Adult Story

A Night with a Craigslist tranny

I hadn’t been with a girl for a while and obviously not having had sex either, I started looking to the internet. I searched for porn to watch and masturbate, and then not heeding my own warning that it could have deadly consequences, I thought about maybe trying to hook up with someone off Craigslist.

Unwanted attention – Chapter 2

Continuation -This is a story of how it all began for me at an early age. It starts slow and some chapters have more action then others but honestly, I feel that those are the more interesting ones. I suggest that you read them in order as to fully enjoy them. Please let me know how much you liked them and maybe even how it made you feel. I know it made me all wet writting it and had to stop multiple times for obvious reasons. Please feel free to check out my picture gallery. Enjoy!

Punished For Jerking Off

After leaving high school I did some triathlons and the leg that scared me the most was swimming.  I was an OK swimmer but not great and not confident at the kind of distances required in the longer triathlons.  So I spent a fair bit of time swim training at the local aquatic center.

TWO WELL HUNG MEN FOR SARAH

A few weeks ago after my friend Bec had watched my man Roger fuck me using a tickler she provided. I told him, “After this I want you to organise another man for me in a few weeks. We are overdue for a second man. Much younger and very well hung and if he is bisexual he can blow you while I watch – and you can watch me pleasure him.
“Promise me?”

MY LOVER’S TOYBOY

“Do you like that baby? Are you enjoying having your cock sucked?” my lover asks.
“How long can you hold out for?

Prior Planning Prevents Pregnancy

Sex-Ed. How boring. Got to admit it was fun putting the condom on the banana and joking later with my friends. The dry lecture on how the sperm fertilizes the egg. How I wish sometimes that the class was Sex Training instead of Sex Education. Would be a lot more fun, don’t you think?

Lingerie Shopping

My boyfriend’s birthday is coming up soon and I wanted to wear something sexy for him so I went out shopping for an outfit for dinner and some sexy…

Car Ride Home

Im driving home from school and pick up a sexy chick on the way and things get wild.

