Category: humiliation

Sherry-1844-332-2639 ext 399

I turned the shower on so it could heat up as I unloaded my suitcase. As I got in the shower, enjoyed the warmth and just soaked it all in. I stayed in longer than I should have. I had to rush to get ready for dinner.

We had dinner delivered to my room as we went over the agenda. My boss and I sat on the couch while the CEO sat at the desk. I could feel everything was coming together as I planned. Continue reading “Chronicles of Sherry- Delivering Punishment -Part III” →

Sherry 1844-332-2639 ext 399

It’s been a bad week all the way around and I need some fun. I am tired of all the games they play. I need to clear my head. As I walked around the park I decided it was time for me to teach them a lesson they will not forget.

I ran home and got all dressed up. I know where they hang out so I decided I would wear a sexy sheer mini dress. It was green with halter spaghetti straps and the sides put together with metal sterling silver circles and my spiked heel ankle boots. My hair was all curly and sexy and I decided I would wear my glasses. I ordered an Uber to come get me.

Continue reading “Chronicles of Sherry Teaching Lessons Part I” →

Sawyer 1-844-33-CANDY ext 455

My last boyfriend and I had a pact. We only fooled around with other people when we were together. We loved threesomes and couple swaps. We been together for about 3 years and had a very fun and active sex life. It was heartbreaking when i discovered he was meeting with a girl from one of the couples we get with on the side, without me! Revenge was a must. I made some calls to his Dad, his step brother, and the girls boyfriend at the time. When he asked me if we could talk about it I told him when to come over and we would chat. Continue reading “Revenge Times Three” →

Miqala 844-332-2639

It’s time. No more excuses, no more hiding. It’s Confession Time Sissybois. I know you pretend to be manly. How do you do it? Do you have a blue collar job where you have to wear a hard hat? Do you dress up in expensive suits bossing others around? How do you hide the fact that you aren’t really a man? I’ll want to know so we can laugh at your pathetic attempts to come across as ‘normal’.

But you know that secret is eating up up inside. You need to tell someone. Not just anyone, but someone special. Someone who understands sissybois. I understand sissybois. I understand them very well.

Continue reading “Confession Time Sissybois” →

Sherry 1844-332-2639 ext 399

His hands grasped the side of my head intertwining with my hair, holding me in place as he began to violate my mouth.  I could feel his massive hardness pulsating inside my mouth.  With each stroke, I could feel the head of his cock swell inside me.  I knew he was going to erupt in my mouth.

Continue reading “Chronicles Of Sherry-Primed for Sin- Part IV” →

Sherry 1844-332-2639 ext 399

He slid my bathing suit off of me and pushed me onto the bed.  He spread my legs apart as he began his descent to kiss me once again so deeply probing his tongue around mine.  His mouth began to trickle down to my breast.  The moment I have been waiting for.

Continue reading “Chronicles of Sherry-Primed for Sin – Part III” →

bitch

Anna 844-332-2639 EXT. 203

Mommy Anna came home after a long day of having fun. She undressed and laid naked on her bed, waiting for her sissy bitch to arrive home. When he did, he peeked through her bedroom door, finding her sprawled out naked, as if waiting to get fucked.

Continue reading “Mommy’s Sissy Bitch” →

Sherry 1844-332-2639 ext 399

It was late at night when Daddy came into my room waking me up. He covered my mouth and told me not to make a sound. He kissed me and cupped my breast then whispered you will be daddy’s whore tonight. Your new nickname for Daddy is whore.

Continue reading “My New Nickname” →

Pretty Privilege

Mama Felicity 1844-332-2693 Ext 270

I assume everyone knows what pretty privilege is. It’s when good-looking people basically get a pass. They can do what they want when they want, simply because they were blessed with good looks. Oftentimes, this comes along with fame and fortune. Pretty people are always so popular because everyone either wants to be them, be friends with them, or fuck them.

WHILE all of this is true for my dumb diaper loser, She forgets that Mommy doesn’t give a fuck how cute she is. The whole world might swoon over this soggy idiot, but Mommy knows she belongs on her knees. Diapered and denied!

Continue reading “Pretty Privilege” →

paddling

Anna 844-332-2639 EXT. 203

Mommy Anna was doing some spring cleaning. She had taken out all the linens out of the closet when suddenly something heavy fell almost knocking her in the head, falling to the ground. It was a wooden paddle. Mommy Anna had forgotten all about this paddle. Seeing it, she remembered it hadn’t been used since it was applied to Ronnie’s older sisters’ behind.

Continue reading “Naughty Ronnie just can’t catch a break Pt 2.” →