#769 - Sissy Story 18 - The Walking Dead

Well, if you have time, in this sunday morning of december..
I suggest you this curious tale.. inspired to the famous Fox TV serie!
Infact, even if with that horror story.. this has really few things in common..
(the walking dead.. here, are only on background)
the scenario remains the most interesting thing..
The question is.. what would you do.. if you was the last inhabitant of this planet?!?
I mean.. the last not-dead sissy inhabitant, of course.. ;))
note: you can find this sissy story on xhamster..
his author.. Harloch.. has written another final.. that i didn't liked so much..
I hope he don't mind.. I took liberty.. to modify some details on the last chapter.. ;))
last note: I never tought about it.. anyway feel free to send me your sissy stories to post..
Now, enjoy the sissy story number 18! ;))


Anna Malice



The Walking Dead

My name is Ivy. That's not my real name, but that's another story. I'm 20 years old and this is my journal. There was an apocalypse and most of the civilization fell victim to this terrible disease. I was one of those who were punished by surviving. For a long time I though I'm the only survivor...

The Beginning
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War is hell, but this was worse even more as it happened on frigging Christmas. They were walking EVERYWHERE and I just couldn't leave my home. When I ran out of food the hunger drew me out. The city was in chaos and the only solution was to hop on my motorbike and ride to downtown mall hoping that it was closed on Christmas and free of the dead.
I barely escaped them and there they are banging on the doors. I managed to break in through one of the service doors. Searching through the whole mall took me most of the day and night but it seemed like I was lucky.
I spent a few days barricading the doors and windows when the depression suddenly hit me. I was sure I was the only survivor as I didn't see anyone living for days. Then I realized I could live my fantasy and nobody will be able to judge me.
The first thing I did was to run to the Internet cafe where I spent the afternoon researching. When I finally broke into the drugstore finding the right medications were a breeze. Two fuckin' full boxes of them. Maybe I was luck and maybe it was fate that I managed to find it, but that was the moment when I began my own hormone replacement therapy on my way turning into a woman in a world infested with living dead.
The night was full of dreams and my fantasies were back. There was finally a reason to struggle and stay alive...

Day 1 (as a woman)
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I got rid of my clothes first in the morning and ran naked over to a beauty and spa saloon. I took a bath there and shaved all the hair from my legs, crotch, and ass and took a bath.
The next stop was an underwear store. There I have chosen a pair of tiny pink thongs. Then I went to a popular youth fashion store where I selected the rest of my girly outfit. My legs got a pair of white thigh-high socks with two little pink bows on their side. Over that went a short tutu-like skirt and a white t-shirt. It was quite simple but I felt very sexy and pretty. And that turned me on.
This was not my first time in female clothes but I was always hiding and had to be fast. This time I had all the time on the world. I went to the sex-shop that was tucked away in the basement and selected a dildo for myself. I always wanted to try that and never really had the opportunity.
Then I went back to the furniture department where I took residence, laid down on a back, and pulled aside my thongs. My dick was already hard from the mere idea of having anything similar to a cock in my ass. At first I was only sucking on the dildo while my dick was throbbing and about to explode.

Then I put some lube on the dildo and slowly started playing with it around my anus. I couldn't wait for long so I slowly tried to push it in. My first choice might have been a bit rushed as it seemed like it is too big for my ass. But I didn't give up. I pushed the tip a few times in and pulled it out. Slowly I was able to relax my anus and stretch it enough to push the dildo all the way in.
I was lying on my back with my legs in the air. This was my first anal experience and it surprised me that I lost the erection even though I was just about to cum. And I came hard filling the thongs with my warm cum. The feeling was different and exceptional and the orgasm lasted a lot longer.
I was there lying for a couple of minutes with the dildo still in my ass when I started feeling bad. What have I done? Can this be right? I felt strong guilt and did not know what to do. I pulled the dildo out of my ass that was hurting a bit. There was cum smeared all over the inside of my nice pink thongs. I felt awful. Like a slut.
I walked around the mall aimlessly for some time thinking about what should I do. Suddenly I knew I would get some kind of a punishment if anyone else would be still alive. That was right - I needed a punishment.
I quickly went over to the kitchen department and found some large wooden spoons. I wanted to humiliate myself and punish so I don't repeat this mistake again. I stripped all clothes off me and put my cum smeared thongs into my mouth. The mere idea of cum in my mouth, or any other, was disgusting for me. It was quite hard to force myself to open my mouth and push the thongs inside but I did it. I can't even imagine the grimace on my face when I felt the disgusting taste of semen on my tongue. But I endured and bent over a table.
I spanked my ass with the wooden spoon until I started crying and even a light touch with the spoon on my ass was too much pain. I stood up and found a mirror to look at my ass. It was all pink with some white areas. I couldn't even think of sitting down on it. That was a punishment I have deserved.
I went to sleep naked that night and spent the night sleeping on my tummy. This was the first night that I didn't hear any zombie bastard banging on the barricaded doors. Maybe they died from hunger? Maybe they gave up? It was the first night in two weeks when I finally got some proper sleep...

