Father Sissy Stories

71,718 results
Orientation
Length
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Infinite Scroll

Neighbourhood Terror to Sissy Pt. 07

by Fibaro on Apr 23, 2019
Transgender & Crossdressers

Mark regained consciousness when Stephanie pressed her lips against his and started pushing his load of cum in his mouth. He had only just sucked a load off of Linda's toes and now he was swallowing yet another one. Every time he came here he seemed to get stuck with a taste of cum in his mouth. Only made worse by the way in which he was fed the load. Well a...

Black Lady Cuckolding Black Men

by Samuelx on Sep 17, 2017
BDSM

What's up dear family? My name is Yasmina Hussein and I'm a Somali Canadian woman living in the City of Ottawa, Ontario. A while ago I discovered the world of BDSM, shortly after my divorce, and have been really into it ever since. I discovered that I have a talent for and a desire to dominate people, especially men of color. As a Somali Canadian woman, I wa...

Luke's Field Trip

by LucyAnn51 on Sep 16, 2017
Transsexuals & Crossdressers

All characters in this story are over 18 years old. This is a work of fiction and any similarity to other works or real people is simply coincidental. Hope you enjoy, love you dolls! Xoxo ------------------------------------------------- Luke was a sissy. The kids at school called him mean names and threw things at him. They played keepaway with his book...

Dry Valley Ch. 20

by RedHairedandFriendly on Sep 18, 2017
Chain Stories

Finishing Touches Three days had gone by since the break-in and attack on Jessica and Bailey. The women had been moved to the Walker Ranch, much to Missus O's soft muttering. But she knew the ranch was the place the girls needed to be to recuperate, she was however out there every day just to ease the burden on her friend Sissy, though Sissy didn't find it...

Ian's New Job Ch. 02

by SatinSlip on Dec 10, 2018
Fetish

Authors note- this story includes non-consensual, rough, and coerced sex. As well as straight and bi-sexual sex, crossdressing, and humiliation. ********** Wendy wore the shortest skirt she owned. A blue, pleated thing that stopped a few inches short of her knees. Underneath she wore red lace panties Ian had bought her for valentines a couple years ago, an...

A King's Touch Ch. 00

by dragontatto on Sep 19, 2017
Sci-Fi & Fantasy

Thanks to all of those who have been patient with me and the delay for returning to Venus and these wonderful characters. I hope you enjoy and wish me the best during the Nanowrimo contest, which is what I'm writing this story for. * Sandova, Venus, 2108 "Come out child." Clara's gaze was steady on the spot where she was certain she had a little spectator...

Mother Dear Pt. 09

by keptsissy on Sep 13, 2017
Fetish

"I love this place, baby boy. Every time we dine here I think back to that one fateful dinner, the dinner where this all began. The dinner after I came to your home unannounced innocently enough, wanting to take you out to eat only to find you dressed like a girl and on your knees doing what we bad girls do, delightful." She winks at me over her wine glas...

Prankster Ch. 08

by Paris Waterman on Sep 15, 2017
Group Sex

Late the next afternoon, Tony met with Barely to set things up for that evening's session at Crazy's place. "You know," Barely said, "I came across something last night when I was editing the tapes." "What was that?" Tony asked. "It's best I show you, then you tell me if you want it back in. It was me, I'd keep it out. I just don't feel comfortable with...

The Making of Davina Ch. 01

by Timewarp10 on Oct 31, 2018
Transgender & Crossdressers

It was 1966, England had won the World Cup! The swinging sixties were in full swing. David had started working in the sale's office of Telford Safety Engineering Ltd. He held the grand title of Assistant to the Sales Manager, which meant in reality he was the office boy; he ran errands and made the tea. At eighteen, it wasn't his first job. Since leaving sch...

Taking Mom's Place

by Sissy_Sammi_ on Jan 31, 2018
Transsexuals & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** *All characters are 18+ years old. This is the first entry to this story, so if you like it I can continue it. ***** Jack walked back into his old room with his suitcases in tow and couldn't help but feel the shame and sadness that lingered there. He knew that his father was ex...