#463 - Sissy Story 3 - A Slut Awakens

During the month of August i decided to post some interesting tails
about feminization, sissification and other erotic stories! this is the number 3
I hope you like it! ;)
enjoy!

Anna Malice

PS if english is not your own language try to translate the page by google language tools
inserting the address of this page!


A Slut Awakens

The day began like any other; I woke up, showered, wrapped my towel around myself and sat down to begin applying my makeup. I stared at myself shocked at the transformations I had undergone the past few weeks, my beautiful feminine body so smooth and curvy it could put even the most finely molded hourglass to shame. My black hair fell down my shoulders accenting my naturally puckered red lips as the tips stretched out to embrace the tops of my budding breasts, tickling my tender areolas and nearly sending me into a horny little fit.

I grabbed my comb and began styling my hair in an attempt to both distract myself from the sensation as well as move the offender from the region. As I sat there I couldn't help but reminisce about how it had all begun.

I am not a girl by birth. This is a fact. I was originally a 19 year old male fresh out of high school, and although I was what most considered average I thought myself to be very much unlike most the boys my age. I was very frail; I stood maybe 5'7 on a good day, and maybe weighed all of a hundred and ten pounds when I wasn't too busy worry about feeding my sister to eat.

My parents had just gone through an ugly divorce around the time I turned twelve, and while my father had vanished to parts unknown my mother had decided to keep the house and raise us just to spite him. So she took me and my litter sister and raised us all on her own, paying the bills, buying our clothes you name it. She worked every day for long hours and when she was at home she generally spent her time working out and keeping her body as youthful as possible.

Our lives were pretty much the same every day, I'd wake up take care of my little sister until it was time to go to school and then come home to find mom working out in her back room until it was time for dinner. After dinner she would usually pass out on the couch still in her work out clothes leaving me to put my sister down and get myself off to bed.

This regiment continued pretty regularly until the day I turned seventeen and she had decided she couldn't take being alone with the kids anymore. She began to separate from us, finding herself a new boyfriend and eventually vanishing for the most part from our home life. Eventually I took up the reigns of the parent and saw my sister graduated and moved out on her own. With my sister gone and my parents god knows where I found myself rather alone and bored in our house. I had from early childhood embraced my shortcomings as a man. I had found a strange joy in looking at pictures of gay men once we had gotten a computer. The discovery of the internet had awoken something strange inside me, I had always considered myself straight and had even dated a few girls, branching out as far as kissing and getting handjobs, yet I couldn't help branching out into the things I was finding on the internet.

I remember the first time I found shemale porn, I couldn't help myself the feeling in my stomach burned like sun itself as I ran my hands up and down my body. It was the most amazing feeling, the guilt at watching something homosexual, the joy of defying the establishment and unnoticed at the time my joy in pretending I was them as they got dominated by men. It fascinated me; boys like me could turn from nearly unwanted twiggy jokes to one of the most beautiful and desirable creatures alive.



It was unfair! All I wanted was to be one of them, I would never admit it to myself but eventually it consumed me and before long I found myself sneaking into my mother's room during those beautiful moments of solitude to dress in her lingerie and insert her vibrator (which I had found under the couch one fateful afternoon) into my ass hole. I would savor the vibrations as they racked my insides. I would shove it in and out pretending it was one of the men in the videos and I was the black haired vixen he so desperately lusted for, occasionally crying out "Daddy!" a little too loud for safety. I kept this routine up for a long time, waiting for each moment to come and reveling in the feeling of how naughty the things I would do when the door closed behind my family. Eventually I grew older and found less time to enjoy my hobby as my mom began to grow distant. Now she was gone and I was all alone, bored and completely lonely. I decided then and there I knew exactly what I wanted to do and without a moment's hesitation I turned and trod proudly into my mother's room and began once again going through her things.

"This time will be special!" I hummed to myself as I selected a short white skirt and a pink tank top decorated with the ever so flattering "Slut" embroidery that had become common in women's casual wear at the time. I flung them onto the bed and began riffling through the panty drawer selecting a black thong and bra. I threw them down on top of the skirt and shirt and dug through her closet for quite some time before I found a pair of those high heeled platform sandals I see girls wearing around pools at parties and such. They were pink with a see through pink rubber strap to hold the shoes down against my toes. Little yellow flowers peeked out from several places around the strap giving the illusion daisy had taken root amongst my dainty toes.

I smiled deeply as I looked over the clothes spread out on the bed, deciding the illusion wouldn't quite cut it I grabbed a pink and white striped hair band, some small diamond earrings as well a few rings and the coup de grâce a sexy gold waist chain. I gathered up my goodies and headed off to her bathroom. I sat the clothes in a pile on a stool near the mirror she often used to hold similar objects as she went through the motions of preparing herself for society.

