Sissy Glory Hole Stories

127,566 results
Orientation
Length
Source
Infinite Scroll

Her Pets Ch. 01

by NotWhatSheSeems on Aug 19, 2017
Erotic Horror

"The straps are too tight, Ma'am!" "No, they are not. Just relax and enjoy." "No...please...really! I can't feel my hands!" "Dearest! You are not paying attention to me. Now quit complaining." "Please..." moaning and beginning to cry. "Please...my feet...what's wrong with my feet?" "Nothing." Sobbing now. Then screaming. Then nothing. As blood dripped...

Braided Glory

by Opus9no2 on Mar 13, 2018
BDSM

It took so long to get ready for this party. I'm not the type to wear a dress and absolutely shudder at the thought of heels but, here I am. A simple black dress, plunging neckline, hitting mid-thigh and, 4.5" stilettos. My girlfriend is working on my hair since I only know how to put it in a ponytail. It's very 40's and the makeup matches right down to the...

Midnight Blues

by Pandoras Desire on Sep 17, 2017
Celebrities & Fan Fiction

"Whatever it is, it'll keep 'til the morning, haven't we both got better things to do.. Midnight Blue." Wafted through the air, from the lovely Melissa Manchester. Her long fingers gliding over the piano keys, as her long red curly hair cascading down her back, swaying lightly from side to side as she moved her head and sang. "Bravo, Bravo." From across the...

Morning Masturbation Together

by EnglishTongue on Oct 14, 2017
Toys & Masturbation

Sunday Jack opened his eyes and looked around. They adjusted to the low light and he made out the familiar shapes in his spare room. He spread out and stretched into a star shape. He had slept well in the double bed in his room. He reached across to check his phone for the time: 6:45 am. His body clock never changed from the week. He could feel his hard...

Ayasha's Beast Ch. 04

by missanastasia on Sep 12, 2017
NonHuman

The sun warmed my back as I awakened, stretching my muscled limbs with a yawn. I couldn't help the smirk that crossed my face as I thought of the great fuck the tiny woman had been. I didn't mean for her to be frightened, or in any pain, but God damn she had been so tight. I would make it up to her later... I did feel some regret by taking her like that, s...

A Visit to My Nephew and His Wife Ch. 02

by DrWho on Sep 14, 2017
Erotic Couplings

This is a work of fiction. A little slow at first to set it up but it gets better, much better as it goes along. Let me know what you think and I will tell you more of my stay in England with my Sister’s Son’s Wife. ***** I looked down at Steph, kneeling before me, my spent cock dangled in front of me, she was beautiful. Smiling at me she licked her lips c...

Ice Dreams

by Arden on Sep 12, 2017
BDSM

It’s a lazy spring afternoon, and I'm lying on the old chaise lounge in the sunroom, having the most delicious daydream about spending the afternoon alone with him at my place. I’ve just met his plane at the airport after several months of living apart. Our first embrace, after such a long separation, has turned heads. I hear a child whispering to his mother...

Blind Date

by Black9900 on Sep 17, 2017
Exhibitionist & Voyeur

I knew I was in for it when an ex-girlfriend of mine set me up on a blind date with one of her new friends. We talked a little on the phone, and "Elizabeth" and I decided to meet in a local park at ten P.M. At ten, I was at the arranged area when along came my date. She was in a black overcoat and carried this tiny black bag, so I couldn't tell much about t...

The Bitch Ch. 02

by SEVERUSMAX on Sep 19, 2017
BDSM

I didn't merely enjoy screwing Missy. I reveled in it, especially since she made no attempt to escape the handcuffs. On the contrary, she seemed to delight in my dominant streak and accept her bonds as a matter of course. She also showed no interest in grabbing her pay. In fact, her main concern was more about getting me to fuck her in as many different wa...

Virtual Slavery Ch. 18

by wltedford on Sep 16, 2017
Novels and Novellas

18 Winston, Lynn, Brad Winston Almost miraculously our lives were rejuvenated. For three or four months, Lynn and I were closer than we had ever been in Boston. And it was all due to those electronic images. The man I knew as 'B' and I vied with each other in inventiveness. I told him what I wanted him to do with his slave and he told me what to do with...