Jail Birdie

I had another account that somehow got locked out. SO, I decided to take my old stories, fix any mistakes, and instead of chapters, release them as long stories. I hope you enjoy them. This is the first of several. Comments welcomed. *All persons over 18. I frequently forget to add the legal jargon. :)

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"Your honor, My client is a young man who just got caught up in a bad situation and.."

"Let me stop you right there, Counselor," the judge interrupted. "He knew his friends were going in that liquor store to rob it. Whether or not he had anything to do with the shooting, and attempted murder, is irrelevant. However, since he has no previous history, I'm ordering him to one year in jail, and 2 years probation. Defendant is remanded to the county jail, sentence to start immediately."

My face went white, and my legs went limp under me, and I fell back in my chair. "Sorry, son, but, honestly, you got off pretty light. Normally, he would have given you a couple of years in jail," my lawyer patted my shoulder, as the bailiff pulled me up and whisked me off.

Well, Hell. My worst fears imagined, coming true. I knew not to get my hopes up, but, still clung to a miracle. I am fucked. No, literally. I had clung to the faint hope that the judge would have mercy on me, but knew it was a slim chance. And now, headed for the county jail, I pretty much knew my future. I'd heard the stories about what happens to guys like me. At 5'8", 125 pounds, I wasn't going to be able to protect myself, and there wasn't much reason to try. All I could hope for was to get a cell with a Jesus freak, or, even better, a gay guy. I know, fat chance, but I'm an optimist.

I went through all the paperwork, Inspection, ( otherwise known as cavity search), delousing, (I know, gross, but standard in the jails), and collected my orange jumpsuit, sneakers, toothpaste, and plastic razor. I then followed the guard down several corridors and into a smaller office, where the jail Sargent gave me the rules, and pep talk about not breaking any of them. I perked up a little when he mentioned no personal contact allowed, and like an idiot, thought that was enforced. I was then led to cell 292. The guard poked his head in the door and said, "your cellmates aren't in yet."

"What? Thinking to myself, cellmates? MORE than one? Crap."

He continued, "Yours is the top bunk on the left. Change into your jumpsuit, which you'll wear unless you can get work release. Stay out of trouble, and good luck." (Just what was that little smirk as he said that?)

I took some comfort in no one being in the cell when I changed. I put my things up in the far corner of my bunk, I looked out the small door window, to the large open common area, which had bench tables spaced out every few feet. Some guys were reading, some playing cards, some checkers, and whatever. I turned again to the cell, wincing as I noted one small shower, and a toilet, and a small sink next to it. Great. ZERO privacy. I was SUCH an idiot for not leaving the car, when my friends got the bright idea to rob a store. I hung my head in my hands, and slowly combed my shoulder length sandy brown hair with my fingers. I couldn't have looked more pitiful.

I was jolted back out of my cloud when the heavy steel door opened, and a big jock looking guy came in. It only took a few seconds before he glanced my direction and grinned. "So, we have a new roomie!" he boomed. He stepped closer, stretched his hand out to shake, and said, " I'm Justin. I'm in the bunk under yours. I'll help you get settled in, if you need anything, right?" He looked to be early 20's, tall, stocky, with a blond flatop, close buzzed around the sides. I could see him sizing me up, too, and he continued on. "Me and the boys, Nathaniel and Jamal, were wondering how long it would take to get some new meat, I mean, new blood, in here. You'll fit RIGHT in!" He then popped back out the door. I didn't know at the time, but he was waiting on Nathaniel and Jamal to get in from work, to tell them about me. I must have dozed off, because I was awakened by the clang of the door, and the loud laughter, as Justin rushed in, followed by the "roomies". " See, boys, this is... wait, shit, I forgot to ask your name, newbie. This is Jamal, and this is Nathaniel." He waved his hand, as if to coax an answer, and I coughed out, with a lump in my throat,

" B-Burt, I'm Burt", and cautiously extended my hand.

"Well hell, Burt, pleased to meet you. We were in need of new company. It gets damned boring at night in here..... right, guys?" Jamal smiled a pearly white grin, and looked at the other two.

"Oh, damn right, there ain't much at all to do, after supper, and lights out", Nathaniel added. Imaginary, or not, I was feeling like Thanksgiving dinner. Nathaniel was only slightly smaller than Justin, with combed back hair and sideburns. Jamal, though, was easily 6'5, and not as stocky as Justin, but ripped, His arms thick and muscular. Everything I'd worried about was right here, I was sure. All I could do was bide my time, and hope I was wrong. They all filed back out to the common room, but I was certain I heard them whispering by the door.

"Think he's a virgin, he sure had that Deer in the headlights, look, haha."

"Well, if he is, he won't be for long. I'm horny as fuck. It's been 2 weeks since the last kid got released. I'm hoping this one is as good a fuck"

"Yeah, we broke that princess in right, this one should do us as good."

The buzzer sounded for supper, and I waited until the line was small before I left the cell. The stares and "fresh meat" comments did nothing to make my nerves any easier. Oh, and the stories about jailhouse food? ALL true! I got my tray, and looked around for a seat, just to have Justin stand up from their table and wave me over. "Come on, Birdie, we'll keep you safe from these degenerates." (followed by a room full of laughter)

I walked over, sat down, and sputtered, "It's Burt, my name is Burt."

Nathaniel, sitting next to me, said, as he patted my back, "That's right, Birdie, Justin was just teasing you, right, Jut?" To which they all laughed again. "We are going to be great friends, Birdie" Nat said, and his hand trailed down my back and slid on my butt, causing me to jerk in my seat.

"Pl-please... don't" I whispered, and watched as they all grinned. "I know... what you will probably do... to me. I won't cause trouble, ok? Just... take it easy on me, please?"

"Oh, Birdie, we are going to treat you SO good. Like our very own doll, right?" He's nodding to the guys, and they quickly agree.

"We just need you to treat us right, too" Jamal whispered out, with that toothy grin. I nodded and lowered my head, knowing well before I got here, something like this was my future. "So, Birdie, let's go back to our cell, and get to know each other."

"Yeah!" the others chimed in. And, with that, we all got up, slow walking to the cell, the three of them close around me, as if I'd try to run.

As the cell door closed, they all immediately dropped their pants and boxers, and looked at me. "It's not like you don't know what we need, Birdie. Climb out of that jumpsuit, and get on your knees", Jut said, impatiently. My eyes went wide, each of them already hard, and swinging. Holy Fuck, how horny could they be? I was shaking as I stripped off, and looked at each of them, not sure how to start, or WHO to start with, but Nat stepped closer and said,

" Might as well break you in on my cock, theirs are bigger," and he wagged his cock in my face. My eyes were pleading, but I knew there was no point in begging, they were going to do this with any guy my size. I reached out, took his cock in my trembling hand and eased my face up, till his cockhead touched my lips. My heart was racing as I opened my lips and slid them over his smooth head. His cock jerked in my mouth, and pushed deeper, immediately, causing me to flinch, so he grabbed my head, and pulled me to him. "That's it, Baby, take that dick. Your wet mouth is going to feel so good. Take a look at her, boys, without the jumpsuit, she' even looks like a girl."I blushed, knowing full well he was right. I'd always been teased in school, in the showers, about, except no boobs, looking girlish.

It was a strange sensation, but, other than him pushing with each thrust, not as uncomfortable as I imagined. His cock was smooth and warm, and glided on my tongue. There was a foreign taste and smell, but not repulsive. I stroked his cock as he fed it to me, watching his face for signs of approval or disapproval. "Oh, yeah, Birdie, like that. You're gonna make me pop fast. Get yourself a mouthful of gizz. Damn, boys, We got a winner, and, look at her, with a little help, she's gonna be cute. And that ass? MMM, you know she's a virgin, we are gonna have to flip for that ass!" My eyes went wide when he said that, and, I guess it got him going too, because he blasted a thick load of cum in my mouth, so much that it spurted around his cock, dribbling on my chest. "Swallow, Bitch!" He yelled, holding my head on his cock, as I struggled to swallow and breath. He cock stopped twitching, and he pulled back, rubbing it on my lips as I gasped, and sniffled. I wiped my watering eyes, and no sooner had he stepped back, than Jut stepped up to replace him.

"Wait, can I catch my breath?" Holding my hands out, trying to clear my throat, "That... was a lot." to which they all laughed.

"Not as much as it will be. You are going to get lots of protein. Thank God for sissy boys in lockup!" Jut answered, pushing his only slightly larger and longer cock out. Where I'd have guessed Nat's to be six inches, Jut's was longer by maybe an inch, but bigger around. I sucked in a deep breath and opened my lips, and he didn't hesitate. He forced his cock in till it hit my throat, catching me off guard. I gagged, and he laughed, and pushed in again. "Come on, Birdie, take this cock, I want to feel it fuck that throat". And, again, and again, he'd batter my throat, and each time I'd gag.

"Please... it's too big to go in, let me just suck it."

And he finally said, "I need to get a nut, but, dammit, you better figure out how to swallow!" And in a couple of minutes, his cum filled my mouth, but I was better prepared this time, and more went in my throat. His cum wasn't as bitter as Nat's and left my tongue tingling. I almost enjoyed the taste, and texture. How fucking weird does that make me?

Jut moved around, and ran his hand over my ass, making my hips jerk. He laughed and said, " mmm, we are going to breed you, Birdie. Hope you like lots of dick!"

My experience with anal was almost nil. I tried it one time with a girl I dated, but she got pissed and stopped seeing me, so I figured it was going to be bad. Jamal had been leaning against the wall, glancing out the door window, making sure no one came by, but Nat replaced him as he stepped in front of me. His cock was again, bigger than Jut's, but didn't look as stiff. I wrapped my fingers around him, and felt how warm his cock was, and it was more flexible that Nat's or Jut's. The contrast from my white hand to his dark cock was striking. His cock was even darker than his body. I rubbed his smooth head on my lips, and licked around it, causing it to jerk. He seemed more at ease, and it made me at ease, too. I drew in a breath, and took him in my mouth. His cock filled my mouth, and I sucked on it, and swirled my tongue on it. It was like he was letting me be in charge, instead of just raping my mouth, as the others did. He stood there, swaying, and combing my hair with his fingers.

"I love white girl's hair, so soft". I took note of that, I was now their "white girl", to use, until I finished my term. Oddly, that made me want to pleasure him more. Just being gentler with me helped so much, and I went to work on his cock, which would throb in my mouth, urging me on, too. It took three times as long until I heard him moan as he gripped my head, and shot his load in. Again, my mouth was so full, even as I swallowed, long strands of cum drooled down my chest. He pulled his cock away, and I fell back on the floor.

Jut and Jamal lifted me up onto my bunk, and pulled my blanket over me. "Tomorrow, baby girl, we try that little ass. Get some rest." (patting my on my butt) I was too exhausted to think about it. I drifted off, but dreamed about what happened, and what would happen. In the back of my mind, I heard Jamal telling Jut and Nat to ease up.