Internet Partner

Internet Partner
As told by Julie
I
As you know my sex life with Sam has not that thrilling. It seems all he ever thinks about is his job. He gets a decent income from his work, but the trouble is, it seems that he is always at work. I sit at home waiting for him. He comes home eats supper, and falls asleep in front of the television. The odd time I can interest him in sex he plays with my tits for a few minutes, fondles my pussy then mounts me, and fucks me till he ejaculates, then roles over and falls asleep. I am left with a soggy pussy and still horny. I have not experienced an orgasm in so long I can’t remember. Of course you hear about women that get a little on the side. I have never attempted that. Lack of nerve I guess. What if I got caught?
A couple of months ago though, I got curious and I peeked at a website that said it was ‘for women who were attached but dreaming of something different, and the men who wanted them.’ There were dozens of listings of men who were offering themselves to women who wanted to cheat on their husbands. As I perused the catalogue of horny men, one or two tickled my fancy. I decided to fill in a bio just to see where this could lead.
About a week went by and someone responded to my bio saying that I he wanted more information about me. He especially wanted to know about my sexual preferences. I can tell you that I put a tight knot in my tummy when I read that. After a while I got up the nerve and sent off a reply. I told him I was not very experienced but I was open for just about anything.
He didn’t take long to send me another message asking for more specifics. Did I like it outdoors, or in a hot tub maybe? Do I enjoy receiving oral sex? Do I ever give oral sex? What about anal? Have I ever been spanked?
I don’t know why but the thought of being spanked made my juices flow. Being naked and turned over a man’s knees and having my bare ass spanked really excited me. For sure I had never taken it in my bum. I wanted to answer but that knot in my tummy just ached. Finally I sent a message back. I said he didn’t tell me much about himself either. What did he like? I got real daring and asked about his cock.
“How big is it? Is it long? How thick is it? Do you have hairy balls?” I asked. I told him that I had never been spanked, and never had anal. I wasn’t sure if I could endure any pain. But yes I do love receiving and giving oral sex.
His next e-mail came quickly and asked me to call him and left me a phone number. Sending provocative messages under an anonymous name was one thing, but to call and say ‘Hi this is Julie.’ was another. I wanted to call, but I didn’t want to call. I stared at the phone. I reached for it a dozen times, but no I couldn’t just call him. Every time I reached for the phone I got that knot in my tummy again. What would happen if I didn’t? Would he stop e-mailing to me? What if I did call, would he want to meet me? Of course he would!
A strong deep male voice answered the phone. “This is ‘Looker’ calling.” I said and held my breath.
“You have a nice voice.” He quickly responded.
“You didn’t answer my questions.” Was all I could think to say to him, my voice shaking a little.
After a short pause he chuckled and said that it was about seven or eight inches long when it was hard, and that he had never had any complaints about the size.
I was talking to a strange man about the size of his penis!
He then asked me about my breasts. I told him my measurements and that I have a ‘C’ cup. Oh my god I was being soooo wicked! Was I really talking on the phone about his cock and my tits?
“That sounds like a nice size.” He whispered. Then after a short pause, just like I knew he would, he said. “I think we should get together.” I don’t know what drove me to make the arrangements for that very afternoon.
When we got off the phone, I began to tremble. I had done it! I called him! And I had committed to meet him! I was in a semi-panic! Doubts filled my mind. Should I go? Should I call him back and cancel? What would I wear? The biggest question in my mind was whether or not put on underwear.
Two hours later I was outside a small, but respectable restaurant. I had seldom been to this part of town before, so I had little fear of anyone I knew seeing me. There were a few people when I went inside. In the back there was a small booth with a man sitting alone. I knew it was him, so I went right to the cubicle.
“Hi, are you the one called Snake?” I asked.
“Yes I am. Won’t you sit down Looker?” He invited. “You certainly picked the right handle, you really are a looker.” I felt the blood rush to my face.
He seemed to be exactly as he described himself on the Website. He was about my height, maybe a little overweight, but not fat. He was good looking with a warm smile.
“Well you don’t look like a snake.” I replied, sitting across from him.
“It is not me, it’s the body part you are so curious about.” He chuckled. My face got hot again. “You certainly undersold yourself, you look terrific.” He continued, his gaze kept returning to my breasts. I had decided to leave my bra at home and show off my tits. I had no idea where I got the nerve, but I boldly reached up and undid the second button on my blouse so he could glimpse at my deep cleavage. He licked his lips.
We sat and drank our coffee making small talk. He told me his name was Ben and that he was a business owner. I told my name and said that I was a housewife. We talked about the Website we had used. He told me again how impressed he was with my looks. His eyes kept wandering back to my partially open blouse. It took all my will power not to make a move to cover myself. I wanted him to look at my tits.
After a short time Ben excused himself and went into the washroom. When he came out he sat next to me in the booth. He reached for my hand and holding it firmly brought it down into his lap. His zipper was open! He just looked at me and smiled.
“Did you want to meet Snake?” He asked.
My face was hot again, but I smiled. With my heart thumping in my chest, I slowly moved my hand inside his pants and found his unprotected dick. It felt hot to my touch, and when I closed my fingers around it, I felt it twitch with joy. I was sitting in a public restaurant with my blouse partially open and my hand in a man’s pants holding his cock. I felt like a slut. Worst of all I was enjoying what I was feeling, and doing. I had crossed the point of no return. I knew I had to fuck him.
Looking around the room I could see no one was paying any attention to us. Ben put his arm around my shoulders and lifted his other hand tenuously and slid it inside my invitingly open blouse and gently fondled my unrestricted breast. His quivering prick seemed to grow harder in my grasp as he flicked my rigid nipple. My heart was really thumping in my chest now. It seemed so loud that it could have brought attention to us. Presently he removed his hand from my tit and dropped it down under the table.
“If you let go of Snake for a moment I would like to explore under your skirt.” He whispered. Like the newly inaugurated slut I had become, I reluctantly let go of his cock and put both my forearms on the table and nervously spread my knees lewdly apart allowing him the access he wanted.
His bold hand went underneath the hem of my skirt and gradually moved up my inner thigh as he kept his promise. My pussy flooded. Yes, I had worn panties just in case this sort of thing happened. My crotch was soaking wet.
He just looked up into my face and raised an eyebrow as his zealous fingers slid along the crotch of my saturated underwear. Without a word he moved the hem aside and stroked my treacherous unshaved shaggy pussy. I tried to sit still as a thick finger split my lips apart and easily slid up my sodden hole. Ben slowly finger fucked me as I squirmed on his hand, my skirt riding up my legs. If anyone in the restaurant even cared what was going on all they had to do was glance our way and they would know what Ben was doing. I felt like a teenager experimenting with her first boy.
