Dildo Sissy Stories

41,035 results
Orientation
Length
Source
Infinite Scroll

A Bizarre Corporate Takeover Ch. 03

by walterio on Sep 12, 2017
Novels and Novellas

Author's Note: I wrote this story based on another request. I requestor provided me with a detailed list of talking points to use in the story. Since the story covers so many aspects of sex I decided to list in under the novels and novellas category. I changed all the names of the characters and all characters are at least 18 years old. The story will be sub...

The Fucking Machine

by royalrogue on Sep 12, 2017
Fetish

I've been waiting for you to get home, hoping that you will unlock my cage and play with my dripping cock. I am naked, the way you want me when I am home. Even when you have guests, you decide if and what clothing I might wear. When you arrive you smile and cradle my balls under the cage. "Does my cum slut want to be milked and fed," you ask. I nod eager...

A Somali Canadian Prince in Love

by Samuelx on Sep 14, 2017
Erotic Couplings

According to the most sacred rules of Islam, the man is supposed to be the head of the household and the woman is supposed to be submissive to him. Well, that's not how it plays out in real life. Sometimes, the woman in the relationship is stronger than the man, and it is my belief that if she is worthy of the mantle of leadership, then she should be the lea...

The Facility Ch. 03

by spankmehard1984 on Sep 14, 2017
BDSM

Vanessa awoke to the buzzing of her alarm clock. She knocked the clock off her nightstand onto the floor. Today was supposed to be a day of fun. Instead, she was going to be alone, again. Her pillow showed the after effects of her sobbing from the night before. Makeup was smeared all over the pillow. She didn't care. She was too numb to care. She and then bo...

Sandra is Inquisitive

by EnjoyBoth on Mar 27, 2019
Group Sex

I pulled out of the parking lot at the office in the dark. It was getting dark quickly as December began to take hold. I made my way to the tavern. It was time for Happy Hour that cold Wednesday evening. My cell phone rang as I pulled into the tavern's parking lot. I hit the speaker on the phone without looking at the number and immediately, Jennifer asked,...

Experiment 239 Ch. 08

by AmethystMelange on Dec 2, 2019
BDSM

The fallout from the Christmas party turned out to be surprisingly minimal. Naturally, James morphed into a bumbling, red-faced, stuttering schoolboy whenever he bumped into Sophie, his eyes darting around wildly as if he couldn't quite decide if he wanted them on her cleavage, her skirt, the floor beside her, or anything besides her eyes. There was the occa...

Learning to Submit Ch. 06

by kitten_d44 on Dec 24, 2019
Novels and Novellas

As I entered the living room, I found him facing the hallway leading to our front entrance, sitting in his favourite chair sipping a drink. He was still wearing his work clothing, but his shirt was unbuttoned and his tie hung undone on either side of his neck. Our eyes met, and I felt my whole body shudder as his smoldering gaze left me spellbound. I stopped...

Quarantined with Karen Ch. 02

by RobAnthony53 on May 4, 2020
Erotic Couplings

This morning I drove three hours up Highway 101 to spend time with my lady friend Karen. We first met years ago on a train trip from San Francisco to Denver. Karen continued on to Chicago to visit her daughter. Upon arriving in Santa Clara, California I was met at the front door by her younger sister, Tessa. Tessa's face resembles Karen, but that's about th...

Ali's Art Ch. 10

by harding on Sep 14, 2017
Novels and Novellas

This chapter is told from Ali's point of view. I hope it is not too confusing, but this part of the story would not work out any other way. ~~~ Tom and I flew into BWI and picked up our hire car for the week. It was Friday, 16th June, the day before Tom's Mom was getting married. I had been worried about how Tom was feeling. His relationship with his Mom s...

Princess Britt

by Brittni4u on Sep 26, 2017
Fetish

I've been a college student now for 4 years and even though I have lived off some scholarship money, student loans, and a part-time internship that does pay a little, I'm still what I would consider, a broke college girl needing money. That was until this past spring break! I've always been an entrepreneur in training, as my mom would always say, even from t...