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As a bonus: start a Twitter account from day one and let everyone see how your sissy’s training is going. It’s a great way to receive ample volunteers when your sissy’s sexual training begins.
That many horny sissies in one place? They should have seen that one problem coming a mile away.
A Mistress’s work is never done.
Go on: get tempted.
She’s happy? She can’t even imagine how happy her sissy hubby is.
Maybe Kevin would enjoy it more if he help her get ready, dressing his wife up for the soul purpose of getting fucked by anyone that’s not him.
She could trade weeks off: one week a nice strap-on fucking by her and the next week with a real cock.
Lucky bitch. Some girls have all the fun.
Pre-cherry-popping pep rally.
Could I maybe get a complete list of those demerit rules? I want to make sure I don’t forget to break every single one of them.
Honey, I think she’s already figured out your fetish.
Super Sissy Slut: able to walk around in public without all the hangups of mortal men.
Toss out all those guy clothes and commit!
He’ll do absolutely anything to have just one orgasm, even if it means taking his new wife’s strapon up his sissy pussy.
I love it when they offer themselves up to me voluntarily. They’re so much more eager to do anything I tell them.
Once you’ve tried the really big cocks, nothing smaller really satisfies you anymore. Beware, little sissy. You’ll be craving giant cocks for the rest of your life!
There’s nothing like that first revelation when you’re absolutely certain that the man inside you is irrevocably lost.
Always reward your new sissy if she’s done something exceptional, but make sure it’s always in line with further feminization.
The best of both worlds! You get to watch your wife get satisfied at the same time your sissy pussy is getting the pounding of a lifetime.
Don’t worry; be happy!
Submit to your wife’s deepest desire for a sexy feminine pet. You’ll be glad you did!
Oh dear: another bimbo secretary. Pretty soon there won’t be any competent assistants anywhere!
‘Nuff said.
Lock that embarrassing clitty away! You’re ruining what is otherwise a super cute outfit!
Work hard for that money, honey. And for goodness sake, have a good time!
When women really understand, it’s a beautiful thing.
I love making all my boys lock themselves up voluntarily. It’s especially satisfying to watch their faces as I bring them down to the local bank and seal the key away in a safety deposit box. There may be a silent tear or two shed on the way home, but
Reblog for all your vanilla women out there. They need to think about the advantages and not just react stereotypically, mad that their bois got into their favorite lingerie. Their lives would be so much easier in the end.
Four easy steps and your life can be so much more comfortable with your very own sissy!
Nah, you guys don’t want to see that… right?
On the plus side, Bobbie gets to keep the purple dildo as a memento of his time spent in training.
Sometimes you just have to show them what they’re missing out on. Then they are putty to be shaped by your feminine hands.
Feminization is so much easier when the boy in question is very willing. Sometimes the right incentive will put your unwilling boyfriend in the mood of acceptance. Joining lesbians in a threesome almost always works.
Sure you can tie me up, baby. I trust you.
Hurry! So we can fill it with all sorts of things!
Perfection. Your boyfriends have this potential ladies. Why not start his training today? The world needs many many more sexy fem-bois like this one!!!
Who do you think swapped out your keys, honey? Your wife already knows, and she has a plan to keep you this way forever. Enjoy!
Why wait? We could get started on that training right now!
Someone’s in for a very fun evening!
The Upsides: it’s easy to calm a potential lover by listing all the advantages of having a t-girl as a girlfriend. Having your clitty locked up also helps keep them at ease, so always have that thing caged!
Sooo many possibilities. I can’t choose just one!
Definitely needs more high heels, but you’re on the right track!
Isn’t it so cute, the sexy submissive of the family trying to assert himself… er, herself.
Can you wait to have breasts like those?
Not even a sissy clitty? Hmm. That is a very pretty picture.
Totally helpless: are you brave enough to to do the same knowing that she could just laugh at you and leave it to you to get out of the situation you willingly put yourself in?
Go ahead and just start your own feminization like Caroline here. Everyone will see the real you and you won’t have to hide anymore! Of course there will be other issues to deal with, but at least you can deal with them as your true self.
I like option 2 the best.
Are you ready for the new laws that are going into effect this year? Girls, it’s time to think ahead and get a under-performing boyfriend under your thumb.
Throw away the key!
You never know who is watching, so make sure to always put on a great show!
Using a strap-on instead of your actual cock doesn’t make you any less of a man… Oh wait! Yes it does. Look on the bright side: if you’re her lesbian lover now, that means she’ll be using the strap-on on you too! YAY!
Listen to your girlfriend keyholder. She has your best interests at heart… and a raging desire to see how much of a slut she can make you into.
Wow! That’s so thoughtful of her. Isn’t she just the best!
Watch out or your fem-boi will be getting all the cock, leaving you with nothing but your hand, or maybe a nice dildo. That’s no fun. Make sure to invite more men next time!
I bet you can’t wait until you have the perfect, hair, and wearing the perfect dress, sporting a pair of perfect breasts, and taking that perfect strap-on in your eagerly perfect boi-pussy.
Perfection, just waiting for you.
A strap-on eh? Well, you really don’t need to be released if she has a strap-on.
Don’t pause. Don’t think about it. Just hand her the key to your cage, put on your lingerie, and set up that fucking machine. I have a feeling you’re in for a really long night.
Just imagine all the cum you’ll save by being locked up. You’ll have lots and lots for your feminization training.
