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Last Valentine’s Day, I brought three of my friends over and we all fucked Stacy’s (my then sissy-in-training) brains out. That day seemed to be the turning point for her, and a month later she was living as a woman 24/7.Make this Valentine’s Day
This is why training your husband to eat his own cum is an important step on the road to healthy cuckoldry.
A cute bra through a lace top, a tight skirt over a pad and tampon, you’re all girled up and ready fro your bondage training
I found this wonderful sissy training woman on the internet and she’s offering this great course on how to best turn you into the perfect woman’s bitch
Hi ladies, come on in and see my cross dressed husband who I have bound and gagged for the evening as part of his feminization training
Hi Mistress, I’m all dressed up in my seductress bad girl lingerie and I’m ready for my bondage training session.
Are you ready for your training to begin?
A very sexy submission for captioning from hourox9395.
I’d do it.(submission for caption/post)
“Watching her with another man”Fan submission for captioning… complete with a pretty fine derriere, I might add.
”Please turn this into a hotwife submission :) from biglightningplz.tumblr.com”Before and after of a submission & request for caption. Look at that face!… how could we resist?!
“My wife and I are experimenting with all kinds the prospect of a BBC gangbang. We’ve been to clubs with a lot of black males but have yet to have it happen. So please feel free to help us out with a hot caption. Thanks!”A before & after of
“My Chrissy, and her ex husband, Justin. Make a hot caption of how they got together after a long time, please”Absolutely! Hope you enjoy, and thanks for the submission!
“Sharing my sexy gf, please caption from madeskrimador”An amazingly sexy submission! Thanks!
”My wife being her sexy self for my friends. Can you caption this (;?”We’d be happy to! See before & after. :)
”Would love a Hotwife BJ fantasy caption for hubby, @myho , with his friends. It’d be great if you could storyboard this sequence of 3 pics, slowly revealing myself in front of them. Also, not into humiliation or anything like that. He just likes
You mean I get to shove the whole thing in?!
Sissy doubted his feminization training was working but the little sissy girl won’t when she sees this hehehe
freakden:Sissy Caption Training: Practice being a girl every chance you get. Practice makes perfect sissies!
The cuckold must obey the Alpha FemaleHe has been trained to suck
godessalexia: Yes sissy slut! My man will cum all over your face and you must walk around with it all day long.Whom would you like to meet on the way, and why? ;) xoxo, Godess Alexia!
ppsperv: Follow my tumblr—> Pretty Pink Sissy Perv
I don’t care that my train was two minutes early. You weren’t kneeling at the front door waiting for me naked. If you don’t want to sleep on the floor tonight, make sure you spank yourself very hard: and yes I will check. Caption Credit
Ok, your parents have left on the train. Normal service will be resumed. We’re going home. Your maid’s outfit is going on. So are the shackles. And you are getting the three maintenance spankings you missed while they were here. Caption
Oh dear honey, did you think you had the right to propose to me? And to spend that much money without my permission. I can see you’re going to need more intense training before I tell you we’re engaged. Caption Credit: Uxorious Husband
Ok, wedding’s over, time to get real. Your training as my slave husband begins now. Caption Credit: Uxorious Husband
Just checking… you haven’t completed the washing up, which was chore number 1 on your list? Apparently you’re right. You do need a very strict female to train you to be a good servant. Caption Credit: Uxorious Husband
Ok, wedding’s over, time to get real. Your training as my slave husband begins now. | Caption Credit: Uxorious Husband
Oh dear honey, did you think you had the right to propose to me? And to spend that much money without my permission. I can see you’re going to need more intense training before I tell you we’re engaged. | Caption Credit: Uxorious Husband
Ok, your parents have left on the train. Normal service will be resumed. We’re going home. Your maid’s outfit is going on. So are the shackles. And you are getting the three maintenance spankings you missed while they were here. | Caption
An Original Caption by Vithyrld: Train. You know, I am not super happy with this one. I think I may fix it tomorrow.
Threesome Thursday model caption request: The Goddesses are training your sissy ass to whore you out.
Hi! One caption request, if you don’t mind: a mistress playing some mindgames with his chastity toy slave. She orders him to beg for a release and then asks if it was for real or no. If it was for real, then the training is not going good and
You can support my captions by checking out my Chastity and Denial Books. Some are FREE to download.https://www.smashwords.com/profile/view/AerithLThank you<3
My Male Chastity and Lesbian Denial Books:(Most are currently 30% off)https://www.smashwords.com/profile/view/AerithLThank you for supporting my continued writing and captions. My new book is less than a month away.
My Male Chastity and Lesbian Denial Books - Most are currently 30% offhttps://www.smashwords.com/profile/view/AerithLThank you for supporting my continued writing and captions. My NEW Chastity book should be done before May.
My Male Chastity and Lesbian Denial Books - Most are currently 30% offhttps://www.smashwords.com/profile/view/AerithLThank you for supporting my continued writing and captions. My NEW Chastity book should be PUBLISHED in early May.
I need a break from writing captions.Check out my books in the meantime. You can download and read big portions of them for FREE.https://www.smashwords.com/profile/view/AerithL
If you enjoy my captions, check out my Male Chastity and Lesbian Denial Books:https://www.smashwords.com/profile/view/AerithLRead big chunks of them for FREE.
Just found your page and i love the captions! Any chance you could do an olivia wide caption? Thanks
Could you do a permanent chastity caption with Jennifer Aniston please with her long legs
Hello can you do a caption with Ariel Winter where she has two boys in chastity? The are at the University and explains them that only one of them can have a release per year, who has better notes at the end of course. Thanks!!
Sissy Caption – On the Job Training
Wowsy @jenniesissy creates amazing sissy captions!
Human resources are a bit different at a small female led company.Often the same person must fill several jobs. You notice I am not just payroll, HR and Admin; I also am training and discipline.Please remove my heels and give my feet a nice rub.No you
I have not liked our arguments lately.For the health of our relationship I am going to take control of this.I will use the ropes at first because you obviously do not have enough self control.After enough time and training I hope I will be able to whip
Oh yes!Amy told me your training had made progress. But this, oh my God.You are never getting out of that chastity cage again.
I don’t care that my train was two minutes early. You weren’t kneeling at the front door waiting for me naked. If you don’t want to sleep on the floor tonight, make sure you spank yourself very hard: and yes I will check. | Caption Credit:
flr-captions: Ok, your parents have left on the train. Normal service will be resumed. We’re going home. Your maid’s outfit is going on. So are the shackles. And you are getting the three maintenance spankings you missed while they were here.
If you enjoy my captions, check out my Male Chastity and Lesbian Denial Books:https://www.smashwords.com/profile/view/AerithLRead big chunks of them for FREE. <3
letmeout11: keptinchastity: I guess she’s getting serious about my chastity training. Can’t help it http://chastity-captions.tumblr.com
her-sissy-in-training: Yes goddess! Http://chastity-captions.tumblr.com
not4davey: New Mistress Training Guide: Lesson #275If you chose to allow your chastity slave to view porn, occasionally check on him to ensure he is not attempting to shake his cock cage for masturbatory stimulation. http://chastity-captions.tumblr.com
