Dildo Training Stories

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The Dream

by Tdisk on Sep 13, 2017
Anal

One morning about a month ago, Barbara confessed to her husband, Bill, that she'd had a sexy dream. At first she wouldn't give him any details beyond admitting that as she awoke she'd had an orgasm. He bugged her for several days to tell him about the dream. Finally, she gave him a cryptic tease rather than a summary. In the dream, she said, "You ordered me...

James Explores Ch. 02: Daddy's Girl

by ShyBiSub on Sep 24, 2019
Transgender & Crossdressers

All Characters are over 18. The first part got wayy more views than I ever imagined so I decided to continue ;) Thank you *.*.*.*.*.*.*.*.*.*.*.*.*.*.*.*.*.*.*.*. Memories from Part 1 "Good girl. See you again next week, same time" He squeezed James' bottom in his hand. "Yes Daddy" The Crush James couldn't stop thinking of what happened that d...

Training Him to Take Dick Ch. 03

by magic_tantra on Sep 25, 2017
Fetish

As soon as I drove home couldn't wait to try on my new dick! Going to the bedroom I strapped "cock" viewing myself in my full length mirror. The end inside my vagina felt so good inside me stimulating all the right places especially my G-Spot. As soon as I turned on the vibe I came. I was so horny I didn't hear the door open and Michael walk in on me. His ja...

Star Wars Imperial Prostitute 0 Ch. 04

by HandcuffGirl on Sep 12, 2017
Celebrities & Fan Fiction

Authoress's notes: This story takes place very soon after the end of the Second Galactic Civil War. It is a prequel to Imperial Prostitute SX-51472. Thanks to meathead96 for editing this entire story for me. Star Wars: Imperial Prostitute SX-51472 ZERO Chapter 4 of 8 That afternoon . . . "So are you sure about this, Recruit Solo," Major Drasi asked her....

Always Read Before You Sign Ch. 02

by Reaver90 on Apr 6, 2020
Transgender & Crossdressers

Sam stood outside Miss Turner's front door. The weekend was hell was for him. He couldn't sleep, he had to sit down on the toilet and pee like a girl and more importantly, he couldn't jack off. The young man feared what the beautiful woman but deadly woman had in store for him. He took a heavy breath and knocked on the door. He waited for a few seconds as t...

Trapped and Trained Ch. 02

by SissyIndy on Sep 25, 2017
Transsexuals & Crossdressers

I drifted in and out of consciousness over the next hour, periodically snapped back into reality when the dildo assaulting my mouth would pause deep in my throat and eject a fresh deposit of cum into my bowels. Looking up at the television display of my abuse I would normally have been turned on by the sight of this brunette in a pink corset and black stocki...

Fun from a Distance Pt. 01

by JimBob47 on Feb 7, 2018
Toys & Masturbation

She turned off the car after finding a space in the hotels car park. At 30 years old, Lana still held the type of youthful beauty where she could still draw the gaze of many, male or female, younger than herself. She was of average height, about 5'8, with a slim pear shaped body with an amazing ass that only seemed to get better with age. She had been sent...

BBW Anal Sex Training Camp

by Samuelx on Sep 17, 2017
BDSM

Howdy, folks. Brother Sam here. A tall, good-looking, forthrightly bisexual young black man with a poignant story to tell. Why do I bother with introductions anymore? Habit and protocol. At this point, all of you know who I am. I recently left the city of Boston, my usual hunting ground, because one of my stunts attracted way too much attention. So, I went t...

Mistress and Pet Pt. 01

by jjtsd1981 on Jan 13, 2020
BDSM

Jacob wasn't sure exactly what he was doing, going to a dominatrix recommended by a friend. However, he trusted Dave, despite not having seen him for a while, and it had been a while since he'd had a good fuck. He showed up, wearing jeans and a t-shirt, not knowing what to expect but having had a couple shots for courage. He didn't really want to be dominate...

Star Wars Imperial Prostitute 0 Ch. 08

by HandcuffGirl on Sep 12, 2017
Celebrities & Fan Fiction

Authoress's notes: This story takes place very soon after the end of the Second Galactic Civil War. It is a prequel to Imperial Prostitute SX-51472. Thanks to meathead96 for editing this entire story for me. Star Wars: Imperial Prostitute SX-51472 ZERO Chapter 8 of 8 A couple of days later, in the Academy's comm center. . . "Good morning, Your Excellency...