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The Sleeper Train By Jill Gossard I was travelling on a journey to the southernmost tip of England and decided, as it's a long drive, I'd take the sleeper train. I was to spend an overnight in a hotel near Falmouth, so I decided to take my alter ego Jill with me in my bag so as to have a little gentle fun while in the confines of my hotel room. It was past 11.30 in the evening, the night train was standing silently at a platform on Paddington station in central London. The steward showed me to my berth. I was reminded how tiny a space the berth is and was relieved that since there was no other luggage I may be travelling alone. I stowed my bags and went to the dining car for a nightcap before bed. The train was leaving Paddington as I finished my glass and, never forgetting the feminine items locked away waiting for me in the cabin, decided to slip off to get some sleep before the train arrived some 7 hours later. In the cabin I took the lower bed. For those who don't know, the compartment has a drop down bunk for the upper bed, there is a basin about 6 inches in diameter with a tiny pair of taps and there is no hanging space. With the beds in place there is very little standing room. I removed my clothes and slid into the bed under the covers that are also only just big enough to reach the edges of the bunk, even without a person under them. I placed my bag at the foot of the bed so I could fondle Jill's clothes. I started to fondle myself, too. Of course I started to get aroused and decided since I had the cabin to myself that I should slip into my nighty. I still didn't feel entirely comfortable that no one would come in so pulled a navy blue, satin, long length item from my bag and under the covers. Pulling it from my feet up and wriggling sensually within its silky folds, I slipped the straps over my shoulders. I gasped to myself in sheer pleasure and relief. The journey from my office earlier in the evening to the station, knowing I was carrying these items, had built up to quite an uncontrollable desire. I fumbled again and brought out a pair of lace top stocking, and panties and dressed myself further. It felt so nice with the silky fabrics sliding against each other and my tingling flesh. It was warmer, too, than the single sheet and thin blanket. I switched on my laptop and brought up some of the saved erotic stories I keep in a locked folder. I was reading the stories and softly rubbing myself. Feeling sleep coming on, I laid the laptop on the floor; I was about to fall to sleep. Outside in the corridor there was a lot of noise. Earlier, I had jumped at each click, slam, clatter or thump on the door as the various denizens of the night train went about their business, I was relaxed now and off my guard. Thud, Crack! Click; the door burst open! My pc was scraped across the floor by the opening door. I had a roommate. "Ach sorry mate," said a slurred voice, loud and blunt "I've been in the bar, sorry to wake you. Did I wake you? I've got some cans. You want one? Here!" Pssht, he opened the can and thrust it down at me. I froze. The can shook, I could only see his legs. Dark blue, thin man made fabric, a business suit I guessed. "Go on you're awake now might as well." I took the can. It was tricky to drink while keeping the covers over me. He leaned down to move my computer, then lifted it up to his bunk. I got a glimpse of the man; short ginger hair, sturdy not fat, with a clear complexion and obvious stubble. He looked tired and certainly red-faced with drink. I drank more of the strong lager, sitting up but huddled as best I could. I was trying to drop the straps and get the feminine clothes out of sight. " Could I have that please?" I asked. But he was silent. I knew he could see what I had been reading. "Blimey mate you're a strange one. Is this what turns you on? '... as Roger pumped into my girlish ass I imagined that yes I was really his girlfriend and couldn't wait for the moment he gave me his love juice in my tight little pleasure hole.'" I saw the man's body start to bend and his red face loomed into view. "Ohh my, you are going to have fun girly boy. What's your name then?" "Jill" I said gruffly. "What's that? You don't sound like a girl. Tell me again." "Jill," I said softly. "Again, like you mean it," he demanded in a little voice, like he was taking to a child. I drank again on the can and felt an alcoholic rush and lisped, "Jill" "That's better. Do you want to be Jill for me? I think from what I'm reading here that you probably do. Have you been with a man before Jill?" I nodded. "Good! Then you know what I want." With that, he stood facing me but with his elbows on the bunk above. I pulled the straps back over my shoulders and swept aside the blanket. My nighty was standing tent-like in my lap. Yes I wanted this. I reached out and undid his thin leather belt and tugged down his zip. Using both sets of fingers, I fumbled to undo the two buttons holding the waistband of his trousers. They fell straight down to his ankles. There was his bulge 18 inches from my face. He wasn't hard but the great pack looked huge. I reached out and held it and smoothed my hands over the coarse cotton . My fingertips took the waistband and pulled it towards me. He lay like a sleeping snake on the balcony this formed. I was uncomfortable so I swung my legs off the bed. I had to keep my head low to avoid the upper bunk. With my feet either side of his I took down his pants and looked at his cock as it hung like a lonely horse, inches from my face. "Go on then, make me hard you girly slut!" Wrapping my hand round the thick animal, I started to milk him. The soft flesh responded well to my touch and began to grow. With a series of jerks he was fully erect and had become a frightening size. I have sucked a few men in my time as a girl and know what will fit at a glance. This looked OK in tooth clearance but it was long and I knew already that tomorrow I would have a sore throat! I filled my mouth with its head and sucked and slobbered on it. As I worked I cupped and fondled the heavy ball sack, one hand always on his shaft to protect my tonsils. He took my hands and placed them on his hips. "Deep throat, Jill. The girl in this story likes to do deep throat, doesn't she?" In the story he was reading on the bunk above the theme was