Day 15
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Two weeks have passed since my adventure and seems like the punishment did mean something. At least for that two weeks. I wore normal clothes while I did my normal day to day activity of checking out the barricades, stashing food and other necessities, and generally patrolling the mall hoping that none of the zombies got in. I continued on my self-prescribed hormone therapy, though.
I was rummaging through the sex shop one day looking for some fun when I discovered something I never saw before or thought it existed. It was a vinyl fake vagina made for wearing it! And there were several kinds of it! I was very excited to find this and looked through them to see what kinds they had.
The first one I took into my hands was a pee one. It had this small condom-like cap that one puts on his cock. It would then simulate peeing like a girl. It also had genuine pussy lips and was designed in a way that my natural pubic hair would show.
Another was a plain one which just hides the cock and had an opening in the vagina that opened to my ass and a fake rectum a bit above that.
The third one I liked the most. It had an opening instead of the clitoris through which the penis head could be showing and a sheath as a vagina which should go into my rectum for a simulation of real vaginal sex! It also had an optional menstruation add-on for the sheath which simulated menstruation. You could guess I immediately fell in love with the later one!
I quickly forgot what I promised myself and the punishment and snatched one set of fake strap-on boobs, too and ran to the first female clothing store I spotted. I ventured through the store and selected a blue set of panties and bra, a blue t-shirt, and a denim mini-skirt.
I took all the clothes and ran over to a general store and got a pack of tampons and pantyliners for something I always fantasized about. I undressed right there on the spot and first fitted the fake tits on me. They were B cups and nothing special but still a good feeling. Then I prepared the artificial vagina and straped it on me. I had to push the sheath into my anus to act like a vagina and that turned me a bit on making my small dick (from the HRT) to protrude a bit through the clitoris opening. I had also put the menstrual add-on in place.
Next was to put the tampon in place. I slowly tucked it into my new pussy all the way it could go to provide a very uncomfortable feeling. It was a strange feeling of something small and hard in my anus at all time while I moved around. Normally, when I put something there it was in a sexual pose but this was everyday poses and it was just strange.
Then I put on the panties and a pantyliner in them. Feeling the pantyliner against the inside of my thighs turned me even more on. My dick was hard and a bit protruding from the clitoral opening and touching the panties. They were dry and the feeling was a bit uncomfortable and painful so the erection was quickly gone and my clitoris got back to it's normal small size and hid between the lips.
I put on the bra next and wore the t-shirt and skirt. The skirt was a little bit too short and no matter how much I tried to pull it down my panties could be seen at least a little bit. Looking at myself in the mirror made me feel sexy and I got another idea. I found a small organizer on a shelf in the general store and made it into my menstrual calendar. A week of menstruation followed by three weeks without it. And then over and over again. I made a written promise that I will keep to my menstruation and will not have vaginal (anal, actually) sex during that time.
In my nature I'm quite submissive and love humiliation so I had another idea that I just had to try. I had to walk in front of other people like this to see how will I feel. This was not a real possibility but I improvised. I climbed to the top of the mall and walked around the edge of the roof where the zombies could see me.
Were they sane or not I felt very uncomfortable and exposed as I walked around. Adding to the humiliation was the tampon in my man-pussy that was still very uncomfortable even though it got a bit softer from the fake menstrual liquid that was slowly released.
I returned to my normal daily chores after that. I felt strange while doing them and quite exposed because of the whole outfit and how short the skirt was. I walked around trying to hide it all at my best because, even if I was alone, I was feeling ashamed.
While I was collecting some cans of food I saw my panties in a mirror and realized they were bloody! The whole day had passed and I didn't thought of changing either the tampon or pantyliner and they leaked. I went to the bathroom like a real girl would do to change them. When I got there and removed my tampon and the pantyliner I realized I forgot to bring a pair of clean panties so I just tucked in a new tampon and went on pantyless.
While I washed my hands next to a mirror in the bathroom I realized how my pussylips could be visible under the skirt along with the tampon string hanging there. For some reason this made me feel turned on very much. And I got an instant idea.
Many of the offices had a computer so I brought one to the area where I "lived" to use at least while the electricity lasted. I turned it on along with a webcam and set it so I could see myself on the screen. I turned around a few times and bent over so my whole nudity was seen. It was quite a revealing skirt that was really making me uncomfortable but still turned on.
I licked my fingers and slid them between my pussy lips to play with my "clitoris". There was an immediate response and I felt it growing between my fingers. I removed my t-shirt and the sight of myself in a bra, skirt, and pantyless turned me up a lot.
My whole glans was protruding through the clitoral opening and acted like one huge clitoris I often saw in porn movies. I felt so womanly as I played with it and looked at myself on the screen. I eventually removed both the skirt and bra and was completely naked in a doggy-style position massaging my clitoris. I had an unbelievable lust for anal sex but I promised myself I won't do it while having menstruation so I just occasionally tugged on the tampon string so I remember it is there.
I came the exact moment I pulled the tampon out of my pussy and filled my hand with fresh cum. I lied there for a moment and licked it all from my hand. A few moments later I had that same feeling of shame and guilt again as if I had done something wrong. I felt very bad for myself. That was the moment when I decided another dose of punishment is ready for my misbehavior.
For a moment I was out of ideas but then I figured something out. First I went back to the general store naked as I was. On the way there I tried to hide my pussy and tits with my arms as I had a strange feeling of someone looking at me. At the store I found the largest tampons I could. The packaging said they were used for the heaviest flow and during pregnancy. I opened the pack and found out one was as wide as a small vibrator and at least three times wider than the one I used the first time.
Putting it in was real pain this time and walking in it real humiliation. It was the most uncomfortable feeling but I deserved it. I got back into that kitchen where I was the first time and spanked myself with the spoon again until I was crying hard and couldn't bear another touch on my purple ass. Then I removed the tampon which proved even more uncomfortable than putting it in but I endured it with tears in my eyes.
Then I had to pee so I climbed on a counter and took a piss into one of the wash in one of the sinks squatting above it. I was still crying and felt very vulnerable and exposed and hoping nobody can see me. I saw that there was still some menstrual liquid remaining in the sheath so I knelt down in the corner with my hands behind my head while I let it trickle down my thighs.
When I couldn't bear kneeling anymore I went to take a bath to wash of the fake blood and dirty feeling of myself. But that wasn't enough humiliation and punishment for me still. I deserved more. I got back to the general store again and found the largest and thickest pantyliners on the shelves. I couldn't wear the fake pussy whole night so I just put the pantyliner on a fresh pair of panties and wore them. It was a very humiliating feeling as if I was wearing diapers. I felt so ashamed for myself.
I went to sleep with the pantyliner on because that's the proper thing to do when you have menstruation. I found a short nightie and went to sleep with quite lot of pain on my spanked ass...