"If you fuck her ass like you fucked her mouth, you'll ruin her. Take it easy the first few times, and she will learn to love cock. Don't make her hate it. She's going to be here longer than we will, let's get the most out of it. We can turn her out, later on. I will go see Chantel in Cell 240. I'll get her to help Birdie with makeup, hair, and maybe even some clothes that she's had guys smuggle in."

I was awakened by someone tugging on my shoulder. It took a few seconds for me to realize where I was. "Birdie! Climb down and suck me off before work!" It was Nat, pulling me down to the floor, his cock already out and swinging. "Hurry up, I don't want to be late for work". I was still trying to clear my head from the night's fog, but took his cock in my mouth, and started going at it. I didn't hesitate, I didn't even think. This is what I'll be doing for the next year, so I may as well get used to it.

Nat grabbed my head and fucked my mouth., as he said, "You'll be working in the kitchen, until your work release goes through. Grab a stick of butter, before your shift is up." He saw the puzzled look on my face, and, just as it dawned on me WHY he wanted butter, shot his load in my mouth. It was still more bitter than Jut's, or Jamal's, but not awful enough that I didn't swallow it down before he could zip up and make it out the door.

I licked my lips, and felt the tingle on my tongue, from his cum, musing on how strange it was that it seemed "normal", to do that, to satisfy a man, with my mouth. I wasn't gay, had never thought of men in a sexual way, but, here I was, being used, and feeling ok, maybe even good about it. No girls I'd had sex with ever moaned the way these guys did,. I had a lot to think about.

I went out for breakfast, noting there were more empty tables now, than evenings, and I reasoned that most were already out working. I ate fast, and made my way to the kitchen, and let them know I was scheduled to work, until my work release was approved. Being new, and temporary, I got the menial tasks, cleaning the stoves, counters, floors, etc. and the day went pretty fast. Lunch was just a sandwich and watered down koolaid, but it helped. A few minutes before my shift ended, I snagged a stick of butter from the large fridge, and slipped it in my pocket. I hoped that cold ass butter would have time to warm up before the guys got in. No sooner had I stepped in the cell, than there was a light knock on the door, and a small black "girl?" stepped in.

"Hi, Honey. I'm Chantel. Jamal told me to hook you up with some things, you know, to make you more feminine. We girls have to stick together. If you are here for a year? You'll want to look your best, to make life easier to deal with. Feel me?" As she's talking, she's pushing me to sit on a bunk, and looking me over. She looked to be mid 20's, very thin, but very feminine looking. She stripped off her jumpsuit, exposing a cut off tank top and booty shorts. She saw my surprise, and winked, "The guards are pretty easy going, if you treat them right, Sugar. Let's see what we can do with you. You are a cute boy, but we need to take that and make you hot. All these hard cocks in here need attention."

She fussed with my hair, put on some makeup, explaining each step, saying I'd have to learn to do it myself. I had to say, I immediately liked her, and knew we'd be getting close.

"You know, Honey, they gonna be poppin that cherry tonight, You just relax and let it happen. Girl, once you accept it, you gonna love getting dicked. I thought I'd hate it, when I got here, but, I swear, I NEVER came as hard, as a boy, as I do now. Trust me!" She winked and giggled. "When I get out of here, I'm either goin' to hookin', or find me a big dick to make me his. You'll see what I mean. I swear, I think the jail turns out more girls than Escort services." She laughed hard at that, pulled me to my feet, and started unzipping my jumpsuit.

"Don't panic, Birdie, I'm not into girls, I brought you something special, to help you tonight." With that, she reached in her cloth bag, and pulled out a deep blue Lycra dress, black lace panties, and sheer stockings. "You will have to Shave yourself all over, under arms, legs, crotch, before you wear this, and try not to mess up your makeup. I'll see you tomorrow and see how things went, ok?" She leaned in, kissed my cheek, and slipped right out the door.

I wrapped a towel around my head, and got in the shower, starting my shaving process, It seemed to take forever, but, I have to say, my legs felt so smooth, and even looked like girl's legs. I slid the stockings on, and they felt amazing. I think I got a boner, just running my hands over them. I then slipped the dress over my head and pulled it down my body. It cling to me like a second skin, and BARELY covered my ass. When I bent over, I knew the panties were showing. I walked around, trying to move like a girl, for a few minutes, then put my jumpsuit back on. I knew the guys would start ambling in soon, and I didn't want them to see this yet.

"Wow, I see Chantel came to see you. Mmmhmm, lookin good. Birdie." Jamal whistled and patted my rear. "I'm glad to see you settling in. We aren't bad guys, once you get to know us, just horny guys. Listen, before Jut and Nat get in, I need to let you in on something else. Steve, the night guard, smuggles things, and lets you do the same, to help girls like you... clothes, makeup, whatever. So... you'll need to repay the favor, sometimes. He's usually ok with a good head job, alright? I know he won't say anything for a few days, but after you get comfortable with all this, don't forget to be nice... spread the love, so to speak. Oh, and, if you ever want anything special from the kitchen, Frank, the day cook, will hook you up, for favors. He's more an ass man, though, just sayin."

I blushed when he flattered me, nodded, and gave him a smile. It seemed like he really did care what happens to me, and wants me "happy", or as much as I can be, considering.

"Oh, and, you might feel funny, going out into the common hall, looking like a girl, but it's ok. Almost everyone here knows the situation. There are only 4 girls, like you, here, but most of the guys will leave you alone. We'll make sure of that.... unless you decide you want more," as he winked.

An hour or so later, Nat and Jut came in, complimented me, and teased about about the fun after supper.

I just kept thinking about what Chantel had told me. I had often wondered why guys liked to be fucked in the ass, when so many girls did not. It didn't make sense to me, but I was really trying to keep an open mind, and stay as relaxed as possible. We went to supper, and boy, did I catch stares, and whistles. My face was deep red from blushing all through my meal, and I wasted no time finishing, and going back to the cell. I sat for a few minutes, alone, as the guys were hanging out with other inmates, I gathered up my courage and took my jumpsuit off. I waited on one of the lower bunks until I heard voices outside the door, then stood, waiting on their reaction.

"Fuck, yeah! That's what I'm talkin 'bout!" Nat exclaimed. "Girl! Do a spin for us, let's see that ass. That Chantel gave you the hookup. Sweet!" And Jamal and Jut had similar reactions, causing me to blush and smile. It seems fucked up, but their eyes on me made me feel really nice. I was not used to anyone giving me much attention. In that moment, I felt like a hot girl.

Jut drew out some quarters out of his pocket, and said, "Ok, Gents, odd man gets the first go at her, right? We agree?" They nodded, and flipped their coins in the air, letting them hit the floor, so everyone could see. Nat's quarter landed on heads, Jut's on tails, and Jamal's? It hit on it's edge and spun. Even as they watched, Jamal knew he'd match one of them, and would be out. It finally flopped over, and landed on heads. Both Nat and Jamal shrugged it off, and Jut immediately started dropping his pants and boxers, saying, "Butter up, Birdie! Daddy's comin in!" To which the other guys just laughed. I reached under the short dress, let the panties slide down my legs, stepped out of them, and pulled the butter from the corner of my bunk. I ran my fingers on it, and rubbed Jut's cock, which stiffened quickly, and then pushed the butter stick up to my ass, twisting it around, and forcing some into my pink hole. This is really happening. I bent over, at first looking behind me, but Jamal grabbed my face, and pointed it to his exposed cock.

"Here, Baby, relax, and suck this cock, to take your mind off of your ass. It's gonna be alright". I looked up at him and gave a weak smile, and opened my lips, as Jut put one hand on my hip, while the other pointed his cock to my star. I squirmed when I felt it and keep chanting to myself, relax, relax, you can do this. Jamal's cock slid in my mouth at the very moment that Jut pushed his head in. I Tensed up, Jerking.

I called out, "Slow, please, Jut! It's too big!" To his credit, he stopped, with just the head in.

"You got this, Birdie. Just back into it. You'll be taking all this dick and loving it." I started back sucking on Jamal, and eased back a bit and shuddered. Once that initial shock passed, it felt strange, but not bad. Jut felt me ease up, and he pushed more in. I moaned on Jamal's cock, and he laughed, and started fucking my face. Jut, God Bless him, was gently sliding in, then back, a little more each time. I felt my own cock stiffen, and I started rocking my hips. I didn't know if it was accident, or planned, but as Jut pulled back, Jamal pushed in, and when Jamal pulled back, Jut pushed in. Holy fuck, so THIS is why guys like getting fucked. Both guys sped up their thrusts, pushing deeper each time, and I could feel my cock dripping, as my eyes rolled back. I could not stop moaning on Jamal's cock. I knew I was about to cum, without even touching my cock, and it was blowing me away.

"Oh, God, YES!" I was sucking and bucking as I started to cum, and I guess my contractions got to Jut, because I felt his cock swell, and blast his hot cum inside me. Jamal followed right after, and I swallowed almost all, just a few drops dribbling down my chin. My legs were wobbly, and Jut was holding me up by my waist, still deep in me, draining every drop from his load. I licked the drops from my chin, and Jut pulled out. What a strange feeling, to be so full, then, not. I weakly stood, and felt cum oozing out of me. I hadn't noticed, but Nat was on his bunk, stroking his cock, taking it all in.

"My turn? You boys each got a nut. Right? You got the cherry, Jut, and Jamal, you got the edge off yours, how 'bout letting me have the next go at her. She's all lubed up, and I can tell she loved that dick." Nat jumped down from his bunk, coming right over to me. "look at her. If she had tits, she'd be a rockin hot bitch." The blue dress DID look great, but, like he said, my chest was flat. " On your hands and knees, Birdie, let me take that ass for a ride." I barely got down on the floor before he shoved his cock in. Thank goodness I WAS lubed by Jut's cum, because he started in like a freight train, grunting and humping. It helped, too, that he was just a bit smaller than Jut, and he slid in easily. I didn't even try to hide that it felt good. I was pushing back into him and arching my hips, exploring different angles. My body was twisting and trembling, and silently hoping he didn't cum too fast. WHY does no one tell us how good this is? As nuts as it may be, my mind was seeing me, with a pussy, being hard fucked, and loving it. Girls are insane for not wanting this.

I felt Nat speed up and thrusting harder, and I looked back at him and gasped, "Not yet, please,... I... want more! Don't stop!" They all laughed, and Jamal said, "Baby girl, you gonna get more. Let the man get his nut, I'll be right there to tickle your insides." I blushed, and went back to pushing against Nat, and I think I squealed when he came. He pulled out, letting a couple off drops hit my butt cheeks. I eased myself on the floor, as my arms and legs felt so weak.

Again, they all laughed, and Jamal said, " I think maybe you've had enough dick tonight, baby". He pulled me up, lifted the dress off me, and then lifted me up on my bunk. "Didn't I tell you this was gonna be alright? You took that dick like a real whore, and loved it. You're going to get all the dick you want, and more, from now on. You get some rest, tomorrow's another day". He patted my head, and I was asleep.