similar to the situation where I found myself. Caught with consequences. "In the story, Cindy gets fucked till she gags. Is that what you want Jill?" "Ooohh Haa aaahhh" I squeaked, as closely as I could to the sound of a pre-orgasmic female "Good girl" He thrust into my mouth and I gagged but he held me onto it. I was choking! It was frightening, but he did let me off as I gasped and blubed "Please, I don't like that." Seconds later he pulled me back on. "I do though, you sissy cock sucker" He fucked my throat and I reminded myself of the techniques I had read. I tried to swallow the cockhead right down, that way my body knew it's ok and the gag stops. I started to feel the reflex subside and could feel the cock in my neck, mushing up all my soft organs like a great big vagina taking a manly cock all the way. I wanted him to come so it would all be over. I was hard myself and ready to come any second but the fear was holding me back a little. "I am too pissed to come," he said and pulled out of me. "Turn over. I need something a bit tighter to get off. He lifted the top bunk and strapped it into its day stowage position. He saw me for the first time fully in my pretty lingerie. "You don't look much like a girl. Have you not got any make up? And you are a bit flat chested as well." "I have some other bits," I wimpered. With that I went to my bag and got out my makeup. I quickly put on some lipstaick and took the opportunity to get a condom and lube from the same bag. I passed him the rubber. "That's better, what pretty lips you have. Now turn 'round. I don't want to look at your face." The wrapper fell to the floor and I heard the snap as he placed it in position on his still rigid cock. I reached around between my legs and applied some KY to my hole and rubbed it in, I wasn't confident that he cared if I was ready or not. "Nice. Nice Jill, get her ready for my Billy boy. Tell Billy what you want Jill." "I want your cock, Bill" I said in my most womanly husky voice. "You've had my cock already. Tell me where you want it this time" "In my pussy Billy, my fucking lover, fuck me with your big manly cock." "Are you ready for it Jill? Its mighty big, my cock. Will it be too big for a girly like you?" "Probably will be, but if you are gentle I'll stretch for you." With that he rubbed the tip up and down my slit. The lubricant and the condom making it all feel slippery and ready, the tip passing again and again the soft yielding part that was my entrance. After several passes he stopped and began to push. As always, it hurt as my soft flesh resisted the quick change in diameter and then the ridge of the glans was past the tightest part and he was in me. Now he made short pushes in and out working the lubricant and flesh together to inch into me. After some 5 or even ten minutes of complete silence on both our parts he was fully in and I could feel his thighs on my pantied bottom (he hadn't removed my knickers). "Now Jill, how does that feel? Ever had such a big one?" "Honestly, no sir. It's a delight," I lisped breathlessly." He giggled. I heard another can open on the bunk above. He steadied himself. "Do you want a sip?" The can waved in front of me but I was pressed into the hard mattress by his bulk. "No thank you sir," I lisped again sweetly, although it was hard to be so demure being so full of cock. I just wanted to grunt like a whore. I felt him move in me as he tipped his head back to drain the can. I heard the can go down. He started to move his hips and his cock went deeper into me. I was relaxing and it was wonderful. He must have been in me for over ten minutes now and I was ready to enjoy him. His fucking started so slow as to be lightly pleasurable, my hot inside was being burned by his hotter member, fired as it was by his hot drunken blood. The cock felt rigid but softly covered. Its tip was touching something deep in me that was uncomfortable but gave pleasure at each touch. Bill started to hammer me. Now I was shaking in response, my whole body propelled like a girl's dolly as he hammered my girlish bottom. He went into overdrive and was obviously trying to cum, grunting and slapping my bottom, fondling me all over. The hammering against that thing in side me caused me to come and it hurt the fluid came so hard from my skinny, hard little cock. I was fucked now and waves of release came over me. I wanted to collapse and enjoy the orgasm but Billy wouldn't like that. I had to carry on performing for him. I needed to get him to finish. I squirmed my bum, I backed to his thrusts. I was loosening off and so tried to clench to grip and give more friction to milk his very come. "URRGGHH. Take that Jill you whore!" With a big thrust he locked onto me and held my hips hard. I was pressed against the cold Formica bulkhead and he spasmed. And spasmed. And held me. He shuddered and gave a final couple of humps then fell on top of me. Within a minute he was shrinking out of me and when he stood up had left the full condom in me. He pulled my panties into place and covered my exposed stocking tops with the skirt of my night dress. His large hands smoothed down the nylon against my stockings. "Fucking hell! Sorry mate, I wish I hadn't done that. Are you alright? I wasn't too rough, was I?" I went to hug him but he pushed me off. "Sorry, I'm going off to sleep. No hard feelings but I feel bad now." "Its OK. I understand, really I do. No need to talk any more. Night." I pulled the thin blanket over me and slept in my nighty . In the morning Bill was gone. There was the condom wrapper still on the floor. I was still in my nighty. I checked and my laptop was still there. I looked at the story I was reading last night. There was Bill's mobile number. He had also typed the name of a hotel in Falmouth. Not such a regret after all? I felt my bottom, the condom was still there, although its contents had leaked and made my panties stiff. I felt such a slutty girl. I struggled to remove the smeared lipstick in the tiny sink and packed my girly stuff back in the bottom of my bag. The guard knocked to say we has d 10 minutes to go. I phoned the number. "Bill? It's Jill. Thank you for last night. You made me such a happy girl." "Sorry mate, can't talk. Ring back later if you like" I guessed he was with colleagues in the breakfast car. I will try again later. My next call was to book a hotel room.

