Sissy Stockings Stories

45,315 results
Orientation
Length
Source
Infinite Scroll

Entering Porn(stars)

by TheFluffyX on Jul 17, 2019
Celebrities & Fan Fiction

I arrived on set for the first ever time, having signed on to be an adult performer my agent had got me my first scene, I would be playing as a naughty college student and I sat reading through the script amusing myself at some of the corny lines I would need to say during the shoot. I looked up to see my fellow star arrive, Sara Jay the large breasted sexy...

Shopping

by bigdog1026 on Jul 17, 2019
BDSM

It was only three weeks since we met. However, it seemed much longer. Not in a bad way, but in a familiar, comfortable and loving way. Cindy was so compatible with me. Our likes, our sense of humor, our backgrounds, everything just fell into place. It was only natural that we quickly fell into bed. Although our loving was wonderful, she appeared somewhat naï...

One Night in NY

by MusedPair on Jul 17, 2019
Erotic Couplings

A few years had passed since Lara & Adam had seen each other due to living at opposite ends of the country, but they had kept in touch via text and the odd phone call. Their conversations often flirty. Lara revealing her fantasies as she felt the physical distance between them was safe enough for her thoughts to remain as fantasy. Lara & Adam also kept an...

Tequila Makes Her Clothes Fall Off

by Scott_Heywood on Aug 6, 2019
Loving Wives

The bar was busier than I would have liked...I'm not a very social Guy. Jean was dressed in a tight white tanktop that showed just enough of Her white lace bra. Both barely covering Her beautiful C-cup breasts. The pleated denim skirt she wore was mid-thigh length and ended just above the white lace stockings She wore. The short red leather boots were the 'c...

Sex and Unresolved Resentment

by 33shadesofmorg on Jul 10, 2019
Erotic Couplings

Sonja and I. Love and hate. I have seen Sonja be a cunt many times. But I have only seen her cunt twice. Despite promising myself I would never get romantically involved with this cunt again. Here I am. Lonely and desperate for human contact. And against my better judgement given our history when I find out that she is also so lonely and desperate for att...

When Autumn Ends

by VioletII on Jul 8, 2019
Sci-Fi & Fantasy

My country was finally in a time of peace and tranquility. At just twenty years of age I had already named me as my father's most trusted advisor due my role in the Autumn-time War. This role spared me from an arranged marriage to a Prince in another kingdom; I was far more useful in the Throne room advising the King. Farmers who had taken up arms returned...

New Role 121

by HSMan on Jan 15, 2019
Transgender & Crossdressers

I'd been in the job for just a few weeks. Interesting dynamics for sure, a dozen blokes and a female boss who they all seemed very subservient to. She was a good looking woman for sure, amazing figure and always immaculately dressed. Always a skirt and jacket, never trousers and always with fabulous shoes. Shoes say a lot about you and I would add she wore n...

Date Day Ch. 01: The Mall

by hopingforthebest on Dec 25, 2018
Exhibitionist & Voyeur

It was a Saturday morning like any other, waking up laying spooned up to my wife with my arm around her and my hand cupping one of her near perfect C cupped breasts and my morning wood nestled in between her plump but firm ass cheeks. As I lay there gently caressing one of her super sensitive nipples and feeling it harden under my finger tips I began to thi...

Ten Minutes Past Seven

by Txairmale on Dec 11, 2018
Erotic Couplings

At 10 minutes past 7, I heard the soft knock at the door. As I stood from the sofa and walked across the sitting area of the small suite I smiled at the perfect timing of her arrival. She must know the effect that even 10 minutes of additional anticipation has on me. I must struggle not to show the overpowering desire I have. I open the door and Marla is an...

Midnight Hunger

by Maverick3254 on Jan 22, 2020
Erotic Horror

The noise of the bar was almost deafening. I practically had to shout to get the bartender's attention so she could bring a refill. She brought the dark brew to me and put the cost on my tab. I just stared into the beer, tired from a long day of work and trying desperately to let the world wash away from me. I actively ignored everyone around me as I tried t...