First Time

My first time with a tranny

My first time with a tranny It happened on a Monday morning. After waking up with a throbbing hard-on. I called up my regular booty call. But she couldn’t make it. Because her husband stayed home from work that day. So I decided to browse Craigslist, looking for someone local. After posting my ad, looking for NSA sex. I sat back and waited. Within minutes, I received over a dozen new messages. But none of them really appealed to me. Then after a few hours of receiving numerous messages, from both women and some men. I finally got a hit. She was an older white tranny who loved BBC. Her message said: “I’d love for you to fuck me with your big black cock. I’ll be your little white slut, Daddy.” Then she attached a …

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Kelli 1971

She wasn’t THE prettiest girl I knew, but she was certainly one of them. And to my way of thinking, Kelli was the ultimate Girl Next Door – and I’m sure you would have agreed, if you happened to be (as I was at the time) an athletic, fun-loving, mischievous fourteen-year-old boy. She was a year younger than me; we had lived house-by-house since I was ten, when my family moved to that quiet suburban neighborhood of older homes, wide tree-lined streets, deep lawns and a large public park with its own woods that in spring and summer provided a private retreat. Kelli and I had been friends and playmates since word one; we were both only children of two-working-parent families, and the only kids our age for several blocks around. Her long brown hair …

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Just Friends.

A short, Erotic story, by James Burns. Just Friends. She awoke to explosions and light flashing into the room. There were fireworks just outside the window, signalling in the New Year. She looked to the clock and sure enough it read 00:02. She was lying on a double bed, the sticky sheets only half covering her naked body, it was a little chilly given the time of year but she didn’t care. The body of another naked female was pressed into her front and was keeping her warm. That’s when she noticed the subtle but unmistakable aroma of Womanly juices in the air and the memories of how she became to be in this situation flooded back. She snaked a hand down to her sparsely haired pussy. Her fingers circling her hard, aching clit, she …

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Best.Girlfriend.Ever II

After fucking my girlfriend’s little sister for the first on the living room floor the night before, the three of us made our way to their parents bedroom to enjoy the larger bed. There, on her parents bed, I fucked Jackie two more times. I got behind her and held on to her narrow hip as I pounded her hard, shoving my cock hard into her tight little cunt over and over. The third time, she rode me cowgirl style. This was my favorite position. On her one accord, she straddled me and grabbed my cock to align it with her tight little pussy. Before she could lower herself onto my cock, Gina made her beg for permission to fuck her boyfriend, forcing her to admit that she loved having a big, fat dick in …

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Rhianna brings a friend

Only a week went by and Rhianna rang me again. “Busy?” she asked. “Never too busy for you Rhianna. Do you want to come round?” “Yes please”, I could hear the smile in her voice, “I can’t stop thinking about last week. It was so horny. And loving! You were so gentle with me. I loved it. Do you want to know what I loved best?” “Ooh Yes. Was it the boobs or the Bum?” “Neither. It was sleeping with you. It was so warm and cuddly. I woke up a couple of times to check if it was a dream. I watched you sleeping. I love you!” “ That’s not the general idea. How’s the dating going?” “Haven’t had one. I’ve been asked but I didn’t fancy it.” “OK. You will soon I hope. …

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My Friend My Cousin Marie

Growing up I was the black sheep in my family, I didn’t really fit in with the older guy cousins, and the one cousin my age talked to ants, sniffed markers on the regular and I’m pretty sure was on the verge of very dark things. This left me to roam at the family get togethers and mostly hang out in the corner listening to music and trying to get through so I could move on to more fun things until the next family event. This was not the family that I spent most of my time with, this was my biological fathers family, when I was born my Bio-dad (BD) ran and hid and forced my mom to reach out to his parents so they knew they had another grand child. He finally came …

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Be careful what you watch

Nikki loved to run, and today was no exception, the feeling of the fresh late afternoon air caressing her lithe body gave her an almost sexual buzz. Her dark hair was pulled back in a ponytail and weighing less than 115lb she was skinny for her 5’7”. Her small pert breasts were unencumbered under her thin Lycra top, though a liberal smear of vaseline kept chaffing to a minimum. Dave, her ex-live in partner, often used to remark how the skin tight running gear she wore left nothing to the imagination. In fact through the black material the outline of her vulva and labia were clear, and you could have counted her pubic hairs, if she had any. Nikki floated up the hill without really breaking a sweat reflecting on the twists and turns in …

