Anal Dilation Stories

46,165 results
Orientation
Length
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Infinite Scroll

For Charity

by mollycactus on Sep 14, 2020
Anal

"And this is for charity?" Nicole asked, seeking clarification. "Absolutely," Darren assured her. "Every cent that's earned goes straight to your favorite charity, as agreed." "So only the proceeds that remain after you've paid the bills for the venue, the food, the drinks, and the staff actually go to the charity I've selected?" "Oh no, not at all. The v...

Feast or Famine?

by athena_by_night on Sep 13, 2017
Erotic Horror

Stephanos, resplendent in unrelieved black except for his blood red silk cravat gazed pityingly down at the young girl bowed over the fresh gravesite. Her bitter and copious tears only served to feed his growing hunger. His violet eyes glowed in the gathering gloom as he searched for the right emphasis on which to continue his pursuit. Having grown bored wit...

Surprise Ch. 03

by theilluminaughty on Sep 16, 2017
Transsexuals & Crossdressers

Hey Guys! I know it's been a solid month since I last wrote for this series, but it's being resurrected. I'm confused about this story too, so let me remind you of a couple of details: Casey Castle is pregnant and chubby, with his cock hidden inside his pussy. Brown hair and eyes, parted on one side. Big tits. Taylor Castle is not pregnant, well breasted,...

Next Move: The Fitting

by Dianno on Sep 13, 2017
BDSM

I could feel my limbs being moved into place. Arms pulled my legs apart and the insides of her feet were placed inside cold. I couldn't tell what. Only the tiny part of my brain hidden away wanted to look. To know what was going to happen next. But the rest of my thoughts knew what would happen. It had happened before, many times, before I had been domiciled...

Experimental Expression Ch. 04

by ComfyCow69 on Aug 24, 2020
Fetish

Iris awoke the next morning and immediately noticed a change in her body. She felt... heavier. It took her a little extra effort to get out of bed, her breasts swinging freely beneath her gown. She walked into the bathroom to look at herself, and noticed already that her belly had begun to change shape. It was subtle, but it curved out slightly in a way it h...

Brigit Pt.03

by oggbashan on Sep 19, 2017
Sci-Fi & Fantasy

*********************************************************** This is NOT a new story. It was posted on Literotica by oggbashan in July 2004. It has an amended title and no other changes. Copyright oggbashan June 2004 The author asserts the moral right to be identified as the author of this work. This is a work of fiction. The events described here are ima...

Susie Ch. 08

by Susie_O on Sep 15, 2017
Exhibitionist & Voyeur

My name is Susie. I am 18 and have just graduated from high school. My boyfriend, Corey, is 20 and a student at Caltech. When I met Corey's friends, none of them had girlfriends and all acted like they wanted to meet girls but were really shy with them. I devised a plan to get them less shy around girls. The first part of my plan was to show myself naked to...

His Problem Solved Ch. 02

by jollyrancher on Sep 15, 2017
Fetish

Copyright 2005 by 'JollyRancher' (all rights reserved) This story contains explicit descriptions of various sexual acts between a man and wife. If you are underage, or if it illegal for you to read such material, please exit now. ****************** Jim and his wife put some of the doctor's techniques into practice. This accounting will make a lot more se...

Anal Epic Ch. 12

by Benny024 on Sep 19, 2017
Group Sex

"Warning, this title contains the following: explicit sex, graphic language, and some violent situations. In addition, all characters in any sexually explicit conduct are over the age of eighteen (18) years at the time this story was written." (Many thanks for your comments and votes throughout the year. Happy Holidays!) * Trish asked me to come to Diane...

A Dirty Dog Doggin' Around Ch. 11

by mccrayj on Sep 12, 2017
Anal

This is the last experience in this series, and I hope I saved one of the best for last. Mandi and I returned to Germany for another three years. I will continue bringing my nasty adventures to you that I enjoyed in Germany. Some were even crazier, wilder, and more intense than I ever experienced while I was "Lost in the Woods!" Mandi and I met LaDonna an...