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Portland A sweet story of two transsexuals, one of whom is pregnant By Melissa Tawn CHAPTER 1. ME The day I had my sexual reassignment surgery it rained. It also rained the day before and the day after. That was no big deal. Portland, Oregon, is one of the rainiest cities in the United States and 1993 was considered a particularly wet year. The natives like to joke that if the sun ever shines in Oregon, you don't tan ? you rust. I believe them. Anyway, on a very wet day I took the final step into my transition. I was now as close to being all-woman as I could get, at least until somebody perfects womb transplants. The operation took place on a Thursday, which at least provided a happy end to a week which started out as dismal as the weather. I was informed by email that the departmental tenure committee had turned down my application for tenure. The reason given was the number of my publications (admittedly pretty small) and the significance (admittedly pretty minor) of those which had appeared, as well as the (admittedly lukewarm) evaluations which I had received from my students. No tenure -- no contract extension! My employment with the university would terminate at the end of next month. A formal letter would be in the mail within a few days. I had rather expected this, and so was not overly shocked. At least I was still employed by them when I underwent surgery, so the medical insurance plan could not back out of paying my bills. Bye-bye academia. I could, of course, try to get a job teaching at some community college or other lesser institution of purportedly-higher learning, but I first I would have to change all of my diplomas and other documents to match my new female identity. Was the hassle worth it? I doubted it. So I stayed in Portland and looked for another job. That was 13 years ago, and I am still here. I am married now, and the mother of two beautiful girls. (No, I didn't have a womb implant; I solved the ts- motherhood problem by marrying a wonderful man whom I had known almost from the beginning of my stay in Portland and who became a widower when wife was killed in an unfortunate traffic accident, leaving him to take care of two babies under two years old whom he was totally unable to care for by himself. After ten years of marriage, we still grow more in love with each other every day.) I threw myself into the motherhood thing, serving on the board of the Peony Place Child Care Cooperative when the girls were enrolled there and later doing a stint as vice- president of the Meriwether Lewis Elementary School PTA when the girls moved on to there. I am a mommy then, but I was never pregnant. I tried to live this part of a woman's existence vicariously by finding a job as a saleslady in a branch of the Mommy-To-Be store for expectant mothers. This was about two years after my operation, and after I had tried several other jobs which either bored me to tears or which turned out to be unsuited to my personality or to my spending habits. I have been there ever since, and have risen to the post of branch manager. The executives of the chain are very happy with me, and wanted to have me take over the management of a larger store in Denver, but by then I was married and so I opted to stay in Portland, which I have grown to love ? rainy weather included. CHAPTER 2. KAREN As one would expect, the vast majority of people who come into my store are young women in the early or middle stages of pregnancy. Sometimes they are accompanied by their husband or boyfriend. On occasion I get mothers, or even fathers, looking for a gift for a pregnant daughter. A few times I have even had children coming in wanting to buy something for their mother who told them that they were about to have yet another brother or sister. In these cases as a rule, the mother was usually an old customer of mine, so her size and preferences were on file on my computer. One day, however, about half an hour before closing time, I had a most unusual customer. He was obviously a boy, though he was dressed in what seemed like girls' jeans and a t-shirt sporting the name of a local rock band, as well as very gender-ambiguous sandals. He had long blond hair, well combed, but no makeup or nail polish. Silver rings adorned three of his fingers. He wasn't carrying a purse, but had a small pastel- colored backpack, more likely to be worn by a girl than a boy. He started looking at some of the dresses, keeping his eyes down so as not to make eye-contact with me. Of course, I knew what was going on. I had been there myself, when I was his age. Somehow, I needed to make contact with him. He had taken a red-and-white checked dress off of the rack and was looking at it with a vacant stare as I came over to him. "That is a very nice dress, it fits your coloration," I said as I approached him. "Would you care to try it on?" He looked at me like he was about to drop the dress and run. "Don't be scared, it is quite all right," I reassured him. "It is unlikely that any more customers will be coming in at this hour." I pointed out where the changing booths were. "Go ahead; I am sure you will be very pretty in