Day 163
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I have been around here for five months now. Five months! The undead horde has mostly diminished. Some of them got destroyed in some bizarre ways, some others just fell down and finally died, and the leftovers walked away. I could occasionally spot one or two around the mall but they posed no real danger. I was sure I was the last human alive anywhere nearby.
I would go out from time to time and scavenge around the mall. Got chased by a zombie once or twice, but nothing dangerous. My hormone replacement therapy is finally showing. My boobs has started growing, my hair straightened out, my hips changed, and I lost most of my body hair. I was acting like a real girl all the time with my clothes, keeping my menstruation calendar, and regularly had fun humiliating myself. I somehow got fond of it and spanking, too.
But today my stock of resources have finally ran out and I caught a cold. Electricity was gone for two weeks now and I also needed some batteries. It was time to get back to town for the first time since the outbreak. I packed some necessary things and found the largest car I marked on my patrols that had keys in it. The plan was to quickly get into the town, scout around, get some resources, and then get back to the mall. I would think about the future after that.
I have got fond of dark and gothic style of clothes and makup lately so I was clothed accordingly. I was, naturally, wearing my fake pussy. But this time I have chosen the one that didn't have the anal sheath as it would make me too uncomfortable on this mission. Over that I wore see-through black thongs and a black garter belt with fishnet stockings. I also wore a corset-like thing that didn't cover the boobs. They were started showing and I didn't want them to be squashed invisible by a full corset. Over that all I wore a lace blouse through which my tits were visible but I there were no other humans, right? At least, not living ones. Always looking sexy was my rule! When I saw myself in the mirror I couldn't resist and packed some extra sexual toys in my bag. Just in case!
Traveling to the town was quite okay and I saw a couple of zombies that were unable to follow me in my car. The town was a mess and I couldn't get through many places with my car but somehow finally managed to find a way to the hospital. I parked in front and waited for a few minutes but everything seemed OK and there was electricity inside. I took my bag and baseball bat and slowly crept inside.
I checked the map and located the apotheque but I also noticed the gynecology being on my way there. I just couldn't resist that. I just had to go there and check it out.
Reaching the gynecology wasn't a real problem. I didn't encounter any zombies or corpses at all which was a bit strange since I saw some blood on my way here. I found a doctor's office and went in. It was quite clear so I closed the door behind me and walked around touching instruments and the gyno chair. I finally decided to have fun here since it seemed to be safe.
I removed everything except the garter belt, stockings and the fake pussy and laid back on the gyno chair. This turned me on instantly so I quickly made up a scenario in my head. First I took my thongs and showed them into my mouth. Then I used a piece of bandage I found in one of the drawers and tied it around my head so I couldn't say anything. I took my time-release cuffs from my bag and a speculum from a table. I laid on the gyno chair and tied my legs to it with some bandage.
Then I put some lube on the speculum and slowly slid it into my fake pussy. It was cold and hard but the feeling turned me on a lot. I slowly started turning the screws until it opened my ass to the edge of pain and then a tiny bit more. I've set the timer on the cuffs to half an hour and cuffed my hands behind the chair. This way I could fantasize about some gyno abuse and humiliation for half an hour! Oh the joy!
It was only a couple of minutes passed when I would jump at the ceiling if I could. The door suddenly opened and a bald man in a doctors outfit entered. If I could scream I would have but I was practically unable to do anything restrained as I was. I tried to get free and hide my privates with my legs but I was just unable. It was a struggle of a minute or two when I finally gave up on the edge of tears. I had no choice but to remain sitting naked on the gyno chair with a speculum in my ass with the bald man quietly looking at me. He finally spoke.
"Ah, wonderful, wonderful! I though I'm going crazy when I saw someone entering the gynecology!" - he said in a very calm voice - "Now don't feel embarrassed little thing. I just can't explain how perfect this is. What a great timing. And just exactly what I was looking for!"
I had no idea what was he talking about. I tried to say something but it was all mumbles. The past five months of self-bondage perfected out my skill and I was helpless. I was so ashamed. It was almost half a year since a saw a human being and now when I do I'm naked and in a very humiliating and abusing position.
