily embarrassed in those days. I didn't have sex at all until I was 18 and still wasn't that comfortable with it. Due to a violent childhood with a drunken father I came very late to puberty. I didn't have an orgasm till I was 15 and no public hair until I was 17. So I just blushed I am sure and looked away.
The coke was rushing in me and the scotch made me feel very warm. Carl gave me a couple of more lines and said, "baby, please dress up for me. Look, I'll put up the curtain." He brushed my hair from my face and then tied his blanket to the bars. It didn't really cover everything. People passing could look round the blanket but I guess there was some kind of courtesy they were supposed to pay.
I snorted the lines and then I said, "Okay." I got up and removed my pants and shirt. I didn't wear any underwear. I could feel Carl's eyes on me. I could feel the heat. It felt good but scary too. Carl was being as controlled as maybe he could but I really thought if I said no that he would make me. After all, he had had me twice now.
I pulled on the white thigh stockings. They had a frilly hem. Then I tied the red mini-wrap skirt around my waist. I could feel my cock start to stiffen as the satin rubbed against it. I pulled the white satin top on and then went and stood before the mirror to put on the make-up. I felt embarrassed at this whole thing but it excited me that he wanted it.
"Damn, you are so fine." Carl said. His stroked my ass with his hand, reaching it up under the skirt as I applied the lipstick. I could feel shivers of trembling energy moving up my spine from where his hand touched my ass. My anus quivered and pulsed from the proximate sexual heat. I put on the eye shadow and used the eyebrow pencil. After a few related touches I was done. I looked down and could see Carl's cock throbbing in his pants.
"Oh baby, baby, how fine..." he said. He ran his hand under my top and played with my nipples. I could feel the area engorge with blood. "Wendel ain't here now. I couldn't talk like I feel with Wendel here, but maybe it's okay for me to just be myself." He said. He pulled me down and kissed my mouth. He pressed his tongue in my mouth and we played with each others tongues. He pulled me on to his lap and brushed my hair from my face. "I can't believe how pretty you are.", he said. I could feel his thick cock pulsing under my ass and it made me squirm. I wanted his cock. I knew I did. The coke and the alcohol made the whole thing so exciting and attractive. Carl turned me round and laid me on the bed. then he kissed me some more, running his hands all over my body. I looked at his eyes. he was so into it.
Then I saw a shadow and looked up. The guard that had brought the scotch and the clothes was looking at me round the blanket. I didn't say anything. I kissed Carl and then was lost in that for awhile. later I looked and the guard was gone.
Carl said, "baby, I want to eat your pussy." He moved down over my body, kissing my stomach. My cock was hard now. He grabbed the backs of my thighs and pressed me forward, exposing my ass to him. Then he began to lick the area beneath my balls. It was heaven. He kissed all round the cheeks and then slowly parted my cheeks and let his tongue flick at my ass. I began to moan now and press up at his mouth. It felt like he really was eating my pussy. He plunged his tongue into my ass and sucked at the hole. I felt myself melting. After a time he got up and took his clothes off. He came and sat by my head and pulled it into his lap. I took his cock into my mouth and washed it with my tongue. I throated him as best I could but never got it all the way in. It was after all about nine inches long and very thick.There was always about two inches remaining. Soon Carl was as hard as a steel bar. He was gasping and then pulled my head away. Then we took some more lines and then he rubbed quite an amount into my asshole...my pussy as it was beginning to feel like. I felt like such a girl. He was so very much a man, that by comparison, I was a girl. He was so strong and I knew that soon, all of that big black cock was going to be inside me. I was wriggling like a fish. My ass was twitching and hot. "Oh, I want you inside me Carl." I said. "I want to be your girl." Carl kissed me. "You are my girl he said. "I don't want to lubricate you with anything but my tongue. I want you to feel me, all of me.
Then he got between my legs and pulled my ass up to rest on his thighs. "Hold your legs for me baby." he said. I pulled my legs to my ears and Carl rose up over me and began to press his hard wide cock into my ass. It hurt as I opened to receive him and I pressed out with my muscles to make it go in easier. I felt split open. I looked down to watch that thing disappear into my ass. the coke made me wild and I was bucking and pushing.