I woke up from a dream of my mouth and ass full of cock, and a room of guys waiting their turn. Damn, I'm already dreaming of being fucked? Last night definitely took away my fear, and felt so much better than I imagined. Everything Chantel said was true. It WAS better than the sex I'd been having. I guess I will try getting more tips from her, about makeup, and maybe even see if she can show me how to deep throat, without choking. I hopped off my bunk, showered, tried my best to remove last night's makeup remains, and then went for breakfast. I was trying to not make it too obvious that my butt was a little sore, I felt like I was walking a little more feminine, although not on purpose. But then, maybe I should start practicing moving like a female. I'm going to be here for a year, right? Fuck me! Was I checking guy's crotches? Really? What is happening to me?

My kitchen shift went smooth, and as I was eating lunch, the guard that Jamal told me about, came over to my table and said, "Your work release was approved, you can go out to work tomorrow. You are allowed out an hour early to get to work, and an hour after work, to get back here." He then lowered his voice, and stepped with his crotch very close to my head, and said, "and, we can work out a deal, if you need to bring in contraband items... like clothing, makeup, or anything that makes your nights go better in here. Understand?"

I looked up at his face, then the bulge in his pants, and nodded, yes. He grinned, patted my head and said, "Good girl, We'll get along fine".

I asked to use the office phone, to notify my boss that I'd be available for work tomorrow, and got that straightened out. My boss was a jerk, but I needed the job, for cash, (part of which went to the county for my expenses) and to get out to do some "shopping." I was happy! Now, I needed to visit Chantel, for more help.

I went down to her cell, and knocked on the door. I heard voices, and heard Chantel say, "Come on in, I'm... busy, but you can wait." I walked in, and blushed when I saw her stretched out on a bunk, getting fucked by a large guy.

" Oh, shit, I'm so sorry, I didn't mean to..."

But she interrupted me and and laughed, "It's ok, girl. I'm just making Larry feel good, and he's helping me, too, right, Larry?" Larry looked like he could care less, but did give me the up and down scan, sizing me up.

"Oh, girl, look out, Larry will be trying to get in your panties, soon enough", and she pulled him into her more, and was thrusting her slim hips up at him."That's it, baby, give me that big load, yeah, mmm, it's so good." And she winked at me. A couple of minutes later, Larry was zipping up his jump suit, and heading out the door.

As soon as he was a safe distance away, she cackled, "Oh, Honey, we have to play the game, whether they are fucking us good, or if they barely tickle our asses. Sooo, did YOU have fun last night?"

The look on my face, even as I blushed, told her I did. "You got some good guys in your cell, you're gonna have LOTS more fun, and sooner or later, you'll get some strange, too. There is so much hard cock in here, Baby, you might as well enjoy it, and help yourself out, too. These guys will do almost anything for head or ass, from a pretty girl, and we are goin' to make you pretty."

I hugged her, and told her I would start work release tomorrow, and asked her for a list of things I'd need. A friend from work was holding $100 dollars of my last paycheck for me, and I'd be able to use that. She wrote down some makeup items, then added that I should shop for undies, including a bra that I could stuff, cheap high heels, and dresses, blouses, and skirts. "You'll be embarrassed at first, but hit the thrift stores to save money, and to make your shopping quicker. For now, though, let's get you dolled up for tonight, ok?" And she went right to work on my makeup, and hair. She loaned me a cut off tank top, and short jean skirt, and bright pink french cut panties, which I put on, under my jumpsuit. She peeked out her door window, and said, "The coast is clear, head on over to your cell, and welcome your men, like you've been waiting all day on them." She giggled again and said, "Cause you probably have! Get that ass full of cum, Honey!"

I knew it was wrong, but I found myself swinging my hips all the way back to my cell. I'm not even sure anyone noticed, because the jump suit had to hide most of my body, but, I felt good doing it, and as soon as the cell door closed, I stripped the jump suit off. I caressed my body in Chantel's clothes, imagining that the guys were surrounding me, wanting their turn. I danced around the room, to the music in my head, to an audience that resided there, as well. For the first time I could recall, I felt genuinely sexy. Every few minutes, I'd look in the mirror, making sure I still looked ok, and then would peek out the door window. I wasn't even being shy about looking, anxious for someone, anyone, to see the new me. I was staring through that window when Jamal walked up, smiling. I stepped back, to let him in the door.

I didn't even give him time to put down his things. I dropped to my knees, unzipped him, and pulled his cock into my mouth. Looking up, while licking his fat cock, I said, "Please, Jamal, let's not till after supper, fuck me right now," with pleading eyes. He grinned and laid on the floor, motioning me to sit on him. I quickly pulled the panties down, rubbed the butter on my ass, and his cock, and lowered myself on his thighs, I squeezed the butter on his cock, sliding my hand up and down it, and raised my hips.

"You sure you're ready for this?" I nodded, and lined his cockhead up to my pink opening.

"I've been waiting all day for it. Just go slow for a minute, to let me stretch." And, with that, I closed my eyes and eased myself on him. I felt a shudder go through me, and I was thankful he was a little flexible. My hands were on his hips, and his on mine, as I descended. "Oh, my God! Just... a few... seconds, then... fuck my brains out!" There was a little discomfort, but the pleasure far outweighed it. I started undulating on him, sliding up, then back down, and I felt him stiffen. "Yes!! Give me that big cock! So good, sooo good!" I was possessed, rocking back and forth. He was hitting so deep in me, and I wanted, no, NEEDED every bit of him. I wasn't sure what he would do, but I leaned forward, and lightly brushed my lipstick lips on his. His eyes widened, but he leaned up to return the kiss. Then, he started driving his hips up, forcing that beautiful cock in me. I moaned on him and tried to meet his thrusts. Last night was an entry, but THIS was truly fucking.

I was cumming on his stomach, and I could feel him swelling inside me. "Yes, please, cum in me. Fill me up, Jamal! I want to feel you cum in me", and I moaned as he shot ropes of cum in my tight ass.

We lay there a couple of minutes, me still on top of him, when Jut bounced through the door, almost tripping over us.

"Well, Hell, kids! Couldn't wait?" But he was laughing, and smiling big, seeing that big black cock in my ass. No sooner had he said that, Nat walked in, eyes wide, and laughed out loud.

"Look at our girl, getting dicked even before supper! I do believe we got a hellcat. Didn't we tell you that you'd love it, Birdie? I'm damn proud of you, takin dick without bein made to!"

I blushed and crawled off of Jamal, who was smiling too. "Damn, Boys, she about raped ME." Causing my face to go even redder, as I wiped off the cum trickling down my thighs.

"I stuck my tongue out at him and said, "You loved it." and he said,

"Yes, Ma'am, and I will every time." To the guys, he said, "She's gonna be a fucking machine, we may be lookin to turn her out before we planned. But not yet, this is too much fun. That ass is better than our last one."

We heard the buzzer go off to signal supper, and I slipped my jumpsuit on, and Jamal pulled his boxers and pants back up. The guys held the door open for me, and let me go in front of them in the line. Unlike yesterday, I didn't mind the stares, from my makeup and hair, and even the random hand across my ass as I walked to our table. In fact, I may have swayed my hips even more. I felt wanted, and I LIKED it! As we sat eating, other inmates were openly flirting and I gave most a smile or laugh. I told the guys about my work release, and Jamal reminded me to "take care of" Steve, the guard, to insure that I'd be able to slip things in. As soon as we ate, Jamal walked over to Steve, whispered something to him. Steve then went to the guard office, and announced over the sound system, that I needed to come finish some paperwork, for tomorrow, but several guys laughed. I guess they knew the drill, too.

I entered the office, and Steve pulled me into their supply room, locking the door after me. "drop that jump suit, I want to see what's under there." I didn't hesitate, and he grinned. "Damn, didn't take you long to change your mind on things, did it? I'm glad, now, drop to your knees and take care of business." I didn't even hesitate. I was eager to make sure I'd be safe bringing in things, and honestly, looking forward to helping my cocksucking skills. Practice makes perfect, right? I unzipped him, and fished my hand in for his cock. It wasn't big, probably average, and already mostly hard. He moaned the second I pulled it into my lips, holding my head, saying he didn't get this at home. I'd heard that complaint for most married men, or, at least, the unhappy ones. I guess satisfied husbands don't need to look elsewhere. I was taking my time, licking up and down his shaft, stroking it softly, kissing on his balls. (Not my favorite part, but hey, it feels good to the receiver)I sucked the precum from his slit, and then took his cock as far as I could get it in. He had to be getting close, because he started face fucking me.

"Fuck yeah, take that cum, Bitch!" he moaned out, filling my mouth with sour tasting cum. I still took it all, opening my mouth to show him, and waiting till he stepped back and zipped up before I stood.

"Can I put my jumpsuit back on?" He just nodded, and unlocked the door.

"Make sure you see ME, just me, tomorrow when you get in, understand?"

"Absolutely. Have a good night." And I headed to our cell, even though a couple of guys tried to coax me into theirs. " Not tonight, guys, I have a date, " I giggled, thinking how flirty that was, pretty much admitting my plans. I could not stop grinning, thinking of how quickly I'd changed my attitude. I opened the cell door, to find each of the guys waiting, buck naked. I smiled, and said, "whoa, guys, I'm ready to party, but I HAVE to brush my teeth first. Steve tasted awful." That raised a laugh, and as I brushed, Nat pulled my jump suit off me, and was running his hands on my ass. I was wiggling it for him. He moved up against me and caressed my body, as he kissed my neck. This was new, and I liked it. Not just a fuck hole, he was being seductive. When I put my toothbrush away, he kissed me right on the lips! That really see me off, and I grabbed his cock and started stroking.

"Hey! Don't be selfish, Nat, We share!" Jut playfully called out.

"No worries, man, I'm just sweetening her up." They had pulled two of the mattresses to the floor, and I dropped into a doggy position, with Nat following me and Jut at my face. I rubbed his cock on my face and took him in, and Nat slowly guided his hard cock inside me. Each of them were going nice and easy, and I was loving it. It was like we all knew it was going to be a longer night, and no need to rush. I still gagged on Jut's cock, but was able to get more in my throat, a little longer each time. It is such an extraordinary feeling, being fucked on both ends, and We were all moaning, bucking back and forth, and the harder their cocks got, the more I wanted them. Nat was the first to pop, blowing his load in me, making me cum, too.

When he pulled back, and went to the bathroom to wash off, Jut took his place and proceeded to fill my happy ass. Jamal then knelt in front of me, feeding my mouth his fat cock. He then surprised me by pulling back, then pressing his lips to mine, and opened my lips with his tongue. My heart was pounding. These guys were showing real affection for me, and I was loving them, too. Not that I didn't love the cock, ohmygod, I did, but this was so special to me. Jamal again fed his cock to me and I lovingly sucked it up. I needed his cum, and as often as I could get it. Jut picked up his pace, diving deep in me, and I could feel him pulsing me. I pushed back against him, twisting my hips and squeezing on his cock, and squealed on Jamal's cock when Jut came. The feeling of hot cum in me was heaven. I knew I'd never get enough.

