Sissy Task Stories

44,281 results
Orientation
Length
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Infinite Scroll

A Maid's Journey to the Top

by romantictales on Sep 14, 2020
Fetish

Princess Bella sighed as she stared at herself on the mirror in her chamber. She had just returned after having yet another argument with her father, King Theobald, about yet another potential suitor. Like every other suitors from the past, this one also was on his fifties, and was only interested in her for the possibility of having a share on the land afte...

Miranda

by MarcusGrey on Sep 14, 2020
Erotic Couplings

I didn't have a plan. I just wanted a beer. I was visiting an old college buddy who lived downtown. He texted me that he had to work late, "sorry." So, I thought I'd meander and grab a brew. The sun was going down as I strolled down the street and the temperature was comfortable at around eighty degrees. There was a lot of activity on the street which was li...

Open Mic Night

by stever899 on Jun 9, 2020
Erotic Couplings

Leah and I walked out of the pub toward the lot where our vehicles were parked. Open Poetry Night was over. Leah is an amazing poet, at least I think so. I'm not into the typical angry/hurt emo style, nor the Old English wanna be with it's flowery prose and words with pronunciations altered to rhyme. Leah's poetry is plain talk with cadence and some rhyming...

Little Lost Puppy Pt. 05

by Tombescent on Aug 24, 2020
BDSM

Alex opened the door to his apartment and stepped inside. He hadn't been in the best of moods today but as soon as he saw Bubbles waiting for him in her cage, wagging her tail, he brightened visibly. Alex let her out, unzipped her, and sent her outside. Then he started to set up his laptop on the living room table. Bubbles came back inside, full of energy...

Nerd and the Jock Ch. 02

by godeep123 on Aug 31, 2020
First Time

Before I could take another breath, his lips were on mine. I froze but at the same time was surprised by how just the mere touch of lips have created sparks all over my body. My entire body tingled from top to toe. I tried to unfreeze my body and move away from him, but my traitor body already started giving in. After what felt like an hour, realization hi...

The New Neighbour Pt. 01

by FFPeter on Jan 20, 2020
Fetish

Here I am – 55 years of age and living a comfortable, but rather dull life. Married 30 years ago to a nice girl: Caroline – now a woman of 48. She was an attractive woman during her twenties and thirties – a plain face, but lovely dark hair and long shapely legs. We weren't able to have children, though we tried. Unfortunately, after tests, we discovered tha...

The New Neighbour Pt. 02

by FFPeter on Jan 20, 2020
Fetish

Over the next month, Caroline 'volunteered' me for several more DIY tasks for our gorgeous neighbour. Changing light bulbs, fitting smoke alarms and taking her garden refuse to the recycling centre. On each occasion, she was dressed impeccably. I tried to memorise every detail of her subtly sexy outfits and couldn't wait to return to my study for 'relief'....

Personal Trainer

by plusplay on Mar 17, 2020
Erotic Couplings

Personal Trainer I was tired of relationships not working out because they had a sudden change of heart with what they wanted. Not to mention the sex was bad, and I was bored. Stepping back from dating seriously was a very easy transition. Since just before graduation, I planned on living spontaneously and getting in better shape while still maintaining my...

The Games at Kingpin Island Ch. 05

by Lombardi66 on May 12, 2020
Novels and Novellas

Nicole threw in a kitschy hat and ran the zipper across her bag. It was hard to pack for a trip when they told you everything you needed would be given to you once you got there. "So I'm lost," her roommate Penny said, agitated, for the umpteenth time. "Where are you going, again?" Nicole's chores at last completed, she reached for her joint, smoldering o...

Zoom Interrupted

by Illanamaidment on Oct 6, 2020
Erotic Couplings

I lean against the door to your study watching you work. Stationed behind your antique oak desk, in command, the sleeves of your shirt rolled to the elbows, my gaze runs over the muscles in your forearms, below the desk, the blue blended material of your tailored suit stretches across your thighs, your legs unbent, straight, crossed at the ankles. You work f...