“Oh God Ben, I need more privacy. I just have to fuck you really soon.” I whispered. He quickly rose out of his seat and led me out of the restaurant, explaining that he lived just down the street. I walked beside him on shaky legs. I could feel that my panties were still askew, leaving my soggy pussy exposed under my skirt. The air felt chilly as it cooled my dripping cunt, and that only added to my agitation.
It turned out that he lived in a very nice luxury high-rise apartment building. He squeezed my hand as we rode up in the elevator I looked down and noticed that his fly was still open. He fit his key in the lock and ushered me inside. He turned and faced me as soon as the door closed. Pushing me back to the door. His hands went straight to my aching tits. I moaned as he squeezed them mercilessly, tenderly enclosing my nipples between two fingers. I felt a rush that went straight down my back to my slobbering pussy. I used all my strength to grab at his now exposed rigid cock.
He put one hand behind my head and pressed his mouth to mine. Our tongues fought for supremacy.
Suddenly he began to drag me into the nearby bedroom. Before I knew it, I was sprawled across his bed. My skirt flew up around my hips and my bare legs were willingly spread wide apart, lewdly inviting him to mount me and fuck my drooling pussy. He dropped his pants and reached to remove my soaking panties, tossing them over his shoulder. Without any further ceremony, he mounted me with authority and drove his magnificent, thick cock deep into my eager steaming cunt.
“Oooooooohhhhhhhhhhhmmmmmmyyyyyyyygggoooodddd!”
He immediately began to pump in and out of my ravenous twat making lewd squishing sounds, but neither of us lasted long, we were too excited. If he penetrated into me fifteen times I would be surprised. In next to no time he was spewing his load deep into my burning twat. I was rolling around the bed shuddering and moaning as my first orgasm in god-knows-how-long completely enveloped my sweating body. He rolled off of me and lay on his back panting for breath.
As soon as I recovered my senses I stood up and took off my tousled blouse and skirt. He lay there on his back watching me undress, still wearing his rumpled shirt. He was naked from the waist down, his exhausted joint lying across his muscular leg. As soon as I was naked I crawled back onto the bed and grasped his depleted woman pleaser to see if I could put some life back into it. Believe me I wanted more life in that beautiful cock. Nothing could deter me as I bathed the monster with my tongue. I moaned when I found the taste of our combined body juices lingering there.
It took little effort to restore ‘the snake’ to its full potential as a fuck machine. Ben wanted fuck me again, this time with more passion. His intention was not just to fuck me but really romance me with eagerness.
He pulled my sucking mouth away from his steel-hard dick, and holding me by the chin, he said. “The last time was for hunger. This time I want to experience the real you.”
With that he put his arms around me and hugged my naked body. I thrilled when my pebble-hard nipples crushed against his muscular chest. I put my arms around his neck and frenched his sensual mouth and could feel his beefy hard-on wedged against my abdomen.
He rolled me on my back, and placed a finger on my forehead. Slowly, very slowly, his finger descended down along my nose. With sensual determination he leaned over and pressed his lips to the spot on my forehead that his finger had just vacated. The finger by now had left the tip of my nose and was headed for my trembling lips. The kisses followed to my nose. As his finger traced along my lips and moved on. His lips and tongue soon followed and I received a wet French kiss like I hadn’t experienced in years.
His depraved finger traced all the way down between my heaving breasts, his wicked mouth and tongue followed leaving a cold wet trail behind. Each turgid nipple was visited by the finger and was followed by the erotic stimulating mouth.
While my nipples were being licked and sucked, the finger was relentlessly moving ever so slowly across my tummy, heading for my furry crotch. My mind was having trouble dealing with the tongue that was flicking my nipple while the finger traced a path around my pubic forest. He didn’t enter my pussy with the finger he just passed up and down on each side of my tremulous pussy lips. When his mouth left my tit and started to follow the trail blazed by the exploring finger. The precursor was pioneering a trail along my trembling labia.
It seemed like an eternity before his lips licked their way up my crotch. Once, twice, they traced along the outer lips, then with delicious patience the tongue split my quivering flesh aside and slid across my quavering anus. I bucked my ass up off the bed but he stayed with me and slavered all over my pucker. But he didn’t reside there. Soon he was licking my sloppy cunt. I hit an astonishing peak. The tingling in my cunt was incredible. I had my second mind-blowing orgasm of the day.
As soon as I regained control the mouth moved to my throbbing clitoris and sucked it in. The moment he jabbed it with his bawdy tongue I exploded into the wildest orgasm I had ever experienced. Coming on the heels of my first two, this orgasm was ten times better. For the first time in my married life I felt a true explosive climax. To be honest I don’t remember all of this astounding event. I do remember feeling my sexual juices flooding my quivering channel. I do remember my whole body shaking. I was out of control. I closed my eyes and just let the whole earth shattering event wash over me.
Without warning I felt the bed move. My orgasm was in the last throes of its pulsing energy, I opened my eyes to see my partner Ben hovering over me. At the same moment I felt his huge cock at the opening to my still throbbing pussy. Before I could react further his monster parted my nether lips and slid all the way up into my slippery cunt. In no time Ben began the ancient ritual erotic dance. I could do nothing but lie there and enjoy the sensations of my dying orgasm and renewed carnal penetration.
Again and again my lover fucked his hard dick into my energy-fatigued body. I was too exhausted to do anything more than to just lie there and allow him to take his pleasure. To be honest I would not have tried to stop him if I had that energy. With every manly thrust I could feel my body responding with yet another massive orgasm. At first it was a slight tingle, but as he continued to fuck me, it grew more and more intense. I didn’t want this to ever end, so I tried to suppress its progress. But I soon lost that battle. My cunt involuntarily contracted around his hammering rod, causing even more passionate and powerful sensations to course through my trembling body.
Then it hit me again. I felt another massive orgasm regain control of all my senses. The only difference was that there was a long, thick, and extremely hard penis rammed all the way up my drooling love canal. I was like a prisoner impaled by a huge spike that held me in place as I flooded my tunnel. I could actually feel his penis swell in size then detonate his heated sperm into my cervix. His cannon fired again and again filling me with his man seed. He finally collapsed on top of my overheated body and rolled off to my right side. With all the energy I had left I reached out and grasped hold of his wilting manhood.
I awoke some time later, my hand still held onto his soft, sticky cock. I didn’t really want to release my prize, but he moved a little and I could no longer reach. He opened his eyes and looked at his watch.
“It may be hard to believe this, but we have been here almost two and a half hours.” He said softly.
I sat bolt upright at that news. I would have to be home soon. I started hunting down my discarded clothing. He agreed that time was running out for him as well.
Pulling up my still damp panties I said. “I want you to know that this has been a wonderful experience for me.”
“Oh yea,” he sighed. “I had more fun than I have in years. You are a really pretty woman and I am glad we could do this. I don’t know about you but I would like to do this again.”
“You can bet I would like to do this again.” I agreed hoping that I didn’t sound to eager.
“Call me when you are ready then. Besides you still haven’t been spanked.”