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Hanging out with Carole

It was going to be another Saturday much like any other in the small town where I lived, if you could call Korona Florida a town. Pretty much it was one paved road that connected US1 with I-95 and home to maybe a couple dozen families. Nothing ever really happened there, hell we didn't even have a police department. My buddy Dave's parents went out of town every weekend so usually Dave, our friend Kyle and I would sc**** together enough money for a case or two of cheap beer and maybe a few...

3 years ago
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Disabled Man Gets An Erection And Cums For The Carer

I am a fifty-six-year-old man that had a very bad stroke and I am now, virtually paralysed and in a wheelchair. I had a very severe stroke when I was in my early forties. Now, I can 'just' talk, and I can 'just' use my left hand and arm. I suppose it's about 10% on a good day. The rest of my muscles are fucked!I live on my own. I am very slim (with a flat stomach) and very healthy. I have a full head of shoulder-length grey and dark blonde hair and stubble. My penis, just under...

Exhibitionism
1 year ago
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Carmine

Carmine strolled carelessly into the clearing. It had been years since she had been here, but not much had changed. The track she was walking on meandered vaguely across the open area, and disappeared in the woods again on the other side. She was a striking young woman. Tall and a healthy sort of thin with tanned long legs. Jet black short straight hair, barely tussled by the breeze; large expressive but dark eyes; small firm breasts confined within a tight bright red tank-top atop a pair of...

2 years ago
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Carmen and Carole

I had left Joe and headed down to Carole's house for a visit and upon reaching there, I was greeted by Carole warmly. I had told her what had been going on with my black lover Jerry and she invited me down to help me out. As we kissed at the front door I whispered to Carole as we broke off, "I need a black cock" Carole said she would have her husband pick up the c***dren and keep them out leaving us the whole day to ourselves. We moved into the living room and sat down on the sofa. "I'm...

1 year ago
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Employing Carly

Hi, I'm Grant and I'm the owner of the local surf clothing shop (officially, that is). My other business interests are a little shadier. I'm the owner and operator of a brothel, and I also have a stable of high class escorts for well-to-do business men. I have a business partner too. He's the local doctor, and he looks after the health of my girls (and gets his fair share of young pussies too). I employ 16 and 17 year old girls in my surf clothing shop with the most suitable 18 yr olds...

