Dildo Training Stories

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Orientation
Length
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Infinite Scroll

Chronicles of Being a House Slave Day 04

by sexualdesires69 on May 11, 2020
BDSM

Holly's first day at work as a voluntary sex slave had been far from uneventful. It was barely past lunchtime, and she already had been forced to masturbate several times, suck her boss's dick, had her pussy licked, and had multiple orgasms denied. As she finishes cleaning herself up in the shower, she can't help but wonder what other tortures await her. Ear...

College Days – Domination 101 Ch. 03

by oneguy4fun on Sep 25, 2017
BDSM

Linda and Lori turned their attention to Pam when she walked in with Joe. They complimented her on how sexy she looked. Pam enjoyed the attention. "Joey did a nice job preparing me for my date," she said as she presented herself. Next the girls attention went to Joe and they laughed at the sight of him covered in black marker and dressed as a slut in red pan...

Breaking Drake Ch. 13

by TheDragoness on Sep 19, 2017
Novels and Novellas

Drake got no real sleep that night. Every time he slipped into slumber his body would relax, and he'd put weight on his sore arms, waking him up again. He ended up watching the sun rise though the massive windows that faced out over the valley. He watched the silver dragon swoop and spiral over the land, then fly off into the distance. The doors to the PR...

Sissy for Mommy's Nipple Cream Ch. 05

by ppeaks42 on Nov 2, 2020
Transgender & Crossdressers

The evening after Jaime's doomed attempt at seducing Julia found the young sissy crying into her pillow as she tried to reconcile herself to the whirlwind of changes she'd gone through. Less than two months ago "Jaime" had been nothing but a shared figment of imagination, a character he dressed as for his regular breastfeedings with his mother. When he'd tri...

Signing up to be a Sex Slave Ch. 03

by TheDougler80 on Sep 18, 2017
BDSM

Amber awoke, still nude, after again being voluntarily drugged for transport. It had been a week since she had finished her training as a Pony Girl and was being delivered to her buyer. She was in the care a two transporters, one male and one female, now that she was awake they began prepping her for her buyer. Amber was not sure were she was, at this point...

Freedom For Goddess Ch. 02

by DarkestSecrets on Sep 16, 2017
Fetish

Part 2 - The Other Side of Training Goddess was delighted at what a good round of orgasms, control and sleep had done for her. She anticipated the next session. Once again it started with dinner, but this time ant was instructed to wear no underwear and just an unlubricated condom. He was instructed to make sure that the condom stayed on, even if it meant u...

Sissy Boy Secretary Ch. 06

by Hotenuf4u on Sep 19, 2017
Fetish

When we got to the car Elaine said, "This won't do, you are missing something Sissy Boy. Kneel down here," as she pointed to a place just behind her car. I immediately knelt down, hoping no one would see. "Lisa my little Slut, remove your stockings and garter belt," it wasn't a question. As Lisa was getting done removing the items, smiling at Elaine as she...

Slave Birdie

by justincbenedict on Sep 17, 2017
BDSM

23 year old Birdsell Ruskin hurried home from school. Auntie Marigold didn't like it if he was late. Birdie had come all the way from the Midwest to attend Buttermilk State U. and living with Auntie M was much more arduous then he'd thought it would be. Ah but Auntie had promised the folks at home she'd keep Birdie on the honor roll, and help him discontinu...

Training Tina, Days 03

by rivertown_rat on Sep 13, 2017
BDSM

Being a Pasty Chef Sherry was up and away early. I had told Tina to be ready by 8:00. I was technically on vacation so I saw no reason to get going too early. When I heard the shower running downstairs I knew Tina was up. I snoozed for another 30 minutes and then I got up and hit the shower myself. After I got dressed and went out to the living room I found...

Society 1.3: Modernus Castigatio

by TitianaPrisca on Sep 16, 2017
Anal

"This will be your room. You will share it with Erik, and whomever I chose to offer you to. It is fully wired for video and sound, so feel free to open your holes to anyone or anything that is shoved inside. I expect you to be ready for double penetration within six months. That is a very very generous timetable, so of course I would be pleased if you were t...