First Time Fisting Stories

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Fisting and Wine Bottles

by 57hangar on May 12, 2020
Fetish

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...

Into The Abyss: Vaginal Fisting

by Kael01 on Sep 26, 2017
How To

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...

Vaginal Fisting

by Hand on Sep 26, 2017
How To

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...

Somali Mistress Fisting Husband

by Samuelx on Sep 13, 2017
BDSM

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...

World of Possibilities

by stretchingfiction on Mar 1, 2021
Fantasy

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...

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Fisting Cheryl

by Ravisher71 on Sep 26, 2017
BDSM

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...

My First Pussy Fisting

by 57hangar on Sep 25, 2017
Fetish

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...

Lois Lane's Night Out

by exxxidor456 on Aug 13, 2017
Fan Fiction

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...

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First Fisting

by RuthMeyer on Sep 13, 2017
BDSM

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...

Two Hands, Three Holes

by libidinal on Sep 12, 2017
Anal

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,...