Category: sissy maid phonesex

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 1 month 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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Halloween Sissy Costume Challenge

Robotic Rita 1844-332-2639 Ext 413

It’s the perfect time of year to expose you sissy bitches right out in the open with no one being any the wiser! Everyone thinks it’s “Just a costume,” not your fucked up, kinky fantasy. As the holiday approaches, it’s time to prepare. Call me so we can design the most outrageous sissy outfit for you to wear while attending Halloween parties with your friends.

I’m talking wigs, heels, stockings, and, of course, over-the-top makeup! It is Halloween, after all! The more like a sissy bimbo doll you look like, the happier I’ll be!

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Diana 1-844-332-2639 Ext. 248

As I glanced over at him, his gaze transfixed, I couldn’t help but smirk. I had been preparing for this moment—my secret plan to hypnotize him into becoming my sissy maid. The atmosphere crackled with anticipation as I quietly spoke the words that would send him into a blissful trance.

“Just relax… let everything else fade away,” I whispered, our eyes locked. The corners of my mouth twitched in mischief as I watched him let go, surrendering to my commands. It was time to indulge in a little fun, to explore this tantalizing dynamic between us.

With a gentle snap of my fingers, the room transformed. I brought out the cutest little maid outfit I had picked out just for him—tiny, frilly, and oh-so-revealing. I held it up, the fabric shimmering in the dim light, and he smiled obediently, blissfully unaware of just how flirty this was about to get.

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Miqala 844-844-332-2639 ext 447

Hello, sissy darlings. So, I had to fire my housekeeper, and I’ve decided that instead of hiring the same old/same old type of maid, I’m going to indulge my feminization fantasy. And that means I need a new sissy maid! Do you want to Be My New Sissy Maid?

I am very particular about my household cleaning, and because of that, I go through housecleaners rather quickly. It seems like this is the perfect opportunity to indulge my kinky side and get my house cleaned, too. So, do you think you have what it takes to wear that French maid costume and clean my house from top to bottom?

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