Dildo Sissy Stories

41,035 results
Orientation
Length
Source
Infinite Scroll

Eric's Dreams Pt. 04

by Genevieve_Ohara on Sep 16, 2017
Transsexuals & Crossdressers

In the months following the Halloween party, Eric got a tremendous twitch in his dick and his ass simultaneously, whenever he thought about the gang bang. He never imagined such intense sexual pleasure could exist. That night, Genevieve had experienced multiple anal orgasms, as man after man rode her hard, and shot hot cum deep into her ass. And the waves of...

Joanna's Contribution

by clarepanties on Sep 17, 2017
BDSM

A Contribution from Joanna: (as an adjunct to "Matt becomes Mattie"). * Mattie has asked me to consider writing something for you, the reader, especially about my experiences and feelings as regards the education that I have had from my now friend, Duncan. I am not as emotional as Mattie and tend to write in a more matter of fact style focusing on the ev...

Cockwhore's Special Evening

by Freeyourmind on Sep 19, 2017
Transsexuals & Crossdressers

It was Friday night and my wife had just left on a weekend business trip. I helped her pack all of her bags, she always packs too many suitcases, and waved goodbye from our front door as she drove away. I love when she takes these frequent trips because it provides me plenty of time to indulge my darkest passions and desires, desires that can only be fulfill...

Lust in La Jolla Ch. 10

by DITF on Sep 13, 2017
Toys & Masturbation

Chapter 10. Double Dicking In the shower with Beth, Jake began to wonder what would happen now – how could he act friendly and casual with what had just happened? It was too strange! What if ... stop!Don't go there. Just breathe ... He closed his eyes and began to breathe slowly and deeply, letting his mind clear. After a bit, Beth noticed him and worried...

Ebony

by blindjack on Sep 16, 2017
Interracial Love

The camera followed Ebony, as she sauntered across the veranda to the refrigerator. The white of the chef's apron she wore was emphasized by her dark brown skin. As she turned to open the refrigerator the camera zoomed in on the big, firm brown buns exposed by the backless apron. The high heeled white sandals Ebony wore enhanced the prominent up and out thru...

Seduction, Inc. Ch. 2

by queenbea339 on Sep 12, 2017
Group Sex

Somehow she made it into the guestroom. Falling across the bed, she took deep breaths and forced herself to calm her racing libido. Dinner was not really required. She had filled up on the fruit, cheese and bread. If she could relax enough in the shower, maybe she could just fall asleep. When she got to the bathroom and turned the shower handle on, she su...

An Incredible Twelve Hours

by ghost12_spirit on Jul 13, 2020
Erotic Couplings

One of the nice things about living in the country is that you can do just about anything you want as long as you don't get caught. Since his neighbours were few and far between the opportunities where pretty much endless, which is why he was lying on his picnic table naked in the sun. He had never done anything exactly like this before or at least what he...

Julie's Big Day Pt. 02

by LaceyDresser on Jul 13, 2020
Mature

Prologue: The below narrative is obviously a continuation of Julie's Big Day, which I recommend reading first, although it isn't absolutely necessary. And please be advised the following documents a sex session between four mature bi-sexual women. If lesbian sex is not your "cup of tea" as the Brits like to say, it might be best to find something else to re...

Instructions from Anne Ch. 03

by sunjimmy9810 on Sep 17, 2017
Loving Wives

Before you read this story please note that there are others that preceded it, You may want to read those as I cannot guarantee that this story will make sense. Also if you are not into cuckolding, chastity or bondage please leave -- you will hate this series. I like the feedback so bring it on good and bad. I hope you enjoy -- Also , the contract in the sto...

Jedi Submissive Ta'tan'ia II Ch. 02

by HandcuffGirl on Sep 14, 2017
Celebrities & Fan Fiction

Over the next several days Ta'tan'ia rose early, worked out, then got ready and went to Chief Daala's office. During her fourteen plus hour work days, Chief Daala sent her on quite a few errands—both personal and official. Ta'tan'ia also dusted Chief Daala's lightsaber display case twice a day, and helped DP keep the rest of the office clean. Ta'tan'ia also...