I got up early the next morning, quickly showered, and when to the guard's office to get my street clothes. I dressed in them, turned in my jump suit, that, thankfully, I wouldn't need again, and signed out to walk to work. On the way, it hit me that if I knew the bus schedules, I could cut my travel time easily in half, giving me more shopping time... or whatever.

I went in to my boss's office, and he gave me a curious look, but, other than asking how the jail was, didn't say much. As I worked through the day, I caught myself looking at the guys I worked with, in a whole new light. I wouldn't have dreamed of checking out their crotches before, but now I found myself looking a lot, and listening to the workday chatter about getting laid, getting blowjobs, and whatever. I couldn't help but smile, thinking, "if they only knew."

I caught a bus stop, a block away from my work, and went to the nearest shopping strip mall. There was a fairly large thrift store on the end, and thankfully, not too busy. I knew I'd have to shop quickly, so I wasted no time, heading for lingerie first, then women's tops, and skirts and pants. I saw a pair of skinny jeans and couldn't resist, before running to a shoe section. I got lucky and found a pair of strappy heels in my size, marked down. Did I did some strange looks? Yeah, and before? I'd have been mortified, but I was on a mission!

I made it to the bus stop just in time to catch my bus back to the jail.

I walked into the guard's office, with my shopping bags, and tapped on the window to get Steve's attention. He logged me in, and gave the appearance of checking my bags, and winked, and let me into the common room. I almost ran to our cell, excited by my purchases, eager to try them on. I quickly showered, shaved, toweled my hair and brushed it out, and started testing my makeup skills. I think I did a nice job on my eyes, and lipstick, and I would have to wait for the next shopping day to get foundation, concealer, and blush. I slipped on my first bra, and padded it with socks, slipped on bright red french cut panties, a pink tank top, and started to put on one of the skirts I got, but opted for the skinny jeans, because I could wear them in the common room when I went out for supper. They fit even better than I thought, wrapping around my ass and legs like a second skin. DAMN, did I feel sexy walking in them! Even though I knew I couldn't wear them outside, I tried on the strappy heels, and practiced walking around in them. They lifted my ass so well, and I couldn't wait for the guys to see them. I realized, though, that I would need to find shoes that were feminine, but that I could also wear outside the cell.

There was a tap on the door, and before I could turn around, Steve and another guard, stepped in.

"Birdie, this is Clarence, He, uh, saw me not thoroughly checking your bags, and I... had to let him in on our deal. So,... you're gonna have to be 'nice' to him too,, got it?"

I saw the goofy expression on Clarence's face, and nodded.

"I'll leave you to it, then," and Steve ducked out as quickly as he came in. I stood there, sizing Clarence up, waiting on him to say something. He was almost a big as Jamal, thinning hair, maybe 50-ish, and slightly pudgy. He clearly was unsure what to do, he just knew he wanted something. I shrugged my shoulders, dropped to my knees, and reached for his zipper. He flinched, but put his hands on my head while I fished his semi-flaccid cock out. It quickly stiffened when I flicked my tongue on his head. A deep moan fell from him and he leaned closer.

"Oh, DAMN, Baby! Yeah, do THAT!" I KNEW he wasn't going to last long, and bingo, less than 2 minutes later, he was hosing my mouth with hot cum. He didn't have a big cock, but GEZ, he must have not been getting ANY kind of sex, because he came a cupful. I swallowed it all, and licked him clean. He turned deep red, I guess at cumming that fast, or what I did to him, I'm not sure which. He zipped up and hurried out the door. I brushed my teeth, and giggled, Jail is so much more fun than my life before.

I went back to practicing walking in my heels, hoping to look natural before my guys got in. "My guys", who knew? Another knock on the door, and it swung open. Chantel bounced in and gave me a big hug. "Look at you, Birdie! All dolled up. LOVE those heels, girl, can I borrow them sometime?"

I beamed and nodded, and hugged her back. "I'm so grateful for your help, Chantel, you've made this so easy for me, and you were dead on, I'm LOVING playing a girl!" I blushed as I said it. "Can I get you anything, when I'm out at work, as a reward for giving me tips, and loaning me clothes?"

She just grinned, and said, "Us girls gotta stick together. There's too many cocks for me to handle," she cackled and added, "I might think of something later."

"Um, is it weird that I'm looking at guys on the outside, too? I NEVER did that before, only women. Now, it's like I'm zeroing in on their crotches, without thinking about it. I 'm craving cum, I know if someone, anyone, told me to drop to my knees and suck, I'd do it immediately!"

She laughed again, slapping my arm, "Girl, YOU are cock hungry! But, I get it. That first fucking changes you forever! Listen, I have to go, it's time for most of the guys to get in from work, but if you need me, you know where I am.... AND what I'll be doing!" Sticking her tongue and and laughing as she pranced out.

I heard voices outside the door, so I stood, waiting to see who's coming in. I could hear laughing, and more chatter, but couldn't make out what was being said, or by whom. After a few minutes, all three guys came in, and looked approvingly at my top, jeans and heels.

"Fuck, Birdie! You're getting more girly every day. Those jeans look painted on," Jut started in. "Listen, you're getting the attention of some of the other guys, and they are wantin to have some fun with you... IF you're up to it. You can handle us, so we figure you can handle anybody else in this place... as long as you WANT to. PLUS, these guys are willing PAY for head or ass, too, ya know what we mean? You can make some extra bread, we get a cut, too, though... IF you want to. You can even do like Chantel, and pull a train, lol, if you're up for it. And, as cock hungry as it looks like you are, you could rule this place in no time. You just gotta make sure you always have time for us."

I looked at each of them, and was smiling big. "Is it what you want me to do? I think I'd like to try... pleasing some of the guys, what kind of money are we talking?" At that, they all laughed and hugged me.

"That's our girl!!" Nat was cupping my ass, and Jut was squeezing my fake boobs.

"We''ll talk more about it at supper, I know some of the guys will be checkin out our table."

I slipped off my heels and put on my sneakers, and put a work shirt on, over my top, to partially hide my bra covered top, and we headed to the lunch line. Apparently, I did a pretty good job with my makeup, because I was getting more looks and felt several hands on my jean covered ass, which I made to sure to wiggle each time.

Jamal leaned into the guys and said,"watch our girl flirtin, workin these guys up. She's a natural."

I made a point to eat my food as provocatively as possible, and the boys sat at the table when I got up to take my tray back, swaying with each step. There wasn't any doubt that I was ready for fun. I was doing my runway model walk back to our cell, and noticed a few guys going over to our table, huddling up with my boys. I could only guess they were discussing business. I walked in the cell, kicked off my sneakers, slipped out of my jeans, and into the skirt I almost wore before, then put my heels back on. I checked my makeup, and Jut came in, saying," Ok, Birdie, if you are ready, we are in business. So far, four guys lined up and ready. Are you sure?"

I grinned and nodded, feeling my heart beat faster. Well, well... I'm going from lame dude, to jail ass, to hooker, in less than a week. The door swung open, two guys came in, and Jut went out.

"Hi, boys, what's your pleasure?" I think it caught them off-guard, but they each stammered they wanted some head, AND to fuck. "Well, then" I dropped to my knees, unzipping both of them, and fishing for their cocks. "Don't be shy, I won't bite, unless you like that sort of thing." I licked my lips and slid my fingers up and down their cocks as I pulled them closer. I realized, now, just how lucky I was, to have a feminine face, and figure. I'd hated it, growing up, what did I know? NOW, I have all the cock I could want, and loved that they WANTED me, not just tolerated me, like the dates I'd had with girls. I moaned into the first guys cock as it pushed into my mouth, and so did he. I had to concentrate on stroking the second guy, while slurping on the first. I couldn't wait to get that first shot of warm cum on my tongue, but just as he started throbbing, he pulled back and said, "damn, honey, that feels great, but I want to try that ass, Suck his cock while I give you a good fucking!"

So, I shifted to my hands and knees, and immediately took the second cock in my mouth. It was smaller, and a bit pungent, but thankfully, the guy with the larger cock wasted no time, and speared my willing ass, distracting me from my face fucker. Man! He wasn't in my mouth a minute before he filled my mouth. He looked rather sheepish as he pulled away, zipped up and made a hasty exit. The guy behind me was sliding his hand up my back, neck, and pulling my hair gently. I backed into each of his thrusts as a third guy stepped in. He had his cock out before he got to me, and looked at my ass fucker, saying, " Hey, Grant, don't wear it out, I want some."

I smiled at him, stuck my tongue out, and he took the invitation. OOOH, nice cock, and he was a stud. Great looking, built well, he had to be a white collar criminal. I cooed on his cock, slurping and teasing, keeping him on the edge, but not letting him cum. The guy behind me, who number 3 called Grant, grunted and shot his load in me. I felt like a girl every time that happened, love it! He patted my ass, and said, "see ya next time, Birdie."

Number 3 pulled me to my feet and said, "let me look at you, Birdie. Give me a little spin, this is the first time I've not seen you covered up in a jump suit." As I did a slow spin, he pulled my mattress off my bunk, and eased me down on it, on my back. "I want to look at you while I fill that ass, girl," he grinned. "I'm Hamilton, and I think we are going to be good friends." I let out a sigh and a shiver as he ran his hands over my body, while lining his cock up under mine. He took his cock in hand and slid it up and down my ass, teasing my star. I kept lifting my hips, but he persisted in working me up, until I couldn't take it, and begged for his cock. When he finally gave in, he sunk all that beautiful cock in me. My God, he felt even better than Jamal. I pulled at his hips as he swung that thick cock so deep in me, exploring every inch. I felt like it was in my tummy.

"Ohh, fuck, DON'T stop! It's SO good!!" He laughed, obviously pleased that he was making me lose control. He kept at it, even as he leaned closer to me, running his fingers through my hair, and caressing my neck, cheeks.

"You are the cutest boi-gurl I've ever seen, how long have you been doing this?" I blushed, and whispered out, that I was straight before coming into jail. "Are you kidding, you're a natural. I was sure that you were in here for solicitation, the way you look." That made my heart jump, and made me even more grateful of my situation. My jail term had turned out to be a blessing, instead of a curse.

Out of the corner of my eyes, I kept seeing the door open, with a head poking in, I guess to see what was taking so long, but Hamilton was in no hurry, and neither was I. I completely blocked out the notion that I was turning tricks, and was in heaven, having cum twice already, without any contact with my cock, other than when he would lean in close, and trap my cock between us. I was approaching my third when he leaned in, kissed my cheek and and said, "I guess they are getting impatient, so I'm going to cum for you, Birdie, but I WILL be back."

"Wait, please, this feels so damn good, and I want you to cum in me, but... I want to taste you, if it's ok." Biting my lip, and he again gave me that heart melting smile.

