Sissy Piercing Stories

26,755 results
Orientation
Length
Source
Infinite Scroll

A Different Relationship Ch. 04

by Newbottombitch on Sep 14, 2017
Fetish

Chapter 4: There's someone else in my bed "To be honest honey, I really thought you would say you want another nipple piercing. You kind of surprised me with the navel. However, my mind was made up so I decided to go through with it. I hope you're not mad at me?" "No never. I was just... surprised that's all. And the navel piercing looks kind of girly don'...

How I Became Sissy Willow Ch. 03

by willow619 on Sep 12, 2017
Transsexuals & Crossdressers

I slept on the floor next to the bed that night, still in the lingerie and sundress I'd worn the day before. Fern and Jason, of course, slept together in the bed. As I drifted off to sleep I kept thinking about the events of the evening. I had been put in women's clothes by my wife, Fern after she found a magazine I forgot to hide. The magazine showed a tra...

Simon Sissy Slave Ch. 04

by Timewarp10 on Aug 20, 2019
BDSM

Simon staggered in for work the day after the slave auction, his body stiff and sore. Mr Berne and the others in the post room were shocked to see the sissy's bruised and lacerated buttocks. Barry's stiff cock betrayed his feelings; whipping and torture excited him. His sadistic nature relished the thought of thrashing Sissy senseless. Sissy was his fuck t...

Savannah's Hypnotic Socks Pt. 21

by Fibaro on Dec 24, 2019
BDSM

Chapter 25 After a few intense nerve wrecking minutes of waiting Roxanne felt a rather pleasant feeling much to her surprise. Someone was rubbing some kind of cream right above her pussy in circular motions. It felt rather pleasant yet at the same time it also felt so wrong and embarrassing. To make it worse she couldn't help herself from moaning around the...

Miss Guided Pt. 02

by MissMarianne on Mar 26, 2019
Transgender & Crossdressers

I arrived at Dr. Bill's office and he greeted me and we sat chit-chatting together for about ten minutes. Then, Charles and Emily arrived. Dr. Bill addressed us all. "I have read Dr. Price's diagnosis and report and I concur with her findings and recommendations. It's probably best that Dr. Price tell us about them herself. Dr. Em began saying, "Well, f...

Megan's Bitch

by magicrub on Sep 14, 2017
Fetish

"Why are your clothes still on?" demanded Megan as she smacked her bitch across the face. "I'm sorry Mistress..." bitch replied before being sharply smacked again. "I did not give you permission to speak bitch!" replied Megan. "Besides, a Mistress does not have a cock like this one! Does she slut?" "No Mistr..err Master?" replied the bitch, starring at t...

I Learned My Lesson Well Ch. 02

by Angelscuck on Sep 14, 2017
Transsexuals & Crossdressers

As I told you in part 1, Angel really taught me a lesson regarding cumming without her permission. I was so grateful that I hadn't lost her to a superior black stud, I was even afraid to masturbate to porn on the internet. We have two computers, hers and mine, next to each other in our office. She told me she had forwarded an email to me from one of her gi...

Sissy's Decline into a Slut Pt. 05

by Sissy_Chantel on Sep 16, 2017
Transsexuals & Crossdressers

Chapter Seven: I've been taken, Made into a Maid, Turned out as a Slut. Two days have passed by, it's Thursday morning. Today Master Gage and Master Martin are to arrive by 10:00am. I awake by 8:00am and my stomach is turning. I get up sit on the edge of my bed wearing my sleeping lingerie today it's a white satin full slip, white lace bra and satiny panty....

Maid on Boxing Day

by Belongs2Beth on Sep 14, 2017
BDSM

Authors note: This story is an immediate sequel to my first story "Carol's Christmas". The events of this story deal with the younger man named Marcus who Mrs. Carson initiated into the mysteries of sex and submission in "Carol's Christmas". * Marcus was sweating bullets as he rang the door. He burned for Mrs. Carson...Mistress Carol...and needed to be wi...

The Visitor Ch. 07

by Leanne_sissy on Sep 26, 2017
Transsexuals & Crossdressers

Thank you for all your support and comments on my story so far. ***** Whimpering, my face on fire, my body quivering in an almighty panic of humiliation, I had no choice, I needed something to hide behind, something to cover my glaring nudity with. I put on the flimsy sheer baby doll nightie and it's panties in a trembling nightmare of impending doom, the...