Anal Sissy Training

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I’ve allowed you to see to your own “personal grooming” for a while now. Of course, when you were first informed that you were to remove all your offensive hair around your clit and surrounding area, you whined and cried about it. You didn’t realize that this was the first step in your sissy anal training.
You’d be surprised what a little “attitude adjustment therapy” can do to change one’s perspective. Especially one that includes a thick gag, a much-needed paddling, and much to your panicked surprise, a thick slathering of Ben Gay over said area whilst firmly restrained.
But now I think you’re ready for the next level – shaving will no longer be sufficient. Time to introduce you to waxing. And yes, I’m talking about getting your sissy fuck hole waxed clean and smooth as glass.
Your cries and whimpers fall on deaf ears, as you try and squirm against your restraints (reducing your ability to tuck tail and run). But all your hemming and hawing is for naught. In the end, you’re smooth as a piglet’s ass. That’s when you think you can finally breathe a sigh of relief… Silly Sissy!! This is just the next step to your sissy anal training.
We easily restrain you into position. Doing so forces your legs into place. More importantly, the position leaves you splayed out for all to see your newly waxed pussy. That’s when you notice what else I’m doing. You go wide-eyed at the enema bag I’m putting into position. I smile a wicked little smile when I see your eyes fixated on the bag. That’s when I inform you that it is used in preparation for your sissy anal training (anal training you think?).
I further explain that all sissy whores are cleaned as well as waxed. At the same time, I proceed to insert the nozzle into your sissy cunt. The enema itself isn’t so bad since I’ve insisted on them from time to time. You give in to the familiar sensation of the enema doing its work.
Once you’ve been unbound and allowed to expel the contents of your bowels, you notice that not just me, but all my friends are nude with the except for our panties. You take a moment to enjoy the view – a SECRET panty loving sissy your not, lol.
Unfortunately this time, over the top of our panties we each are sporting a harness with varying sizes and girths of strap-on dildos. Realization washes over you. This is truly going to happen. I glance over at you with a wicked little smile growing across my face.
I take a moment to take in the sight before me, as well as all my lady friends. You bent and bound over the spanking bench, your freshly waxed and cleaned sissy pussy displayed wide and high for all to see… and use. You hear us discuss among ourselves how much we think you can take, and how you’ll respond to some possible forced-bi play, lol.
Do you recognize yourself in my little story? Are you in desperate need of some sissy anal training, not to mention a heavy dose of humiliation phone sex ? Then you need to call my phone sex hotline straight away.
Your Sissy Anal Training starts today.
Your Free Sex Story & Sissy Anal Training Guru,
***Want to read more of my free sex stories? Then click my name below!!***
Bridgette has always adored fetish play and finds them so erotically fascinating and just plain HOT. Being raised in a highly sexually curious environment, Bridgette has always thought that sexual awareness should begin at home. To that endeavor, she has sought to quench her thirst and appetites for not just fetishes, but for incestuous play as well. Being a phone sex MILF and Mommy has been one of the best ways to sate those desires. Bridgette was also introduced to the AB/DL world many years ago, and has been an AB/DL Phone Mommy for many years now as well.
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2017-05-28 18:13:56

An anal sissy training video with lots of tgirls sucking and getting fucked by hard cocks, with audio hypnosis.

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anal , butt , compilation , cum , Fucking , fucking machine

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Amateur , Cum , Fucking , HD , Instructional , Movies , Sissy Training , Sissygasm , Tgirls

