Sissy Hand Job Stories

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A Memorable Hand Job

by justincbenedict on Sep 24, 2019
BDSM

Malone breathed through his nose as he stared at the beautiful masseuse. "It's quite a name, Sapphire." She giggled, and tossed her hair. "It's not just a professional name, you know...My mom was a hippie loser and called me Saffron, and I changed it." "Well, it's nice and-" Sapphire pinched the skin under Malone's cock head between her forefinger and h...

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...

A Sissy Saga Ch. 15

by Snurge on Sep 15, 2017
Novels and Novellas

A fine day, thick and hot making Miriam Hancock's face dewy with sweat. She gazed at the house. Was this the place? She checked the card in her hand. No mistake. It was an unimposing Edwardian terrace house in a street of equally unimposing houses, narrow fronted, three stories high, the windows heavily draped. She went up a set of steps to a porticoed door...

A Sissy Saga Ch. 07

by Snurge on Sep 15, 2017
Novels and Novellas

The following morning Sammy was in Mrs Pardoe's class sewing a plain white collar onto a skimpy black dress. It was a compulsory project. During their first term all sissies had to produce their own parlour maid outfit, and it had to be done by hand because Mrs Pardoe claimed exclusive use of the only sewing-machine in the house. Sewing was one thing he hate...

A Sissy Saga Ch. 14

by Snurge on Sep 15, 2017
Novels and Novellas

Miriam Hancock rarely absented herself from Fairyfield during term-time, but the need for extra finance to fight off the threat of the National Trust meant her having to take time off to cajole, threaten or physiologically squeeze her donors. Alec Grimshaw was a case in point, he had not contributed for quite some time and to see him she had to travel to Yor...

Graduation of a Cuckold Pt. 03

by dr13bone on Sep 25, 2017
Interracial Love

Well, as you know from the other two confessions I have written that my husband and I had spiced up our sex life by adding a black man to it. Now before you think I just spread my legs for him I want to tell you that you are wrong. The first time I gave him a hand job and the second time I blew him. But that was it. My marriage vows were important to me, and...

My First... Turned Me Fabulous!

by BerkeleyJanine on Sep 16, 2017
First Time

I'm lying in the bed of a man who picked me up outside a gay bar a few hours ago, listening to the sounds of his gentle, contented sleep. Contented from my having given him delicious head, contented from having fucked me with my stockinged legs wrapped around his shoulders. I'm lying here, looking at the trail of clothing that marks our evening: my strap-y h...

Antics at the Bakery

by Quietoldie on Sep 14, 2017
Fetish

Ann starts the story off. I was surprised and delighted when my uncle's will was read and he left me all his money. The tongues were wagging about "Services rendered" but I didn't care. Okay I'd helped him out for a few years after his wife died. A man has his needs and I was happy to help. He was a skilful lover so I enjoyed it too. As he got older and mo...

Spiced-Up Marriage: A Big Surprise

by silkstockingslover on Feb 24, 2020
Fetish

Summary: Husband and wife explore same-sex curiosity together. Note 1: This is a 2020 Valentine's Day Story so please vote. Thanks to:Tex Beethoven and Robert for editing this story. Spiced-Up Marriage: A Big Surprise "Do I have a surprise for you later tonight," my wife smiled, as she rubbed her nylon-clad foot on my crotch under the table at a five-sta...

Dan's Conditioning

by headrush274 on Jun 9, 2020
Illustrated

Miss Kendra was standing over Dannie, looking down, proud of her creation. Dannie was an excellent example of what a sissy ought to be. She was down on her knees, legs spread wide, in white thigh-high nylons. Her little sissy cock was dripping precum down onto her white mini skirt, as its head protruded out of the waistband. Miss Kendra strutted around Danni...