"Calm down dear. Don't worry. I won't harm you." - he sounded very calming - "I can help you. I can turn you into what you want to be. I can make you into a girl. What do you say? Do you want that?"
I guess I showed him that I want because I just wanted him to get away. To release me. Or at least turn around. I just couldn't bear his calm look on my naked body. I felt like he was raping me in his mind.
"I can see you're confused. Don't worry dear. I'm a genetic researcher focused on cloning and genetic transformation. I can help you. I can turn you into a girl. What do you say?"
I had no choice but to nod. At least he started walking up and down and not looking at me spread and vulnerable.
"But it has a price. And I have to check if you can pay it. Are you still interested? Do you want to undergo the test?"
I nodded once again just to finally get out of this position. But that was obviously a mistake! He came over to me and took a look on my fake vagina and then slowly removed speculum. It was a relief alright and I expected him to release me now but his plan was obviously something else.
He looked around, opened a cupboard, and found some gloves. He put them on and came over to me and started touching me on my growing tits. I tried to wiggle out of the way but he said to calm down because this was part of the test. Even though him pinching my nipples I did enjoy a tiny bit I was very uncomfortable with someone unknown touch my body. He then started squeezing my tits and stated that I must be around six months on HRT.
He then stopped but not for long. He took a chair and sit between my spread legs. He got some lube on his hand and pushed one finger slowly through the fake vagina opening into my ass. It was only a matter of seconds he started fingering me and massaging my penis head in place of the clitoris with his thumb.
I tried to get away because I was very uncomfortable with him doing that to me but he kept calming me down and saying this was part of the test and that I should endure this if I want him to help me. So I bit on the bandage and thongs in my mouth and try to endure it. I started enjoying it quite soon, to be honest. But my head was a mess and I started calling this rape in my head. I just wanted this bald man to get away from my naked body.
He switched over to two and then three fingers as my anal opening was already spread with the speculum. I felt an erection and he noticed it, too. For a moment he stopped and looked around searching for something. He found a pair of vacum pumps and attached them on my tits which immediately started pulling them out. He also stumbled over my bag and looked into it to find my dildo in it.
Only a few seconds later the dildo was lubed and deep in my ass penetrating me painfully. My small titties were in pain, my ass in process of destruction, I ashamed, humiliated, and abused as never before. But there was still something that kept my sexual drive.
This went on until I came. And I was lying there for some time exhausted. But he was not done. He untied my legs and seated me on the chair. He warned me that this will probably hurt a bit but he must see my pain threshold. I nodded not even thinking when he suddenly started slapping my tits. It hurt as hell but I endured it. After all, maybe he's a real doctor and can turn me into a girl? I wanted to be a girl now more than anything else. I could even go over my shininess for a few minutes!
After some time he bent me over and spanked my ass which turned me on a lot. Then I was laid on my back and he tied my hands to my ankles. I wasn't a bit surprised when he came around and showed his dick into my, now without a gag, mouth. I sucked his dick like I never sucked a dick before (and I haven't). I enjoyed the taste and silkiness of his skin in my mouth. He really had a large dick.
The next stage was anal sex with a real person. I never tried this before. My anus was already opened enough from previous activity so he had no trouble penetrating me deep and deeper. I once again came and then he came around again and jerked his dick until he came all over my face and into my open and wanting mouth. For a moment I had forgot how I hated the taste of sperm and wanted to spit it out but he put his hand on my mouth and forced me to eat it all. My sexual joy was gone in a second and I felt bad and humiliated again.
I hoped he was done and he was. He untied me and released me. I tried to go behind a shade to clean and clothe myself but he wanted me to do it in front of him. Then he explained to me that we have an agreement and passed the test. He will turn me into a girl. He asked me to follow him into the basement where his lab was set up to explain me everything.
Did I have any choice? I was afraid, ashamed, abused, humiliated, probably raped. I was confused and I wanted to be a girl. I just hoped that I paid him well and he will let me go once he's done. I had to risk this..