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DIARY OF A GIGOLO 3

After a wide range of experiences as a gigolo, I developed a preference for a certain type of client: elegant, sophisticated women aged around forty five years old, with bodies anywhere between size ten to fourteen and not overweight. They were often a long way from home on business.

Wanderers – Part One

Part One
Chapter 1: A History
Chapter 2: Our Mission
Chapter 3: Hope
Chapter 4: Initiation
A Message From The Writer:
This is the first part of my first writing series, so let me know in comments and in ratings what you think, and maybe what you’d like to see from it in the future. As this is a first part, it is very background-heavy, so if you want to read it purely for sexual content it begins in Chapter 4. The sexual content will be more frequent and diverse in future parts.
***
Chapter 1: A History
Captain’s Log #131,
I am writing this in the hope that someone out there will find it. We don’t know how long we’ve been travelling. The last we’ve known it was the year 2525, when we, like so many others, were forced to leave our home on Earth in order to survive.
This is the story of our race, from the years 2050 – present. This may seem exhausting to read for very little gain, but to whoever may read this, I feel it is important to include in order for you to fully understand my story. However, if you so wish to hear the main part of my story, without the background to it, you are welcome to skip this log.
As far as we know, we only know for sure that more human species live out there, and as such I am writing in my native language, and I go on to use terms, measurements and concepts of time as far as we understand it to be, so I hope it can somehow relate to your understanding of it, whoever comes across these Logs.
Over the past few hundred years, the human race had gradually outgrown their planet, nearly exhausting all it’s natural resources. But they survived, evolved and adapted to the changes in climate and environment. They learned to artificially create the things they needed to survive; food, water, oxygen; and mostly now lived underground, as the planet became uninhabitable on the surface with soaring temperatures and hostile weather. It was a difficult, and long transition, but it was a necessary one.
But even through all they’ve been through, it soon became clear it would not be enough. Their planet was dying as increased pressure from the humans yet still continued to use what was left of it’s resources, and would soon not be able to sustain the vastness of their species.
Though the humans have always been a clever race, and had seen this coming for hundreds of years, since the early studies of global warming, a study which evolved with time, and luckily enabled them to predict the eventual eruption of the Yellowstone Super-volcano in 2202. In anticipation of such a catastrophic, and potentially apocalyptic event, the species took the temporary measure to move underground, as mentioned above, but more importantly began to develop a more permanent solution.
During the late 21st Century, the countries that once separated our species decided to coalesce in a global space program, now that we finally had the technology to pursue a space exploration program, in order to try and find out if we are alone in the universe. But after numerous failed missions, it was deemed unsuccessful and the program was sidelined.
In light of the events at Yellowstone, those people now driven underground began to resurrect the long-since dead program on a much wider scale. A scale that would enable in more recent history, our planet’s entire population to venture out into space on separate courses, in order to try to find new, habitable planets, or at least any resource they can salvage from others, for the sake of the survival of our species.
The Human Race had become no more than mere scavengers, scattered across the galaxy and beyond, who’s only remaining purpose became survival.
***
Chapter 2: Our Mission
Captain’s Log #142,
I am writing this in the hope that someone out there will find it. We don’t know how long we’ve been travelling. The last we’ve known it was the year 2525, when we, like so many others, were forced to leave our home on Earth in order to survive.
This is the story of how we ourselves came to be out here. Again, I must say this may seem exhausting to read for very little gain, but to whoever may read this, I feel it is important to include in order for you to fully understand my story. However, if you so wish to hear the main part of my story, without the background to it, you are welcome to skip this log.
In a previous log I told the story of how our species developed a space program in order to escape our decaying planet, and enable our entire population to venture out into deep space. This was not entirely true. There was never going to be enough resources to get everyone off the planet, so the people in charge at the time decided that some of us weren’t worth the trouble to save.
It was a sad truth, but what they thought was a necessary one. Those people included the elderly, the disabled, the mentally challenged and criminals, who were to be left behind. As I say it was harsh, but as was the time we lived in. Us humans became something we shouldn’t have, and it became survival of the fittest.
I would like now to tell a more personal story, about me and my partner. Well, more of a professional partner. We were unfortunately due to be in the group that would be left behind. We were convicted criminals, though using the term convicted lightly. In the later years of our planet, the justice system fell lower and lower on the list of priorities for the people in charge. It practically rivalled the legal system of the medieval times, where if you were accused you were pretty much guilty.
My name is Zara, I am 20 years old, or at least I was when we left, as I say we have lost all concept of time since our journey began. I was incriminated on a petty theft charge, and though there was no doubt of my guilt, I still feel I needed to do it.
I was 19, and lived in a poor family. Though we were all poor at the time, we were in amongst the worst of them, each wondering if and when our next meal would come. I was forced to look after my younger siblings, of 12 and 5, too young to fend for themselves, as our mother had recently passed, and had not seen our father for some time.
