Father Sissy Stories

71,718 results
Orientation
Length
Source
Infinite Scroll

Payson's Wedding Ch. 02

by fantaseeboy on Jul 16, 2019
Transgender & Crossdressers

The next morning, Becky and I walked into the jewelry store a few minutes after it had opened. The older man who owned the store looked at us with a funny expression on his face. We approached him hand-in-hand. Becky, with her Hispanic heritage, was wearing jeans, a white blouse that draped over her giant breasts in the most alluring manner, and white cross...

Dreams

by DrLuverotica on Sep 25, 2017
Transsexuals & Crossdressers

"Hey! Hey! Wake up, wake up!" "What? Jo, what is it? What's going on?" "I think you should be telling me that!" "I don't understand." I was slowly coming round now, But I was still mystified as to why my wife had woken me at 2 a.m on a Saturday morning. "Erm your cock is as hard as nails and you were waving your ass in the air," Jo said, starting to laug...

Afro Stress Relief Ch. 08

by llts1970 on Nov 11, 2019
Transgender & Crossdressers

It was Monday evening, again, and I hurried home from work to get ready for my shift at 'Babes With Asstitude' (BWA). My new Afro-boyfriend, Drake, rang to chat about our new venture as soon-to-be Brothel-keepers and tell me not to work 'too hard' on my shift as a whore at Drake's uncle, Leroy's, place, BWAs! Drake wanted to come over but I said I wouldn't b...

Adam and Steve

by kassysissy on Dec 10, 2017
Transsexuals & Crossdressers

I hated school. I was literally at the bottom of the social ladder; nobody ever wanted anything to do with me. Being the only child to a single mother didn't help. The deadly grip of loneliness threatened to take hold of me and never let go. That was until mom fell in love. "Steve, you are going to have a new father and a brother. I'm getting married to To...

Making of a Porn Queen Ch. 06

by Scribler on Sep 25, 2017
Transsexuals & Crossdressers

The following Wednesday I went to my second group therapy session. For the first hour I sat and listen to one of the younger boy's talk on about how bad his life was and how mean his parents were. As far as I could see his parents weren't mean at all. Okay so his father didn't want his son to be a sissy I could understand that. It wasn't like his father beat...

Panty Potion

by JBfrankenstein on Sep 14, 2017
Transsexuals & Crossdressers

Dylan rushed home from school as fast as he could. He'd wanted to play the new Gears of War game all day and could finally get home and relax. He burst in through the door and ran over to his Xbox. The game was nowhere to be found. He searched around for about 10 minutes before he noticed the note his mom left him on the table. "No videogames until you do...

Town of Hidden Desires

by Birbfinchy on Oct 27, 2020
Fetish

A U-Haul van pulls up outside a beautiful blue house in the suburbs of Setgow. Skylar, just turned 18, steps out of the van and relishes the cool breeze on his face as he stretches' his thin legs after being trapped in the car for the past 4 hours, the wind pushes his neck-length dirty blonde hair past his bright blue eyes which he gently brushes aside back...

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Maria's Sissy Boy

by blaud on Sep 11, 2017
BDSM

A princess housewife finds it useful in many ways to have a sissy house boy in her home. But the husband insists on a precautionary measure. Before Maria came into my life, I was just drifting. I was a West Texas slut boy, whose sole purpose in life was to find the next cock to suck. I'd seen her around the apartment complex, but had no interaction till tha...

Kimmy the T-girl

by sissy_in_denial on Sep 16, 2017
Transsexuals & Crossdressers

Introduction: Hello. My girly name is Kim, but in my every day life, I am known as Ken. I am 5"5, 135 lbs. I'm eighteen years old, and this story begins on the last day of school before spring break. I have been a closet cross dresser for the past two years. I started off from stealing my sister's panties and bras and wearing them when I was home, alone, an...

Edward Lane's Argosy Ch. 06

by Ian_Ironwood on Sep 15, 2017
Sci-Fi & Fantasy

"Are you ready to depart then, Captain Becker?" Baron Amadahy asked Gideon on his penultimate day in service to the Kingdom of Oklahoma. They were meeting in the Foreign Minister's opulent office, easily as posh as any in England, though some of the decorations might have raised an eyebrow in London. But his ship's recent heroism had earned Gideon the privil...