Sissy Bitch Stories

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Abuse my Sissy bitch

by Red10Dog on Mar 3, 2020
Fetish

This is a story from the sissy's wife. Telling you a story that happen a few weeks ago and it was orgasmic! So late one Saturday night I put my sissy bitch in a teddy, nylons, cock cage and a jeweled anal plug under his pants and shirt and headed out to the casino. I am not ready dress him out in public yet, but I am getting close. I decide to slut mysel...

The Awakening of a Sissy Pt. 09

by sissyjolie4u on Apr 13, 2020
Transgender & Crossdressers

Mistress Di pulled her car into her garage and instructed me that I was to immediately go prepare myself for the evening. "Remember to douche extra well for your evening time with Tim," she added. "Who knows what Tim might have planned for you tonight Jolie." She said that while winking at me. My mind was full of thoughts as I made my way to the bedroom. W...

My Neighbor is My Daddy Pt. 02

by sissyrulez on Jul 13, 2020
Fetish

(Continued from My Neighbor is My Daddy Pt. 01) I sat in my living room, covered in Daryl's cum. I really should say my Daddy's cum. I couldn't believe I had let this happen. God I'm such a little bitch. I'm Daryl's bitch. Daddy's bitch. I looked at the list he gave me. I needed to buy panties, a butt plug, and a dildo with balls and a suction cup. How am...

Doggy Style

by keptsissy on Sep 13, 2017
Fetish

I feel his middle finger slide up into my butt. He drives me crazy every time he does that. Each time is like the first time. It's the most erotic thing he does with me. It makes me hotter than when he fucks me, breeds me. I never get used to it. Every time he does this to me it's like the first time. He pushes his finger into me as far as it will go. He fe...

Jennifer Monroe & the Ladies Ch. 01

by corduroysissy on Dec 31, 2017
Transsexuals & Crossdressers

Jennifer Monroe & the Ladies -- Chapter one Jennifer held Debbie's hand as she led him down the stairs and into the finished basement. It was a large single room with a sofa, a few comfy chairs and a queen-sized bed at the far end. Seated on the sofa and chairs were five ladies, all of them dressed in corduroy outfits. Jennifer ignored them as she whisk...

England Pink

by Stillherer on Sep 16, 2017
Transsexuals & Crossdressers

Tanya knelt in the middle of the room rocking back on her haunches slightly stunned, struggling for breath. Cum. Cum coated her face. Cum dribbled from her mouth. Cum dripped from her chin. Cum. Cum slid down her forehead. Cum streaked her hair. She tasted cum. Breathed cum. Cum pooled in the cups of her pretty pink bra. Cum soaked her pink slip making it tr...

Sin of Vanity Ch. 01

by Belongs2Beth on Sep 12, 2017
BDSM

Author's Note: This story continues the story of Vance, Marcia's friend introduced in "Marcia Goes Back to School". I have made an effort to make sure that this chaptered story can be read as a stand-alone or as an episode in a continuing series of stories set in the fictional town of Torquay, Connecticut. Readers of my earlier works will be familiar with Mi...

Caught in Panties & Dominated Ch. 05

by Tracy69 on Dec 3, 2019
Transgender & Crossdressers

Cast Trace - me Tracy - me, dressed en Femme Rick - head of security at work, had just caught me masturbating at work, dressed as a woman Ken - my roommate Ok, ok, I hadn't mentioned this before, but my roommate Ken is gay. He would flirt with me from time to time, even hit on me, and I pretended to discourage him, but sometimes, late at night in my roo...

Helping Jess Pt. 05

by mski on Sep 25, 2017
BDSM

I slept well that Sunday night which surprised me, though I guess I was probably exhausted. I woke up with my normal hard-on a bit before 5am, well it would have been a hard-on but for the cage. My penis was certainly trying. I never found it an uncomfortable feeling, just frustrating that there is no ending and I could not jerk off, and now who knew what wa...

What Every Sissy Knows

by BelissimaSissy on Jul 31, 2018
Transsexuals & Crossdressers

Note: the following story is about 99% true with only minor embellishments. For example, there are no condoms in the story. In real life, protection is a must, but stories give us room to fantasize. Enjoy! ***** I was scared but it didn't matter. I pushed through it until my plump little dick poured out its hot seed onto my tummy. After that all I could he...