Category: sissy maid phonesex

Janine 1-844-332-2639 ext 462

I’m hosting a holiday party for all my good little sissy faggots.  Everyone deserves to celebrate this wonderful holiday season.  Especially faggots who crave getting on their knees for dick.  A party means fun for everyone all around.  You’ve worked hard all year long to hone those sissy skills.  So, now’s your chance to show them off and have some fun for yourself in the process.  I’ll get you prepared for the festivities with a sexy holiday outfit to show off your pretty sissy body.  Put on your red and green knee pads because you’re going to be on them for quite a while tonight.  I’ve invited a lot of cocks to play with you this evening.

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Janine 1-844-332-2639 ext 462

Mama’s little sissy slut deserves a little outing.  You’ve been such a good little girl.  Mama decided that you deserve a treat.  Where are we going today, you ask? Mama Janine set up a session at the local glory hole for my obedient sissy girl.  First, you must dress appropriately.  Something slutty and seductive is called for this outing.  I’m thinking something red, shiny, and tight.  Mama wants to show off all your little assets as we walk through the store to the back glory hole.  When the men see you, they’ll want to line up to take their turn.  So, my little sissy slut, you’re going to be very busy this afternoon.

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Stella 1-844-332-2639 ext 322

He was already there, kneeling in the center of the dark space. His back was too straight, his assigned sissy maid uniform too soft, too pink. This submissive, this sissy bitch, was waiting for me. I liked that I could feel his fear, even from across the floor. It was a good scent.

My heels clicked sharp and slow on the cement tiles. I walked a full circle around him, never touching, just watching the subtle way his whole body tensed and trembled. He kept his eyes locked on the floor, afraid to look at his mistress. Bon. Good manners are everything.

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Mistress Janine 1-844-332-2639 ext 462

Hey there faggot, I know what you’re craving.  You’re craving some of that chocolate dick, aren’t you?  It’s the contrast of your pale skin against his dark.  The thought of seeing that makes your little sissy button twitch.  There’s also something about the size difference between you and a big black stud.  Because not only is he much taller than you, but his dick puts that sissy button to complete shame.  But that’s why you’re here isn’t it?  You know his dick is far superior to yours.  So, you need to feel it sliding down your throat as you suck it the way it deserves.

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Sissy Mistress Janine 1-844-332-2639 ext 462

I identified him for what he truly was the moment I laid eyes upon him.  It existed in the sway of his hips, the delicate manner in which he held his hand out, and the soft, effeminate tone of his voice.  First, I let him know that I knew his secret even if he wasn’t aware of it himself.  Then I tucked his hand into the crook of my arm, patting it reassuringly.  I told him to put himself in my very capable hands.  His sissy training started right then and there.  When he didn’t put up even a little bit of resistance, I knew he was truly ready.

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Mistress Janine 1-844-332-2639 ext 462

The only way you’re getting into my panties, sissy, is my doing my laundry.  First, I’m going to dress you in a proper service outfit.  You’re destined to be my service sissy maid today.  Now that you’re dressed properly, you can start your chores.  Gather up all my dirty clothes and take them to the laundry room.  That’s a good girl.  Make sure you sway those sexy little hips as you walk from place to place.  It’s important to practice being alluring.  You won’t get a real man with unsexy hips.  When you lean over the edge of the washer, be sure that your skirt flips up to show off the panties you’re wearing.

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Tiny Tim

Posted 4 months ago by Writer

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Bethany 1844-33- CANDY ext 260

He was super embarrassed. Cheeks red, and flushed. I could tell he was a bit insecure when I approached him and casually asked to suck his cock. He was really cute, with eyes that glowed. He has these blue / ice colored eyes that seem to look right through you. Memorizing. Hypnotic. Tiny Tim.

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Mistress Janine 1-844-332-2639 ext 462

Confess to me, sissy.  Tell Mistress Janine exactly what you’re craving and need.  He came into my office with a shy look on his face.  I asked him to sit down.  Then I assured him my office was a safe place to admit his desires.  He leaned across my desk and whispered low and slow.  I crave dicks to suck.

I leaned back in my chair and smiled at him across the desk.  Then I told him he’d confessed to the right woman.  He’d complete his transformation into his true self with me.  I stood up and came around the desk to take his hand.

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sissy

Amber 1-844-332-2639 ext 404

My sissy, Stella. She keeps me constantly on my toes (and occasionally reaching for the headache medicine). Let’s be clear, I adore her. I truly do. But sometimes, dealing with her is an interesting process. Now, the allure of having a sissy is obvious, isn’t it? The delicate dresses, the painstakingly applied makeup and perfect hair, the eager-to-please attitude. It’s all very appealing, if you know what I mean. She’s a blank canvas ripe for artistic expression and lets me do anything and everything to her holes. And believe me, I’ve been expressing myself.

But here’s the kicker: my little darling? She’s still got a few…Um…Glitches in the system. There are days when she’s the epitome of feminine grace, fluttering around in fancy dresses and stockings and lace, batting her eyelashes with the precision of a seasoned professional. Then, BAM! Out comes the “boy voice.” You know, that deep, gravelly rumble that belongs on a construction site, not coming from a vision swathed in pink chiffon!

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Zesty Zoey 1-844-332-2639 Ext 403

Sweet Sissy Trainers!  Amber and I spent the day shopping together for silky, sexy, feminine lingerie.  We weren’t shopping for ourselves though.  We’d scheduled a date later in the day with our favorite Silky girl.  Silky never disappoints us and always proves to be the best girl in the universe.  I’d texted her to make sure that her legs were nice and smooth for the sissy pegging session we had planned.  It’s never fun trying to pull silk stocking up over prickly legs.  Our good girl immediately set to work making sure she was appropriately smooth and hairless in all the right places.

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