"I would never deny such a sweet request, Birdie," and he slid up my chest, and pushed his cock just in my lips and shuddered. He then unloaded that fat cock, and overfilled my mouth. I was gulping it down as fast as I could, but savored the last of it, as we stood up. I couldn't resist giving him a hug, and looked up to make sure it was ok, and he patted my ass, and waved as he stepped out. I wobbled to the door, stuck my head out, and asked the guys 5 minutes to fix my makeup, (and to be honest, settle myself down, I've never felt this high before.) They just grinned and nodded.

I brushed my teeth, hair, adjusted my makeup, and straightened my skirt and top, before going to the door, tapping on it. OH, and took a big breath. This time, 3 guys stepped in. "Don't panic, Girly, we just want a quick nut, we ain't here for long. It's been a while for us, so it'll be pretty quick." And, with that, they each lined up, dropped trou, and wiggled their cocks out at me. I dropped to my knees, in front of the middle one, and took his cock in my mouth, while grabbing each of the other cocks in my hand.

"Fuck, baby, that mouth DOES feel as good as Nat said, maybe better!" I softly squeezed the other cocks, just to keep them hard, not to get them too close. I thought I was taking it easy on the cock in my mouth, but after a couple of minutes, he grunted and spurted, catching me off guard a little. I licked my lips, grinned as he backed up, letting the guy to the left slide over and right in my mouth. He gasped, grabbing my head, threw his head back and swayed as I sucked him deep, feeling him already throbbing. I tried to make him last a little longer, but, he too, shot in under 2 minutes. Damn, this was too easy. The last guy had my full attention, and needed it. The poor guy, even hard, was just over 3 inches and about as thick as a hot dog. My lips were pressed against him. To his credit, he lasted maybe 5 minutes, and came a watery trickle. I could only guess that maybe he jerked off a lot. Still, I tried to make him feel like a stud.

When the last guy left, Jut stuck his head in the door, and took me to come to door. I wasn't sure what he wanted, but he held the door open wide, and had me stand just out side, into the doorway, but enough that everyone in the common room could see. There were a few whistles and cat calls, and my boys circled around, so the guards wouldn't see, and followed me back in the call.

"Just a little advertising, Birdie, some of the guys haven't had a good look at you yet," Jamal said. "How was tonight? You good? Everyone treat you right?" Then he grinned, and asked, "Did you get enough dick, or do you want us to help you out?"

I reached out for them and said, "I'll always take care of my boys. You showed me who I needed to be, and I love it. So, ANYTIME you want me, I'm ready."

Nat burst out laughing, "listen to our little horny bitch. She just wants more of our hard dicks!"

I laughed, blushed and said, "Maybe!"

That night, after sucking and fucking each of my boys, I fell asleep with Nat in my ass. Sweet dreams.

I slept SO good, and though a little tired, woke up feeling great. I showered, brushed my hair out, went to breakfast, and counted last night's money. SWEET! Now I had more shopping money. I guess word travels fast in jail, because a couple of guys working in the kitchen made passes, and made it clear they were willing to swap favors, or pay, including the kitchen manager. I explained I was on work release now, so they would have to see me after work or after supper. God, I loved this! I'd never felt wanted before, really, by anyone, and now, I was being made to feel pretty, and sexy.

I put on my "normal" guy clothes, but did not feel right. I made up my mind that even the outside world would not be seeing much of Burt anymore. All the way to work, I had a swing in my step, and I flirted subtly with my co-workers, and not caring if they took me serious or not. The day went quick, as I mentally made my shopping list. I decided that tomorrow, I'm wearing light makeup, and my skinny jeans, with a pretty tank top. As soon as the closing buzzer hit, I shot out of that place and ran to the bus stop. I took a different bus, though, and hit another shopping center.

First stop? More shoes. I got a pair of feminine tennis shoes, a pair of low heels, and a pair of knee high boots with a 3 inch heel. Next was more bras, panties, and, something I wasn't sure I'd find, B cup silicone breast inserts, and extra adhesive strips. Lastly, I opted for more (and better) makeup, some real lube, baby wipes, and stick on finger nails, until my real ones grew out enough. I wasn't sure just how much I'd be able to bring in, given the limited space in our cell, but I was sure going to try. (Later, I was happy to find that the guys offered some room under the bunks, a win for all of us.)

I bopped into the guard's office, and Steve looked up, and grinned. "You know we have to check for contraband, step in to the supply room with those bags". He closed the door behind him and said, "I've been hearing rumors, about some girly guy who's giving blowjobs, and using her fine little ass, too."

I grinned and said, "I'll keep an eye out for her, Sir, and let her know you are looking for her... But... (as I dropped to my knees) I'll do what I can to fill in, until you find her." He cackled and pulled his cock out and fed his already stiff cock to my lips. I eagerly lapped my tongue around it, and sucked him in my mouth. I think he realized immediately that I was hungry for it, and he face fucked me hard and fast, cumming very quickly. I made sure to get every drop, and picked up my bags as he zipped back up.

As he opened the door, he said,"Looks like you're clean, but I'm keeping my eye on you, Birdie, (looking catching the other guard's response, said) I... mean, Burt. Hustle along, now!"

I made my way to our cell, put away my things, and hopped in the shower. I shaved my face, underarms, legs and crotch, toweled out my hair, and brushed it, and started with my makeup. I was getting pretty good at it, I felt, and the new foundation looked so much better. I did my eyes, put on a new rosy pink lipstick, and just a touch of blush, before trying on my new breast forms, bra, and panties, thigh high stockings, and the new one inch heels. I was anxious to see if I could get away with wearing them in the common room, for supper, and after. I then slipped on a hot pink Lycra mini dress that barely covered my stocking tops. As I slipped the stockings on, I made a note to check local places to get my legs waxed, and my face laser-ed. I checked myself in the mirror, and remembered the guys from the kitchen this morning, so I opened the cell door, held it open as I peered out. I figured, IF they had seen me come in, I'd probably have time to handle them before my boys got in.

I didn't see them, but a thought struck me, and I slipped a pair of my boy jeans on, and walked to Chantel's cell. The click of my heels on the floor excited me, but I did look around to be sure I wasn't attracting too much attention. I tapped on her door, and someone said to come in. When I did, I saw her, on her knees, blowing some inmate. She held up her hand to say, hold a minute, and sure enough, a minute later, she was swallowing his cum, and he was making a quick exit, but not before giving me the once over, and brushing my butt on his way out.

"Hi, Sugar!" Chantel chirped as she rose to give me a hug. "Girl, you are looking better every day! If I was lesbian, I'd be fucking you, myself!" Laughingly.

I told her that I was thinking I'd want earrings, and did anyone in here do that? She responded that If I'd buy some posts, she'd do it for me. I offered to buy her some for the help, and she told me what she'd like, and the type I should get. Before I left, she cupped one of my fake tits, and said she wished she had some, and I made it a priority to get her a set, too.

I headed back to my cell, but, as I was passing the row of doors, a guy popped his head out, checkin me out, and calling, "hey, Baby, you givin up that ass yet?" I stopped, turned, and walked back to him.

"Nothing's free, but I can guarantee you a good time."

"Is that right? (he grins) Do you give discounts for two? Me and my bro, here, got big hard dicks that need some attention. What do ya say?"

I peeked in the cell and answered, "Show me me the green, boys, and I'll pull these jeans off right now." He looked surprised that I'd call his bluff, but fished his pockets and pulled out cash.

"Well, fuck, let's do it then!" He said he was Charles, and his cellmate was Andre. He was built about like Jamal, and Andre was tall and thin. Both, though, had long cocks, and they whipped them right out. I slipped my jeans off, and exposed the rest of the short, tight dress, and stockings. "Aw, fuck! Look at this! Get my dick wet, baby, I want in that ass now!" I slid my panties down my legs, dropped to my knees, sucked his long black cock in my lips. Andre just stood watching, like he was unsure what to do, but I waved him closer, and stroked his cock while Charles got fatter and harder. I stood up, bent over and wiggled my ass against Charles's stiff cock, while pulling Andre's into my wet mouth.

"Look at this bitch, Andre, she's needin dick as much as we need a nut! Who says you can't get everything in jail, lol." Charles wasted no time, and drove that cock all the way in me, making me squirm and gasp on Andre's cock. Andre seemed really shy, and I wondered if he was a virgin. Even still, he was moaning and fucking my mouth in seconds, and we all were pushing, pulling, and moaning together. There was no doubt I was getting as much pleasure as I was giving. I was mumbling, "oh fuck me good," every time Andre pulled out for a second. The closer I got to cumming, the more I wondered if there was bad sex. So far, every part of my stay here had been amazing, and only getting better. Andre nutted first, blasting my mouth with hot cum, and he backed off and sat back, with a satisfied look. Charles hit next, yelling out just as he shot cum deep in my ass, and kept pumping until he started to soften. He finally pulled out, and I stood, grabbed some toilet paper to catch his load that was oozing out of me, before it could hit my stocking tops.

Charles patted my ass, said he'd keep an eye out for me, and as I was headed to the door, shy Andre asked if, maybe next time, he could fuck me. "Sure, Sugar. Looking forward to it." And he grinned big.

I hurriedly slid my panties and jeans back on, and made my way to the common room. I'm sure my face was flushed, I had gotten so close to cumming, but, the night was young, I knew I'd have plenty of fun before lights out. I actually liked this feeling, primed and ready. Every guy I saw, I checked out his crotch, so many possibilities. Yes, I was a slut, and a happy slut at that. I couldn't tell anyone outside our cell, but I would gladly suck and fuck them for free.... EXCEPT, that money would buy me more things to enhance my look, and give my boys a kickback, too.

I was almost to my cell when guy stepped in front of me, almost knocking me back. He apologized and asked if he could talk to me. I nodded, and we went into his cell. He looked to be in his early 20's average height, and a little pudgy. "I'm Andy," he said as he stuck his hand out. I told him I was Birdie, and he answered he knew, he'd been watching me.

"I know this is weird, but, um, I... want... to be like you" His face turned very red, and I'm sure I looked surprised. "I, uh, was hoping you'd let me... try it on you." He searched my confused face, and continued. "I've never DONE it, (gesturing at my crotch), but, you are really pretty, and sexy, and... I'd like my first time to be with you." He fidgeted as I let that run through my head.

"You want to fuck me? Or... SUCK me?" The thought seemed foreign to me now. I was getting so used to being used as a girl, it didn't occur to me that anyone would want my boy part. "I don't know what to say, Andy. Are you sure? I'm not that big, ya know. Almost any of the guys in here would be more fun."

Well, I THINK I want to, um, be a girl, too, but I want to be sure, and, I like you, a LOT. PLEASE, can I try it?"

