Dildo Training Stories

67,245 results
Orientation
Length
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Infinite Scroll

Estate Debt Slaves

by jjskylark on Sep 25, 2017
BDSM

The two new slave girls took turns mounting the Estate master's cock as he lay on a blanket in his newly constructed pleasure garden. The rules for each young woman were simple... squat over her master's rigid staff and lower herself ever-slowly onto his waiting erection while the other girl held it up for her until the slave's pussy lips encompassed no more...

Land Of O Ch. 01

by gdbong on Sep 14, 2017
BDSM

'Where...am...I...' As my eyes slowly adapts to the bright light shining above me, I look around in attempt to assess the current situation I am in but to no avail. Apart from the single spotlight above my head, I was surrounded by darkness, bound to a chair with my hands tied behind the chair together and each ankle to each of the chair legs. Finally grasp...

The Pet Girl Shoppe

by Sarahcheer on Mar 26, 2019
BDSM

Prologue: In the year 2129, the 100th celebration of the end of cheap oil was celebrated. During the preceding 100 years, society, laws, and even whole ways of life were changed. * It all started in 2029, when Excon struck the last of the cheap oil pockets deep within the Atlantic Trenches. When the announcement was read across the globe, riots broke out...

Lilly’s Training of Fulfillment

by darlynd on Sep 15, 2017
Anal

The Master had spent the evening preparing for His long-time slave, Lilly, to come lay with Him. He had lowered the lights softly and placed candles in smaller corners of room, adding a golden glow of ambiance. In the background, soft sounds of His own compositions played as He took her by the hand and led her into the room. Softly cupping her face in His h...

Just Look at Me Now Ch. 04

by GFfan on Jul 15, 2020
Transgender & Crossdressers

Let's see... where was I at the end of chapter three? Oh yes: seated on a footrest wearing lingerie and my pink collar, with my eyes adjusting to the bright light now that my blindfold had been removed—and adjusting to the sight of Jude's strap-on in front of my face. "Have you ever given another guy head?" Jude asked. "No, never!" "How about getting a bl...

Master Mick & Slave Sam Ch. 01

by dominatemeplease on Sep 17, 2017
BDSM

Tonight was the night; Halloween night, that is. I was so excited I could hardly contain myself. I had been anticipating going to this party for weeks now! A few of my friends were hosting it and had invited me since I had never been to an "adult" Halloween party before. They promised it would be a night I would never forget. If only they knew how correct th...

Chronicles of Darla Ch. 03

by Deckard Kincaid on Sep 15, 2017
Novels and Novellas

The next morning Darla's newest friend and coworker, Shelly, called and woke her up out of her deep sleep. Shelly had called to see if Darla wanted to go for an early morning swim; however, Darla, who by now was wet thinking about Bruno and Isabella, suggested that Shelly come with and join her at the gym for aerobics. Shelly said she had already made an app...

First Time Sissy - The Bike Path

by Phillysissylexi on Jun 15, 2020
Transgender & Crossdressers

My roommates had gone away on a trip for a week, so I had the house to myself for a few days. I had been waiting for a moment like this. As soon as they left I went to my closet to find all my girly clothes, toys, makeup, heels, and lingerie. I couldn't contain myself. I was so excited to turn myself into a sissy. I turned on some sissy hypno to listen to wh...

Sam's Spa Chronicles Ch. 03

by BADSAM689 on Sep 19, 2017
BDSM

When Elizabeth Ann wakes up the first thing she sees is Richard leaning over her. She smiles up at him, throwing her arms around his neck. Richard cups her naked breast with one hand and pulls her into himself with the other hand. He pushes his cock against her pussy. She thrusts back and moans lightly. They kiss openmouthed; their tongues dance together. It...

Emma's Endurance Ch. 10

by ladyredmuff on Sep 14, 2017
BDSM

Anal training Emma quickly took a cold flannel and wiped Adrian's face. He groaned and opened his eyes. 'Adrian, what happened? Why are you so scared of this person?' 'Emma, I can't talk about him, but please be very careful of this man. He is dangerous.' All the girls were washed and dried by this time. Adrian stood up, with trembling legs and with hi...