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Beginning of dialog window. Escape will cancel and close the window.
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i remeber seeing this on pornhub ages ago thanks for uploading it thought it had been lost
Fuck this was sooo good. My legs were so weak after this hehe
Love seeing all those Sissygasms at the end!
Meth head cross dresser loves hard core cock . michellenickles678@yahoo.com
does someone know who is the girl in 00:06 ???
Used a really girthy dildo through this entire training. I was gaping so much you could have driven a truck into me. Great video...gave me a lot of pleasure.
Can’t wait to use for my anal training tonight!!!
I live in the netherlands and i need a bbc
I want a big, hard cock deep inside my ass right now
Mmm......love the slutty beats she has under her instructions! Love timing my finger/dildo pumps to the beat! And it is SOOOO erotic to squirt my cummies to the beat, too!
I get my asspussy fucked almost daily. Im a closet sissy slave. I like being used and abused. Really want to be abused in public.
Less dildo action more fucking it started off good
any name about the goddess at 8:00 and 9:00 ???
wich to see more vid of her.
The chick at 12secs in. I’ve seen her a lot but always the same clip. Anyone no her name? I’d love to get more acquainted.
Watching the video while I am in chastity and fucking myself with a dildo, I admit that I am guilty of everything the video says.
All these sissy hole make me hungry and makes my alpha cock hard. I need my own sissy dominate
I will suck some cock for the songs name
I Loved this video so much I fucked my HOLE through the entire Video and I squirted my cum all over the place and then I ate it all!
GREAT ANAL TRAINER, pre pandemic world I would always do some sort of anal trainer the night before going out to find "a dick" so I would be all stretched out and ready to play the next day.
I love getting pumped by big dicks. I know an older guy with a big dick who comes over and fucks me whenever he's horny.

That's how i love to open my sissy pussy, thanks sissycara for another greatvideo. Kisses*
essential viewing, THANKS! very SEXY,
Who's the girl riding the big horse dildo? I really like her!
Amazingly fun! I love it.. need someone to help me along with it some time!
I have became sissy whore...after watching this video...thank you..❣️
Thank you so much for this video. I did exactly what to do and became a anal cuming sissy whore. I love it!
I can't become hard because the HRT, but i'm extremely excited...

I love this.
Turn me into the perfect fuck hole!
0:53 to 0:57 who the hell is that? want to fuck & suck her so bad
mmmmm luv to play like thisss makes me leak soooo much
Train me to be your anal bitch
This will be daily for me
This vid is so hot, I had to ride my large 3 bumps dildo, then my lovers cock sized dildo, then my long dong silver all in the shower. Ran out of hot water and just kept riding and jerking until I filled the shot glass and gulped it down before my cock lost rigidity.... mmmmmm, glad my boyfriend is coming over soon to load my mouth and ass with jizz ;+}
watch this and followed along 4 times last night my pussy is still gapping tonight
320+ strokes because you’re worth it
once again I have finished watching and training my hole like on this vid
Good exercises as well. Needing more. Thinking tomorrow i can plan for better
Who is that at 8:56? I love it! I need to know who it is!
Yes, love following like the sissy i am! Great video,
love to follow along to these kind of videos makes me such a slutty sissy gurl
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Home - Cuckold Guides - My Step-By-Step Sissy Training Guide
I want this to be a resource list and an advice guide for all practicing and wannabe sissies. We have welcomed back a regular sharer on our blog who is going to walk you through the most vital steps in becoming a sissy and femme. She is an incredible woman with a soft spot for sissies, so whether you’re a sissy reading this looking for advice or a partner training up their slutty sissy, this is the place to be.
Before you read on don’t forget to check out our membership , it’s filled with advice, cuckold/hotwives hot stories, cuckold erotic videos, hotwife text conversations and you would be supporting us and our mission to empower cucks, sissies, hotwives and bulls across the globe. Have fun! Jack and Sarah <3
I’m Femdom Queen , I converted my completely straight husband and turned him into a real-life cum loving slutty sissy . He went from never sucking a dick, to having his first creampie within a few short months. He now has a new name, Cindy, and he has come along leaps and bounds since we first started our sissy training and he has surprised even himself.
I wanted to explain to you and guide you on exactly how I converted my husband into a sissy and the steps you can take yourself or on your partner too. If you have any questions leave them in the comment section down below and I will get back to you asap.
I am going to be showing you exactly how things are going to go down as you convert yourself or your partner into a sissy.
So, what does our sissification schedule look like
Gaining female traits – this is the art of convincing yourself and others that you are femme. These start pretty simple and can get harder as they go on.
Slutting up – Learn how to be slutty and become the ultimate cum-guzzling sissy. This isn’t just in the bedroom but learning how to ooze this type of trait at all times.
Getting comfy – Ideally, you need to learn how to get comfy around cocks, cum, and any sexual situation you find yourself in.
Anal training – Training your ass to cum, take cock, and be the ass pussy we all know that it is.
Sissy lock-up – Cock cages are so important, not only do they deny you pleasure but th
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