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The Fifth One
I never know quite what to do about the Valentine’s Day contest here at Literotica. Most of my stories have nothing to do with hearts and flowers and unconditional love, but every now and then I get an idea I think will fit. This story features some characters that also appear in You Know That Nightmare?, but this one…
Yvonne Pt. 01
PRELUDE ‘It must be ten years,’ she said. ‘Yes,’ I said. It was eleven. That I knew. ‘You still look good,’ I said to her. She looked at me and said ‘You wouldn’t have been brave enough to say that back then.’ ‘I was young then,’ I replied. She raised her eyebrows and said ‘If you’re not young anymore, then where does…
A Very Special Christmas
A VERY SPECIAL CHRISTMAS ©2024 Smuttyandfun All Rights Reserved This is for the 2024 Winter Holidays Contest. As always, your votes and comments are much appreciated. I hope you all have a wonderful holiday! Just so you know, this is a bit of slow burn, but they do get there eventually. GILLIAN I was walking into my bo…
Trailer Trash Pt. 01
I hope you enjoy this story. This story is being told primarily by Merilee but her daughter, Cherry will also speak. There is a little rough sex in this story. If that offends you, you may want to skip this story. Edited by DRGRiffin Introduction My name is Merilee. I am what most people would call trailer trash. I hav…
A House with a Sea View
I’ve been away for so long. Some things have changed, some have stayed the same; the ice cream parlour where we used to hang out and try to meet girls is now a Starbucks. The park where I kissed my first girlfriend has been built over with holiday apartments. But it’s still recognisably the town where I grew up. The ai…
Ch. 05 – Passion Turns to Tough Love
Nick knew from the beginning that it was a flawed match, one so young but so beautiful and sexy with no-one loving her in her life, and him, his best years behind him, albeit plenty of life in him yet, but no passion in his Marital relationship. He changed out of his jeans and rugby shirt and into his Jersey joggers an…
Above and Beyond
©2025 Smuttyandfun All Rights Reserved This is for the Literotica Valentine’s Day Story Contest 2025. As always, your votes and comments are very much appreciated. Happy Valentines Day! CARINA It all happened so fast. The way the snow was coming down, forming drifts on the highway, I decided I’d better move into the ri…
The Morning After
The first time I woke up it was black night, my senses completely out of synch, with absolutely nothing to anchor me in reality. My body felt odd, almost numb, and in my face was a massive wave of hair that, in tickling my nose, had woken me up. The hair smelled like roses. For the life of me I had no clue what was goi…
A Real Mentor Pt.07
Amy felt her dress fall to the floor and saw Luisa look down, her fingers trailing the straps of the bikini top, gently brushing across the fabric and gliding over Amy’s nipples. She looked back into Amy’s eyes with a flirty smile as she pulled Amy’s top up and over her head, throwing it to the floor, before she leaned…
Menage a Trois Ch. 02
Debdas woke up early, the stuffy air and the early rays of the sun breaking his sleep. He took a moment to get his bearings. He got up and did his morning ablutions. Looking out into the garden, he saw Neerja aunty walking around the perimeter in her trainers and working up a sweat. As she neared the window, he scooted…
Lady Penelope Joins The Jet Set-3
When asked what her guilty pleasures are, the very noble and well-spoken Lady Penelope replied, “My pleasures cannot be guilty, although they most certainly are filthy.” Like a true hedonist, Her Ladyship is committed to the pleasures of the flesh, living each day with no regrets, and getting as much fun and as many or…
The Lost Tribe: Open Lust Ch. 01
Author’s Note: All characters in this story are over 18, and all acts are consensual. This is a primal tale of a 37-year-old archaeologist’s descent into desire–a slow build that unravels into something gritty, raw, taboo and extreme at times. Expect explicit sex, fertility rituals, size kinks, exhibitionism, lesbian e…
He, She, They
One wet December afternoon, this story came to me. I only just started writing recently and I find it amazing to create characters, who I then fall in love with. I do really want them to enjoy themselves and worry that the world may not respect them when the story gets published. Each story takes a lot of energy and gi…
The Will Begets The Way Pt. 02
Whirlpool Of Sexual Ecstasy… The incongruity of all my sexual encounters gave me enormous pleasure without remorse. I have always been fanatical about such brief encounters. As my friend Rahila, leader of our Women’s Collective often said, such exploits are “nothing but raw, mindless sex”. I can never convince her that…
Return Pt. 06
Author’s Note: If you are an historian especially of the Medieval Period of Europe and the Middle East please do be aware that I have taken some serious liberties with all sorts of things, especially the time the story is set in, the people, the battle tactics and the politics so please accept this as a work of complet…
Kelsey – DAD, WHAT ARE YOU DOING WITH MY GIRLFRIEND?