it." As he slowly went to one of the booths, I pointed out that on the bench in the booth there was a pillow he could attach around his belly with Velcro straps, to see how he would look once he started showing. When he came out of the changing booth, his visage had altered completely. He was obviously very excited ? though he tried to be outwardly calm ? and his eyes showed the deep pleasure he was feeling. He looked at himself longingly in the mirror. "You look very pretty in that," I said, "it becomes you." I told him the price. When he looked a bit crestfallen, I quickly added, "Of course, for new customers we give a 25% discount on the first item, if you agree to be on our list to receive further sales information via SMS." That made him feel better, and he said he would take the dress, and ducked back to get money out of his backpack. I started entering his information into the computer. When I asked him his name, he obviously hesitated. "It doesn't have to be the name on your driver's license, hon," I reassured him. "I just need some name I can call you by." "You can call me Karen," he said in a low voice. "Fine, Karen," I answered. "I am Helen. I am sure that you will find many interesting things in the store. But I have to close now, so it will have to wait until next time. Please come back soon." He started to go to change his clothes, but I stopped him. "You look so beautiful in your new dress," I said, "why not keep it on?" He looked in the mirror and sighed. "Oh, you can keep the pillow, if that is what you are worried about," I reassured him. "The chain sends me many more of those than I actually need." He ducked back into the changing booth to get his things, and I folded his jeans and put them in a bag with our store's logo in bright red on it. As I let him out and locked up the store, I reiterated that I hoped I would see him again soon, and that if he ever needed my help in anything, I would be glad to be there. I hoped that Karen would return, but I was not positive. It was very pleasing, therefore, to see her (from now on, I am going to use feminine pronouns in speaking about her; it is more appropriate) again four days later, a Saturday, again just before closing time. She was not wearing the dress she had bought, but again was in girl's jeans and, this time, a more-obviously girly top. She had also applied lipstick and some minimal makeup, and was carrying a plastic bag which, as it turned out, contained the belly pillow I had given her last time. This time, she was interested in buying some maternity jeans, and felt much more at home in the store. She tried on several pair, before settling on a very sexy one that accentuated both her long legs and (with pillow in place), her obvious pregnancy. I also suggested a maternity t-shirt to go with them. It was pink, and on the lower front ? the part that covered her bump ? was a big black question mark. I was in no hurry to go home that evening, since my husband had taken the girls to visit his parents in Eugene and would not be back until Sunday evening. I couldn't accompany them, of course, because I had to be in the store. As I locked up, I therefore asked Karen if she would like to join me for a bite to eat at a nearby restaurant. She nodded in agreement and we went down the street, with her wearing her new jeans (and, of course, her belly pillow). When we came to the restaurant, a young woman who was just leaving held the door open for her, looking admiringly at her bump. She smiled, and I could feel the pure happiness she must have been experiencing. For a transsexual, having her apparent pregnancy envied by a genetic woman is an unbelievable high. When we sat down in a booth, far away from the other patrons, I asked her to tell me about herself. She looked down and said nothing. "Look, Karen," I said soothingly. "When I was your age, I was in your position ... exactly in your position. I know how it feels. I was lucky then that I had an older woman whom I was able to open up to, and I would be honored if you would allow me to be such a woman for you." Karen looked at me in disbelief. "But you are married and have children; I saw the picture next to the cash register." (On the wall next to the register I have a framed photo of my husband and me, together with our two girls. I have found from experience that it lends a maternal atmosphere to the store and puts many of the clients at ease when they talk about their hopes and fears ? all of which leads to more sales.) "You can be there too, when you are my age, if you just want," I assured her. "Later, if you wish, I will tell you all about it." And so, for the next hour, we exchanged life stories. Karen (born Kenneth), was a faculty brat, the sole child of two members of the Reed College faculty: her father was a Professor of French Literature and her mother was a Professor of Sociology. She had been born and raised in Portland. Despite her parents' high educational and intellectual level, they were not able to understand, nor cope with, their son's transsexual feelings. As both of them were very busy playing the academic oneupsmanship game (to which I, in my previous life, was never able to