3 years ago
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Sharing Carole

We’d been celebrating Jess’ and Jack’s baby with rather a lot of alcohol and with Jess in hospital for a few more days Jack had no need to be home at any particular time. We’d known the couple since teenagers and had done pretty much anything you could think of together one way or another. Anyway by now all three of us were sprawling about on beanbags with Carole displaying so much leg due to her wrap around skirt no longer being fully wrapped around her, that Jack was...

3 years ago
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A Message from the Cartel

A Message from the Cartel Wanda Roesquez contemplated her wardrobe. A line of trim business suits hung in front of her. Next to these hung a line of blouses - mostly white. Farther along and considerably less used, there hung a few colorful skirts and dresses; and finally, protected in the dark end of the closet, there were several gowns that caught the light and shimmered. Wanda focused on the business suits. In her profession, the way one dressed made a difference. She ticked off a mental...

3 years ago
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Carlie

Gregory knew that for the start-up to succeed, everything had to be perfect. There was a synergy that came from the closeness of minds and bodies. So he formed a real, fermenting, creative community. He rented a mountain villa which had enough bedrooms for all the project partners to sleep in, plus a pool, gym, and domestic help. They would be able to live in their own little world and fully immerse themselves in the creative process. They could work when they were playing and play when they...

3 years ago
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I NEVER GUESSED pt 1 CARLY

Introduction: Young schoolgirl meets big man on campus I NEVER GUESSED, pt 1, CARLY I checked my cell. There were several messages, but one jumped out at me. It was from my Mom — big work project will b way L8 find a ride luv u Oh, oh. This is NOT good! I had stayed later than normal after practice helping Coach L put stuff away. Most of my friends had already left. We had such an awesome practice. Our newest routine was coming together and was so cute and sexy! Now what? From in front of...

2 years ago
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Katherine Cartridge

I met Tony Bennadetto on my seventeenth birthday. He and my brother introduced me to their gang as related in an earlier chapter. The next year I was a senior with a work-study job in the principal’s office. Halfway through the semester we hired a temporary substitute teacher for English and homeroom. Her name was Katherine Cartridge. She came with a good resume from a couple of high schools in Nevada. She was an immediate hit with the students. Besides being a fair and talented teacher,...

2 years ago
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Sleepers

Sleeper By Waldo([email protected]) "Mister Davis, I assure that it's perfectly normal to have erotic dreams. In fact, if you've never had an erotic dream, you wouldn't be normal at all." "Doctor Brantley, you weren't listening to me. I said that I've had the same damn dream every night for the last three months. And nothing about it, is the least exotic to me. It scares the shit out of me when I wake up and the memory is so .. vivid, so fresh in my mind that I...

3 years ago
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Sarah visits her lover Carole

I was visiting my lover, Carole, one morning and found a strap-on dildo still in the box, sitting on dresser. I was going to leave it alone but my curiosity got the best of me. I took it out to look at it. It was made of silicon, firm, but soft. It was shaped something like a hockey stick. The larger end (7 inches) looks just like a real cock. The other end hooked around to be inside the wearer. It came with stretch panties that had a hole in them right where the dildo snapped through. I was...

3 years ago
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Alternate Incarceration

Alternate IncarcerationbyThe Technician = = = = = = = = = = = = = = = = = = = =Mardina finally gets justice for what happened to her.This is more of a SciFi story than an erotic story even though much of it deals with highly non- consensual sex.A series of college girls are attacked by a rapist who uses a special drug to overwhelm them. The drug not only incapacitates them, it also fogs their memory and prevents them from identifying him... until the great-great-great-great-great-grandson of...

2 years ago
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I NEVER GUESSED pt 1 CARLY

I checked my cell. There were several messages, but one jumped out at me. It was from my Mom -- “big work project will b way L8 find a ride luv u” Oh, oh. This is NOT good! I had stayed later than normal after practice helping Coach L put stuff away. Most of my friends had already left. We had such an awesome practice. Our newest routine was coming together and was so cute and sexy! Now what? From in front of the gym the whole campus looked deserted. Sometimes I really...

