Category: humiliation

Diana 1-844-332-2639 Ext. 248

When we first met, I had no idea that beneath your shy, reserved exterior hid the most deliciously debased, submissive little worm. At first, I thought it was cute how you blushed at the slightest compliment, how you stumbled over your words in my presence. But as I got to know you better, I realized that your meekness was not merely a charming facade – it was the very essence of who you are.

Oh, the things you make me do to get you even slightly aroused! The filthy names I have to call you, the degrading taunts I must whisper in your ear as I “accidentally” brush against your crotch. “Is that a roll of quarters in your pocket or are you just happy to see me?” I ask with a giggle, knowing full well it’s neither – it’s just your microscopic pecker twitching pathetically in its cage.

Continue reading “My Dearest, Most Pathetic of Boyfriends” →

Diana 1-844-332-2639 Ext. 248

I hope you’re feeling that delicious mixture of frustration and arousal, because I’ve got you locked up tight in that chastity cage, and I’m the only one who holds the key.

I know how much you crave release, how desperately you want to feel your cock throbbing and spurting as you reach the pinnacle of pleasure. But I’m the one who decides when – or even if – you get to experience that exquisite sensation.

Continue reading “I’m The Only One Who Holds The Key” →

panettone

Anna 844-332-2639 EXT. 203

Miss Anna was having company over for the weekend, and decided to prepare a full course meal. She even bought a panettone for coffee time with them. She slaved all morning and day in the kitchen making sure everything was perfect and cooked just right. Before her guests arrived naughy Ronnie asked if he could have a slice of panettone. But Mommy Anna said NO.

Continue reading “Don’t touch Mommy Anna’s cake” →

Mama Felicity 1844-332-2693 Ext 270

My friend’s son, Kevi, had been sick, and I knew he was staying home from school to recover. While his mom was at work and he was home all alone, I thought it would be nice of me to stop by with some homemade soup and other snacks to make him feel better.

I knocked on the door, but there was no answer; assuming he had earbuds in or something, I pushed on the door, and it opened easily. Quietly, in case he was sleeping, I placed the crockpot of soup on the counter and decided to check on him before slipping back out the door. A commotion sounded from the laundry room, so I headed in that direction before checking his bedroom. I’m not sure what I expected to see, really, but finding Kevi standing there in only a diaper, wasn’t it? He was shoving his comforter in the washing machine and having a hell of a time. His little crinkly butt wiggled side to side as he fought the massive bedding.

Continue reading “Laundry Day” →

dressing room

Anna 844-332-2639 EXT. 203

Miss Anna went shopping for a new wardrobe. It had been a while since she treated herself and so she decided she needed some new threads. She had the sales clerk, a young handsome man, follow her around as she piled every item that caught her eye into his hands, until he could barely see over the mounting pile which he carried to the dressing room for her.

Continue reading “Miss Anna and the store clerk” →

1844-33-CANDY EXT 423

I lean back on my velvet couch, the red fabric matching the crimson of my painted lips. My stilettos were kicked off somewhere, leaving only my long legs exposed in their black silk stockings. I tapped a manicured finger against my thigh, my wedding ring flashing in the light of my modern apartment.

“Come here, boy,” I ordered, my voice dripping with authority. “I’ve got a task for you.”

You hesitated, your hands clenched at your sides. “I’m not a boy,” you protested, your voice rough and masculine. You puffed out your chest, trying to appear more dominant than you felt. Continue reading “Just Suck My Cock” →

hostess'

Anna 844-332-2639 EXT. 203

Mommy Anna took her naughty boy over to visit family. On the drive there she warned him that better behave, use ALL the manners she taught him: please and thank you, don’t speak unless spoken to and ALWAYS ask for permission. The naughty boy recited every one of these things in the car as Mommy Anna looked at him in her rearview mirror. She looked at him with a smile, reassured.

Continue reading “Mommy Says” →

Diana 1-844-332-2639 Ext. 248

My sissy has been a naughty girl. He failed to complete his feminization tasks on time and tried to rush through them. Tsk tsk. Such a shame he couldn’t be a good slutty girl for me. Now, he must be strictly punished.

I’ve had this chastity device that was just begging to meet my sissy’s useless cock. It’s a snug stainless steel cage that will lock his pathetic prick up tight. No more cumming for him! He won’t feel a twinge of pleasure until I allow it. And given his recent misbehavior, that could be a long time coming.

I cuffed his wrists and bent him over my knee. “Count out loud sissy,” I demanded as I spanked his bouncy ass. “Count how bad a boy you’ve been!” The cage was attached as he wiggled and whimpered. “No cumming for you, you bad girl! Only Mistress Diana gets to decide when this useless thing comes out.” I gave him one last hard spank that made him yelp. Continue reading “Bad Sissy!” →

Sherry 1844-332-2639 ext 399

It’s late and it was a long day. A day full of meetings makes the mind go a little crazy. I needed to unwind and get rid of the day. I got home took a hot shower, got in my comfy clothes, poured a glass of wine, and crawled in bed with a good book.

As I was getting settled in for the night, the calls started coming in. Seriously just 15 minutes to myself is that asking to much? I sat there listening with my eyes closed because I knew my boss would be furious for not answering. And there he was, calling me so desperately. I closed my eyes and just focused. Oh, we know what you want. Your thoughts are so vivid for her.

Continue reading “Daddy’s Little Whore” →

Jade 1844-332-2639 ext 371

I drove around the city just thinking as I got control of myself. We will probably never see each other again. I finally told the taxi driver to take me home. Traffic was busy and congested as usual.

Finally home and time to relax. I fixed myself a glass of wine and changed into something comfortable. All of a sudden I heard a knock at my door and there he was standing.

Continue reading “The Strange Encounter III” →