devote enough attention) they tended to leave her to her own devices. Somehow they acquiesced to the fact that she wore girls' jeans and sandals or boots (or maybe never noticed the difference) but gave her no encouragement or support. Other than the maternity dress she bought from me, she had no dresses or skirts. Karen finished high school with a scholastic average good enough to get into most colleges, but preferred to take a year off to "find herself" before continuing her education. At the moment, she worked as a clerk in a used-book store (and was usually called "ma'am" or "young lady" by the customers, to her great delight). She had recently befriended Selene, a girl who worked in a beauty parlor two doors down from the bookstore, and who was teaching Karen the basics of proper feminine hair care and makeup techniques. However, since Karen still lived with her parents, she still did not dare to wear any noticeable makeup around the house, though she could get by with mascara if it were not too obvious. She had no contact with transgender support groups, and was afraid to get involved with the one on campus, since its faculty advisor was a colleague and close friend of her mother. Pregnancy had always fascinated her, and was an integral part of her female self-image. When I asked her if she ever planned to go "the whole way" and have sexual reassignment surgery, her answer was that there was no point in it, since she still could never get pregnant. When I told her about how she could still experience the joys of motherhood, as I had, she was unconvinced. To her, carrying the baby was the crux, not caring for it after it came out into the world. 3. PREGNANT KAREN I saw Karen frequently over the next two months. She now wore her belly pillow constantly, except when she went back home. In fact, I was able to get her a better one, which had a zipper in the back so that more stuffing could be inserted as the pregnancy progressed. She bought several pairs of jeans and tops to go with them, as well as more maternity dresses. She told me that her boss at the bookstore was very understanding about her pregnancy (he knew, of course, that she was not really pregnant but apparently felt that it would be best to go with the fantasy) and would not let her lift boxes of books or even climb the ladder to fetch rarely-needed books from the upper shelves. Her lessons with Selene were clearly bearing fruit, and she now made herself up quite well. Of course, the makeup and the belly all came off before she returned home at the end of the day, but she was seriously considering renting a room of her own and moving out of her parents' home. In fact, her mother had hinted that the experience of living by herself would be good for her social development, and offered to pay half of the rent. She had not introduced Selene to her parents, but did hint that she had a girlfriend who worked in the city. We met quite often, and shared experiences. I told her about my transition and about the joy of raising my daughters. She told me that she hoped to be able to "go all the way" also one day. One day, I asked her what her plans were in two months time. She didn't understand where the question was coming from. "Look Karen," I said, "pregnancies do not go on indefinitely. By the look of you, you are in your seventh month now. In two months or so, everybody is going to ask where the baby is." She hadn't really thought of that, or even worked out some sort of a story. So we considered several alternatives and finally decided that, since she was unmarried, the best story would be that she decided to "give the baby up for adoption" as soon as it was born. When her time came, she would go out of town for a week, and come back "after", with a suitable story about how she handed over the baby to a very nice couple, who would love it and take care of it. As the last two months wore on, I could see that Karen was less and less satisfied with this course of action. Several times, she cried that she could not possibly give up her baby. Then she would calm down and realize that, of course, there was no real baby. It was very very difficult for her. However, when the time came, she told her parents she was going to visit a friend in San Francisco for a week or two. I took her to the bus station and kissed her goodbye. She didn't come back. 4. AFTERMATH The above tale was written three years ago. For all of those years, I worried about Karen. It was almost as though she was another of my daughters. Then, one day, she suddenly appeared in the store. We hugged and kissed, and she told me her story. When she went to San Francisco, she met several other transsexuals and had decided to stay with them. She got a job as a librarian in a city library and the health care plan provided to municipal employees covered her SRS operation. She was now legally a woman. Moreover, she had met a very sweet and understanding man, with whom she had recently started living. They planned to get married shortly, and she had come to Portland to let me be the first to know. As I hugged her tightly, I felt her belly and looked down. Sure enough, she appeared to be four months pregnant.

