Anal Training Stories

75,594 results
Orientation
Length
Source
Infinite Scroll

Mistress & Her Madam Ch. 01

by BlackBandit20 on Sep 17, 2017
BDSM

I got the text message... "You are to be trained, take the necessary steps...arrive at 9p at the usual locale. When you arrive; undress and come to the training room. Kneel and await your instructions." It excited me to know that my Mistress deemed me worthy of training, as it has been sometime since I had any training at her hand. I raced through a host of...

Making Francesca Ch. 06

by Spango on Sep 12, 2017
Transsexuals & Crossdressers

The next morning Justin woke Frank up, "Rise and shine sleepy head. Mistress Celia has decided that you can bathe yourself now since you've been such a good girl. Now let's get cracking." With that Justin reached down and unlocked the chain from Frank's ankle that was attached to the wall. He then clipped the leash on to Frank's collar and led him into the...

St. Andrews College Ch. 02

by Dr_And_Mrs on Sep 25, 2019
BDSM

WARNING: This is a FANTASY story. It may contain themes of consensual non-consent, slavery, dominance/submission, and/or extreme pain. Please do not try any of this at home. Do not try ANY fantasy with ANYONE unless you've discussed it in detail with them beforehand. Informed consent is fucking mandatory. ***** The following day began with me leaving the f...

Dave's Training Program Step 02

by vcfruitfly on Sep 16, 2017
Anal

Our sex life had pretty much returned to our regular routine, except for the addition of anal sex, when I was aroused enough to ask for it explicitly. Then one night I again awoke to the feeling of massage oil being rubbed around my entry hole and a finger slipping in and out of my ass. I smiled sleepily waiting to feel my husband press up against me. Inst...

Chronicles of the Special Stretch

by AngelPie4Mongo on Sep 14, 2017
Anal

CHRONICLES OF THE "SPECIAL" YOGA STRETCH My boyfriend/ live-in lover/ best friend of three years had mentioned anal sex many many times. We had tried it 2 or 3 times and had to stop because it was VERY painful for me! A few weeks ago, I had a short discussion with him that I didn't know if we'd ever be able to have anal sex unless I went through some "anal...

Violet's Anal Training

by Powerone on Sep 25, 2017
Anal

Michael sat in the chair as she entered. Powerone had described her perfectly, long black hair, green eyes, pale skin, very small hands and fingers, DD breasts and small hips. She had a gothic look to her, the black clothes standing out dramatically to her white skin. "What am I doing here?" Violet questioned, but she already knew the answer. Powerone had o...

A Proper Young Woman's Guide to Anal Etiquette Ch. 11

by lordodie on Sep 25, 2017
Anal

Disclaimer: The following is a work of pure sexual fantasy and is intended for adult audiences ONLY. If you are under the age of 18, please stop reading NOW and go tell your parent and/or guardian that you need stricter internet supervision. Any physical resemblance to a real person that any fictional character herein may bear is probably intentional and is...

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...

Maggie's New Life Ch. 04

by sadkins116 on Nov 20, 2018
Illustrated

Editor's note: this story contains scenes of incest or incest content. This story was inspired by the recent news about the NXIVM secret society, DOS. The lead character, Maggie, is desperate to rejuvenate her marriage to her husband of many years. She is befriended by a couple who are members of the cult. By the time Maggie realizes what the cult really is...

Femdom Training 101

by bdsmtrainer88 on Sep 13, 2017
How To

Quick and simple guides to help turn that selfish and controlling man into a loving affectionate slave Training his mind is just as important as his body. He will need encouragement. Constantly remind him how he's given himself to you and how you cherish the sacrifice -- but he needs this training to really become yours. Associating arousal with pain and f...