Sissy Schoolgirl Stories

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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...

My Teacher is Blackmailing Me

by Yelawolf on Apr 29, 2025

(Everyone is 18 year old or older) I stare at myself, my body mask in a sexy schoolgirl skirt. The plaid coloring is the typical kind, a regular red and black. The white blouse matches exceptionally well. I fasten the cute small black tie around my neck. I'm John, kicking off my senior year of high school. I recently turned eighteen years old as fall began t...

Days in Rodanthe Pt. 05

by mindingutter on Sep 14, 2017
Fetish

Note - There are full names in this segment, but they are fictional and random, and only used to maintain a degree of realism. In the last chapter, my parents and brother had just walked in on me and my topless girlfriend as we were lounging around my dorm room. I had just spent the most insane, depraved, and thrilling week of my life with her. 1 "Hel...

A Sissy Saga Ch. 01

by Snurge on Sep 13, 2017
Novels and Novellas

The schoolgirl is wearing a gymslip of such a dark shade of blue it appears almost black. She is bending forward and stretching across a small table that boasts a cover of purple chenille, resting the flattened palms of her hands on the hard surface and pressing one side of her flushed face between them. The back of her skirt as been folded up to her waist a...

Sissy Jessica Kinky Office Shagging Ch. 02

by Sissy Adele Howells on Aug 18, 2017
Fetish

Hi again this is Sissy Jessica Howells , the kinky 0lchfa schoolgirl with an excited cock inside her navy, blue panties. At this moment my cock is inside Georgina Harris's mouth. Georgina, my 23 year old ginger girlfriend, has her head between my legs, giving me a fantastic blow job. Just feeling her long, red hair against my balls, gives me a weird sensatio...

A Sissy Saga Ch. 13

by Snurge on Sep 15, 2017
Novels and Novellas

When not on duty on a Sunday Margaret Pardoe sometimes found herself at a loose end, and that particular Sunday she'd used up what enthusiasm she had for her embroidery project in the morning and had to settle for a stroll in the garden after lunch. Emma was on duty, but that didn't prevent Margaret from being watchful of the school rules or for taking reme...

Kinky Dentist Sian And Sissy Rachel Ch. 02

by Sissy Adele Howells on Dec 12, 2018
Fetish

I awoke at 5am on a cold, Saturday morning. Dreaming of my sexy dentist all night made me feel so kinky. The thought of shagging Sian Harris made my cock have a permanent erection. I was surprised to hear the bell on my front door so early. I decided to open the door wearing my pretty, pink dressing gown. It was my cousin Susan Beynon aged 37. Her flaming, r...

Sissy Boy Secretary Ch. 02

by Hotenuf4u on Sep 19, 2017
Fetish

I got into the office 15 minutes early this morning, her panties cleaned and put on under my clothes, as instructed to do. The satiny lace felt good against my cock as I moved around the room. Just when the finishing details for the Scottsdale account were complete, she entered. She looked so sexy walking into the office, her ass swaying so nice. It looked l...

A Sissy Saga Ch. 02

by Snurge on Sep 15, 2017
Novels and Novellas

When Jennifer went out onto the terrace William was nervous but relieved to be with someone his own age and gender, even if that person had been sissified just like himself. The two eighteen-year-olds regarded each other and their feminine attire silently for a moment before Archie at last broke the tongue-tied awkwardness. "Better make a start," he said,...