Sissy Fisting Stories

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Infinite Scroll

Equal Shares Ch. 17

by steveh11 on Sep 15, 2017
Novels and Novellas

Chapter 17: Anne & Stan On Saturday morning Stan had woken with Anne, each feeling very slightly awkward with the other, not knowing what to say, and then a smile, a touch and all was well again. Anne had looked coyly at Stan, who'd given her a long, lustful, lingering kiss. The kiss turned into a more extended make-out session, before Stan broke it off. H...

Mom's in Town Ch. 06

by 1sfshermale on Sep 26, 2017
Group Sex

With one hand remaining on her head, holding her mouth on his cock, he used the other hand to pull on the stainless steel chain of the slut's nipple clamps. "OOOOOOOOOOhhhhhh" was all she managed to scream as her nipples stretched from the upward pull. She could not speak because her tongue was trapped under the slab of cock in her mouth. It could only feel...

Slave Ch. 03

by slaveheathen on Sep 25, 2017
Fetish

Note: This is a fetish story involving a bisexual submissive man. So there's guy-on-guy action, piss play, cross-dressing and much more. If that's not your bag, please don't read it. If it is, enjoy! Comments are welcome, including constructive criticism. Now on with the depravity... ***** Good thing the next day was a Sunday. I was walking funny. I was...

Riding the Train

by Agnol on Sep 1, 2017
Group Sex

Just a quickie I tossed off. Everyone is over 18 * Cold rain whipped at the platform, umbrellas held low almost like shields to protect the passengers who waited in the shifting lines to board the train cars. Elizabeth Reynolds, sandwiched between two large men tried to maintain some semblance of propriety but the surging crowd made it impossible not to cr...

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...

It?s Either Break Up Or Make Up

by felicia_rene on Sep 12, 2017
Transsexuals & Crossdressers

PART 1 Synopsis: I always was put off by the unsuspecting stupid love sick, pussy whipped guy is transformed against his will because the will wants to run off and have an affair, I never understood why they don't just pack and leave. The underlying theme is transformation and sexual punishment of the main character with anti gay womanizing feeling for hi...

Matt Becomes Mattie Ch. 10

by clarepanties on Sep 19, 2017
Transsexuals & Crossdressers

Morning came and Louise and I again made love before showering, dressing, breakfasting, and then going our separate ways for the day. I did a number of jobs before sitting down and writing an e-mail of the summary of the evening for Jo's reading and pleasure. Life returned to 'normal' with the return of the children and they were full of what they got up to...

Revenge! Ch. 03

by Magnificat on Sep 19, 2017
Celebrities & Fan Fiction

Revenge is a dish best served hot; very hot! Pt. 3 (This is the third chapter in a series of six. Those of you who have read the first two chapters, know what you can expect. However the scenes depicted in this particular episode may not be to everybody’s taste. There’s BDSM, cuckolding, non-consent, anal rape and extreme violence so be warned! I recommend...