Please rate and comment Prior: Kelsey – “No Dad Stop.” Prior: Kelsey – “Dad that cannot happen Again” Prior: Kelsey – “Paying The Rent” Prior: Kelsey – “Dad, how could you let that man do THAT to me.” Prior: Kelsey – “Dad – this is like really SICK.” Prior: Kelsey – “This Crazy. We can’t do it here.” Prior: Kelsey – “D…
Never Give Up, Even in Mid 70s
It is based on a real-life story and not on fantasy. Thus the description of intimate moments is less ‘colorfully detailed’ than usual. I changed the names and a few details to protect the protagonists. ………………………………………………………………………………………………………………………. I married my wife, Anna, about 50 years ago. At the time, we were both…
A girl i met at school Part ~ 1
Hey there, my names Alice, and this is my story. I’m 5 foot 9 with a fairly slender body, I’m 15 years of age but most of my friends are 16. Most of my life I haven’t been sure on my sexual orientation, but I have come to decide I’m a Bi-sexual. I live on an island of only 10’000 people; my school is located right in t…
Part 4_(4)
Part 4 Jersey Joe We received Joe’s answer in the mail it had several pictures of him in various states of undress and two close ups of his cock .it slanted and curved up and had a huge helmet head which got Toni excited, she said she never seen one like that before .The letter had his contact info along with a phone n…
Friends Make The Best Lovers Part One
It all happened in late Sept. It was a Saturday night. I was clocking out from my shift at work. My boss told me my ride was there. I looked up and to my surprise it was Michael. Michael was dating my friend Lynn. I asked him “What are you doing here?” he said “Lynn asked me to pick you up because she is working late t…
Clean Slate CH 1
Author’s note: I really don’t think anyone missed me but i do want anyone who reads this to take this into suggestion, the authors on this website do not care about their grammer most of the time. So it would please most writers if the readers were just reading and not completely critisising their work it takes time to…
Daddy’s boy
This story is fiction. I thought it up based on a fantasy of mine. It involves a son, his father, and a love for cock. Future installments will add females to play with. ————————————————————————————————- Sam stood motionless by his bedroom door. He had just gotten up to get a glass of water before noticing a feint glow…
Blast from the past part 3
Final Chapter I am now almost three months pregnant. It has been a crazy journey. I finally got my divorce after claiming to have had a drunken one night stand. Jeff bitched and told me I was a slut and a whore before walking out. It didn’t bother me though, I knew the truth, and it was worth it. Dom and Katie have bot…
Barding Around
He stepped off stage to riotous applause, a swagger in his step as he made his way through the adoring crowd and to a table reserved for him in the back. The room was large and dark, high ceilinged with a roaring fire in a massive hearth at the center. A stage was set up near the entrance, a long bar packed with patron…
The Seducer’s Diary: A Taste of Sin
It’s her birthday…she gets a diary; she’s bratty and smart, and she believes she’s the shit. EROTIC TALES The Seducer’s Diary: The Taste of Sin June 14th 1986 Dear Diary, Today I have discovered a power I didn’t know I possessed. It has come as a bit of surprise to me that a 14 year old girl can exert such a powerful a…
Tracy , Dad – Part Two
John had just finished packing up the SUV. He was walking back into the house when he called to Tracy. “Hey babe, you about ready?” “Oh my god. I said give me 15 minutes,” Tracy yelled from her room. John walked down the hall and stuck his head in her room. “That was 20 minutes ago.” “Oh. Well let me finish packing and…
If Ivy Could Untangle Ch. 03
Chapter 3 Together, Avery and I waited for the mysterious Steven to descend from upstairs as we awkwardly waited in his living room. Avery took to making herself comfortable. She sat on the couch and rubbed her eyes, yawning sporadically. She even sank into the corner of the couch like it was her own personal spot. I f…
Hope’s Life Pt. 03
“You’re fucking with me.” Silence. She looks serious. “I can tell when you’re… No. Just no. It can’t be. I mean we only… Ugh, is that enough? Why? Why did you…?” I stopped. I turned the other way and clenched my fists. “When did you…?” “I found out a few days after I left. I tried calling you. I didn’t know. I thought…
Fit for Purpose
Glory didn’t often work with Silver. Captain Silver was a native to the planet of Earth, but for all this, he was an honourable sort. Very strong, by earthling standards, even amongst the mutated humans of which he was among the ranks, and strong enough to go toe to toe with Glory or any of his brothers-in-arms, when t…
Futa Naked in School Ch. 11
Teacher’s Taboo Futa Pet 2: Johana’s Naughty Futa Demonstration Johana Jordan’s Week, Monday I splashed the cold water on my face, wiping away the tangy pussy juices from my mother. My naked body quivered, my small breasts jiggling, my futa-cock softening, soaked in Genevieve’s cream. My mind was reeling from what just…
It All Goes Wrong, Pt. 02
It All Goes Wrong, Pt 2 (Crossdressing, FLR) Crossdressing victim By ChangeYourPassword Author’s Note: This is a work of fiction. It is a story of sexual fantasies and fetishes. These sexual practices are not for everyone, but those of us who delve into them understand the allure. The characters in the story certainly…
Just Look at Me Now Ch. 08