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3- My High School Sweetheart’s Little Sister- pt. 3 (Truth Or Dare)

A lot of things changed in the time that followed. My girlfriend, Chloe, went to another state to attend college. I chose a college in our home town. I was kinda lost. Chloe and I were still in love, at least I was with her… but I assumed she was seeing other guys at her new school. Without Chloe, there wasn’t a legitimate reason for me to hang out at her house anymore. I would drop by to say “hi” every now and then, but it felt rather pathetic to hang around her family when we were apart. I missed Chloe. I missed her family. And I really missed Cindy. I constantly fantasized about her, about those movie nights. Months went by… Chloe called me one afternoon, in a bit of a panic. Her older brother had been in …

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Showering With My Sexy Sister

I did not write this story. Someone named TawnyT posted this to Literotica and I wanted to share this with all you people since it is so good. The shower door burst open and I felt a playful slap on my bare butt. I yelled out, but more for effect than anything else. I would never let on, but I was thrilled to death. “Move over Shrimp.” My Sister said slapping my ass again smartly. I turned and grabbed her. My body was wet and soapy and we wrestled playfully, gloriously naked, mock fighting, growling and moaning as we turned, pushing and pulling under the water. She became wet quickly and her body slid against mine, wonderfully slick. We wrestled and moved against each other. I loved the feel of her slick skin against mine. …

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Curious Siblings (Part 5) The End

I couldn’t believe that wasn’t sex. But I loved the idea that there could be something better than what I had just experienced. I still couldn’t quite believe that it had happened. A couple weeks back I had a completely normal and boring life and didn’t know why my dick got hard and now I was getting off with my mom and sister. I headed back to the room and suddenly had the realization that Alice was probably going to question me about what happened again. I hated lying to her but I didn’t want her getting mad at me and cutting me off. At the same time, the last time worked in my favor, so maybe I would just tell her the truth. I decided to see if she asked first and based on …

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Andrew Lake Part 1 – My Kinky Chemistry Teacher

My eyes hurt from staring at the small screen all night, but I couldn’t bring myself to look away. I had been watching porn for what felt like ages, stroking myself to women on the internet doing unimaginable things to one another. I felt like a sick pervert inside, but I was far too busy to concern myself with such guilt. It seemed, however, that tonight I found less interest in the fake women on the screen. I had grown tired of pleasuring myself to imaginary people I would never meet. Then, I noticed a flashing banner at the top of the screen. My name is Andrew Lake. I am a junior at Brickton High School, even though I just turned 18 last month. I don’t consider myself unhappy, just a little out of place. …

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How Traditions Start – part 1

How Traditions Start – part 1 An original story by Starrynight. Enjoy. It was another end to a long day of hard work at the Fletcher family’s farm. They finished devouring the hearty meal that Liz cooked, and after sitting together in the living room reading, watching TV and listening to music, the kids gradually left for bed. The Fletchers had 5 beautiful children: the twins Zach and Molly who were almost eighteen, Presley who was sixteen, Jack who was thirteen and Lisa who was ten. All five of the children were homeschooled by their loving parents who made sure to give their kids the best education they could, in addition to each one of them working and helping around the house and farm. After all the children retired to their rooms, Liz gave Tom, …

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My Best Friend’s Mother

I had been friends with Peter Verhooven since grade school. We had played little league as well as getting in a lot of trouble together but of a more innocent variety, unlike many of the kids of today. As we had gotten older and reached our teens we stayed friends even though we now had as many differences as we did similarities. In spite of that we were as close as ever with the fact that we lived within a ten minute walk of each other certainly being a contributing factor. Our friendship in fact directly led to me losing my virginity during the summer when I was sixteen years old, not that I could ever have told him that or shared the story. Peter was the baby of his family with a sister who …

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The Bestiality Triplets – Day 1: Barbie Fucks a Dog

