Sissy Father Stories

71,718 results
Orientation
Length
Source
Infinite Scroll

Bad Kitty Ch. 05

by Smuttyandfun on Mar 25, 2019
Erotic Couplings

Ethan groaned at the feel of Kat tightening her inner muscles around him, squeezing him tight. Damn, nothing had ever felt this good. He just loved the feel of sinking his cock into her deep and pounding her pussy for all he was worth. And looking down between them and actually seeing the thickness of his cock sliding in and out of her, slickly shimmering...

Chuckwagon Cookie

by JonThomas_ on Mar 26, 2019
Transgender & Crossdressers

Greetings all; in my stories my characters exist in my head, but there might be real life inspirations for some of them. Who knows? Anyways as my regular readers are aware, I enjoy writing about characters with fluid sexuality. The old American west has an image of hardy settlers, tough as nails cowboys, and Native Americans fighting for their land. Howev...

BIG TIT DERBY 5X5 Ch. 01

by mondotoken on May 11, 2020
Exhibitionist & Voyeur

"Come here boy; I wanna talk to you about something." I groaned wondering what the cringe factor would be tonight. I was spending the weekend with my dad, who was currently going through somewhat of a midlife crisis. He was juggling three different women which included a live-in girlfriend who was presently out of town visiting a terminally ill relative. I...

Parent Teacher Interviews

by Ooopsiedooherecomesthegoo69 on Dec 14, 2020
Anal

All persons in this story are fictional and 18+ The premise was a good one, take repeat youth offenders and place them in a special high school when they turn eighteen. For many, this was the only way they would get an education that would allow them to move on in trades or higher education. It was a noble cause, and it got results. Every educator was the b...

The Arrangement Ch. 08

by Tara_Neale on Sep 14, 2017
Novels and Novellas

"I like her," Daniel smiled at the quiet, understatement that had always been his father. He nodded his head as he brushed the back of his hand across his eyes. "Me too," he replied as he turned to look at his father. He had spent the past ten minutes standing on the old porch watching as Jill and his mother played with Bel and the babies. Jess was hiding...

Sod's Law Pt. 07

by Alwaysraining on Oct 12, 2017
Romance

Chapter 13 On Sunday I went home to Mum's and had to rehearse what happened on Friday, and announce the lack of a wedding on Saturday. She deserved a full accounting after her sterling defence of me at the hotel. The members of the family who were assembled did not understand our delay in getting together again, and Mum, being ever practical, made a very pe...

The Two Wimps

by oatzab on Nov 25, 2017
Loving Wives

A Classical Revenge Story Stout1759 edited the all story. First Szilvi fixed my grammar mistakes and Likegoodwine fixed the remaining mistakes. A guy from Tennessee fixed the first chapter. I thank their help. I read many comments on Literotica that the childbearing age for women stopped at forty years old for the higher risk of Down and Edwards syndromes....

Sister Golden Hair Delight Ch. 21

by calibeachgirl on Sep 14, 2017
Novels and Novellas

Sister Golden Hair Delight Chapter 21 Fucking Good Sex and Oh So Bad Karma Copyright @ calibeachgirl All rights reserved, 2010 To the gentle reader, This is a rather long chapter but I believe that you will find it well worth reading. If you do indeed enjoy it, please send me an email through the website. I promise to answer every one I receive that has...

Hot Cannons & Warm Lovers Ch. 01

by Dont_Move_the_Rabbit_Ears on Sep 16, 2017
Romance

**** This story takes place amid the gathering clouds of the period leading up to the War of 1812-14 and a little beyond that, ending about 1815, though this won't encompass all of that. I'll only focus on a few individuals and events. I've tried hard to get it right, but I can't guarantee anything. Some of the characters lived at the time, and as far as t...

A Victorian Virgin? Ch. 04

by Sachs on Sep 15, 2017
Novels and Novellas

Ned Hawke seated himself at his desk. He pushed aside the opened books and unanswered letters. His head descended into his hands. Today had been a disaster, a complete and utter catastrophe. He should never have taken Nightingale to that horrible place with its fleas and dust. He had disappointed her, he knew, and in doing so had disappointed himself. He sho...