Sissy Father Stories

1,000 results
Orientation
Length
Source
Infinite Scroll

Falling for my Sissy Father in Law

by eroticWonder on Apr 22, 2025

All of this began with a single lottery ticket. I had never been particularly lucky when it came to gambling and lotteries, but all of that changed when I scratched off the grand prize on a $20 ticket I had bought on a whim; in an instant, I had become a millionaire, and for a time I could hardly believe my luck. When I finally stopped shouting and celebrati...

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My Father, The Maid Ch. 02

by SissyOona on Oct 30, 2018
Transgender & Crossdressers

I awoke the next morning fairly early. My sleep had not been as restful as I would have hoped due to the revelations of the previous day. Eventually I pulled myself away from the supreme comfort of the bed and stumbled to the bathroom to take care of my morning business. As I exited the bathroom I could hear the sounds of breakfast being made from the kitche...

Brianna's Surprise Ch. 03

by TX_Dude_ on Sep 14, 2017
Group Sex

Brianna and Howard had settled into a very comfortable and frequently adventurous relationship. They had established two very structured dynamics but, they frequently bled into one another. Brianna was always in charge, even if on the surface, for the benefit of other family, it appeared as though Howard was the authoritative father figure. In reality, Howar...

Punching Bag

by clinton09 on Sep 17, 2017
BDSM

[©2010 BY CLINTON09; ALL CHARACTERS OVER THE AGE OF 18; NO EVENTS DESCRIBED ARE TRUE; THIS STORY IS TOLD WITHOUT RESERVE OR POLITICAL CORRECTNESS; READER SHOULD TAKE CARE AND CONSIDER LOOKING ELSEWHERE; CONCLUSION HARD EDGED; READER MUST BE 21 OR ABOVE.] [THIS STORY CENTERS AROUND A MALE BULLY WHO GETS HIS COMEUPPANCE FROM HIS OWN DAUGHTER; HIS PUNISHMENT I...

A Look Into My Mind: Uncle Sissyboy Ch. 05

by rickiee_2002 on Aug 31, 2017
Fetish

Lori and Lauren led me into the bathroom. They were giggling and talking to each other so quietly, that I could not figure out what they were saying. My wife, Serena yelled to them as they walked me to the bathroom. "Girls, I bought a liquid depilatory at the drug store. It's in my purse." "We can spread the liquid all over his body and watch the hair just...

A Night For Romance

by maggie2002 on Sep 14, 2017
Romance

The night was beautiful as only spring nights can be when winter loosens its harsh hold and the soft winds blown and flowers grow. "Damn, I'm a poet and I didn't know it," laughed Sissy Littleton the Editor of the Littlestown News, as she sat at her computer trying to come up with a short story as filler for the Sunday Magazine. She had to be done by tomor...

The Millers Ch. 04

by CiaraSwallows on Sep 15, 2017
BDSM

It's been forever since I had a weekend off from the restaurant but I was happy to have it so I was really looking forward to my free time. Unfortunately, when you are in a contract which you have signed your freedom away for six months you don't really have free time. I was reminded of this when I walked in the door Thursday night and saw my bag packed wait...

The Last Range War

by Egmont0409 on Aug 31, 2017
Humor & Satire

A SATIRE, perhaps historically incorrect in places. INTRODUCTION In 1912 a rancher's son Lee Stanton, aged twenty-two who was heading home after failing final exams to qualify as a pastor, unintentionally started an escalating feud between the Stanton and Murphy families that probably was the last of the range wars. You won't find it in history books beca...

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...