One night I snuck into one of the nearby facilities where the food was artificially created, and stole a few samples to try and feed my family, who I had left with our good friends. I came in late, as to try and avoid any security if possible, but did not account for the security guard who left his tablet behind, who caught as I tried to make my way out. I was convicted without so much as a trial.
I feel some of you who read this may need me to describe my looks, in order for you to visualise the story I will tell, and as such I will. For those of you who wish to leave what I look like up to your imagination, then you can so choose to skip to the next paragraph of my log. I am 5’11, which is fairly short given the time period we come from. I am slim, but with a fairly curvy physique at 34c breasts, and shoulder-length sort of spunky-like styled blonde hair and green eyes.
My partner’s name is Evans, he was 28 years old at the time we began our journey, but as mentioned we can’t be sure anymore. He was a convicted rapist, but the less we say about his past the better, he’s not generally fond of sharing it anyway.
But one thing to note is I committed a crime out of necessity, whereas he did it out of greed, I can only assume. Again he too though was convicted without trial, and I’m not even sure he did it myself, he gas refused to talk about that part of his life ever since I’ve known him.
Again, I feel some of you who read this may need me to describe his looks, in order for you to visualise the story I will tell, and as such I will. For those of you who wish to leave what he looks like up to your imagination, then you can so choose to skip to the next paragraph of my log. He is 6’4, with a large, muscular build, and short flat-top spiked-out jet black hair and deep brown eyes.
Now you might be wondering how our paths crossed, if I were only a criminal of petty theft, and he a convicted rapist. Well the are a couple of reasons, and as above I said the justice system fell lower and lower on the list of priorities for the people in charge, and as far as they were concerned once you were convicted as a criminal, you were pretty much dead anyway, as they had already planned to leave us behind on this planet.
The other reason was that at a time where any kind of resources on the planet were low, petty theft was far more severe an offence than one would think, and as such I found myself in this situation. Still, the circumstances of my partner and I meeting wasn’t pleasant. Being an attractive young woman in a prison filled with criminals of all natures is a recipe for disaster, as I was all too soon about to find out.
***
Chapter 3: Hope
Captain’s Log #143,
I am writing this in the hope that someone out there will find it. We don’t know how long we’ve been travelling. The last we’ve known it was the year 2525, when we, like so many others, were forced to leave our home on Earth in order to survive.
I would now like to tell you about my time in prison. Even though this is a sensitive subject for me, as it was a really tough experience, I feel it is necessary to tell in order to understand how I now find myself here.
As I’ve mentioned, I found myself, an attractive young woman, in a prison dominated by men, most of whom looked like they could snap me in half if they so wanted, which luckily they didn’t, though saying that it might have been better than what they did put me through.
It was a low security prison, as no one thought to dedicate any resources towards people who were destined for death anyway, and what little security they had there didn’t much care for what went on inside regardless. Men and women of all classes of criminal, sharing the courtyard, showers and even cells, we were all but abandoned, forgotten by the world. It really felt like hell on Earth.
They started to notice me as soon as I entered for the first time, as if they were predators, singling out the weakest in the pack. As I was dragged through the prison barely still on my feet, past all the cells I could see them all, just staring at me, as if they were analysing every inch of me. All of a sudden, I was thrown into the cell, right at the end of the corridor.
I picked my head up off the cold stone floor, and tried to analyse my surroundings. But it was too dark to make anything out. All I could see where two sets of bunk beds on the other side of the room, and a bucket in the corner, what I assumed to be the toilet. Then, I saw movement in the opposite corner of the room. A small shadow. I heard something come from it.
“W-wh-wh… Who’s there?”, a timid voice originating from the shadow, now clearly a person, female. I felt I had to reply, the girl clearly scared, and from what I’d seen and heard in my little time here, she had good reason to be.
“It’s okay,” I replied, “I’m not going to hurt you. I’m new here.”
She began to crawl out from behind the beds. She was shaking, clearly traumatised, but by what?
“What’s your name?”, I asked, maybe hoping by building a friendship it would make my days in here more bearable.
“Aurora”, she replied, now clearly visible in the dim light. She was quite cute, if I do say, even if I don’t swing that way. Petite, maybe 5’7, very skinny, and clearly lacking the food and nutrition she would need, a theme that appeared to be fairly commonplace from what I’d seen among the ‘weaker-looking’ of the inmates.
She had beautiful long auburn hair and bright blue eyes, and nice pert breast and ass despite her skinny nature, all traits I’m sure didn’t help her situation amongst the other prisoners in here. “What’s your’s?”, she added, me almost forgetting where we were, admiring her beauty.
“I’m Zara”, I replied, offering a handshake, which she tentatively agreed to, followed by a period of awkward silence, which seemed to last an eternity.
“So, what are you in for?”, I asked in a hope of breaking the silence.
She stayed silent for a little while longer, before finally muttering, “I stole some food, from the breeding lab”. Alas, we had something in common. After that we continued conversing for what seemed like hours, about food, our families, and wherever the conversation led. I even got her to smile, she said it was the first time she had done so in years. Before I knew it, I had hope, from what for a long time seemed like a hopeless situation. Maybe from the friendship we had formed, I could survive whatever horrors lied on store for me in this miserable place.