—Prologue— Many people believe that siblings who have shared a womb have a special, almost supernatural bond. While it is true most are quite alike in personality, it does not mean they can communicate telepathically. It only seems that way because of the staggering amount of time they spend together. How could they not know every single detail about each other’s lives when they spend every second of every day with one another? At least that was the case for the Lez sisters. Barbie, Candy and Nikki were so alike that most people were unable to tell them apart. Even their parents occasionally mixed them up. But the sisters didn’t mind. They had each other and that was all that mattered. Or so they used to believe, but that all changed when they turned eighteen. …

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Times in my Life: Part Four

As I left the house I wondered whether to walk or ride my bicycle over to Roy’s place. It wasn’t far, only a block and a half; but I wanted to have a smoke before I got there so I decided to walk. I certainly could use the exercise. After walking a ways, I got out a smoke and lit it up. As I walked and smoked I wondered what Roy’s place was like. I hoped his parents would like me… there’s nothing worse than having a friend whose parents don’t like you. I had never been in that position, but I’ve heard about people who have been and apparently it sucks big time. I got to the corner of the street Roy lives on and made a right onto it. It was a funny …

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Motel Week Ending 2

Motel Week Ending 2 “What if you knocked up your sister?” That was the exact thought that had been on Newlyn’s mind for the past two weeks. The thought permeated his entire being ever since they had left the motel. The family had been forced to into a motel for a week while the house was under repair. It was during this week Newlyn had shared a bed with his younger sister Juliana. It started as an accident and seriously bad judgment on his part that had then cascaded into the pregnancy crises. During that week he had discovered his sister was an extremely heavy sleeper. He took advantage of this and had raped her while she slept. It was only after a few days of this that he realized how stupid he had been. …

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SEDUCED AT THE GYM

When I was just over sixteen years old, I had a piece of bad luck that turned into some very special good luck indeed! I injured the ligament in my left leg during a school sports match, and – after a spell walking on crutches – was advised to do regular physiotherapy to restore its strength. The physio nurse at the clinic showed me which exercises were best, and recommended that I use the specialist equipment at a gymnasium, but with very light settings at first. So, with my parents’ approval, I decided to try out the health club and gym nearest to where we lived – it was only about fifteen minutes walk away, and that exercise would also do me good. On my way home from school the next afternoon, I got off …

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Times in my Life: Part Five

I was dreaming, but not only of the girls I have had sex with. I was also dreaming of the women I hadn’t had sex with yet… Roy’s older sister Julie, Roy’s younger sister Anna, the hot English teacher, and even the not-so-hot-looking but sultry sounding Science teacher. There also seemed to be a number of women who I didn’t know, but who managed to blend nicely into my dreams. The jangling sound of my alarm clock ripped me from my dreams and into the cold harsh light of reality. I slammed my hand down on the cursed thing and the bell ceased its infernal noise. After a few seconds I grabbed it off the night table, wound it up, and then put it back. I had a love-hate relationship with my alarm clock: I …

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Subjects 0 – CH 1

“Damnit Mom! Don’t you know how to knock?” Adam yelled as he closed the lid to his laptop. He had been jacking off to porn, when his mother had walked in, completely destroying the mood. Oh well, if Adam knew himself like he did, he would be horny again in a couple hours and ready to try again. If only he had a lock on his door. Getting caught in and of itself wasn’t so bad. One of the problems was that this was the fourth time this month he had been busted, cock in hand, wanking to some form of porn. Adam pulled up his pants, and decided to talk to his mom. He caught up to her in the hallway to the front door. “Honestly, Adam. I don’t understand why you can’t just …

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Mwah!

My daughter Emily and her father Michael had a nightly ritual of giving each other a goodnight kiss. They would kiss each other on each cheek followed by a kiss on the mouth while simultaneously making the “Mmmmmwah” sound. My daughter would start laughing hysterically as I would walk her to her bedroom to tuck her into bed. As our only child, she was definitely a Daddy’s girl. As she got older, she decided that she was a big girl and thought that their kissing game was for kids. From that point on, she started simply kissing her daddy on one cheek, but still expected me to tuck her into bed. Funny how she wanted to be a big kid but still be tucked into bed safely from all the monsters. Not being in a …

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