1 year ago
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The Legend of Carole

Carole Gallacher's tits were the stuff of local legend when I was at College. Perfect in every way, they were the reference point to which all other tits would be compared by the guys in our accommodation block. In the winter, these enormous breasts would protrude majestically from Carole's figure-hugging roll neck sweaters; in the summer, they would jutt out spectacularly from beneath her tight T-shirts. Like a National Park, their appearance changed with the seasons but always remained...

Erotic
2 years ago
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Vicar

“Ah, come in Michael. Yes, now. How are you?” “Hello Bishop, I mean Your Grace” the bishop waved a hand, such niceties were immaterial. “I’m, well I’m not that good I suppose.” “No, no. Understandable. A sorry business. What are we to do? It does seem a shame, but I fear we must move you somewhere less ... less scandalous shall we say?” “Yes, I did offer to resign” “Pish!” does anybody say pish these days? “Pish and tosh, you are a good priest; the church cannot lose you” Michael Tobay was...

2 years ago
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Alternate Incarceration

A series of college girls are attacked by a rapist who uses a special drug to overwhelm them. The drug not only incapacitates them, it also fogs their memory and prevents them from identifying him... until the great-great-great-great-great-grandson of the legendary W creates a suit that records people’s thoughts and dreams, including things they don’t consciously remember. Like many of my stories, this takes place in an alternate society. In this case that alternate reality is in the...

2 years ago
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Reincarnated

During this story you can visit any world and become anyone there will be sex scenes but this is mostly just about the story and if anyone wants to add to the story go ahead because this story can go in many possible directions. I am sorry to all people who read my other stories i will add more to them soon, so please be patient thank you, Also enjoy this new story. You are a 26 year old man who was driving home from university you had finally graduated so you were going home celebrate with...

Fantasy
2 years ago
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A Study in Scarlett

- Yesterday - Rich California countryside raced by the large glass window as the Southern Pacific's Coastline Express headed towards Los Angeles. The young, beautiful twenty-year-old in the window seat tried to lose herself in the ever changing tapestry, but try as she could, the redhead couldn't shut out the droning voice of the woman sitting next to her. For the tenth time in the last hour since she'd boarded the train at San Jose, the blue-dressed girl regretted taking this seat. She...

3 years ago
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Cara

“Find out who viewed your profile,” the email said. This was for my LinkedIn profile, which had to mean that someone was really bored. They’d have to be bored if they looked up Andy Curtis. I’m a retired property manager and have very few professional contacts these days. I keep thinking I should delete my account, but I never get around to it. I get maybe one view every few months and it’s usually someone like a financial planner trolling for potential clients. I figured what the heck and...

2 years ago
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Ye Olde Water Faire 02 The Carousel

All characters involved in sexual activity in this story are over the age of 18. If you are under the age of 18 or do not understand the difference between fantasy and reality or if you reside in any state, province, nation, or tribal territory that prohibits the reading of acts depicted in these stories, please stop reading immediately and move to somewhere that exists in the twenty-first century. Archiving and reposting of this story is permitted, but only if acknowledgment of copyright and...

2 years ago
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Ye Olde Water Faire 02 The Carousel

Slave puta ran ahead of us to the Carousel. When we got there, Master went up to Herr Dunkler and handed him an envelope. The Dark Lord– that’s what Dunklermeister, his full name, means– The Dark Lord held it in his hand for a moment and then said with a smile. “I know that you aren’t planning on buying any of my major offerings this year. Why don’t I allow your slave to ride on the Carousel and the Ferris Wheel for free this year and we will call it even?”“That is very generous of you,” Master...

BDSM
1 year ago
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Staying late with Mr Carlson

My name's Alex. When I was 18 I was your typical teen. I was about five foot eight with spiked blond hair and a slender build. My abs were in pretty good shape. My cock was about eight inches. I had a history teacher named Mr. Carlson who was hot as hell. I sat in the front row, so when he walked around the room his crotch was always level with my eyes. He was over six feet tall. Really muscular. Short, brown hair. And a fairly large bulge that I had seen more than once. One day, I had soccer...

Gay
3 years ago
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Happy Birthday From The Young Carer

Oh! I am very, very happy with the way I am and my life. Two main things have happened since my stroke, I was quite horny before but now I am unbelievably horny and I am very happy-go-lucky. I think that's one of the main reasons why both carers have been with me for over ten years, as they see me as quite easy and carefree. I have two main carers that share the week between them. Niki and Fran. They come in three times a day. To get me up, make breakfast and other stuff. Make my tea and...

Exhibitionism

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