Long ago I had become a master of this process. I mean in a house full of women how was a boy not to notice his mom getting ready every now and then? I started the routine as I had seen her do hundreds of times by plugging in the hair straightener as I let the shower water heat up. If I was lucky it would be ready by the time I got out of the shower.

My hair was naturally long and curly, my mom had spent years complaining about her own. I learned pretty quickly after a few attempts on my own when she was absent and now I was well aware that I had the same problem. So doing as my mother before me I grabbed one of her shower caps before I stepped in knowing even the slightest bit of water on my hair and this session would quickly turn nightmare.

After lathering up and making sure I was clean I began shaving my body. As I said before I am very small and petite for a boy, I've been told by lots of girls that when women say they have a butt like a twelve year old boy and are meaning it as a compliment they are referring to a bulbous example such as mine.

Others had told me they would die to have my slim waist and smooth hairless body. I had even been accused by one of my girlfriends in high school of taking estrogen pills! If only she could have seen what I was like with estrogen in my system... I can't even begin picture how shocked she would have been! Regardless as I was naturally I was unbelievably feminine and once dressed I had fooled myself into thinking I was really a girl everytime.

Clean and Hairless I stepped from the shower making my way to the vanity and removing the shower cap as I sat in her throne like makeup chair. I look at myself in the mirror marveling at how I had never managed to sprout a single bit of facial hair. It was almost like god himself was mocking me, telling me I may be a man but I would never look like one. I guess he had other plans in mind for me...

I brushed, styled and straightened my hair after putting on my bra and panties. I had learned to instinctively tuck my tiny little penis (more proof towards the sick joke god was playing on me) and balls behind my legs and up into my ass crack, allowing the thong to slide up and provide the little bit of pressure that would be required to hold them in place. I stuffed the bra with a little bit of tissue and slid the shirt over my head making sure it rode a little higher than usual in order to hide the unnatural look of tissue sticking out of my bra.

Half dressed I got to work on my hair, pulling the long black tresses through the heated straightener and down past my shoulders until every last lock was nice and straight. I gave myself a little "white girl poof" for added measure, tucking it into the hairband as I moved on to makeup.

I started with foundation layering it on before adding a nice reddish purple blush to my cheeks and opting for the candy apple red lipstick I tended to favor. As I mentioned I had mastered the art of makeup and I wasn't kidding, my mom herself would have been jealous of how I was starting to look as I began gliding the mascara brush along my eyelids. My eyebrows were next, the one contradiction to the previous tricks god liked to play on me. Instead of being next to nonexistent like the rest of my body hair they grew out bushy and were always threatening to bridge the gap to for a uni-brow.

I fought them for what felt like hours before I was finally satisfied, running an eyebrow pencil over them to fill in whatever gaps may have sprouted during my haste, finally standing up and sliding the skimpy little slut skirt up to my waste, clasping it shut at the waist and stepping into the sandals. I marveled as a breeze blew beneath me, tickling my ass. (That sensation is without any doubt one of my favorite things about skirts!)

I twirled in the mirror satisfied with how I looked, it was like staring at a 19 year old spicy latina college girl the ones you see on tv that lounge about on the coach and wait for her friends to come over so they could enjoy a friendly pillow fight. Giggling at the thought of being a college girl I set about my tasks for the day.

Unknown to me at the time I had been being watched throughout the entirety of my transformation. You see just before my mom's disappearance we had been subject to a new addition to our neighborhood after our long time neighbors the Dawson's (a lovely elderly coupled) had moved. Well it was really just Mrs. Dawson, Mr. Dawson had died of a heart attack during the night and overcome with grief she had stopped taking care of herself.

Eventually her kids had been forced to come down from the city to deal with her; they promptly packed her up and shipped her off to a home. They sold the house to a very domineering African man named Sam, and after that and my mom feeling spiteful (I starting to think she believes we stole her youth) decided to force us to have him over for dinner.

He had taken a profound interest in our family, in no time at all he was suddenly dropping by to help around the house and sometimes when no one was looking I could swear he was watching me.

I felt like he followed me around the house, especially when my mom and sister would step out. Once I was almost sure he had said something along the lines of "Slut" to me as he was repairing the washing machine one day. Thinking it was ridiculous for a man to call another man a slut I shrugged it off and went about my business. What

Boy was I going to be suprised when I would find out that Sam had turned out to be more interested in our family then I originally suspected. It turns out When my mom had run off with her new boyfriend she failed to tell any of us that he was a very high ranking official within the Mafia. Let alone that Sam had not moved in by coincidence, but was actually hired to watch over our family for somewhere close by.

