Category: sissy

Amber 1-844-332-2639 ext 404

When I first saw Chrissy, she was perched on a cracked vinyl chair in a downtown laundromat. Just a thin silhouette hunched over her laundry basket, waiting for the dryer to cycle. The dim fluorescent lights flickered above her, casting a sickly glow that made her skin look sickly and almost translucent.

“Hey,” I said, sliding onto the bench opposite her. “Are you okay?” She lifted her head, looking sad. “I’m Chrissy,” she whispered. “I’m just tired of being the joke everyone laughs at.” I studied her for a moment. “Why do you think you’re a joke, babe?” She sighed, as if she had explained this at least a hundred times before. “I know I’m not the kind of girl anyone wants. I’m so tired of being the ugly neighborhood sissy who only gets hit on during last call…But if someone could make me beautiful, like a girl that rich and successful men actually want…I’ll do anything.”

Continue reading “Sissy Chrissy Gets a Makeover” →

Julie 1-844-332-2639 Ext 453

“Dr. Julie, I need your help” were the first words out of her mouth. Then she went on to explain. It all started when she was a teenager. She would fantasize about hard cocks in sheer nude pantyhose, and it would get her so aroused. But she felt so ashamed and thought she must be weird. She had no idea that it was a fetish shared by many. As much as she tried to ignore and deny it, the thoughts kept coming back. And they got more intense as the years went on. She thought getting married would change everything but quite the opposite happened. The fetish went further. She started fantasizing about her husband in panties and lingerie too. Every time they were having sex, no matter how hard she would try to stay in the moment; her mind would drift away to thoughts of him in women’s garments. Then her voice got really quiet. She told me that she has another confession. I could tell she was really embarrassed by what she was getting ready to admit. She turned bright red as she told me that she would even love to fuck him with a strap on dildo.

Continue reading “Dr. Julie, I Need Your Help” →

Glory Hole Master

*LUCY* 844-332-2639 xxx- 221

We both know you love a good glory hole, but would you call yourself a glory hole master? Or do you need some help to reach that level? The truth is, you frequent the local glory hole even though you try to hide your cock sucking obsession. You don’t need to deny it with me.

Have you been thinking about going down to the local adult bookstore and sucking some cock? I honestly love that these glory holes masquerade as “bookstores”. It makes me laugh every time I see one of these bookstores with men walking out licking their lips. I’ll get you into one of those “bookstores” so we can start your training. You’ll be a glory hole master in no time.
Continue reading “Let Me Make You A Glory Hole Master” →

Rachel 1*844*332*2639 Ext 457

Danny was ready to become Danni. Danny was my curious panty boy friend in high school. I recently introduced him to Mr. Martin and they hit it off. I even helped teach Danny how to suck Mr. Martin’s dick and I helped Mr. Martin fuck Danny’s virgin asshole. But Danny was ready to take it a step further. He was ready to go full drag and surprise Mr. Martin. Danny already had beautiful blonde shoulder length hair. So all we needed was some make up and an outfit. At the lingerie store we picked out a beautiful purple lace teddy. He said that Mr. Martin told him that he looks great in purple. So we found a sparkly little purple dress and shoes to match. Then he wanted to find some purple metallic eyeshadow. We also got glittery blush for her cheeks, black eyeliner and mascara, and fuchsia lipstick and nail polish. Then I suddenly realized that she needed a mani pedi. So we found the perfect place and they used the fuchsia nail polish on her fingers and toes. It looked so good on her.

Continue reading “Danny Became Danni” →

sissy blog

Stella 1-844-332-2639 ext 322

He is my sissy. My apprentice. The canvas on which I will paint obedience. But he doesn’t quite know it yet. He stands in the hallway, trembling, clutching the thin, pastel cardigan I chose for him. His hair is slicked back in an artificial bob with the ends dyed a pastel pink that catches the light like bruised roses. He looks at me with a mixture of awe and terror, before his eyes dart to the leather cuffs hanging on the coat rack and the polished wooden bench where I will have him sit.

