Anal Prolapse Stories

45,926 results
Orientation
Length
Source
Infinite Scroll

Evening, Social Drinks Then Frenzy

by LeopoldNicholas on Sep 2, 2017
Erotic Couplings

Those that laugh eventually will cry for one precedes the other as sure as autumn heralds winter and daylight foretells night. I see the tears in eyes that twinkle like diamonds, recognize sadness in faces brimmed with joy, I am the canker slowly creeping, for even as I gift happiness the seeds of misery are germinating beneath fragile skin. The bar was we...

F is Always Bigger Ch. 02

by BlueBallGuzzy on Jan 21, 2020
Transgender & Crossdressers

*Warning, this story involves Futanari of excessive sizes and ridiculous proportions. This story is not for everyone, but if you decide to read on, just understand that this story is reliant upon reading the first chapter for expositional background. *** "That's right, you take it you filthy bitch!" A new side of my mother awoke as she rode Lisa's face wit...

The Mandy Chronicles Ch. 05

by Scorpius1945 on Nov 6, 2018
Erotic Couplings

Author's note: This story is fiction; all characters and situations are fictional and any relationship they may bear to any living or dead person is purely coincidental. This is part 5 of a series which is better understood if Parts 1, 2, 3 and 4 are read first, but that is not essential. The practices and behaviors of people in this story are not meant a...

God is a Slut Ch. 01

by White_Walls on Jul 2, 2019
Sci-Fi & Fantasy

The Purest Girl in the World LUCIFER God sat across from me at the table of the Limbo Bar. She had blonde hair that flowed freely to her shoulders, save for two braids that roped along the crown of her head. Her skin was light, but well colored, and her eyes were big and pale blue. She wore a white silk dress with a neckline that descended past her navel,...

F is Always Bigger Ch. 06

by BlueBallGuzzy on Jul 6, 2020
Transgender & Crossdressers

"Do you still think size doesn't matter?" Kim asked as she smirked down at Erin. Erin shook her head yes, Kim growled at her response. "I know you're lying! And I'll prove it." Kim began to press deeper into Erin, who attempted to pull back, forgetting that I was already pressed to the wall behind us. Kim pushed the entirety of her cock into Erin's throat, e...

Shift Stick

by the5amClub on Apr 15, 2020
Celebrities & Fan Fiction

I strongly advise you read the tags: incest -- non-human -- sissification -- male analplay -- anal prolapse -- some other weird shit If you see anything you're not into, maybe you should skip this one. And as always, this is a work of FICTION. None of it happened to the persons named. The story takes place in 2020, so everyone in it is 18+. ===========...

Victoria's COCK-tail Party

by Terrin2 on Sep 13, 2017
Fetish

Dear reader, this is a sequel to two stories posted in the Interracial category: Victoria, The Black Man's Whore and Victoria's Lucky Day at Work. Hope you enjoy this story. Victoria Petersen started the preparations for her afternoon party in the morning. Although she had booked the hotel suite and ordered the drinks and snacks two days earlier, she still...

F is Always Bigger Ch. 08

by BlueBallGuzzy on Sep 21, 2020
Transgender & Crossdressers

"It's been sooooo long since I've been this hard." Mother said with a husky moan. Taylor in shock, backed away from my mother, pulling out with a wet slurp. Once free, mother turned around with a terrifying expression. Her cock massively overshadowed Taylor cock which looked infantile in comparison. Her urethra opened up into a gaping maw. "Taylor...why don'...

Hucow/Size Queen/Toilet Training

by BreakingWife on Jan 22, 2020
BDSM

Hubby looked at me, my spread legs bound to the swivel chair my empty utters aching turning purple from being bound tightly. I gave Hubby soft moo as he renewed his focus to my peehole. He placed some KY on it. Hubby rubbed his little finger pushing it in fairly easy to the first knuckle. He grabbed the second plug in my Christmas gift box. Hubby slowly push...

Linda's Latest Confession

by PymGordon777 on Sep 13, 2017
Loving Wives

What follows is the accurate report of an event which occurred roughly in 2007, and that my wife Linda confessed me only four weeks ago. (I added just a few marginal details, to make the story flow better. Also the dialogue is mine, but it reflects exactly what Linda told me). I am a cuckold wannabe. My wife Linda - in spite of my efforts - has always bee...