My Sissy Fantasies

A window into my sissy thoughts

[sissyforhose]

The humiliation is deliciously never ending!

[kink-heaven]

For almost three months Caprice held out, but after last week when her Mistress activated the tease functions that kept her buzzing with need constantly she finally gave in. The rules were simple; for every man Caprice condemns to permanent chastity, willingly or otherwise, she'll be allowed to orgasm once. It seems cruel, knowing the hellish torment they'll be enduring and that as her Mistress hates the thought of men cumming they'll have no way out, but she's just so damn horny!

You were her first call. An old friend from college, she knew you always had a crush on her and would do anything she asked. She'll make you cum a few times with her mouth first of course, really give you a night to remember, before caging you in the morning and handing over the keys to her Mistress so she can finally get a little relief.

[pinknumber5]

[sophiegracesblog]

Hey cutie!! 💖💖💖

[sophiaspostsblogs]

Text me right away if you’re submissive and you’re ready to be owned

[femtg00]

Idk why but i really want to do that, should i?

[alwayscute]

[asissycalledpoppy]

🥰🥰

[sassyjazmin]

Gonna try this today!

[top-sissy-bbc]

[alwayscute]

[caitlinracheljones-deactivated2]

[keylinc]

“No you’re not taking one little bit of your feminine attire off today my sweet boyfriend. Your are dressed up as a woman in public having a cappuccino with me. Maybe best your quit fighting it and start to focus on more on your feminine movements and your voice if you hope to survive the day with me dressed enfemme!”

[kristalinia]

[erik-thegrey-deactivated2024020]

[asissycalledpoppy]

[charliechastity]

Clearly signal there's no escape by referring to day 6 as "nearly a week." You can let him think that's what you're aiming for, sure. The important thing is that this is where his identity becomes more malleable. You can change him. Maybe you've enjoyed some oral. Now is the time to train you. You can suffocate him until he gets it right, too. This is the closest thing to sex he's had, and it's all he's been thinking about. He'll make it as good as he can. Instruct him. Day 7. It's a power move even if you do nothing but enjoy his suffering. But I say go big. Fuck him with a strap-on. Show him off to a friend. Or masturbate while he watches, helpless. Just don't forget how fertile his mind is now for YOUR fantasies. Chastity's his; what's he done for you? A little whisper goes a long way down into his psyche now.

Day 8 begins my favorite time. It hadn't really sunk in before, how trapped he is. How you own him. Degrade him. Do things to him now he'd never have taken before. He might object, but in spite of himself, he'll find it hot now. Twist his fantasies to your liking. Break him if you like. Now mix it up a little. Tell him what a good boy he's being in chastity. Explain how he needs this. Really kick Stockholm Syndrome into gear by being sweet. He wanted this chastity fantasy, remember? Asked for it. You're just his hot, kinky girlfriend playing her part for him. Make it to day 10, and you've done it. All that other stuff along the way is good, too, but just getting here takes it to another level. You see, his body starts to adjust to the torment of his cage. If it hasn't happened already, Day 10 is when his brain recognizes that he's maintained this energized, horny state, and says, "This is good. This is right!" Now he's hooked! Needs that cage! He'll beg to stay in. After you release him, he'll long for the buzzy feeling. Short lockups aren't enough now. You've won.

[embraceyourinnersissy]

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