But I had forgotten about all of that as I bonded with my new-found friend, a light in a sea of darkness. But it wasn’t all smooth sailing, as I was very soon about to find out. Aurora and I had reached a point in our conversation where we started to talk about the other inmates. It was not a pleasant one, as she began to reveal some of the awful truths that I had feared about this place. Some of the awful things that went on between the prisoners, with the stronger of which taking advantage of the weaker, driving many to commit suicide, some in the most brutal of ways, which I won’t get into, just to escape the horrors.
Even what Aurora herself had been through, things which would haunt anyone for life, but she still had a deep, strong will to survive, and power through, even though each and every day it became harder for her. But maybe now that I’m here, I could help ease some of her pain, help her get through the remainder of her sentence.
“We can get through it together”, I exclaimed to her, “It’s a brutal, and garsh reality we find ourselves in, but we can get through it, we won’t be in here forever”, I said promisingly. Truth be told I had no idea how long I’d be here, if I’d even ever get out as I was convicted without a trial, and as such not given a formal sentence. Aurora though certainly wouldn’t. She told me she’d already served much of her sentence, and would be out in just a few weeks.
I must say I was a bit disappointed when she broke the news. Glad for her of course, but sad that I would only have her here with me for a short time, having to serve the rest of my sentence like she had served almost the entirety of hers. I told her we could meet up when we both get to the outside, but it was clear she had her doubts. Doubts that I was strong enough to survive the horrors this place would present to me, doubts that I too, unfortunately shared.
***
Chapter 4: Initiation
Captain’s Log #146,
I am writing this in the hope that someone out there will find it. We don’t know how long we’ve been travelling. The last we’ve known it was the year 2525, when we, like so many others, were forced to leave our home on Earth in order to survive.
It’s been a while since my last entry. I would now like to tell you more about my time in prison, continuing from where I left off with my new found friend, Aurora. Like I have said in a previous entry, even though this is a sensitive subject for me, as it was a really tough experience, I feel it is necessary to tell in order to understand how I now find myself here. This is where my story becomes, all too brutally, real.
Things were starting to look up, albeit minutely. I still had to go through time spent in close proximity with the other inmates, namely yard time, at meals and in the showers. And sure enough, just a the thought of these started to creep through my mind, the guards came down the corridor, as if to warn me for the dangers that would surely lie ahead.
“Yard time!”, they exclaimed in deep, menacing voices.
Aurora got hold of my arm, in obvious fear of what was to come. We were amongst the last to leave the illusionary safety of our cold, dark, damp jail cell. We were led by the guards down through the corridor I went through earlier, and a couple of turns later we were outside. I had not realised it until we left, but it was noticeably fresher, now we were temporarily out of the dingy prison. But that’s not what shocked me the most.
I immediately noticed how secure it was, not like I had imagined it to be, or what Aurora had described. It was fairly calm amongst the inmates, no violence or hateful nature between them, and there were more than enough guards there to disperse any potential trouble, should it arise. But as soon as I began to wonder why Aurora, who was still clutching to me closely, seemed so keen to avoid this; she leaned it to me and whispered in my ear.
“This isn’t the bad part. It’s what’s to follow that scares me”.
I could tell by the tone of her voice that this is where it would take a turn for the worse. The pleasant break of fresh air in the Courtyard all too quickly came to an end, with the guards calling out two words that to this day still haunt me.
“Shower Time”.
We’d all heard stories about what goes on in prison showers, even from the outside, but nothing I had heard could prepare me for what was about to happen. What’s more, is I knew it as soon as I saw the courtyard split into to types of people. Those that had a menacing smile on their faces, notably the stronger looking of those, and those that seemed to tremble in fear, some even fighting to try and avoid going, but the guards were clearly having none of it.
It must have been the longest walk of my life, even though it was literally just down the hall from the courtyard, and suddenly, all my fears had been realised. We entered the shower room, it was unisex, and unguarded. It was a very long, divided into separate but opens sections of shower areas. Sounds could be heard from the back, almost inaudible, but clearly sounds of pain. This was it, and there was no avoiding the inevitable.
Aurora and I, still staying close, moved slowly past the shower areas, trying not to look at anyone the wrong way for fear of what might happen. But it was clear what was happening in some of these areas, brutal and nonconsensual, men and women alike; and with this it became clear that we would inevitably suffer the same fate as these poor people.
We found an empty area a few in, but as soon as we got there, we realised we were followed. All of a sudden, Aurora and I were forcefully separated to opposite sides of the shower area. Two strong hands gripped my arms and held me in place, and it soon became clear I was not going anywhere from this. The next thing I knew, my clothes were being taken off, carefully though, as I assume not to alert the guards that anything had occurred.