The real reason he had been helping around the house was so that he could secretly hide cameras, so that he could monitor us and keep us safe. Instead he had ended up recording and watching every second of film he had of me dressing up and masterbating.

Sam had become infatuated with me, to him I was better looking than my mother and sister combined, and once I had transformed he knew was going to have to have me one way or another. As It happened to be today was the day he would finally strike. He turned off the monitor of the screen he was watching me walk out into the backyard on and made for the door. Grabbing his keys off the counter he smiled inwardly as he locked up and made his way over to my house. Today he would make a boy into a woman, his woman.

The knock on the door startled me and I dropped the glass of juice I was carrying across the kitchen floor. I stood there in panic trying to decide what to do. It couldn't be my mom she wouldn't bother knocking and my sister had her own place now, she rarely showed up around the house unless it was a holiday

Deciding it was probably nothing more than a delivery guy or something and that it was better off to just ignore it I plucked a paper towel off the roll and got down on my hands and knees and began scrubbing up the wreckage of my beverage. It was then I heard the door shut from the living room.

My heart leapt to my throat as I jumped to my feet and found my black neighbor Sam staring straight at me. Staring is probably too soft a word, it was more like he was leering his eyes straying up and down my body as his tongue flicked out of the side of his mouth and traced his lips.

"You look so good in that outfit I couldn't help but think to myself; Sam old buddy, a little girl like that one shouldn't be in a house all by herself, it's simply not safe not with all the sexual predators out there these days." he quipped smiling broadly as he closed the distance and came up to the bar that separated the kitchen from the living room.

"Mmmr...wwwoodssson!"I stammered, "What are you earth talking about!? What are you doing here!? I...I... I think you should leave!" "Now now that's not a very polite way to treat guest's young lady! Your mother would be so upset to hear about how you are behaving. Did you know she begged my boss to have me look over you all this time, fix things around your house and make sure it's nice and quiet so you can dress up like the little girl you are?" He laughed, "Well granted she doesn't know you dress up but that can be our little secret can't it?" I stood there aghast, frozen in fear as I digested his words. He had been watching me dress up! How long had this gone on... had he seen me with the dildo? Oh no! What was I going to do if he saw me panting and screaming out for my daddy as I fucked myself relentlessly with that vibrating wonder machine? I was caught and I knew it so I decided to make the best of it. "What would you like to drink then Mr. Woodson!?" I cooed softly, getting a little more practice with my feminine voice.

"A Jack and Coke would suit me nicely and for you I'm thinking something more girly is in order. How do you feel about a pink pussy, know how to make one of those?"

I nodded my head and he stood from the bar and made his way towards the sliding glass doors leading outside to our pool.

"Good that kind of drink suits the new you. I'll be outside having a swim, bring it to me when it's done."

I nodded my head and got to work about the kitchen making our drinks. After I finished I went outside and found him lounging in nothing but his swim trunks (apparently he had worn them under his clothes? How well prepared for this was he?) He took his drink and swiftly finished it. Looking up at me and my half finished glass he sighed unpleased.

"Now now, that's a pink pussy you should be able to finish that before I even get halfway done. I think you better pick up the pace or your mother might learn you have been stealing her booze as well."

I scoffed at this for a second but the look in his eyes suggested that even now the cameras were rolling and he had all the evidence he needed to have my mom back here in an instant. Giving up I downed the glass and he sent me off to get more. A few hours later I was feeling really drunk as Sam insisted we go inside and watch some TV. He had me sit down on the couch as he walked up to the DVD player and inserted a Disk he had pulled from a secret compartment inside the entertainment center. Had he installed that for just this occasion I wondered as my suspicions became verified when the movie finally started. It was a porno! Not only that, it was one I had recently watched (he was watching me on my computer too!) and showcased a very beautiful black haired Tranny named Carla Novaes (I always thought I looked like her so it made it easier to pretend to be her when I played around) as she sucked and fucked a large black man very similar looking to Sam now that I thought about it. Sam seemed to be reading my mind as he sat down next to me and placed his arm around my shoulder. "I think you look just like her." He said solemnly "I am sorry for being so forceful earlier, but I knew it was the only way to get you to lighten up a little. That and a few drinks!"

He laughed awkwardly as I sat there silently as he waited for me to say something. He was right in a sense, after the third or fourth drink I'll admit I started REALLY loosening up and accepting what was happening. I had even begun acting a little girly, giggling at his jokes and letting my eyes linger on his swollen chest and the surprisingly girthy bulge straining to escape his swim trunks.