"Oh, honey, trust me, you'll get used like a girl soon enough, in here. These guys are horn dogs. BUT, I guess you can try sucking." I dropped my jeans to my ankles, pulled my clitty from my panties, as he dropped to his knees. His eyes went wide when he saw my panties, and he shyly reached for my soft cock. He closed his eyes, leaned in, and pulled my cock into his mouth. I had to admit, it felt good, and I stiffened quickly. He worked slowly, licking up and down me, and the look on his face reminded me of my first cock, and it was clear that he found what was missing in him. His hands ran up and down my thighs, feeling the smooth, shaved legs and stockings.

"So sexy, Birdie! Will you... cum in my mouth? I want to feel it, taste it." I nodded and smiled, strangely proud that I'd be helping him realize his true self. I let myself drift off to the pleasure he was giving me, I had gotten so close to cumming with Charles, and Andre, that it wasn't going to take much to get me off. I warned Andy that I was close, if he wanted to change his mind, but he tightened his lips on me, and sighed when my cum coated his tongue. He smiled SO big, and swallowed, and showed me it was gone. He stood, while I pulled up my panties, and jeans.

"Well, was it what you thought? If it was, try it on your cellmates, if they are cool, or, if they aren't, I think I can hook you up with plenty of guys. You know, you don't have to go fem, if you don't want to. A lot of guys are into other guys." He shook his head and said,

"Oh, no! I want to be like YOU!"

Oh, ok, then you'll need to get clothes, makeup, shave, and practice being fem. If you like it, it comes pretty easy. I'd never sucked a cock, or dressed, until I got here. But, as you can tell, (waving my arms at myself) I got into it fast. I'll never go back to being a guy." I leaned in, gave him a peck on the cheek, hugged him and said, "I'll be happy to help, Andy, anytime you want, ok? But, for now, I have to get back to my cell. My guys will be in, and, it's almost time for supper. Good luck, hon!"

He beamed as I left, and I think I did, too. What do you know? We pass it on. Chantel helps me, I help Andy(Andi, now?) I stepped in our cell, and sure enough, all the guys were in, and wondered where I was. I related my afternoon's activities as we headed to supper. While we ate, my business managers were setting me up with dates for the evening. This Jail bird flies nightly!

The days went by, and I got more adventurous with each one. I was wearing my skin tight jeans and low heels, with light makeup and tank tops with my silicone breasts and bra. Two or three of the guys at work had come on to me, and I was happy to give quick blowjobs in the bathroom, on break. I, frankly, was surprised that they'd accepted me so easily. But then, a hard cock has no conscience. I'd had a lot of time to think things over. I grew up thinking "sissy's", or "faggots" were to be shamed, somehow a lower class people, but, here I was, a cock craving fem wannabe. AND, being damned proud of it. I honestly never dreamed I could feel so complete. Straight guys will never understand the satisfaction you get from sucking a guy off to completion, and tasting his load cum. I am convinced, if anyone tried it, just once, there would be a LOT more bi-guys. NOT that I'm complaining, I'm more than happy to be one taking those loads... in my mouth, or my ass.

SO, anyway, I got truly brave and went into the bosses' office and asked if he would object to me coming to work in a short skirt, and full makeup. "Burt", he says, clearing his throat, "I'm thinking you already are quite the distraction. I never knew you were gay before."

"Oh, Sir, I, um, never was. I didn't find out I liked guys until I went to jail. I found out it's a lot more fun than I imagined." (I had to hid my grin, when I saw him trying to hide his growing erection)

"But, I found I love dressing like a girl, and... pleasing guys. As long as it doesn't interfere with my work, would it be ok?" (I may have stuck my ass out a little, and maybe my chest, too, you know, IN CASE he was looking) I looked him right in the eye as I waited for my answer.

He clearly was deep in thought, and after what seemed to be 10 minutes (probably less), he slowly nodded and said, "Ok, we will try it... tomorrow. You come straight to my office first. And just to be safe, bring a pair of jeans, as a backup. Sound fair?

I have him a huge smile, and kept myself from hugging him. "Oh, Thank you, Sir! I really appreciate it. And, by the way, most of the guys call me 'Birdie', now. If... you want to." The rest of the day seemed to zoom by, and when the buzzer rang out at closing, I slipped into the bathroom, and changed into my 3" heels that I carry in a small backpack, with makeup, tissues, etc. I LOVE the way heels make me sway, and it would seem some guys do, too.

I had the walk to the bus stop timed to the minute, and my stops, depending on if I was shopping or not. By now, I was giving favors to ALL the guards, even the captain, who I had initially been most worried about. Turns out, his wife doesn't give blowjobs, either. That means, I get away with coming and going as a girl, now. At least, so far. Steve has promised to warn me, if there is a change. The guards even managed to slip a single bed into the storage room, for our little romps. As is my routine, unless a guard wants something right away, I come in, shower, shave, and dress up for the evening. On some occasions, a guard, or inmate, will slip in our cell while I'm still in the shower and "get wet" with me. I have become a full blown whore.

Chantel hooked me up with black market estrogen, and I'm seeing/feeling some effects. Softer skin and less hair, most noticeably. One night, six guys paid us to to do a 69 with each other, before they fucked us both. It was ok, but more for show than anything else.

My boys came in a little early, and I gave them each head before supper, as they scheduled me six "dates" for the evening. I told them about getting to go full dress at work tomorrow, and they seemed to be as happy as I was. Being their little creation, I guess. We talked during dinner, and several of the inmates came around, flirting, and making arrangements for whatever evening they wanted company. Most of the time, by now, I went to their cells, instead of them coming to ours, since everyone there knew what the game was. I made my rounds, and crashed a little early, so I could get up earlier the next morning. I hugged my boys as they left, showered, did my hair (I'm getting pretty good at it), did my makeup, picked out a thin stretchy pink top, and a short, but flow y pink flowered skirt. Slipped on a pair of nude thigh highs, and my heels, and lastly, coated my lips in glossy pink lipstick. My heels clacked on the floor as I headed to the guard station, and I winked at the open mouthed guards.

"How'd a girl get in here," one laughed, and I blew him a kiss as I went out. I was used to getting second looks on the bus, but today, it was whistles and catcalls. Those just made me sway my hips more as I exited and made my way into my workplace. There, too, I got plenty of stares. I think they knew who it was, but were surprised that I'd be bold enough to go all out. I knocked on the boss's door, and waited for him to invite me in. When he did, his eyes went wide, doing a full floor to head, to floor, scan.

"I... I... is that really you? You look amazing. I mean, convincing. I'm um... I didn't really think you'd pull it off. Wow." (Gesturing to the chair in front of his desk, ) "Sit, you made me think of something."

He continued to check me out, focusing on my legs." As you know, Martha, my assistant, is taking maternity leave in a couple of weeks. You know enough of our business, I think you could handle it... and you CERTAINLY look the part. Birdie, the job is yours, if you want it. There MAY be some longer hours, though, you understand." His grin got bigger, and he wasn't hiding his overt stares. The wheels were spinning in my head, too. A cushy job, probably a raise, too? Why not?

"That's very kind of you, Sir. I'd love to give it a shot. When would I be training?" He lit up, and replied,

"Why don't you start today? We could use a pretty, I mean, fresh face in the office. Put your things in your locker, and I'll let Martha know to start your training right away." It wasn't lost on me that he watched me sway out of the office. This day was going off the charts better than I imagined.

It was also clear that Martha was not comfortable, and assumed the worst. "So, deary, what did you promise him? A late night roll in the sack?" I laughed, and she grinned, and things lightened up a bit. She realized that I did know the business, and would be easy to train. I WANTED to ask if SHE, herself, had given some of those late night rolls, but thought better of it. I'd rather keep her on my good side. At lunch, a few of my buddies teased me about my looks, AND my new position, with lots of lewd jokes. I just laughed along with them, suggesting that maybe they should start wearing skirts and makeup, but they insisted they'd leave that to me.

The day went amazingly fast, and just before the buzzer went off, the boss called me into his office. "Birdie, there are a few things I wanted to go over with you, so, why don't I give you a ride, instead of you chasing the bus?" I easily accepted, even though I had a hunch what those things were. He walked me out to his car, opened the door for me, and stood by the door, watching as I slid in the seat, my skirt riding up enough for him to see the tops of my stockings. He got in on his side, buckled up, and pulled out of the lot. He asked how my first day went, and if I liked it, and of course I responded that I loved it.

As soon as I answered, he reached over, ran his hand up from my knee to my stocking top, then pulled my hand over to his crotch. "There will be other things that will need your attention, too, Birdie." (Holding my hand on his stiffening cock) Without answering, I licked my lips, leaned over, unbuckled him, unzipped him, and fished his average sized, but hard, cock free. I let my fingers glide up and down it, and he immediately pulled into an alley. "I... won't be able to drive, like this." I grinned and lowered my lipstick mouth on his cock. I giggled as he groaned way too loudly, and proceeded to slip his cock in my wet mouth. My tongue swirled on him as his fingers ran through my hair. He was lifting his hips up as high as he could and I slurped him up. I could taste his precum, and felt him tremble. I KNEW he wasn't going to last. I'd bet my paycheck that his wife thought she was too good to do this, too. His moans and "oh my God's" were driving me to suck every drop I could get out of him. He was squirming and shaking as he blasted into my mouth. I swallowed the first blast, and saved the second, until he softened, to show him, before I swallowed again.

"Did I pass the interview, Sir?" I grinned innocently. His chest was heaving, as he tried to catch his breath. I tucked him away, re-zipped him, and buckled him, just like nothing happened. I licked my lips, and re-applied my lipstick, waiting for him to settle down enough to drive.

"Fuck, Birdie, NO ONE has ever done it like that before. I think this is the beginning of a beautiful arrangement." He pulled up to the jail, and I leaned over, gave him a peck on the cheek, and gave him an eyeful of legs and ass swaying as I walked from the car. My first day going out fully dressed was a smashing success!

When I walked into the guard station, one of them said, "Sorry, Miss, only inmates beyond this door." I hugged him, kissed his cheek, grabbed his crotch.

"Ok, Sir!" and burst out laughing.

"Birdie! What the Hell! How did you get out of here dressed like that?" To which, I swished my skirt high, and walked on.

Ok, I'm not fooling myself, I'm NOT a female. I haven't deluded myself, yet. BUT, I am a fem guy who is very passable, and who knows what guys like, and how to please them. I'm fairly sure, if I wasn't in jail, where guys are desperate for sex, and, working with guys whose wives aren't taking care of them, I'd never have gained that knowledge. I also would never have found out just how good it feels to suck a guy dry, or have him fill my ass full of cum.

The next week went well, blowjobs to the boss, along with my other office duties, and getting fucked at night with my cellmates, and other inmates, who seemed happy to pay for the sex they were missing. My wardrobe had expanded so much that I had to keep several outfits at work, in a supply closet. My skirts and dresses were getting shorter, while my heels were getting taller. I was addicted to the attention I was getting, and to the feel and look of the clothes I was wearing. I 'm taking hormones, and have an appointment for implants. Nothing big, of course, just a size to enhance my A cup.

