Sissy Father Stories Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

How To Break the Literotica Toplist

by Tink4Fairy on Sep 11, 2017
How To

Have you ever wondered why some authors seem more popular than others? Why do some stories get so many views and votes, while others languish without the hope of a little red "H"? Why does it seem easier to get into the toplists in some categories but impossible in others? Is there some secret formula for writing a popular story? Yes, actually, there is—at...

The Cock Clock Ch. 06

by HarveyMarcus on Sep 26, 2017
Mature

WARNING: The following story is for the entertainment of ADULTS ONLY, and contains descriptions of explicit sex. If you are not an adult, or reading sex stories upset you, or you are offended by subjects of a sexual nature - do not read any further! This story is for entertainment only. It contains adult oriented material. This is a work of fiction. The a...

A Sissy's Date Night

by nadia603000 on Oct 19, 2020
BDSM

Author's Note: Mistress Pepper and Sophie are "anonymized" versions of me and my slave-girl. The real me. All of my stories are (or should I say will be) my memories of a session with a sub. Thus, they are true stories. Only in this version details have been changed to protect the sub. I do live in Mobile about 10 months of the year (the remaining two I spe...

Sissy Boy Secretary Ch. 09

by Hotenuf4u on Sep 19, 2017
Fetish

Elaine had enlisted the help of her neighbor's daughter, Tammy, to help in obtaining a big business edge for her company, now it was Tammy requesting her help. Tammy's mother was divorced from her husband after an unfortunate chain of events, some of which were Tammy's fault. It seems that Tammy's father was quite a jealous man when it came to her Mother, he...

Sissy Boy Secretary Ch. 08

by Hotenuf4u on Sep 19, 2017
Fetish

Elaine knew that it was now time to implement her plan to bury her nearest competitor, Bill Andrews... You see Elaine's secretary arranged through the secretarial pool to make sure Tammy, the daughter from next door, got the job as Bill's secretary... As you already know Elaine has used Tammy's information to her advantage and now it seems that Bill was at h...

Sins of the Father

by RachelDaws on Apr 22, 2025

A recent comment has inspired me to add this disclaimer to the front of this, and perhaps all of my stories. This is a work of fiction. In no way should anything that is done here be done in real life. My stories are not my politics. Warning - This contains ****, dubcon and **** events. If those are not something you are interested in reading. I sugges...

Sissy

by TxRad on Sep 14, 2017
Mature

I came in from work about noon on Friday. I had been gone for a little over two weeks. Pulling in the driveway, I noticed that my daughter's car was gone but her best friend's car was parked in front of the boat on the far side of the carport. You talk about a pair to draw to; those two were it. My daughter is tall, dark, and slender, Sissy is even taller, b...

A Sissy Saga Ch. 01

by Snurge on Sep 13, 2017
Novels and Novellas

The schoolgirl is wearing a gymslip of such a dark shade of blue it appears almost black. She is bending forward and stretching across a small table that boasts a cover of purple chenille, resting the flattened palms of her hands on the hard surface and pressing one side of her flushed face between them. The back of her skirt as been folded up to her waist a...

Simon Sissy Slave Ch. 01

by Timewarp10 on Jul 30, 2019
BDSM

It was late summer in 1964, and it was Simon's first day at his new job. Simon had read his letter of appointment several times; and he held it in his hand now, standing anxiously outside the imperiously heavy door, embossed with "Post Room" in faded gold lettering. The door was probably victorian, Simon judged, and perhaps it had been a post room for many d...

College Boy All Grew Up

by Applebottom1 on Jul 31, 2019
Exhibitionist & Voyeur

I have two other stories of my college years of starting to wear panties, flashing my thong and eating my cum. From there I did all those things along with buying dildos, doing some glory holes and finally getting with girls. Those would all be fantastic stories that I one day will write. If there are any comments on what you would like to hear about please...