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by stretchingfiction
on Mar 1, 2021

by stretchingfiction
on Mar 4, 2021

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This is an account of a true event....
Started playing and stretching with a new friend recently. She contacted me through a website, talking about her desire to be fisted. We talked about our fantasies and experience. She really wanted to have her pussy fisted up to my wrist for the first time and have it stretched. Anal play was also something she wanted...

A bottle of water based lube and a pair of gloves. These are the basic tools that you need for a lot of different endeavors. Medical Play, anal play, putting new grips on your golf clubs, and replacing the washers on that leaky faucet are just some of the wonderful uses for these two tools. The one that we are going to discuss today is fisting, specifically...

Editor's Note: The opinions and/or information in the how-to section are not those of Literotica.com, and anything you do with this information, you do at your own risk. Thank you for reading, and enjoy!
There are many people who have never heard of fisting, or have no idea what is really involved. There are two types of fisting, vaginal and anal, this arti...

The next days flew by, they worked hard and played hard. They had only two days left before they flew home. Nicole had booked them into a hotel that was centrally situated and allowed them easy access to the wine areas that they were visiting. They had two bedrooms with a connecting door. They had ordered much wine and had made some excellent contacts. Nicol...

With infinite patience and candor, I looked lovingly into my husband Omar Ibrahim's eyes and inserted my gloved fist into his asshole. Time for my favorite Black stud to get fisted. Omar's eyes widened, and I paused, asking him if he was okay. Omar nodded, and gritted his teeth, urging me to continue. I nodded, and proceeded with care. Even though I've got s...

So my story begins when I was exploring an old antique shop on the west coast. It was one of those disorganized and dirty older shops. With the dust thick in places and cobwebs clinging to everything out of reach. Had mostly seen the usual junk when an old trunk caught my eye. After haggling with the old shop owner I was able to get him down to 50 and he jus...

First impressions whether they be online or in person are not always accurate. I had posted online a thoroughly debauched tale of fisting and stretching – one of many. It is always good to get feedback and I often get asked if the stories are real or 100% fiction. The answer is a mix of the two. One of the stories elicited a response along those lines from a...

As with all my stories, I welcome other authors to add chapters!
Remember to like and bookmark your favorite chapters! Regular chapters with 5+ likes get a sequel, chapters with 10+ likes get two. End chapters get an epilogue with 10+ likes. Chapters with the most likes & bookmarks get updated first!
All characters in this story are at least 18 years old...

We'd been going at it for more than a year, me, Peggy, and her boyfriend Tim. It started off one night when I was dateless and went with the two of them to a party at one of the college dorms. Peggy had been my roommate when I was a freshman, but even after she joined a sorority and I stayed in the dorms, we kept on being good friends. And another thing is,...

Fisting a woman had been a long term fantasy of mine. I met a woman that liked to give and receive. Even better. I like being fisted too.
She was in her early thirties, mixed race with 34C boobs. Couple of decorative tattoos, one at the base of her spine, the other on her right shoulder, complementing her brown skin. Long, black hair tumbling over her shoul...

Join the CHYOA Fan Server and discuss this story and many more with the community: https://discord.gg/DQn3bVH
If you want to support me and my work, please check out my Patreon:
https://www.patreon.com/redragonlite
This is the first and last chapter out of context. Here the premise will be explained, and all characters you may choose from are listed, each...

Soft. Incredibly soft. That is what the inside of her pussy felt like. And warm. My hand could have lived in there forever – but I digress.
I had gone to this M/s couple to learn fisting. Reportedly he was skilled at it, and his slave was willing to be used for instruction. My being bi didn't hurt matters either. After a couple hours getting to know one an...

One day The world was exposed to nanomachines made by an evil scientist and the rules changed for everyone on earth.
The first rule that changed was that No could a woman say no. Every person was perfectly healthy thanks to the Nanos. and even women to their 60 look like they are 20 again.
The second was that it hyperstimulated all men. They had a mental sug...

This is an account of a true event....
I met this woman who was as kinky as me. We started with oral and anal on her. She kept encouraging to get my tongue deeper into her arse. After a few minutes, I swapped from tongue to fingers and that was met with encouragement to get one more in each time. Four fingers all the way inside her arse, just my thumb stick...

