Father Sissy Stories

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Orientation
Length
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Infinite Scroll

The Making of a Mistress Pt. 04

by EiryCGar on Jul 13, 2020
BDSM

Author's note: The saga of Mistress-in-Training Marie and her sissy Charles has reached the point of their marriage. After the ceremony, Marie achieves her ambition and becomes a hotwife, making Charles a cuckold in the process As in all my fictional stories, all characters are over the age of eighteen, and all sexual practices described are performed conse...

Stepsister's Surprise

by PantyWarmer on Sep 12, 2017
Transsexuals & Crossdressers

I was twenty when my father re-married. My mother walked out on us when I was six and Dad was always right there for me. Fourteen years raising me all by himself, sacrificing his own personal needs and desires and now that I was grown it was his turn. I believed that and I was happy when he found Jane. ‘His Jane,’ I would say making a spoof on Tarzan. Jane...

Sissy College Ch. 03

by MasterJW on Sep 11, 2017
Transsexuals & Crossdressers

Standard disclaimers apply. I'm indebted to Puzziboi for writing the first half of this chapter: Thank you! I really do enjoy your feedback, so please keep it cumming! Lastly, I encourage you to read the previous chapters before you delve into this one. Mr. Blackwood slapped his large veiny cock against Lenni's smooth lily white face with an audible smac...

Thrift Store Encounter

by fantaseeboy on Mar 12, 2019
Transgender & Crossdressers

For several weeks, I'd stopped into the upscale thrift shop at different times on Saturdays and Mondays, my days off. I was trying to discover when the store was the least busy. Once the research was complete, I stepped into the store on Monday morning at 10:00 am. Aside from the familiar heavy set, middle-aged lady behind the counter, I was the only person...

Sin of Vanity Ch. 01

by Belongs2Beth on Sep 12, 2017
BDSM

Author's Note: This story continues the story of Vance, Marcia's friend introduced in "Marcia Goes Back to School". I have made an effort to make sure that this chaptered story can be read as a stand-alone or as an episode in a continuing series of stories set in the fictional town of Torquay, Connecticut. Readers of my earlier works will be familiar with Mi...

Sharing Ch. 02

by thetoy on Sep 12, 2017
Fetish

Neither Miranda nor I referenced her plan until Monday morning as we were having coffee prior to her leaving for work. (I worked a sort of early second shift most of the week; she was a nine-to-five middle manager at a major corporation.) I was in jeans and a sweatshirt, barefoot, she in her work attire--sharp trousered women's suit, navy with a wide pinstri...

The Dragon Ring Ch. 07

by Beatnic_jazzman on Sep 25, 2017
Sci-Fi & Fantasy

I saw place names and looked to find mine; it was on the left front. On the right front where I expected to find Sissy's was the coat of arms of the S'snoyme kingdom with the legend of 'Giver of the Bride'. I was horrified. I grabbed the marker and rushed double time to the reception room. I spotted Antic and rudely took his arm. "This is an abomination!"...

Mamma Mia - Forced Femme

by ppeaks42 on Sep 16, 2017
Transsexuals & Crossdressers

"We need a little more feminine energy around here." The words hung in the air as Tommy's devoted licking of Mia's ass slowed to a stop. "You mean another woman?" Mia hooked her legs behind Tommy's head and pulled his face back into her ass. "No, I mean you, you dumb sissy bitch." Once Tommy finished with pleasuring Mia, she led him into her closet. She...

The Stepmother Ch. 1

by Clausimotto on Sep 14, 2017
BDSM

When I was eighteen years old, my father remarried. Along with his new wife, came her two daughters, Susan and Kelly. Both girls were older then I. Dad was rather well off and the three of them moved into our large country house. The first year was rather unsettling for me. My stepmother, Jane seemed to dislike me for any reason she could. She would defend h...

Proud To Be A Sissy Ch. 05

by Kary_M on Sep 26, 2017
Transsexuals & Crossdressers

I awoke in almost total darkness, only a soft glow came into the hall from the kitchen. At first wondering where I was, my bed at home wasn't as soft as where someone, probably my new daddy had carried me after falling asleep on the floor. I shivered in delight remembering how my daddy had shared me with his two friends. It was wonderful having three very di...