Sissy Humiliated Stories

21,486 results
Orientation
Length
Source
Infinite Scroll

Another Submissive Slut Ch. 09

by Stillherer on Sep 19, 2017
Transsexuals & Crossdressers

As I watched Teddy perform I absent mindedly sucked gently on the stiffing cock in my mouth. My head rested on the fat owners hairy gut as I nestled between his thighs. His hands stroked my hair and body leaving me tingling with arousal. My drug addled body quivered with anticipation as I hummed my building passion over the rigid man cock. Teddy was eying...

Intervention

by Angelscuck on Sep 13, 2017
Transsexuals & Crossdressers

My fiancée's girlfriends were becoming a little apprehensive about the changes Angel was exhibiting since we had started dating. They had noticed her attire had become much more suggestive, and her make up more severe. There were other changes too. She was now sporting a tattoo on her right shoulder, an angel/mermaid holding a heart with my name on it. Sh...

A Week End with Mistress Pt. 01

by gasissynora on Oct 16, 2018
Transgender & Crossdressers

Dear readers this is my first story and I hope you enjoy it. Your comments and suggests will be most helpful. I am planning on continuing the story if the feedback is positive. This story is based in part on facts and part on fiction. I will leave it to the reader to decide which is which. ***** We had just finished dinner and I was in the den getting rea...

Pictures of Change Ch. 01

by xXPrincessJessicaXx on Sep 17, 2017
BDSM

I wake up and open my eyes, as I open them I can see nothing only darkness. I blink a few times scared that I can't see but still nothing. I try to get up but find my arms are held tightly at an angle leaving me unable to move them as well. Repeating the same process with my legs I find I'm spread eagle somewhere, blind and unable to move. Thinking how I got...

Sissy's Decline into a Slut Pt. 04

by Sissy_Chantel on Sep 16, 2017
Transsexuals & Crossdressers

Chapter Six: Chantel's Decline is Achieved, Owned by a Black Master as his Sissy Maid and Slut. I cannot believe at what is happening to me here. Master named Gage is about to purchase me and place me into slavery as his sissy maid and sissy slut. I am near in panic, I want to run away, get into my car and drive for the safety of my home. But I know this wi...

Simon Sissy Slave Ch. 03

by Timewarp10 on Jul 30, 2019
BDSM

Mr Berne watched with satisfaction as the sissy paraded in the post room. Sissy walked gracefully in high heels. His ballet training made it easy. He knew how to walk like a woman. He had practiced, and he could walk with a book balanced on his head. It gave him poise, and the high heels gave elegance to his calves. The skirt was short enough to look slutty,...

Aztec Art - The Path to Submission Ch. 07

by Sputnik57 on Mar 20, 2018
BDSM

Lloyd had been treated to a gratuitous and well received whipping by Joyce, watched by Patti, Kay, and Maria, who noted the pleasing sign of a boning erection as his wife confirmed her new status as his owner, then was bundled into a walk-in wardrobe at Patti's house, trussed with his head down to await their further pleasure. He was not alone in the wardrob...

Cruise Ship Cuckold Ch. 08

by Angelscuck on Sep 14, 2017
Novels and Novellas

Story from Angel's point of view: My husband asked me to write this next installment due to the fact that he is a bit tied up at the moment. I am more than happy to tell you our story. As you may or may not remember, my husband and I were in the captain's wife's cabin with him and his nephew Daniel. We were there to pay up on the bet my husband lost to Ev...

Yes, Mommy Ch. 03

by searic on Sep 17, 2017
BDSM

Here is the third installment of a story of loving spouses, the husband a sissy submissive to his Mistress/Mommy. She has invited over a girlfriend to witness and perhaps participate in his humiliation and degradation. At the end of Part II, the women were on the couch and the little sissy was on the floor. He obeys his wife's command to beg. * "Oh, please...

From Husband to Man's Sissy Wife Ch. 03

by Pantypansy on Jul 15, 2019
Transgender & Crossdressers

'So how was it, sweetie,' Hamish asked me as I opened the door. I was still shivering with desire from licking up my wife's lover's cum off her huge, oiled tits in 'their' bedroom downstairs (actually my marital bed).. I felt a sudden wave of emotion, after being so overcome with desire to watch my wife's lover come all over her. I had helped him by pushing...