Slowly, my top was being removed up my torso, over my tits and eventually over my head. Next came my trousers, as I felt them gently being curved away from my ass, and down my smooth, long legs, down to my feet. where I was slowly lifted out of them. It was a weird feeling as they were being removed, because it almost felt kind the way they were caressed off my body, but in reality it was just so they weren’t going to be caught. But for a moment, it almost felt like how my boyfriend used to do it, in a romantic way, before he passed.
Unfortunately, underwear was not standard issue uniform for prisoners, so I soon found myself there, being held in place, completely naked and exposed. What’s worse, is it soon became apparent that the guy holding me in place was not the only one there. In fact there were four of them surrounding us, I assumed two for each of us. I realised this when a third hand, along with the two holding me in place, started rubbing my inner thigh, making its way down my smooth, silky leg and back up, further than where it had started, and I squirmed, trying my best to free myself from this almighty grasp.
“Don’t!” cried a voice that had become familiar to me, it was Aurora. “Don’t struggle, it will only make things worse for yourself. Trust me, I’ve been here, I’ve tried it all. No one will come, no one will help, no one cares. You will only end up getting hurt more than you need to. The best thing to do is just take whatever comes, because it’s going to happen whether you want it to or not. I’m sorry, but it’s for your own good.” I heard clear pounding noises follow Aurora’s speech, followed by noises of pain, clearly foreshadowing what was about to happen to me.
So I listened to her, as it was clear from her tone of voice she had experienced what would happen if I heed her warning. So I let it be, and tried to think about other things, to zone out while it was going on, but it was hard to ignore. The huge hand that had been caressing me had now reached my loins, and started moving itself between the lips of my pussy, rubbing hard, back and forth.
“Look at this, Cole. She’s soaking down here.” Came from a deep voice. Having not realised it myself from trying to zone out, I could now myself feel that juices from my pussy had started to flow. It’s not that I was getting turned on by this by any means, it’s just it had been a long time since anyone had touched me so, down there, not since my boyfriend who had long since passed, and my body was reacting to the stimulation.
“I think she’s ready for us”, came the other voice, the one of the man holding me in place, who I now only knew as Cole. I was not, though. I don’t think I ever could have been, and I certainly didn’t want to be, but that choice was taken away from in this situation.
“Not yet,” the first man said, “Let me just make sure she can accommodate us”. Before I even got the chance to think about what he meant by this, he had forcefully shoved one of his fingers straight up into my pussy, followed by another, and another, and before I knew it, he had the whole top half of his hand inside me. He then clenched his fingers together, which became a short relief to the depth he was going in, but an instant feeling of pain as it stretched my pussy hole outwards.
I had never been stretched like this so violently before, I had only ever had my own fingers in there, and even then only one or two at a time, or my boyfriends penis which wasn’t particularly lengthy or girthy. I could then feel his big hand, now in the shape of a fist, slowly moving further into my stretching, hurting hole, until I could feel my lips close slightly, clutching around his wrist, which was significantly smaller around than the rest of his hand, as his fist had inserted wholly into me. It hung there for a while, and gyrated a little, but surprising not a whole lot more, until I eventually heard him speak again.
“She’s a little tight, but I’m sure she’ll be able to accommodate us if we make it”. I didn’t like the sound of that, especially the way he said ‘us’. I’d had only ever been with one person like that, and now all at once it looked like that number was about to treble. The man beneath me then thrust his hand out from inside me in one swift motion. It was temporary relief until I felt something poking me on the back of my leg. It became clear it was Cole’s penis, as he raised it up and began to rub it between my legs, brushing it up against my pussy and clit, back and forth, which gave me my first impression of the sheer size of it.
‘It must have been 9 inches’, was my first guess, I thought to myself, ‘and feels like twice the girth of my boyfriend’s’. As it turns out even then, I was underestimating, and bigger still was the other man’s as it came into view, as he slid on the ground beneath me, between my legs, as if waiting for me. All of a sudden, the rubbing between my legs was taken away, as a firmer grip was put onto my arms, it felt almost bone-crushing, and I was forcefully being lowered to sit on the lower torso of the other guy.
Cole lowered with me, and was now kneeling behind me as I sat on the other guys stomach, and I was bent forward by Cole, to display my two clean shaven holes to the guys, eagerly awaiting. I then felt a prod, first at the entrance to my pussy, and then up to the one at my ass. Then together, they both started pushing against me, not wanting to go in at first and was just pushing my whole body further up. But Cole’s grip on me prevented me from moving any further up, until finally, the one at my pussy found it’s way in, and was immediately up 4 inches inside.
This was soon followed by the one at my ass, which was far less lubricated with no juices to cover that area of mine, and was far tighter, which lead to me letting out a short, sharp scream, which was quickly covered my the man beneath putting his hand in my mouth. Incidentally it was the one that had previously been inside my pussy, so as this was going on I could taste all the juicy residue that was left over, that was once from my own pussy.
For a little while they just hung there, 3 or 4 inches in either hole. But before I could wonder what was going on, as if by clockwork, both of the long, thick cocks slowly slid further and further inside me, until they both came to a sudden stop, when I felt both the mens hips pressed up against mine. The gentleness of this however, is not to make light of how much it had hurt me the further it went up, me carefully trying not to bite down on the man’s hand, in case like Aurora had suggested I would be punished, nor was it an indication of how the remainder of this would go down.