"Oh girl, you are so ready." he said. He pulled it out and I heard it pop. "No Carl, put it in." I cried. He rubbed the head all through the crack of my ass as I squirmed. I reached to grab his ass and pull him forward but he was too strong. He just keep playing with it at the opening. "You want this big black cock don't you baby?" he asked. "Carl," I gasped, "I need it so bad, so bad. Please put it inside me." I reached for his cock to pull it in. He slapped my hand. "Don't be a whore girl." I smiled and said, "I am your whore." Now slowly, very slowly, he pressed his cock inside me. My eyes crossed as I felt that hard slick cock opening me up. "Oh god." I cried. "Oh yes! yes!" I was pressing up now, just so hungry for all of it. He went halfway in, still slowly and for awhile he rested like that. Then he pushed it all the way in and i almost screamed from the fullness. His cock was full in my ass and he was looking into my eyes. Then he began to rotate his hips and come some ways out and in. I had never felt anything like this before. He cock felt much bigger than the other times and I was straining to contain it.
"Oh Carl," I cried, "You are fucking me. You are inside me. I'm your girl." I looked up and again the guard was watching. I was so high, I smiled at him in pleasure and then closed my eyes and just started to moan. Carl came forward and kissed my mouth. he said, "I think I love you girl." I replied, "I love you too.
Now he increased the speed of the fucking. You could hear the wet sounds of his cock going in and out of my ass. "Carl, if you keep fucking me like that I'll come. I was shaking from the force of his thrusts. "I'll come on my dress though." He said, "Oh yeah." and pulled a towel from beside him and wrapped my cock in it. Then he started fucking me hard. I tried to keep my voice down but it was very difficult. A couple of times I cried out. The guard had gone away, or at least I couldn't see him.
I felt my ass starting to contract inside. There was a rolling sense of electricity running from the opening to deep inside me. I felt my cock begin to contract and then all at once I exploded. I grabbed Carl and pulled myself up close to him. "I'm coming!" I cried. "I'm coming!" The whole inside of my ass was trembling and vibrating. Carl make long deep strokes through the whole of my orgasm. It went on for some time until I was spent. We lay there for some moments with Carl's cock buried in me. It pulsed and throbbed and every time it did I experienced a thrill.
"Baby, I want you to take me in your mouth." He said. "Anything honey," I replied. He pulled his cock from my ass and left an emptiness. I wanted him back again immediately. He washed his cock at the sink and then sat on the bed. "kneel in front of me baby." I got on my knees, placing the towel down first so that I wouldn't dirty my stockings and began to suck him. I pushed him as deep into my mouth as it would go, often gagging. It didn't take long. "I want to see it shoot into your mouth." he said. "Look in my eyes when I say I'm coming." "Okay." I said. He began fucking my mouth and then said, "oh baby, baby here it comes!" I placed the head of his cock on the tip of my tongue with my mouth open wide. Then I saw the guard at the other end of the blanket. He was kneeling and looking at me. Carl shot at least a cup of hot sperm into my mouth as I looked into his eyes. He was on fire. And as the cum started to leak from the side of my mouth he said, "Swallow my come." I did and then swallowed his cock and let the rest of his come run down my throat.
Shortly after he took down the blanket and when Wendel returned I still had the clothes and make-up on. He was annoyed when he came in, pissed at being locked up. He sat down and did some coke and then he looked at me. "You want to let me fuck your mouth?" he said. I looked at Carl and he nodded. Wendel didn't catch this. He pulled his cock from his pants and I sucked him until he came. "Oh yeah, oh yeah! Suck it you whore!" He said when he came. Then he pulled his pants up and jumped up on his bed. I didn't swallow his cum but washed my mouth at the sink. Well, of course I swallowed some. He shot with force into my mouth and hit the back of my throat. He began coming when he was deep in my mouth. I saw the guard again while Wendel was coming. The cum was dripping from my mouth.
"I don't want no more of that ass-fucking, that don't seem right." Wendel said. "To each their own" Carl replied. I think they were getting on each others nerves, probably because of what they were doing with me and it's a good thing they got out a couple of days later. I didn't have any more sex with Wendel. But Carl fucked me 3 more times, once I lay on my stomach underneath him, once I rode him and the final time in the moments before he left. "I want to leave a piece of me inside you" he said. The guard had taken Wendel out for processing and left Carl to be with me. It was quick. He fucked he against the wall standing up. I didn't come. Then he kissed me and I watched him walk out. I had clenched my ass to hold his cum inside. When he left I laid down on the bed on my stomach and made myself come on the bed and waited while his cum melted into my ass.