I have had plenty of feedback about the first part of the story, I must admit I have had stories published and I wrote these two stories from the viewpoint of actually seeing it happen and writing it as a spectator. Some wish for me to add dialog from the ladies, they wish to say that they prefer the stories the way they are written. Due to the lack of dialo...

Let's start off by saying, don't believe everything you seen in a porn video. The man manages to slip his hand right in on the first try? No, not quite. Remember that's a porn video, those ladies are primed and ready to go and have practice. Their muscles are used to the torture and torment of the initial penetration, it's unlikely your partner is accustom t...

There is no sexual experience quite as intimate as fisting, ladies and gentlemen. I can definitely attest to that, though I wasn't always a believer. My name is Steve Salomon and I'm a big and tall young black man of Haitian descent living in the City of Ottawa, Ontario. I'm a security guard by night and Carleton University business management student by day...

Join the CHYOA Fan Server and discuss this story and many more with the community: https://discord.gg/DQn3bVH
If you want to support me and my work, please check out my Patreon:
https://www.patreon.com/redragonlite
The developed nations of the world have gone free use! Anyone, provided they are healthy and of age, can and is encouraged to participate!
URBAN...

The Christmas party was in full swing at the ad agency where I worked and everyone was feeling nice and loose. I was talking to Carol, who'd become a friend and a confidante, and we were both eyeing Mike, a good-looking guy who'd started to work as a copywriter at the agency six months ago.
"He's cute, Mike is, ain't he?” I said, nodding in his direction....

(Recap: My mother in law Ashley had been visiting my wife Terri and me for the weekend. I had managed to trick her into being my sex slave. You can read about that in the previous 5 chapters. The last thing that happened was that I tricked my wife into seeing her own mother masturbating. And not only masturbating, her mother was fisting herself! After an int...

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«Kathy decides to upload some pictures to a new app in hopes of improving her love life.»
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«Frank uses Kim Li and Janis. and another run-away slave hunt.

Janis gets pussy fisted for the first time.»
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Once I worked at a music festival and my wife came too (33 and 27 at the time)She got one of those work for a ticket and camp out for free which was really three days of work. We ended up camping with the cleanup crew. My wife is a super hot blonde absolute knockout. A young 20something brunette hurts her foot and my woman nurses her back while the cleanup crew dropped her because they thought she was faking it to get out of work (also get her ticket by signing up to work after the event) she comes back 7 states away with us because I had extra 311 tickets back home in a few days. She camps out in the backyard by the hot tub and we get in they talk me out of my clothes and say “close your eyes” next I feel a warm constricting feeling around my c@ck and it’s her. Tight and warm… extra warm from the hot tub. Next thing we’re in her tent and wife is laid out on her back legs spread fingering herself. We both go in for a taste. Wife’s fingers are replaced by hers. I take her hand and suck my wifes cum from them. Then lick her third finger and put them back in. I’m also playing with her. She’s wet. Wife is super wet. I take her hand again and repeat this time licking her pinky as well. She looks at me with this look as if she’s just won a prize. She says “can I really? I’ve really wanted to try fisting for the longest time!” I s#!t you not. And as her hand slides into my wife up to her thumb she starts bucking a little then a lot and she pulls her hand out as my wife explodes her squirting p@ssy all over us. We look at each other and she puts her hand in my face for me to lick and spit more to lube it and I show her how to make the duck hand to get inside her and I watch her hand slowly disappear into my wife’s sopping wet sn@tch. Each centimeter deeper and that sexy little girl would look at me with this look of excitement. This all happened at once so without missing a beat and my wife’s pussy juice still dripping down our faces she says “ I’m a squirter too!” Then Her p$ssy exploded all over my hand. I slid down and she sat on my face and rode my tongue in her p&ssy and @ss while she fisted my wife both of them squirting as the climaxed. Then I fisted wifey and the girl ride my c@ck. Then the brunette lays down and I’m f@cling my wife while I’m working my fingers up into her. She has this anxious look begging me to fist her. Wife starts in to telling me get another finger in. I did
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