Category: humiliation

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.” →

Sherry 1844-332-2639 ext 399

After teasing my boyfriend throughout the day, I finally got him alone in his office. I sent him a racy photo to help him as I guided him to ecstasy. He told his secretary he was having a phone conference and not to disturb him as he locked his office door. I could tell he was so hard for me when he said hello.

Continue reading “Office Masturbation” →

Mommy's New Office Secretary

Mama Felicity 1844-332-2693 Ext 270

Awe shucks! My secretary quit on me at the last minute! I have an incredibly important board meeting with the founding female committee members today, and I will need a second pair of hands to take notes and keep everyone on task! As we all know, finding good help is near impossible these days, so I’m going to have to turn you, my little submissive loser, into my new office (sissy) secretary!

I’ll dress you in the whole nine: thick, suntan nude pantyhose, a pencil skirt, heels, of course, and a button-up blouse. A blonde wig so no one knows who you are and, of course, lots of makeup to define your feminine features. Hurry and get ready. You don’t want to be the reason we’re late to the meeting and then have to explain to the other ladies, do you?

Continue reading “Mommy’s New Office Secretary” →

sissy slut in training

Sabrina (844-332-2639) Ext 440

Sissification process begins

My sissy slut in training was getting dressed up to be used. I bought her a pretty sexy pink dress. She barely covered her ass as she bent over and touched her toes when commanded to do so. Continue reading “Sissy slut in training gets a surprise” →