Sissy Stockings Stories

45,315 results
Orientation
Length
Source
Infinite Scroll

Carrying Another Mans Seed

by momo80 on Aug 8, 2018
Erotic Couplings

It starts in my bedroom. It's a weekday morning and you have been there for 2 hours already. You have already cum in me twice. Now you are sitting on the edge of the bed, and I'm on my knees between your legs and I'm using my mouth and tongue on your dick, your balls, your taint and your asshole. For 20 minutes, I have been using my tongue and mouth to get...

Mile High Fuck Club Rita Cosby

by DickThePimp on Sep 11, 2018
Celebrities & Fan Fiction

This is a freaky mile high club fuck parody. "You're even prettier in person." "Awww, thank you James, that's very sweet of you." I was having a nice conversation with my fellow first class flyer, Rita Cosby. I knew her from Fox News and different places. She's a TV and radio news personality and a very nice and quite sexy woman. She's thick, a blonde bbw...

Obeying Sir

by OnlyaGoodGirl on May 15, 2019
BDSM

This is my first submission (pun intended) so be gentle! Everyone's over 18 in my story. ******************* "I want you to take your underwear off. Here." His voice is low and commanding and I feel the heat rise in my face as I look back at him in the crowded bar. There are people drinking all around us, the lighting soft but not dim, and I know that if...

The Midnight Train Pt. 03

by Stormychild on Sep 14, 2020
Erotic Horror

The Midnight Train Pt. 03 As requested another part to the midnight train stories. I hope you all enjoy, please feel free to let me know in comments or an email. This is of course pure fiction. Winter had come in earnest bringing wind and snow to the area. Tiffany shivered a bit questioning her attire but she did love how she looked. She watched as her pa...

Saturday Morning

by hedonisatlurist on Mar 2, 2020
Fetish

Nobody is underage and they all agree to what happens. Prologue This story continues from "Beckie's Mum", and tells of Eric's second encounter with Maria, he had previously enjoyed her daughter in "Beck Fucks Old Man". * Saturday morning had arrived Eric had a long shower making sure all his private parts were clean, he shaved making sure his chin was...

Miss Bernie

by Grey Eagle 286 on Sep 26, 2017
Transsexuals & Crossdressers

Hiding a Company sniper from drug lord killers. * My name is Bernice McDonald and I am the very happy owner/ operator of a couple of children's day-care centers. I love my life and I love this work. I love children and since I have one of my own this helps satisfy my need to nurture. I have not always felt or recognized this need. I was born in a remote...

Repercussions Pt. 02

by astushkin on Jul 29, 2019
Romance

Grady The running footsteps receded in the distance. Grady staggered forward, wrenching open his trouser flap --- his overready cockstand sprang free. He sank to his knees where he had been just moments before. Sitting back upon his heels and bracing his spread thighs, he spat in his palm and wrapped it around his engorged organ. He saw again her parted pa...

Something Extra

by zarathrusta39 on Sep 13, 2017
Loving Wives

I ran the bath, putting in the bath milk I had made for her. As the steam filled the room I could smell the heady scents of lavender and bergamot with a hint of ylang ylang. She offered me her hand and I helped her step in, as she settled down into it I went back to the bedroom in order to lay her clothes out. I got out her silk knickers and bra set, a dark...

Grannie Panties Ch. 03

by grgy56 on Sep 12, 2017
Transsexuals & Crossdressers

I found out that my maternal grandfather, Grannie's husband was a cross dresser with a whole wardrobe of women's clothing. I modelled his maid's outfit which brought back a flood of memories for Grannie. Later, she had me change into kind of a school girl's outfit. Then my mom just walked in on Grannie fucking my virgin ass with a strap-on and me cumming all...

Coming to Life

by Strangetwist on Sep 17, 2017
Loving Wives

In my younger days, I had always been frisky. I not only enjoyed the sex, but also the thrill of the chase. I put all that behind me when, at 25, I married. We had our first child a few years later. Motherhood took its toll, however, and I found as I approached 28 years of age that I was turning fewer heads. Not that I am ugly: I'm a natural blond, with long...