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I sat with my best friend Lily at lunch time, under the big tree outside the college entrance. It was a warm day so we both wore our favorite short skirts, white singlets and relaxed spread out on the grass, facing each other. She smoked a cigarette while I talked to her about my love life. ‘Men just aren’t satisfying anymore, I need to find a woman-they know how to pleasure another woman properly!’ I said, with a smile. Lily stared at me as I talked, a little startled by how much I was open...

2 years ago
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THE SWEETEST KISS part 1

This is my first posting of an occurence from my early youth. Since xhampster has specific guidelines and, although this is a true story, I will abide by the guidelines - even if events happened at a different time in history. Everything, following, is true. Thusly, this tale began two seconds after I hit legal age. I had a friend, Stephen, in school. We were both 18 and had known each other for several years and had always been friends.Steve wasn't popular but, funny enough, he and I both...

3 years ago
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Came Home Early PT2 Blacken

"Well mom are you going to come in?" That is what my daughter said as she lay naked on her floor. She was still rubbing her cum stain pussy. I just witness my daughter fucking two young black men. I not only witness this I rubbed my clit to it. I could not believe she saw me. I was still in shocked and could not think of anything to say. "Do I need to come to get you?" she said. I slowly walk in to her room. While Gwen lay on her floor the Tyrone and Jeremy were still stroking their dicks....

3 years ago
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shannon kelly Ever Notice

Ever Notice?Ever notice, while you are in the middle of doing something really stupid—usually just as you have passed the point of no return, and will have to live with the consequences anyway—that you have this moment of clarity, seeing for yourself just how boneheaded your actions were? Usually (in my case anyway) the stupidity was all about trying to impress a girl.I was sliding down the center handrail on the long set of stairs that lead up from the parking lot to the front entrance of the...

2 years ago
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The Fuck Fest Of My Family 8211 Part 1

It all happened when I was in vacation in my home. I am the only guy who was in hostel. My brother and sisters were day scholars. When my exams finished, I want to give a surprise to my home mates. So I didn’t tell anybody about my visit. When I went to home, the door was opened. I entered. I was hearing some noises from my dad and mom’s bedroom. I tried to open the door, but it was locked from inside. So, I went to back of the house. I peeped through a window. Oh my god, I can’t believe what I...

4 years ago
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Rum Coke Love Sex

The moon was bright, brighter than it had been for as long as I could remember it. My breath came fast and hoarse. I tried to concentrate on the gravel road illuminated by the moon and my headlights, but found the task too difficult. I glanced down into my lap and saw Brandy's glossy hair shift with her head's pulling and pushing motions. Inside her mouth, my dick was rigid and swollen, just bursting to flood her throat with cum. But not yet. She was an expert at giving me head...

3 years ago
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Mind Swapping Chapter 07

Mind Swapping Chapter 7 .......... Thursday morning was one of those mornings when I wanted to sleep late. However, Carol and Barbara would not let me stay in bed, they said that it was time for all good girls to get up. I started to remind them that I wasn't really a girl, then I looked down at my body through my sleepy blue eyes. After last night's session with Carol and Barbara, following the session with Tom, following the session with Linda, following the masturbation yesterday...

1 year ago
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PornHub Piss

We’ve known that piss videos were hot ever since the 90s; we’ve just been pretending that they’re not because, apparently, piss is supposed to be disgusting or some shit. Well, I don’t believe that for a second. I’ve had piss straight from the pee hole of several hot babes, and I regret none of my actions. That said, I’m a professional sexual deviant, so take what I say with a grain of salt. But then again, considering we’re talking about drinking piss, maybe you can leave the salt out since...

Scat Porn Sites
4 years ago
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LeashChapter 4

I continued stroking Sarge’s head as he slowly lolled his talented tongue over the meaty petals of my wife’s spent cunt like a lion cleaning its cub. My wife’s hand soon joined mine atop his peach fuzz crewcut, showing appreciation for a job well done. I smiled at her sultry, satisfied eyes, and asked if she was OK. “Superb!” she replied with the edges of her mouth curling upward. “This puppy sure knows how to finish a meal,” she added, palming his face, forcing him to look up at her as he...

2 years ago
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Freddys Family FunChapter 2

Nina was not beside him when Freddy woke up. He was glad she was being cautious as far as not being discovered by other members of the family. The apartment was already stirring. Freddy figured Teresa would want to grill him about what had happened but he wasn't ready for that yet. He had plans for the morning. The biggest plan was to start laying the groundwork for Josie's seduction. Josie's job was quite near the mall where he intended to go so Freddy decided to accompany his sister on...

3 years ago
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Student AssistanceChapter 20

I got there and Melissa’s bare arm handed me a towel and kit. I said, “Good morning.” I was in the shower when Paul joined me. He said, “You look happy. With a good weekend and a good night, we both are doing okay. My tough issue comes next week with my parents. They will like Melissa because she’s a nice, good-looking, and smart girl. My mother has a bad case of social standing though. I hope we don’t have too big a clash.” I said, “Just pray through it. You know that Melissa will stand...

