Sissification 101 Stories

2,009 results
Orientation
Length
Source
Infinite Scroll

Road Trip Pt. 03

by TLCgiver on Sep 19, 2017
Group Sex

... continuing from Part 02 ... Chapter 12 Michigan Just north of the Ohio-Michigan border is the Coldwater Lake State Park, an undeveloped piece of land with a few trails on a modest size lake. I'd set this as my travel goal because I left Greenville, Ohio, so late in the morning. I pulled into the small park, and took advantage of the fact that my moto...

D Cup Blues Again

by YDB95 on Aug 26, 2019
Novels and Novellas

PRELUDE: SPRING "You're so adorable with your glasses," Caryn sighed between moans as she humped Dave with delightful abandon in his narrow bed. "I feel silly wearing them when I'm not wearing anything else!" Dave replied. "Oh, you know you love seeing these as well as you can feel them!" Caryn placed both her hands over his hands, which were massaging...

Lapdancing Girlfriend Ch. 04

by DocCIS on Sep 26, 2017
Exhibitionist & Voyeur

Author's Note: It is recommended to read the previous chapters of this story if you have not done so already to better understand the storyline and characters... Jen woke up tightly wrapped in a cocoon of blankets, smiling as the image of Dan tucking her in when he had gotten up this morning came into her mind. Glancing at the clock, she saw it was only...

Corcovado, Or Quiet Nights of Quiet Stars

by Adrian Leverkuhn on May 22, 2018
Romance

Chapter 1 She was gone now. Gone just now, and he was alone in their house, their home, and memories seemed to push in on him from every corner. They all seemed so dark now, too. Had it always been so? Twenty three years together. Gone now, shot down in flames, a once assumed destiny reduced to the lowest common denominator by depositions and endlessly fau...

Good Boy: Still Good

by Slider1234 on Sep 26, 2017
Celebrities & Fan Fiction

BUDDAAAAAYS... I'M BAAACK!! Standard Disclaimer: You must be 18 to read this story, be able to read erotica in your community, not be offended by the contents of it... yadda yadda. This story may NOT be distributed freely, for commercial or non-commercial use. This work is mostly fiction. All events including celebrities did NOT actually take place. Th...

Ode To A Cali Courtesan Ch. 02

by danbury200 on Sep 26, 2017
BDSM

(this is a sequel to Ode to A Cali Courtesan, and takes place, as did the prequel, in real time. Thank you. These recollections are attempts to freeze a particular time, forever. Danbury 200) My spent cock still deep in Megan's mouth, I lie back on the hot bed, nearly unconscious from the dramatic, wild sucking off. Utterly drained, dick stiff but rapid...

Passeggiata (complete 2016)

by Adrian Leverkuhn on Sep 16, 2017
Romance

Passegiatta I have no words -- alas!-- to tell, the loveliness of loving well! Poe, Tamerlane [Log entry of the SailingVessel Springer: 31 October, 0920 hrs local time. COG: at anchor; SOG: 0.0 kts; Temp: 41˚ f; Winds: NE at 12 knots, viz +3 NMI; Barometer 29.91 steady since 2300 hrs last night; GPS: 44°18'11.36"N by 9°12'35.24"E. Just anchored in...

Sissy School

by zeta515 on Jun 19, 2018
Novels and Novellas

Copyright 2018 by Zeta All rights reserved This story may be freely distributed in electronic form but must include this copyright. Sissy School is a work for pure fiction and all locales, names, characters, places, and incidents are the products of the author's imagination. Any resemblance to actual events, locales, or living persons is entirely coincide...

The Girl Next Door

by Michael_Butterfield on Sep 18, 2017
Novels and Novellas

I>Author's note: I was originally planning on this tale being a short story in the First Time category, but being a novelist at heart, it ballooned on me a bit. Even after editing, it's still better than ninety-thousand words. I didn't want to break it up into separately published sections, so I decided to put it here, in the Novels and Novellas category, wh...

The Blooming Season

by msnomer68 on Sep 12, 2017
Erotic Couplings

Wallflower After surveying my wardrobe choice my best friend threw up her hands in resignation and wailed, "I thought I told you to wear something sexy tonight?" I'm not surprised that she disapproves of my outfit. I went for comfortable and casual, a simple blouse and jeans. Nothing says sexy like understated simplicity. Right? Cassandra obviously had so...