"You see I do think you look a lot like her and well to be honest she is my favorite. I have been in love with her for a long time and obviously I would never get to know her. I've dated others like her but I felt like you would be quite the catch if I pulled it off, so please, I don't want to have to force you..."

It was then I realized what he was after as his lips met mine and his tongue slithered into my mouth. I pushed him away gasping for air. "We can't!" I stammered "I am a boy!"

"Not to me you aren't" he said running his hands along my side and sending a shiver down my spine. "Look at you even your body can't lie about what you are! So why do you keep fighting it!?" He was right, I was enjoying this. I felt his hand stop and clamp onto my ass as he began kneading it gently. I was fascinated at how my hips moved in rhythm with his hands, completely on their own and I knew it was time. I lunged forward my lips practically crashing into his as my tongue thrashed about inside his mouth. His tongue met mine and I felt nothing but bliss as we sat there making out lustfully, his hands travelling up and down my sides, my hips bucking to the motion started by his hands.

His hands found my nipples under the bra and stuffing so suddenly I couldn't help but moan (amazingly girly) and plunged my mouth upon his one more. Before long my curiosity and lust were beyond my control as my hand found the button to his pants. I unfastened the strings and pulled the button free allowing enough room for my hand to slide down his stomach and into his drawers. It was there I found my new best friend. I pulled his cock free and began to run my hand up and down the long ebony shaft, my fingers lightly circling the top as I plunged my hand up and down his huge member. It had to be at least 10 inches and wider around than a good sized carrot. The weight felt just right in my hand and the heat it generated was somehow comforting.

I wanted to get to know it better! My mind made up I broke our passionate embrace and slid down past his knees my face now eye level with his massive cock.

"Suck it Carla." He grunted staring me straight in the eyes.

"What did you call me!?" I said staring shocked up at him.

"I can call you Carla can't I? I figured your real name wasn't very fitting after all and well you look like a Carla..." he pushed his cock towards my lips "please my darling Carla?" I was sold, it was like those feelings I had had watching shemales on the internet only better, 10x no 100x better. I was finally Carla, a girl, one of those beautiful radiating creatures and here before me was the big black man I had always secretly wanted to covet me. My head dropped and the tip of his cock passed my lips hitting the back of my throat.

"Wait a second now..." he said as his dick hit the back of my throat. "I appreciate your dedication but you don't need to go so fast, here take it slow."

He ran his right hand up until it rested on my lovely soft black hair. He then applied pressure, guiding my head slowly up and down on his cock. "Twirl your tongue a little, yes like that, oh god you are a natural."

This was all I needed, my previous gusto returned, coupled with my newfound knowledge of cock sucking I began to really work it. I cupped his balls and began playing with them with my left hand as my right hand slid up and down his shaft in constant pursuit and retreat of my lips. He groaned loudly and began thrusting upwards to meet me as sweat began to trickle down his forehead.

Suddenly while I was mid stroke I felt his hands leave my head and he bent forward to slap my ass. I had been so shocked I had completely forgotten about my gag reflex, instinctively I had let his cock slip past my lips and down my throat. I gagged lightly as I focused on breathing through my nose.

"Well I'll be damned; you are the first one to ever do that on the first try. I'm impressed!" he said staring down at me glowingly. I couldn't help but feel honored by his compliments and shook my ass a little to his pleasure as he slapped my ass once more, all the while looking up at him, his dick in my mouth and a smile on my face.

My actions prompted Sam to finally take up the initiative to do what he had been planning from the moment he had slapped my ass. At first he had intended to startle me and see just how slutty I could be before he showed me true pleasure. Satisfied with his findings he effortless grabbed each side of my waist and spun me his dick still in my mouth so that I was lying on his chest facing down towards his cock. My skirt fell down revealing my puckered ass hole and barely visible boy clitty (I had decided I wasn't a boy anymore at this point) I felt his tongue slam against the outside of my asshole and by the time his fingers had taken its place I had lost it completely. I was grinding my asshole into his face as I vigorously sucked his cock. We kept at this pace for a good twenty minutes or so before I slid his cock down my throat one last time, just in time I might add for his orgasm. His cum shot directly down my throat, unhindered by lips, tongue or gag reflex and made its way to my belly adding to the lusty heat that was growing from that region as it was. I gasped as his cock flopped out of my mouth and he spun me once more, now I was sitting on his lap staring him straight in the eyes.