2 years ago
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The Door Next DoorChapter 6

Morning's first rays woke Ben. Molly still lay beside him, her leg around his and her arm across his chest. He glanced at her face and saw her eyes were open. "Good morning." "Mmm ... morning," she replied. "Have you been awake long?" he asked. She shook her head. "I was watching you sleep." "Do you need to get up -- to use the facilities?" "Uhn-uhn. I got up earlier and came back to bed. You were still asleep." "Molly -- you are lying exactly how you were when I fell...

2 years ago
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Bar Girl Ch 04

Chapter 4. ‘Pool Party.’ Pool Party at Poco Jo’s and aftermath. Chuck. Hygiene. Satisfaction Guaranteed. Papa Adam and Mama Claire. House Robbery, and Nice with Ice. The next morning, Blen, Amor and Girlie looked forward with excitement to the pool party. Girlie had spent some time by a hotel pool with her customer, though they had not swum. Amor’s first night bar-fine had stayed at a hotel with no pool so, like Blen, she had never even seen a swimming pool other than on the TV. Amor was...

3 years ago
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first holiday without my hubby

First Holiday without HubbyThere seemed to be an extra urgency to the phones ringing tone. Picking up the receiver I tentively said, “hello?”“Oh thank god you are at home,” it was one of my best friends, Jan. “What’s the matter?” I asked. “Ian has gone and broken his leg at the football, and we are booked up for our holiday to Turkey. We are supposed to leave tomorrow, but now he can’t go and I was wondering if you could come with me, in his place. I know its short notice, but you are the only...

3 years ago
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Campus Life Spring BreakChapter 18

"Can we do this without the gag?" Jay asked. "Yeah, I guess so; if you can stay quiet while we shoot of the fuck scene," Shaniqua replied. Jay was bound with Velcro straps to a hefty padded hotel desk chair to the left side of the queen-size bed in the room. His fingers were visible, especially the one on his left hand that now wore a gaudy wide man's wedding band that he had been provided from the set's prop handler; Catherine had been given a matching woman's wedding and engagement...

3 years ago
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Jasmines Desires Awakened

It was still dark when Jasmine dragged herself out of the warm confines of her bed, cursing her best friend under her breath. She had had too much to drink last night and had an early start at wok this morning but Sammi had insisted on making the most of the weekend. She should have gone home way earlier then she did but Sammi is so convincing and she didn’t feel comfortable leaving her friend alone. She showered quickly and threw her uniform on, pulled her long black hair into braid and...

4 years ago
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Red Ribbons and Faith

By Beagle9690 September 2021 A brief history; I grew up an Army brat, moving from place to place, and often lived in crappy government housing or cramped apartments. Moving from place to place was hard for making friends. I did excel in school, though. When I graduated high school, I left to be on my own clear across the country to the East Coast with a full scholarship. I was an emancipated seventeen, soon to be eighteen in two days, attending college as an English Major and working...

4 years ago
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Dave finds a book part 6

Her parents had gotten take out pizza and she had already had 3 slices before leaving. Her parents were being way more affectionate than usual as she went out the door. Her mother was straddling her dad's lap and the two of the were kissing hard and breathing like they were running a race. She shook her head as she shut the door. Her dad has his hand up mom's shirt opening her bra. " Get room!" she called as she closed the door with a chuckle. She passed several other amorous couples...

4 years ago
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Fantasy

I am a straight guy but when I dress I like to watch trans girls sucking cock and and having sex. I like dildos and vibrators and fantasize about cumming like a girl with a guy. Here is my fantasy.Mike and I were c***dhood friends and always spent the summers together. We slept over at each others houses every weekend and we did everything together. When we started discovering girls we talked about it a lot. His mom would get lingerie catologs from Fredricks and Victorias Secret and we would...

3 years ago
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Some People Are Just Lucky I GuessChapter 8

Dammit, I need a reliable contact within the police department. There is a temptation to follow Batman's lead and hook up with the Police Commissioner, but he is a political appointee and the mayor changes him almost as often as he changes his socks. At least, I hope he changes his socks that often. Well, we couldn't wait. Somebody needed to call 911 right away! No, wait, I had a better idea. I cast my telepathic ability toward the main police headquarters building. My idea was to find a...

