Tag: #sissyphonesex

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.

Continue reading “Janine’s Service Sissy Maid” →

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 girl

Posted 5 months ago by Amber

sissy

Amber 1-844-332-2639 ext 404

I smirk as I walk into the bedroom, my sissy girl already waiting for me on the bed. She’s wearing a tight pink dress that barely covers her ass, and her long blonde hair is pulled up into pigtails. I can see the nervousness in her eyes, but there’s also a spark of excitement. She wants this, and I’m more than happy to oblige.

“You ready for this, sissy?” I ask, my voice dripping with amusement. She nods, her cheeks flushed. “Yes, Mistress.” I chuckle, walking over to the dresser where I keep my toys. I pick up the sleek, purple device and wave it in the air. “This little thing? It’s going to make you scream, like a sissy bitch.” She whimpers, her hands clutching the sheets. I can see the wetness already staining the crotch of her dress.

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Diana 1-844-332-2639 Ext. 248

I received the most interesting letter today from one of my favorite submissives! I hope you enjoy reading about how he craves being my sissyslut whore!

“My dear Mistress Diana,

I come to you today full of yearning and desperation. Beneath the façade of the strong, confident man I must be, a submissive, aching need has been growing and consuming me. I am so tired of always having to be in charge, of never being able to truly let go and surrender control. My job demands a leader, but my body and soul cry out to be led.

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Diana 1-844-332-2639 Ext. 248

My boyfriend Bob and I were dreaming of an epic vacation to Hawaii – thought we’d soak up the sun, sip Mai Tais, and fuck like a pair of honeymooners. It was going to be bliss!

But leave it to that dummy to go and mess things up for us. He got himself fired from his cushy office job. Can you believe it? I was furious! All my daydreams of palm trees and piggyback rides on the beach were dashed. So I decided to take matters into my own hands.

I had a plan – a deliciously wicked plan. Poor Bob was bewildered when I marched into the bedroom brandishing makeup, wigs, and a heap of slutty outfits. “What the hell is all this, babe?” he asked, eyes wide as saucers. I just smirked. “It’s time for you to pay for our trip, one way or another.”

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Sissy Goes For A Massage

Robotic Rita 1844-332-2639 Ext 413

My little closet sissy has been expressing how much he wants to branch out. He said he wanted his boundaries pushed just a little. So he could experience the thrill of almost exposure. I knew the best way to do this was to make him book a massage.

He scheduled it for this morning and came to tell me he was leaving. I clicked my teeth and told him to go back to the bedroom. When he asked why, I told him I had laid out what I expected him to wear to his appointment. His face instantly fell, but his cock jumped so hard I thought it’d bust through his jeans!

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Trinity 1-844-332-2639 ext 285

“Be a good sissy diaper boy and squat down! Fill up that diaper you bitch!” “Okay Madam Trini.” His filthy ass was so disgusting. I love humiliating my little sissy punk. We met about a year ago and at gay club downtown LA and it was love at first sight. They were having a lingerie party and he was that hottest sissy there. He wore a lace red robe with a red G-string that showed off his tight white ass. He wore red boots. His muscles were oiled down and sculpted to perfection. I’ve always been into white guys and he was the perfect type of sissy. I was set on taking him home with me and I got exactly what I wanted. He had a diaper fetish and I was more than happy to scratch the itch for him.

While he was filling up his diaper with chocolate pudding, I was face fucking him with my strap on.I wanted to see him gag! Throw up. “Suck this fucking cock sissy! You’re such a good boy. Make momma happy.” My little bitch love wearing all kinds of diapers. Luvs, Huggies, pampers, pull ups. You name it. After he was done Continue reading “Sissy Diaper Boy” →

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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1844-33-CANDY EXT 423

We walk into the shop, and I’m immediately hit with the scent of leather and rubber. The walls are lined with shelves filled with dildos, vibrators, and other sex toys. In the center of the room, there’s a display of lingerie and costumes.

“Wow, this place is huge,” you say, your eyes widening as you take in the selection. “Where do we even start?” Continue reading “Shopping With My Sissy” →