Dildo Training Stories

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Orientation
Length
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Infinite Scroll

Sharing The Puta Ch. 02

by MosheDovit on Dec 12, 2018
BDSM

"Gina bring the Puta in here," Juanita yelled at her daughter from the other room. He needs to be milked, you girls can watch and learn." Two of Gina's friends had come to see the Canadian cock her mom was training. They wanted to watch her make a male slut perform and maybe learn how to make the boys in their lives more subservient. But mostly they enjoye...

The University Slave Club Ch. 01

by MD171133 on Apr 13, 2020
BDSM

The University Slave Club of Willow University is the first club on campus that authorized sexual activities and public nudity. Emma was a freshman at Willow University, just starting college. As the first few weeks go by and the semester settled down a little, the university announced the university club fair, which will occur in three days. Emma was su...

The Plunge Days 04-06

by bluemono on Sep 17, 2017
BDSM

/** This is a real life story that is ongoing and a way for me to write about what's going on with my little online adventure journal style with the D/s world. It's the most I'm willing to jump into for now but so far it is turning out to be quite an experience already. Feel free to comment. **/ It's been 6 days since I started this and the week is still...

Once a Year is Tonight! Ch. 01

by slutslave201 on Sep 17, 2017
BDSM

It's time for my annual orgasm. It had been more than a year, sixteen months to be exact, since my last orgasm. According to the contract my Mistress/Wife Michele and I had signed on the night before our wedding, I was contractually entitled to at least one (and not more than three) orgasm per year. However, I had committed four offenses which had added an...

Red Swallow Ch. 08

by BJGoodhead on May 18, 2020
Transgender & Crossdressers

After completing "The Diary of Jewel Delacroix" I was approached via E-mail by Rachael Ricci Swede and asked if I would consider writing a story idea she had. After a few emails I was intrigued by her idea and agreed to write it. Beginning with Chapter 5 our collaboration had move from me writing the story based on plot points and ideas into a full writing...

The Awakening of a Sissy Pt. 03

by sissyjolie4u on Jan 20, 2020
Transgender & Crossdressers

As i was watching the video of Mistress and I for the 3rd or 4th time, my phone rang. "Hello my sweet Joey, how are you doing? I so enjoyed spending our time together, I'm so proud of you and the progress you are making. Are you still in your pink bra and pantie? That is such a sexy look for you, it makes you look so soft and feminine. Tomorrow we will build...

Sarah Goes to College Ch. 11

by Sarahcheer on Sep 19, 2017
BDSM

Wrapping things up Chapter 11, the last chapter, in Sarah Goes to College * Marie, the former college cheerleading coach, lay on a pad inside a cage in Alice's house on the campus of the Slave University. She had been moved over there after a weekend of sex training at Alice's hands. She knew her old life was slipping away, but she desperately hoped Alice...

Calista's Dungeon Ch. 29

by JamesLacy on Sep 15, 2017
BDSM

This story is the property of the author. It is not to be changed in any way, nor published or shown at other web sites without the permission of the author. Please provide feedback, if you choose. All comments appreciated. * The rain pelted Calista as she hailed a taxi outside Heathrow airport in London. The cab pulled up to the curb and Calista hopped...

If You Dare Ch. 03

by DVS on Sep 12, 2017
BDSM

This is the third chapter of a fictional tale. As a tale of fiction, it omits many of the safety precautions one should take in a real life situation. Because of this, it should not be considered a template for real life. Gloria was coming down to reality, more and more. The pain from the clothespins had calmed down to four light stings. Her wrists and ankl...

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...