2 years ago
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Thats How the Cookie Tumbles

The author would like to thank gandalf4217 for his edit. For readers who are looking for a full story of how it came to be that I had sex with my own niece, I'm afraid that this will only disappoint you because about the only thing that truly sticks out in my mind was our first time of sex, which is basically what I've put to writing. The lead up consisted of many, many, little things starting from the time when she was about 12, but nothing that would take up more than a short paragraph or...

3 years ago
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A boy in babeland chapter 15

Kim was now a few months gone in her pregnancy and Stacey was pregnant too, though it did take more then the first time that she and Lee tried. “So what do you want for Christmas?” April asked her brother as they lay in bed, their bodies a little sweat covered from the hour of wild sex they had just shared “Anything that you want to give me” he smiled as his lips moved down to her breasts, sucking the right nipple softly as she held his head in her hands and moaned softly “Hmmm I...

2 years ago
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My First Triple Penetration

I was sixteen and an expert in sex! I'd done it on my own, with implements, with my dog and then my brother. I'd gone boldly to the varsity football team's private party and let them know my body was available to them. All forty-five team members made free use of me through that night and I ended up covered and full of cum, exhausted from more orgasms than I could ever imagine, amazed at how erotic it was to watch black cocks go into my white pussy and contracted syphilis. Yes, I'd...

2 years ago
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My Neighbors Older Daughter

Copyright©2000, Jack Spratt. ALL Rights Reserved Date of first publication Sunday PM, December 03, 2000 Special thanks to Pete ‘the old fart’ 2018 for his expertise in reediting and reproofing. It was a typical neighborhood with modest single-family homes with many mature trees and well-groomed lawns. In this area you usually knew your neighbours on each side of you at least to say hello. I was no different. On one side of my home was a new family on the other was a family who lived here...

2 years ago
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Moonlight Angel

Damien watched her, her ivory skin glowing under the moonlight. The bed clothes were a rich royal blue that made her cream colored body stand out against them. Her hair shone like a golden river and her eyes shimmered like aquamarines. She was naked, cloaked only in the light from the moon. Her breasts moved with every breath she took, her nipples hardened to pink rosebuds. Her stomach, not as flat as it had been a few months ago, was beginning to show the evidence of his heir growing within...

Love Stories
4 years ago
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Delta OriginalChapter 11 Baby Faeries

The worried family had all end up crashing out. They were woken by Bellna the next morning. Bleary-eyed, Sean simply said, “Sparky?” Bellna happily informed them that Sparky was well, and so were her daughters. Ross was stunned. They had not suspected that she was having twins. She was bigger than they had expected, but he still hadn’t thought of twins. He had two daughters. He was a very happy daddy. Bellna took them back to the cavern Aronha lived in. Ross flew straight to his love....

4 years ago
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ZombieKiller Girlfriend

Zombie-Killer Girlfriend "Nice kill, Leon!" "Thanks. Look out, Lilly!" "Got 'em!" "Yah! High five!" "Okay, kids. Put the game on hold and eat," I said as I came into the living room. My son Leon looked up at me, and said, "Give us a couple of minutes, mom." "Yah, Mrs. Jay, we're about to hit the boss zombie," his girlfriend Lilly added. "Fine," I said. I became silent, so I could watch them play without embarrassing them, and smiled. I watched the subtle cures, and...

3 years ago
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Unexpected Incident With My Sweet Sister

We are a well to do family with my mom, dad, me and my sweet sister. I stay in Coimbatore due to work and used to visit my hometown occasionally. My sis Neela(21) was about to get married in a couple of months to a software engineer. I was so happy for her, I made sure I came home every weekend to home to support my mom n dad for all the formalities of engagement and marriage. It was a busy time at home, so my parents asked me to take a long leave. It was tough for me to get leaves but somehow...

Incest
2 years ago
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Rockys Kingdom Ch 08

AUTHOR’S NOTE: This is the eighth in a continuing series of stories about what is essentially a very high-class prostitution business in Asia, with the headquarters in Manila. ‘Rocky’ is the chief — you could call him a pimp in other circumstances — of the very large consortium which includes operations in many Asian countries. Although each section can stand on it’s own as an erotic story, I highly recommend that you begin with the first story, which explains the business and introduces some...

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