One morning, just as I was about the leave the bathroom, just re-applying my lipstick, Avery steps in, and pushes right up behind me, pushing his crotch against my ass. "Has the boss tried this ass yet, Birdie? I'm pretty sure I want some. The way you shake that thing, lately, it's hard to resist." With that, he slid his hands up and down my waist and thighs, and continued grinding into my ass. I pushed back a bit, wiggling, and giggling.

"Are you sure that won't make you a fag?" Winking as I said it.

"Fuck you, Birdie! You don't look like a guy, and you SURE don't act like one." With that, he pulled my skirt up around my waist, yanked my panties down, and cupped my bare ass. "Tell me you don't want a hard dick."

I didn't answer, but my hands rubbed over his now very hard cock, and unzipped him. I pursed my lips and pushed my ass out more while I pulled him free. "We'll have to hurry, before the boss wonders why I'm not at my desk." It took him only as few seconds to line up to my star, and push in.

"Aw, yeah, THAT'S what I'm talkin about. Fuck, Birdie, you feel good. I'm not gonna last long. Damn, Baby, I wish I'd done this sooner." He was grunting loud, and I was bucking against him, one, because it felt good, and, two, because I needed him to come, so he would be quiet.

"Shhh, Avery! We don't want everyone here to hear you. Come on, give me that big load of cum you've been saving for me. I know your wife isn't helping you. Breed me, Honey!" This was the first morning fuck I'd had in over a week, and it was starting my day off sweet. Even a quickie gets me going. I was biting my lip not to moan, myself, and I felt Avery shake and blast his cum inside me. He gave a few more pumps, before easing out. I grabbed a couple of tissues to keep his cum from running down my legs, and handed him a couple to wipe himself. "Just let me know if you want a repeat, Avery... but, maybe longer, next time, ok?" I pulled my panties back up, smoothed my skirt down, and opened the door enough to peek out, before stepping out. For the next two days, every time I saw Avery, he'd blush, and look away, but I'd catch him watching me, and saw him saying something to the other guys.

After that, all the guys were more flirty than they had been before, and it was clear that I'd soon be getting more action at work, we would just have to be careful not to let the boss know. I sure didn't want to mess up the sweet deal I had with him. Even if, so far, he only wanted blowjobs, he had started caressing my legs, sliding his hands up and down my stocking thighs, which were on display, at my desk, or in the chair in front of his. I could tell the wheels were turning in his head, wondering what it would feel like. I'd seen his wife. She probably was attractive enough, when he married her, but she'd added almost her full weight again, and didn't bother trying to dress nice, and, I'm guessing, no fun under the sheets anymore. Things like that work in my favor.

All this week, on our rides back to the jail, he would massage my ass while I sucked his cock. He would inch my skirt up enough to expose my panties, and even slid his fingers under them. I expected any day now, for him to bend me over his desk

Things at the jail were just as good. I had all the cock I could handle, and, now, at least once a week, while I'm giving head and getting fucked, my little protege, Andi, would kneel under me, and suck me. WHAT AN ORGASM! Getting a hard cock in the ass, and mouth, AND getting a blowjob? I'm not sure it can get any better. Usually, after those romps, I was done, and would crash early. I rarely used my own bunk anymore, I took turns sleeping with my roomies. I was still cutting them in on my profits, and making sure their sexual needs were met. Maybe once every couple of weeks, we'd do another gangbang, just like when I first got here.

Andi was coming along nicely, He was losing weight, exercising, and doing his best to do his makeup. He wasn't there, yet, but he was doing everything he could, and his cellmates popped his cherry as soon as he told them about wanting to go Fem. He was giving his mouth and ass away, so he was plenty active, and I think the sex was helping with his weight loss. I was a proud big sister.

Wednesday evening, Jut and Nat sat me down, telling me they got their notice. At the end of the week, they'd be getting out. I was sad, I've really grown to think of them as big brothers. (With benefits, but yeah.) They promised to stop by and give me and Jamal their cell phone numbers, as soon as they could buy one. Fortunately, Jamal (for me, maybe not him) would be in as long as me, which, as I thought about it, was only a month away. Jamal told me not to worry about new roomies, he'd handle them if they weren't nice to me. I DID worry a little about who might be sharing our cell, though, I had a sweet arrangement, and hey, there are STILL some assholes out there that hate "girls" like me. Saturday night, we had a cell party, and Sunday, my boys hugged us, and made their way to freedom. I flitted around, trying to stay busy, just so I wouldn't have to think much about it. That night, I slept with Jamal, and moved my things to the other lower bunk, as I had seniority over whoever was coming in.

Monday after work, when I walked into the jail, Perry, one of the guards, walked me to our cell. He explained the new guys were there, and he was coming in just to make sure everything was ok. He had shown them the cell earlier, and told them they would be on the top bunks, and that one of them saw some of my clothes, was puzzled. Perry told him things would be obvious in a few hours. He asked me if I wanted to wait for Jamal to get "home", but I decided to brave it, and size the new guys up. We stepped in, and Perry, said, "Boys, this is Birdie. She is one of your cellmates. (pregnant pause) I don't know what your thoughts are on girls like Birdie, but I'll warn you now. The other cellmate, the guards, and, well, MOST of the inmates here? Will mess you up, if you bother her. Are we clear?" He stood straight, staring them in the eyes, and honestly, I teared up. Wow, Perry had always been kind to me, but he was like a guard dog with them. Both of the quickly nodded and answered, "Yes, Sir!" It was obvious this was their first time in jail, and they were intimidated as much as I was, the first day.

The tall, lanky guy stuck his hand out and said his name was Paul, and the shorter, pudgy one, more shyly extended his hand, and just said, "Gordon."

I answered, "welcome to jail, guys, it won't be as bad as you imagined. I was scared to death, when I got here, but, now, it's the best home I've ever had. I hope my... appearance won't make you too uncomfortable. My roommates helped me realize my feminine side, and, the guards give me a lot of leeway, in my clothes... and... actions" I grinned, not sure if they got my meaning. I hugged Perry and thanked him, and he went back to his duties. I turned back to still nervous looking guys, and said, if you have questions about anything here, just ask me, or Jamal, when he gets in.

They sat there, fidgeting, so I thought maybe I could break the ice a bit. "You guys will hear talk about me, and see things, so, I might as well tell you, myself. I, um, do... sexual favors for guys here. They get horny, I like it, and, it helps provide me a little money for clothes, makeup, trinkets. When you have this many horny guys in one place, they need release. If it wasn't me? It might be one of you... understand? I was forced, at first, but I quickly found out that I'm happier this way, than I ever was as a guy. SO, you'll see me... doing things that might make you uncomfortable. I hope not, but, I wanted to warn you, ok?"

Their eyes got even bigger as they nodded, and they had been scanning me up and down since I walked in. They still didn't say anything, though, so, I stood, and announced I was going out to "socialize," and, if they felt comfortable enough, they could go out to the common room, to play cards, or chess or checkers, if they wanted. They again nodded, and thanked me. I stepped out, trying to decide if I'd settled them at all, or if I made things worse. The first day is stressful enough, without having some swisher giving you the lowdown. I grinned at that thought. I had only sat down, maybe 5 minutes, when Paul stepped out, scanned the room, and came over to me.

He leaned down and in a nervous whisper, stammered, "hey, um, those F-favors... wh-what are they? I mean, um... do you, um, d-do things... for... anybody?" He was so damned cute. Scared silly, but horny enough, and curious enough, that he grew some balls, to ask me. Bless his lil heart. I pulled his head closer, kissed his cheek and answered," Why don't we find out, Sugar?" So, at least ONE of the guys was interested. I had a feeling that Gordon was, too, but was the even more shy one. If I were betting, I'd say he was still a virgin. I took Paul's hand, led him back to the cell.

"Gordon, Honey, Paul here is curious about what things I might do with guys. If you are curious, too, you can stay, or, if you are too shy, you can wait in the common room for a bit, while I 'talk' with Paul. What do you think?" They looked at each other. Obviously, they had discussed me before Paul got brave enough to ask. "Can I... is it... ok, if I um, watch?"

"That's between you and Paul. I'm ok with it." I looked at Paul, he swallowed and nodded, asked what he should do. I told Gordon to sit on my bunk, and told Paul to stand in front of me. I leaned in close, tiptoed, and kissed his neck, and slowly ran my fingers down his chest, to his belt. I unbuckled it, unsnapped his jeans, and unzipped him slowly. His face was beet red, and he was breathing so fast, I hoped he wouldn't pass out. "Relax, Paul, everything is fine, you'll see."

I dropped to my knees, pulled his long, thin cock free, while his legs shook. My fingers curled around him, and he whimpered. I had to seriously try to stifle a laugh, and flicked my tongue on his head, which was already leaking precum. He grabbed my shoulders, I think more to steady himself than anything else. I breathed warm breath on him, and licked the underside of his cock. My free hand cupped his balls, and I looked up at him and winked, letting his cockhead slide into my mouth. I already knew that my lipstick lips had a good effect on guys, and feeling his cock throb on my tongue was sweet. He MIGHT not be a virgin, too, but if not, he wasn't used to this. I swirled my tongue around him, over and over, as he swayed and moaned. Gordon, at this point, wide eyed and sweating, was rubbing his crotch. Paul grabbed my head, and yelled out, "OH GOD!" and blasted my mouth with warm, creamy cum. I didn't think he was going to shoot THAT fast, and I almost choked on it. He spurted 3 more times before he sank to his hands and knees.

I leaned back and said, "That, Boys, is one of the 'favors' I do." He slumped on his knees, and with heavy breath said, "wow." Gordon immediately jumped up and shouted, "Me? Can I be next? Please? Damn, Paul, that looked like you were gonna pass out. I-I heard about.. guys, uh, girls, uh... you know, people that do that, but, honestly, thought someone would be making ME do it, not getting it done. " He was shifting from one foot to the other, like a lil kid waiting for a carnival ride. He nervously unbuckled his jeans, and pushed them down, with his boxers, and his cock sprang out. It wasn't a full 5 inches, and not too fat, but it was hard as it could be, and stood, shaking it, grinning from ear to ear, I scooted on my knees to him, and engulfed him. He yelped, and grabbed my head. In seconds, he was shaking so hard, his legs were bumping into me. I was positive he was a virgin, now. I mean, yeah, I know how to get guys off, but he was freaking out. ""Oh, God, Oh GOD, YEAH!!! Fuck me, I'm gonna CUMMMMM." And, in LESS than a minute, he did!

I wanted to laugh, but, come on, I remember what a big deal that first blast that WASN'T from your hand, does. I patted him on the ass, and told them it was fun for me, but, that one was free, there would be favors owed, if we did it, or anything else, next time. They both nodded, and climbed up on their bunks, grinning like cats. I'd opened up a world for them, just as Jamal, Jut, and Nat, had done for me.

