Butt Plug Training Stories

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A Guide to Great Anal Sex Pt. 02

by celesteandjim on Sep 26, 2017
How To

II. Training for anal intercourse How many times have you heard of this scenario played itself out. Perhaps it's an experience you have had. A man pleads with a woman to try anal sex. With some misgivings, she consents because he wants it so much. Excited, he tries to thrust his penis into her ass, causing pain when her inner sphincter is forced open and th...

Naughty New Neighbors: Ass Training

by mab7991 on Sep 11, 2017
Group Sex

Naughty New Neighbors: Ass Training Summary: Rick begins Chrissie's ass training with a little help from sex shop sales girl Zoey Note 1: Thanks to Jasmine, and LarryArcher, for their helpful suggestions and wonderful editing of my story. I can't thank you enough. Note 2: Special thanks to Jasmine whose stories have inspired me to write. The next morning...

Another Afternoon

by Sonny Boy Jacobsen on Sep 17, 2017
BDSM

Today was to be like any other with Mistress Mona except that when I arrived at Her dungeon home, I saw a beautiful tall blonde woman there. Soon I learned that this was Mistress's new friend and a new Domme. New to the art of Domination that is! Mistress informed me that I was to address this new woman as Lady Denise until She had sufficient training, than...

Sheila's Training Ch. 01

by CeliaisAliena on Sep 15, 2017
Anal

Not for nothing are "Ghost World" and "The Doom Generation" my favorite films. I was made for a stark black bob long before I ever got one, before I saw those movies and even before I discovered black hair dye. Without it I might have ended up looking something like Lotte Lenya in "From Russia With Love." Goddess bless Manic Panic!! It's more than the hair,...

Comply Ch. 02

by mslv4Her on Sep 13, 2017
BDSM

Chapter 2 - The Following Week After You leave, i'm left with one dildo humming in my ass and another grinding away against my cock. i cum with a great sensation, my anus contracting around the dildo in my ass and pushing it out as my cum explodes from my cock. i lie there for a bit, relishing the wonderful training You have given me. Then i remember the li...

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...

The Doll

by subdoll on Aug 29, 2017
Group Sex

I'd been flirting with a guy that I had met for some time, trading raunchy texts back and forth. He would come up with all sorts of nasty things he wanted to do to me and I'd always respond that I would. He would get bolder and bolder but nothing ever scared me off. I thought he was hot and got a feeling that he was a confident guy but I wondered though if h...

My Sissy Life

by snorn on Nov 26, 2017
Transsexuals & Crossdressers

I love being a sissy. I have been in permanent chastity since 27 Sep 2016, and am loving it. I have sissy training rules that are focused on keeping me doing the household chores and training me to be rented out as a cheap sissy whore/maid, a list of sissy motivational sayings which I listen to on repeat whilst doing nightly chores, and service rules for th...

Enduring Dreams of Submission Ch. 16

by Player One on Sep 19, 2017
BDSM

What a wonderful evening the three of us had. First, a dinner of fantastic charcoal broiled ribeye steaks, cheese stuffed potatoes, and broccoli smothered in butter and lemon juice. We also had two glasses of an astonishingly wonderful red wine that Master Bill said was a home brewed private stock that would challenge any of the world's best but would remain...

My Little Kink

by greeklovevanc on Sep 16, 2017
Anal

I consider myself not a bad looking guy, with full dark brown hair and about 5' 10" tall. I'm lean from all the triathlon training and obviously fit. I have no trouble conversing with the ladies and have a few female friends, both at work and at the Triathlon club. But because of my daytime job and triathlon training I have never found time to fit in a relat...