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I don’t know about you, but I think they like being girls just a little too much.
Voluntary Bondage
Not the Opera Gloves!
Need More Ice!
The Wife’s Return
Sissy Stress: Possible Abandonment. It’s one of a sissy’s worst fears and greatest fantasies.
The Sting: Tiffany Never Stood a Chance.
Sucking Cock Better: It’s a Plus!
Sissy-Maids: Every wife should have one.
Not Her Type: At least he wasn’t. He is now.
Dear Diary I: Acceptance
Dear Diary III: Lessons Learned
Dear Diary IV: Graduation Day
Sissy Camp: Where Masculinity Dies a Horrible Death.
A Real Life Barbie! Damn! Why can’t this happen to me instead of this stupid jerk that can’t appreciate it! Oh… sorry… just a little rant there.
Surprise Buttsex!
Espionage: It’s not just for Femme Fatales anymore. Even a sisy-boi can be a Bond Girl these days!
Trapped and Trained: Can you be envious of a sissy like this? I think you can.
Vengeance Ain’t Yours: But the piercings are. It was a set-up you poor bastard! Enjoy that clit ring, Samantha.
Chastity: It’s what makes all the effort pay off in the end… Oh, that was punny!
So Sad: when a sissy-wanna-be just can’t make the grade. Always listen and follow the instructions of your trainer. They know best.
Reality Shift: What would your life be like if you’d only been born a woman?
Sissy Cuckolds: They take on the challenge of pleasuring your bull when you are preoccupied with other issues. All the more reason to make your hubbie into a sissy-cuck today!
Inevitable: Two cute and sexy smooth feminine girly-bois feminized by two best friends. It was only a matter of time.
Sister’s Lingerie: There’s just something magical about your sister’s lingerie, isn’t there. Well, Carlisle will soon have all the lingerie she could ever wear.
The Contest: Gosh! I just don’t know who to root for. Such frustration. *shudder* Delightful!
Satisfaction: Gotta get me some.
Acceptance: It’s usually better if you simply accept that you were born to be a caged sissy-boi for the rest of your life. Quit fighting against what nature made you. If you were meant to be musclebound and have a large cock then you would have
Dildo gags: One of the most insidious devices known to sissy-kind. Made to suck on a realistic rubber cock while fucking your mistress with the other end, and made to watch her take it only mere inches away. It gets you used to being under her and watchin
The Fluffing Maid: I can’t think of a more fulfilling job than to be a fluffing maid for a mistress, especially with one that shares the wealth.
Big Brothers: aren’t they simply the best sometimes?
High Heel Training: I think it’s best just to start off on the plug right away. It sets the pace for the rest of the training, and it feels great as well!
Surprise Buttsex: There are better ways to be introduced to the act, but there’s nothing more humiliating than having your wife arrange it with her bull.
Newlyweds: What every man needs is a woman that will does whatever it takes to nudge him in the right direction.
Just Accept It: You’re both fags. It’s nothing to be ashamed of.
The Beginning: This is how it all starts. One lackluster night and your masculinity is gone.
Seriously?: I mean, what the hell? You can’t expect a sexy redheaded femme-boi to not fuck your husband if you don’t give her some relief every now and again. That’s what milking is for. Come on Mom, you know better!
Domming From the Bottom: All she wanted was a few hours on the training horse and the fucking machine. Well, she got her wish.
Giving up: It’s best to know that your chastity device will never come off. Then you can be rational and accept that you’re going to be a girl forever and enjoy the experience.
Once You’ve Got a Taste: Being feminine is addictive. Once you’ve got the taste of the life it’s impossible to give it up.
Pop Quiz Hot Shot: You’ve just escaped your chastity after forever. You’re already femmed and look hot as fuck! So do you keep stroking or take a chance that you might experience your first anal orgasm with Big Jim. What do you do? WHAT DO
BBC: Now you too can have your cake and eat it too! Keep your sissy locked in firm chastity and not have to worry about stopping your seduction in order to fit a strap-on him for your pleasure!
Chastity: You’ll do virtually anything to cum… anything.
Intense: I think being stuck in chastity, feminized, and fucked with that strap-on she’s hiding between her legs would be qualified as intense. Don’t you?
Total Orgasm Control: It’s the only way to break through the masculine mindset. Pretty soon he’ll be begging you to sissify him.
I’d normally suggest a chastity cage, but you’re selling yourself, so that means the customer always gets what they want.
Nip that bad behavior in the bud with a nice confining chastity cage! Feminization is optional, but highly recommended just to cement who the boss is in the future relationship. .
Fulfilling a bet is one thing. Everyone would understand that. But voluntarily keeping yourself in chastity and staying feminized, and every single person out there knows it? Could you do that?
You really love the taste of cum, but you’d also love to be forced to be in chastity for another year! It’s an impossible decision!!!
They break so much quicker if they’re the ones asking for chastity instead of it being forced on them.
Reminding her of the rules: it’s always best to constantly remind your boi-toi about the rules in your relationship. You don’t want them slipping into bad old habits. Chastity cages are excellent tools to help.
Trust your mistress; she has your best interests at heart… and it’s best that you be stuck in chastity for the next five years. Although that clitty is very very cute.
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It’s Hump Day and Jessica has news about the Sissy Princess Patreon page!
Jessica Presley has a new video! Pink Chastity Release
Once a sissy understands her place she then knows where her clitty belongs… locked 4ever! ~ Sissy Princess on Patreon https://www.patreon.com/sissyprincess
trainingforsissies:You need to be trained Sissy Drool
