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Cutie Patootie Class Drain

Your ultimate and true sissification is of utmost importance. So shine those heels and tie that thong lace, it’s Training time!

Unhinged Roleplay

Let’s spin a scene like a movie, one that makes wetness and mass erections inevitable.

The Cuckquean Next Door

Hmmmnnnn…something about hearing, seeing and then tasting my boyfriend’s conquests on him. It isn’t cheating if I know…right?

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More from Evelyn

  • Cuckold Confessions Phone Sex

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    Cuckold Confessions: Watch, Worship, Obey

    A ritual of humiliation and control with Pet, where your shame becomes the sweetest offering.

    I like you nervous. I like you eager. I like the way your voice thins out when I say his name Pet. That’s the moment everything changes, isn’t it? When you understand this isn’t a fantasy you control. It’s mine.

    Pet is attentive, relentless, and perfectly trained. He knows my tone, my pace, my little tells. He knows when to smirk and when to look at you like you don’t belong. And that’s the thrill: you don’t. You’re here to watch. To burn. To learn how small you feel when I make you stand in the quiet and listen to the way I breathe for someone else.

    Cuckold humiliation phone fantasy — watch, worship, obey

    I take my time with you. I like the trembling, the swallowed apologies, the way you try to earn a place in a scene designed to leave you outside the door. I’ll tell Pet exactly what I want in a voice you wish was for you, and then I’ll ask you questions that sting. I want your answers honest and shaking. I want you to admit how long you’ve wanted this and how good it feels to be put in your place.

    Cuckold humiliation isn’t an insult to survive—it’s a devotion to savor. It’s ritual. The kneel. The nod. The “yes.” The tightening chest when I compare you. The heat in your face when I tell you to keep your hands by your sides and pay attention. You stand where I put you; you look when I allow it. That’s the pleasure—letting me carve the rules into you until obedience becomes relief.

    Pet loves this part. He loves the way I use your need as our backdrop. He loves the way you say thank you when I’m cruel. And I love how it changes you. How humiliation turns to hunger. How hunger turns to worship. How worship turns to silence when I raise one finger and you stop breathing for a beat, because my control tastes that good.

    Be a good listener and I’ll let you stay. Be a good boy and I might even say you did well.

  • Locked, Denied, Devoted — Locktober

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    Locked, Denied, Devoted — Locktober

    Thirty days of keys and cages—chastity, denial, and sissy obedience where every heartbeat asks for permission.

    October isn’t just costumes and candy. It’s Locktober—a ritual of surrender where control is given, not taken. Chastity becomes devotion; denial becomes worship. You ache while I smile, and every pulse reminds you who holds the key.

    Some of you are sissies in satin, trapped in lace and need, whispering for permission. Others are good boys, learning patience one long, slow day at a time. Different paths, same lesson: obedience. Freedom isn’t owed; it’s earned. Maybe.

    Locktober chastity and denial phone fantasy

    Locktober isn’t punishment, it’s art. The art of waiting. The thrill of being told not yet. The beauty of offering the key and finding out whether I’ll keep it… or make you beg for the sound of it turning.

    So tell me—are you brave enough to lock up for me? Or do I need to come find the key myself?