“Welcome, Alex,” I say, edged with authority. I watch the subtle shiver that ripples through his shoulders. He nods and whispers, “Yes, Mistress.” I guide him inside my apartment. The bench is already prepared. An ornate iron frame draped with a black silk sheet and a small brass bowl bearing a single, polished ruby at its center. I instruct him to strip. His hands trembled as he removes each piece of clothing until he stands there completely naked. I hand him a pair of thin lace panties and he looks at me, puzzled. “Put them on,” I say, calmly. “You’re a girl now.”

Continue reading “The canvas on which I will paint obedience.” →

 

Women's Clothing

Goddess Rita 1844-332-2639

Skirts, bras, panties, stockings… high heels. It’s time you stopped thinking of these things as “Women’s clothing.” They are for you, too. I mean, they come in your size and look so good on your body. If wearing panties under your work clothing makes you happy, why shouldn’t you wear them?

Don’t you feel more confident when soft, nylon stockings hug your every curve under a pair of your boring jeans?

Continue reading “Women’s Clothing” →

Boy

Anna 844-332-2639 EXT. 203

Miss Anna was walking home from the bodega with her arms full of bags. She balanced herself well in her heels still strutting down the sidewalk. Just as she almost reached home, one of her bags ripped, and her items spilled all onto the concrete.

Continue reading “Miss Anna and the Sissy Boy next door” →

Rachel 1*844*332*2639 Ext 457

I am still in shock over Mr. Martin’s confession. I’d already decided that I wasn’t going to tell him that Mrs. Martin had come into work. She’d found credit card receipts and suspected that he was having an affair. There was no way I could tell her that it was me, or that he also messed around with my uncle. But none of that even mattered anymore. He confessed that he wanted more. He wanted me to find him a young boy my age. Then he wanted me to teach him how to pleasure a man like Mr. Martin. Wow, it was all a lot to swallow. Pun intended, lol. But none the less, I was ready to find the perfect boy for him. And I knew deep down who that was. My friend from HS Danny. He had always been a curious panty boy. So I contacted him and sure enough he was on board with the plan.

When Danny got to my apartment, his apparent giddiness proved how excited he really was. I got him all dressed up in some of my lingerie. Then we heard a knock on the door. It was Mr. Martin.

Continue reading “Mr. Martin’s Confession Part 2” →

sissy task

Goddess Rita 1844-332-2639 Ext 413

“I can’t. Please, don’t make me.” Aaron whimpered as we walked through the mall towards the lingerie store. I inhaled deeply, annoyed by the whining. He’s been begging for a sissy task for so long. Claiming he’d do anything I asked of him, so … here we are.

My hand slipped into my pocket and rubbed the remote tucked inside. The remote in my hand controlled the G-spot toy plugged into his ass. My thumb turned the dial, making the plug hum inside of him. His knees buckled, and he grabbed my arm for support. “Oh, Goddess Rita, please. I changed my mind.” I brushed his hands off of me and nodded towards the bubble gum pink store. The look in my eyes was more than enough. Aaron straightened himself and walked in.

Continue reading “Sissy Task” →

Melanie 1-844-33-CANDY ext 463

The phone rang and I answered it. On the other line was Sissy Kitty who wanted a naughty spanky session. I set up the time and place and patiently waited for Kitty to come by. An hour later my doorbell rang, I answered, and we headed downstairs to play in my basement palace of toys and treats. Kitty was wearing a light pink tutu with a pink crop top, white nylon stockings, and no panties.

Kitty spun around to show me her whole outfit per my request, and I saw she wasn’t wearing any panties. I told her how naughty she was and already I was going to have to punish her. I had a small stock in the corner which was perfect for humiliating and punishing naughty sissies. Kitty put her head and hands in the holes and I locked it tight.

Continue reading “Sissy Kitty Gets a Spanky” →