(I had planned on ending this series, but I think I will add one more part, at least, to make the jump from jail to outside life. Thanks for reading, and, as always, comments, good or bad, are welcome)

The "new" kids crashed out on their bunks, and I made my rounds, performing blowjobs on anyone who was hanging by their cell doors, and looking for action. As I was leaving one cell, I saw Jamal coming in, so I headed to our cell. I caught him before he got to the door, and told him about our new guys, that they were younger than me, and, before this afternoon, complete virgins. He laughed, and said he expected no less from me. " After supper, maybe we'll give 'em a real show, if you don't have any dates tonight." We went in, woke them, introduced Jamal, (who they seemed intimidated by), and made our way out for supper. They stayed close to us, as if someone would snatch them up, and do evil things to. I had to laugh, thinking I was probably as bad. Jamal made a point of telling them that no one would mess with them, with him around.

When we got back to the cell, Jamal sat on his bunk, and I stood in the middle of the room and, looking at the new guys, said," remember this afternoon, I told you that you might see things that made you uncomfortable? Well, If this does, you'll need to go out to the common room for a bit, cause I'm going to make Jamal feel good... and he's going to make me feel great!" I then knelt at his feet, pulled down his sweats, and grabbed his long thick cock. I made a show of sliding my small hands up and down it, as I leaned in closer, and parted my lips for him. Both of the boy's eyes widened when they saw the size of his cock, and looked in disbelief as I sucked it into my throat. Jamal gave me that sweet moan that he always does, letting me know I'm doing it right. They kept stepping closer, wondering how I managed to get all of him in my mouth and throat.

It wasn't long before he pulled me to my feet, reached under my skirt, and pulled my panties to my ankles. "That feels so good, baby, but you know what I need." I grinned as he lay back on his bunk, and I climbed up over him. He held his cock straight up as I lowered myself on it, gasping as it filled me. Unlike the first time, I was able to slide all the way down on it, feeling SO much like a women as he filled me.

"You boys wouldn't believe how damn good his big cock feels in me. THIS is the 'other' favor I do for guys, AND, for myself." I started slow and easy, but soon was bucking up and down on him, while he cupped and pulled on my A cup breasts. "Geez, Jamal, make me cum, and fill my ass full of your baby makers!" Moments later, I was cumming on his stomach, and he was loading me up. I lay there for a few minutes, then slid off him, wiping up my mess, then stripping off, and stepping in the shower. The boys seemed to follow my every move, and I really didn't mind. I'm sure it was far outside of what they expected, in a jail.

The next morning, I was up, as usual, before everyone else, shaving, doing my makeup and hair, and picking out my outfit for the day. We all had breakfast together, Jamal and I went out to work, the new guys were still waiting on their paperwork. As soon as I stepped out side, to make my way to the bus stop, I spotted my boss's car. I went around to his window, and asked why he was here. He answered that we needed to get to the office early, and he knew the bus would take longer, so I got in. I barely got my seat belt on, before his hand was on my thigh. I didn't say anything, he'd been getting 'handsy' a lot. "Birdie, you are driving me crazy, with the short skirts, heels, stockings... and... the way you walk. I, I'm not.. gay, or anything, but, I want to... fuck you! I just have to know if it feels as good as you look." I just grinned. I figured it was coming. All the way to work, his fingers slid up and down my stocking, tickling the skin above my stocking top, up to my panties, the back down. His cock was ballooning his dress slacks. We walked to the office door, he fumbled for the lock, and the alarm, and re-locked the door, and hurried me into his office.

"I wanted to wait, maybe till the evening, but, dammit, you make me so horny, lately, I can't get enough of you."

"It's ok, relax, let me help" I whispered, even though no one else was there. I pushed my panties to my ankles, stepped out of them, and dropped to my knees to unbuckle, and unzip him, and eased his slacks off his legs and draped them over his chair. I licked the underside of his cock, before taking him in, and got his cock good and slick, before I bent over, lifting my skirt, and wiggling my ass. "Come on, fill me up. I've been hoping we would do this!" (I knew he had NO idea how much experience I had, but he knew jail had turned me into a cock loving bitch.) He looked nervous, but determined. I wondered how long it had been since he'd fucked his wife. He lined his cock up to me, and eased forward. We both moaned. Morning sex is so good!

"Damn, Birdie! Why did I wait to do this? Fuck, you feel so good." I urged him on, sexy whispers of how good he feels in me (and he did) and pushing my ass back to meet his thrusts. His hands on my hips, sliding me side to side, in and out. I could tell when he'd get close, because he would stop, try and catch his breath, and rub all over my breasts, hips, then ram back at full force. "I don't want to stop, but, people will be coming in soon." He then started jack-hammering in me, and swelling in me. He tensed up, shot his creamy goodness in me, in one heavy blast, and three others. And held me to him for another minute, before stepping back, and then going for his private bathroom. I grabbed tissues from my purse, stuffed them in my panties, and made my way to the employees bathroom, just as workers began filing in the front. I stepped in a stall, and sat, making sure that I got enough cum out of me that it wouldn't drip out.

I was just about to open the stall door, when I heard a tapping. "Birdie? That you? Come on, girl, open that door. I'm horny as fuck, and I saw your hot ass heading for the bathroom." I giggled, and kidded him about coming back for more, and thought, 'why not?' TWO morning fucks? Sweet! I mean, yeah, morning quickies, to be sure, but better than NONE! I bent over the vanity, and just as Avery slid inside me, Robert, one of the guys that works with Avery, popped in the door. Avery and I both got that 'Deer in the headlights' look, and I shouted, "You didn't lock the door?"

Robert grinned and said, "I figured something was up, when Avery bee lined for the bathroom. Mmm, mmm, so she DOES put out. Birdie, it's going to cost you a blowjob, for me to keep quiet, right? Carry on, Avery, I'm just gonna pull my dick out, and feed Miss Birdie a morning milkshake." and he did. I sucked him, while Avery shot my second load up my ass. I love moaning on a cock while taking one. My work fun was starting to rival my jail fun. I knew I needed to get to the office quick, though, so I worked my hands and mouth on Robert, to get him to unload quick. He did, and I promised him a longer one, another time. I cleaned up, again, and freshened up my lipstick, then walked back to the office, as if nothing at all happened, even if I might have been perkier.

When I got back to the office, the boss was giving the lusty look all day, and every time I went to his desk, or he to mine, he'd run his hand up my leg, or over my ass. Oh, yeah, he was all in, now. He made sure to let me know that we'd need to stay a bit late, as he had things to go over with me. Of course, we all know what that was. His libido had increased 1100% since I got promoted. Oh, and while he more leisurely fucked me the second time, he commended 'my fine work' for the company, and gave me another raise. Is this a great life, or what?

The weeks flew by, and, on my last night in, I went around to many of the guys that had made my stay more fun, and, I gave all my makeup, and several outfits, to Chantel, because I was going shopping the instant I stepped out that door. All top shelf for this girl, now. My breast enhancement is scheduled for next week, and I know I won't be able to work, for at least a week, maybe more, but I'm sure an enterprising girl like me can get creative in keeping my guys happy.

I fucked Jamal, and sucked Paul and Gordon off on that last night, got up the next morning, ready to conquer the world.

I have to say, it was an adjustment. Freedom requires more effort than I remembered. Still, I'm making a new life. I stayed in a hotel for a couple of days, until I found a small apartment behind a house in a quiet neighborhood. I was making good money, and still pleasuring the boss, and a few of the guys at work. There were a few things to still work out, so I told the boss I needed a day off work, and made an appointment, under the name Birdie, with the lawyer who defended me in my trial.

I primped all morning, making sure my hair and makeup was perfect, and slipped into a tight, but flowy from the waist down, blue dress, with matching 4' heels. I didn't tell the lawyer's secretary what exactly I needed to see him for, just that it was of a sensitive nature. She tried to pressure me on it, but I held my ground, and finally, she announced me to him. It was clear that he did not recognize me.

"Have a seat, Miss,, or Mrs? Johnson. How may I help you?"

"Well, Counselor," (as I stood) "You don't recognize me, but you... 'HELPED' me before." He studied my face, and still looked puzzled. I walked around his desk, leaned over him. "Take a long look. You knew me as BURT. I am Birdie, now. Thanks in no small part to the justice system."

His face went white, and still looked as if he wasn't sure. He must have thought I was going to attack him, because he raised his arms up as if to defend himself from an attack. "Don't panic, counselor. I'll admit, I was angry, at first, but, LOOK at me. I am a better me than I ever was before. I am LOVING my life. And, I wanted to personally thank you, for your part in making me." I smiled big, while he still looked unsure what to expect, he dropped his arms, and started to clear his throat to talk, but I put a finger to his lips, and brushed my hand up his thigh, patting his crotch. "I watched you watch me walking in here, and I have learned how to thank a man in the best possible way."

I winked, dropped to my knees, and pushed his chair back, unbuckled his suit pants. "Wait... Burt, uh, Birdie... you... you don't have to... um..." But I unzipped him, reached in, and pulled his semi-erect cock free. I shushed him, and leaned in, licking the head of his cock while he arched up and moaned. "Oh, damn, no, you... shouldn't." But, by then he was stiff, and in my wet mouth. His fingers were clutching the arms of his chair as he squirmed under me. I was in no hurry, and milked him with my lips, and swirled my tongue on him until he begged me to let him cum. I increased my speed and pressure, and he raised up from that chair as he blasted ropes of cum in my waiting mouth. I stayed on his cock until not a drop was left, and he started to soften.

"You did not need to do that that. It was... unprofessional of me, and... and..."

"Don't worry, Counselor, no one needs to know what happened. It was just a show of my appreciation. I do, though, need a little legal help. I need to get my name changed, can you handle that?"

He gave me the once over, and nodded. "I really.... can't believe you are the same person." To which I answered, I'm not, and that is why I want to change my name. He smiled and told me he was happy that I was comfortable with what happened to me. He confided that he had worried how I might be treated, given my feminine size and manner, but that he never expected that I would embrace it.

"I guess sometimes the judicial system DOES work, hmmm?" We both laughed. He complimented me again, and told me that my name change would be pro bono, and he looked forward to helping me in the future.

Now that I was out and available, in the evenings, I was getting taken out to dinner, by my boss, sometimes, occasionally by a co-worker, and even strangers, eager to meet a "girl" dressed for fun. As tempting as it was though, I never mislead anyone. I made sure they knew that I only LOOKED like a girl, and could only provide 2 of the 3 desired orifices they desired. Now, in a group of guys? Each will tell the other that they would NEVER date a "he-she," but, we all know, the little head makes those decisions. And, with few exceptions, the big head is happy to take a back seat on said calls. I was thrilled to find out that many more guys are curious about girls like me, than they would admit to. Ain't life grand?

A part of me also wanted to "thank", in my own sweet lil way, the judge that sentenced me, but, as it turns out, he retired and moved to Florida. His loss. Still, I think of him often, for making my life unbelievably better than it was. Here's to you, Sir, and the judicial system, which I gained a newfound respect for.

(special thanks to the reader who suggested my retaliation, even if I may have taken a different path than they hinted at. And, MANY thanks to you guys who read and comment.)