Instantly we began kissing and I felt his member begin to stir once more beneath me, before too long it was poking up past my skirt and he began banging it aggressively against the back of my ass. Completely turned on at this point I began to shimmy and slither on his lap, enticing his penis back to its fully erect state.

"Fuck me." I said so bluntly I surprised even myself.

"You think you are ready?" he said a bit shocked at how well things were proceeding.

I nodded my head and smiled holding me against him as he reached around and pulled my panties off, flinging them like a kid shooting a rubberband off his finger tip across the room and onto the TV. He didn't however get started right away as I had assumed, instead he lifted me off him and bent me over the arm of the couch with my ass facing him.

I couldn't help think how I must look, sitting there like a drunk and horny college girl bent over her own couch with a huge black man tonguing her ass hole like it was some sort of tasty treat. Then it hit me, all of this was being filmed. Like it or not he had me and I was about to become a porn star in one sense or another. Feeling really turned on by becoming a porn start just like Carla I began to really act the part, living it up as I moaned and wailed bucking and letting the feelings take me completely. Sam took this as a sign that I was ready and before I knew it he had stopped licking and had positioned his dick against my asshole. I heard a squirting sound as something cold and wet was slathered onto my asshole and most likely onto his cock judging from the continued slathering sound after he had finished with me.

"You're are going to have to guide it in honey." He said as he placed my hand on his cock "It's your first time you have the right to set the pace. That's it nice and slow... oh god you are so warm and tight!"

I moaned loudly when his balls slapped against my thighs and the bulk of him had filled me. It was incredible, I had never felt this great in all my life. It was as if ever pulsation of his cock rocked my body sending sensations that forced me to move with them and in turn starting the process all over.

"What now?" I asked, feeling somewhat silly at the question.

"I told you to set your own pace sweetie, move it in and out on your own and get a feel for It." he said slapping my ass playfully. Doing as he said I rocked forward on the palms of my hands and then slowly pushed myself backwards feeling his member slowly slide up and down my insides sending shockwave after shockwave through my body before my hands gave out and I collapsed onto my face.

He laughed a little from behind me and I felt his hands run up under my stomach and up to my chest, lifting me upright until my back was against his stomach. I turned my head and our mouths met again as he slowly began to fuck me at a pace similar to what I had been doing myself. "Get ready girl, this is where it gets good." With that he began to pick up the pace, truly fucking me for the first time. I had thought I had lost control of myself before but it was nothing like what was happening now. I threw my head back and screamed like a girl every time his cock hit the back of my ass. I bucked my hips, I slithered, I gyrated and I even fell back down onto my face, my ass sticking straight into his giant cock as I gripped the cushions for dear life. Then suddenly he stopped and his dick fell out of my ass with a pop. He got up and sat down on the couch and beckoned me over to him, pointing playfully to his lap. I didn't need any prodding at this point I happily sauntered over to him, climbing onto his lap and reaching back to guide his dick into my ass as if I had done it a hundred times before in my life. We resumed our previous pace as we locked eyes, his hands gripped my waist and he began slamming me down into his cock as I held my girly arms up like I was walking like an Egyptian, letting their flop there for added effect as he pummeled my ass.

"Scream for me like you do in the videos." He said suddenly stopping "tell me how much you want it."

I knew what he wanted to hear, I had feared it at first but now I was looking forward to it. As far as I could ever tell the best porn were the ones where they begged for it and like it or not at this point I was nothing more than a beggar.

"GIVE IT TO ME DADDY!" I screamed as I began fucking myself despite him. "I need your dick, I am your woman, oh please daddy fuck me until I can't walk"

"That's what I like to hear, keep it up." He said as he began to fuck me in earnest once more.

"OH MY GOD! Yes please! Yes! Yes! Fuck me! Ride me you black mother fucker you aren't doing it hard enough! Oh god ya, Like that! MOOOOOOORE!!"

Then it came, the greatest most powerful orgasm I had ever felt. My clitty began spouting its load all by itself (it had never done that before!) and my body shuddered like I had epilepsy but he never once stopped and the more he went the better it felt. I came three more times before he finally pulled his dick out of my ass sometime after we had switched to over to missionary.

"Open your mouth bitch!" he yelled as his cock came to my face.

"I know already!" I yelled back playfully as I engulfed his cock and took his whole load into my mouth, swallowing gleefully until every little bit was gone.

We spent the next few hours cuddling until I fell asleep. I awoke in my bed by myself, on the desk was a note and a bottle of pills. I picked it up and read.

You are to take these pills everyday for the next three months, I will be away on business but when I get back I know you will be seeing the effects. Keep yourself pretty for me while I'm away, I can't wait to see you again my beautiful Carla! -Sincerely Sam