As the door to the lingerie boutique closed behind me, the first thing I noticed was that the day had grown colder and windier while I’d been shopping for my bras. My pantyhose offered scant protection from the chill wind that blew up my short skirt and right through my thin panties. As I went on my assigned errand to…
Jewel Ascending Ch. 10
Editor’s note: this story contains scenes of rough, reluctant, dubiously consensual, or non-consensual sex. * The CEO Succumbs. Today In The News, with Award Nominated Anchor, Ida Ditarod! Purloined Panty Prank puts Pranksters in Prison. The courts came down hard today and rejected the defense of “It’s just a prank bro…
Is That Me? Ch. 03 – Me, Myself , Riley
I didn’t end up finding the courage to leave Alexa’s bedroom as I had hoped. But it turns out that bravery can be substituted for hunger if you wait long enough. And now with breakfast scents traveling down the hall, I might just have the motivation I need to risk someone seeing me in my…feminine condition. Our stealth…
Looking after Him
Author’s note: This is a shorter installment in this series but still hopefully hot. Please note that this story contains the words ‘pussy’ and ‘clit’ being used for a transgender man. If this triggers you in any way, I wouldn’t advise reading on. ——————- The past couple of weeks have felt almost impossible. I’ve been…
Lewd Futanari Succubus Ch. 56
Synopsis: An old man dies, torn by regret. Due to his high karma, he has “near-limitless possibilities for reincarnation”. He chooses to reincarnate in a fantasy world as a voluptuous futanari succubus with big tits and an irresistible smile. Erotic fiction that contains: Futanari/Dickgirls, Genderbending, Futa on Fema…
Amsterdam Pt. 02
After hearing Carmen praise my dick sucking ability, I was determined to fully embrace my new personality as a cock hungry slut… I laid back on the bed and lifted my head to take in the scene in front of me. Carmen stood at the end of the bed, wearing nothing but her heels and the condom she had applied using my mouth,…
Kinky Secretary Rainy Day Playtime
What a miserable day! We were on the edge of a tropical storm moving inland. Nothing too bad at our house, just some wind and rain but no way to get outside on a weekend day. My male persona loves tennis. My shaved legs did get some comments but I also swim some so I get away with it for the most part. Mistress has thr…
My Queer Cousins Ch. 03
My Queer Cousins Chapter Three: Billie Jack Thunder Bay Ontario: 1990 The first thing I thought when Billie stepped up to the urinal next to me was, shit, did she leave Andie in the bar all alone? My second thought was interrupted before I could put it into words. The guy at the pisser on the other side of Billie said,…
My First Big Black Cock Ch. 04
RECAP-My First Big Black Cock (part 1) Okay, it’s been a while since my first story here (see “My First Big Black Cock”). That story was how a straight guy gradually came to take his first “Black Cock”. I’ll recap the essentials here. In that story I shared my journey of understanding that, yes, SIZE does matter. After…
Persona Training
I love the feeling of the brisk air as I jog through the dark streets of my neighborhood. It is early morning, and the sun is just starting to peek up over the horizon. I always take a light jog in the morning. Today is no different. As I head through a small forest road on the outskirts of the neighborhood I hear a ca…
Not IN Love Ch. 13
Disclaimer: This is a fictitious story. All characters are fictitious and any resemblance to real people is coincidence. Do not take any information in this story as health advice. ~~~ Joe was excited but also apprehensive. He had just received a text message from Lucy. She had just handed in her very last assignment.…
Nasty Nikki Suxxx the Slutty Sissy
I woke up this morning in nothing but a pair of red fishnets and a g string, which was stuck to my sticky, well fucked pussy. My butt is bruised, my nipples hurt, and my dick is in a cage. It was such a wonderful evening. Yesterday, my friend Rodney text me, asking if I was free this evening. Of course I was. I’m alway…
Road to Becoming a Sissy Bitch Boy
The road to becoming a sissy bitch boy I never fully understood why I just didn’t seem to fit in. 22 years old, a recent high school graduate, decent looking. Just painfully thin. Most of the guys I knew at high school seemed to fall into some sort of group. Athlete, scholar or nerd. I was not masculine enough for spor…
My Change
I will start by saying my former life as a male is just a foggy memory. You see I woke up in a groggy state. The first thing I knew someone was telling me it was time for my dilation. In my drug-induced state, I didn’t’ comprehend what that meant. But shortly I did. My feet were put into stirrups and my legs were sprea…
Miss Sansanee of Bangkok
The people of Nigeria are making their presence felt around the world, and they are moving into places like Thailand, Singapore and the Philippines in significant numbers. Southeast Asia is full of business opportunities and the Nigerian people never pass up such things. Everyone in Nigeria is a businessperson. For thi…
Monica and Sandi
test “Oh God! Yesss! That was so hot. mmmmm….” Sandi moaned her fifth orgasm of the evening. Light sparkled off the sweat that poured over her creamy skin. Her bountiful breasts heaved in ecstasy as Monica ate out the blonde’s tasty pussy. The taste of strawberries was unmistakable. (That was a great idea that Sandi ha…