Day 253
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The past few months with Master Salem (as I have to call him) were a mixture of pain and pleasure for me. I had to enter into some master-slave contract with him and in return he will transform mine into a perfect female body.
All I wanted is just the time to pass as soon as possible so I can be free in my new female body. We have spent countless hours "designing" the body on his computer array in the basement of the hospital to the finest details. By surgery he was transforming me step by step.
Meanwhile, he tortured me with bondage and sexual games which even if turned me on I never really liked. The way he looked at me and used me just uneasing. Most of the time I walked around in schoolgirl outfits, maid outfits, short skirts, stockings, and most of the time without panties. Many times he would just stick his hand under a skirt and start playing with my penis or anus while I closed my eyes and bit my lips.
Very rare were the circumstances where I really enjoyed any sexual activity with him that he called "tests". I did came many times, that's true, but it was all enforced and I was not really enjoying it. He knew this and often punished me for it by long kneeling in the corner with my hands tied above my head while being totally or partially naked and with his constant look on me. Or he would just simply spank or cane me when I refused or was late with a chore he gave me. So when I wasn't his sexual slave I was cleaning, cooking, and other things one would be lazy to do.
Fortunately my feminine body was changing everyday more.. turning into perfection!
New tits.. new lips.. cheekbones.. flanks.. and curves everywhere!
At the end, the day of my final transformation came..
I was connected to several life support machines and after few seconds i fell in a fast asleep..
What seems only a moment later I opened my eyes again to be in a completely new mood. After some days.. i realize definitely.. i became a woman!
my tiny clitty.. was cut off forever..
After some weeks.. I expected something spectacular sensation and exploration of my new body but everything felt natural. As if nothing happened.
I was in a room, alone, and naked on a bed. I stood up and walked around to "test" my new body but turned out it's all fine and I have nothing to test. There was a mirror in the room and I stood in front of it to see a completely strange girl - the body we designed for me - standing in front of it. I was completely amazed with what modern medicine can do. I touched myself around the body as if expecting something different but it was all the same with the exception between my legs where I was just missing something. There was a genuine vagina there instead of a penis.
But before I even thought about exploring my body sexually Master Salem appeared in the room. He gave me a short skirt and a sweater to wear. Remember how shy I was in front of him before? It was even worse this time. He was literary eating me with his eyes. Raping me with his looks. I just wanted to run away. I didn't want him to touch and spoil this body.
He said to me it's time for me to fulfill the second part of the contract. I didn't really read it so he explained to me in one simple sentence: sexual slavery for eternity. There was no point in struggling against him. He was just stronger. Insanely strong. He finally just blindfolded me, bound my arms behind my back, and walked somewhere over a huge number of stairs. I wasn't allowed to talk or ask any questions. When we finally stopped I heard him going away. I didn't dare to move because there could be stairs and I could tumble over them...