I looked up for the first time during this, as I had been curiously watching what was going on behind me, to find Aurora’s face, staring back at me, right up close to me. I looked behind her to see that she had the exact same situation I had going on, with two men thrust as far inside her as they could. As soon as I had come to terms with my surroundings however, the four men all at once pulled back, and I naively thought it was all over, a hope quickly shattered as they all thrust back in, as quickly and as deeply as they could, the pain from which causing Aurora and I to scream harshly, through the hands that occupied our mouths.
As the brutal thrust came in once more, it felt like all of my insides were being moved further up my body. Again, and again they thrust, getting faster and faster, and with each came another short, sharp scream from Aurora and I, before the four men settled into a steady rhythm of deep, quick thrusts, pounding away at our insides, clearly hitting something at the end of our tunnels, making it all the more painful each time.
But we weren’t doing this in silence either, in fact what we heard possibly made it even worse. The guys there would throw in the occasional comment, like “Take it you bitch”, or “Yeah you like that, don’t you? You little slut!” It was really demoralising. But even with all the pain that came from the constant, rhythmic pounding, I had a warm feeling coming from my loins, and filling my body. Was I actually enjoying this? Surely not, I thought, it must just be from the stimulation of being touched down there, and being fucked.
But the warm feeling was growing, and even started to take over, as I could feel myself starting to move along with the thrusts, and even starting to thrust myself back against them. I even started to hurt a little less, as it seemed my holes had expanded to accommodate their cocks’ vast size, and was starting to self-lubricate as the juices from my pussy started to flow out of it, onto their cocks as they pulled out and pushed back in. I looked over and could see Aurora doing the same, moving back and forth against her guys.
Although the initial pain had more or less subsided, I could tell this would still leave physical and emotional pain on me in the future. I looked up once more and saw, to my surprise, Aurora had her eyes closed, mouth open, and was now moving back and forth faster and harder, getting into the rhythm more and more. I could tell she was on the verge of a climax, as she started to moan lightly, not the same moans as before with the initial pain, but moans of pleasure.
Just the sight of what was happening opposite me was enough to get me going into another gear, as I too began thrusting back and forth, harder and faster. I could here Aurora, now screaming at the top of her lungs, still with the pussy juice-covered hand in her mouth, as she froze, and moved into an explosive climax. I could see the juices flowing from her, leaving small puddles on the floor.
The thought of her climaxing so immensely was enough to send me over the edge, as I too stopped thrusting and froze there, juices pumping through my innards, flowing out of me onto the guys’ cocks that continued to pump in and penetrate me. I screamed, and grabbed hold of the guy below me’s free hand, and clenched it, as I too began to climax.
I thrust backwards one last time so I was pressed against the two guys’s hips so that their cocks where all the way inside me, pressed up against my cervix, as I too exploded into a mind-blowing orgasm, that seemed to last forever, as the guys continued to thrust brutally into me, not seeming to care that I had cum. But they themselves were not done.
I had never felt such a rush, even being used by these two guys with oversized members so violently. The thought of not being in control of anything that was going on, I must admit, quite excited me, though I certainly didn’t want to admit it at the time, not even to Aurora, who in hindsight probably would have felt the same way at the time. But this was not the time for reflection, and even though I was spent from my exhilarating, exhausting orgasm, the guts had not finished yet, and I got the feeling I would be there till they were done.
They continued to pound me as hard and fast as they could, not seeming to show any kind of fatigue, which was amazing to me really, so too did the guys opposite me, doing the same thing to sweet Aurora. It lasted for a while longer, until it began to hurt again from the constant friction, losing lubrication by the thrust until finally, one of them was ready. The guy below me, presumably because he hadn’t had to use as much energy as he was lying down, and with easier thrusts with the lubrication from my pussy juices, was the one to cum first.
He pulled out, I assume as to not risk impregnating me, and slid over to be in front of me, and with a couple more big strokes, his huge cock twitched, and sprayed his hot, sticky cum over my face, and into my open mouth, even some in my hair, as there was so much of it. With the last of it being squeezed out like the last of the toothpaste, he wiped his cock on my sticky face, got up and walked away. As soon as he did, it appeared to be Aurora’s turn to receive the same treatment I did, as I watched him spurt his juices over her gorgeous face.
So we remained there for some time more, in an incredible display of stamina and control, being held in place forcefully while we were mercilessly pounded in our tight assholes, staring into each others eyes as we watched the other rock back and forth from the sheer force of it. It lasted until our asses were numb, where without much warning, both guys remarkably, simultaneously squirted inside us, filling our assholes with hot cum.
Once they were done, they left us there on the cold shower floor, and we fell flat on our fronts as they let us go from their grasps, and walked away with menacing laughter. We could barely move, assholes and faces full of their vast quantities of hot, sticky essence, the showers turned on and sprayed us with cold water, emphasising our dejected state of mind, knowing that this was just the first of many encounters of this nature to come, in my long stay here.

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