Sissy Piercing Stories

26,755 results
Orientation
Length
Source
Infinite Scroll

Halloween Pool Party Pt. 04

by sissymissyct on Sep 14, 2017
Fetish

Monday morning I was awakened early by Miss Annie releasing the air from my plug and swiftly pulling it from my bottom. I cried out from being so crudely awakened from my slumber and that got me a quick but hard smack on my already bruised bottom. "Good morning Brenda, time to shower and get ready for a big day", she informed me. "Thank you Mistress" I answ...

AliExpress and Sissy Downfall Pt. 03

by His_fag_wife on Nov 2, 2017
Transsexuals & Crossdressers

Tim cupped Emma's arse cheek as they went into the hotel room, stroking her, sliding into the cleft of her cheeks, warming her up a little more, not that she needed it. Charlie didn't notice them come in at all. Not that she could really turn her head with the thick COCKWHORE collar padlocked tightly around her neck. The cords attached to the dildo were als...

Sissy Whore Ch. 03

by DebbieDublin on Mar 12, 2018
Transsexuals & Crossdressers

I woke to the sound of my cell phone vibrating in the other room. I had no idea how long I'd been asleep there on the bathroom floor. It was still daylight but I felt colder. Jumping up from the floor and running into my bedroom to reach the phone before it stopped ringing, I caught a glimpse of my ruined face in the mirror which was still stained with strea...

A Valentines Gift for My Lady

by sissymissyct on Sep 1, 2017
Fetish

Her long flowing chestnut brown hair mixed with my long brown hair as we passionately embraced on the king-size four poster bed. I would catch a glimpse or two as I peered up between kisses. Mostly I saw her bright red lips as they neared my pink painted lips. She nibbled gently on my soft lips before driving her tongue into my mouth. Kissing me deeply as th...

Internet Meeting

by Stillherer on Sep 16, 2017
Fetish

We met on the net. How modern. He was shy and nervous, very much like I was though if anything even more cautious. Being a closet cross dresser with a life outside my apartment door my main aim was discretion and major fear -- discovery. Charles appeared to be perfect for my yearning to fulfill my fantasies and spice up my solo adventures. We chatted online...

AliExpress and Sissy Downfall Pt. 06

by His_fag_wife on Mar 6, 2018
Transsexuals & Crossdressers

"Ok, now you've been fed, back in the chair and Candice will get your make up done, so that you are as pretty as you can be when you return to your Mistress and Master." "Get all that mess cleaned off her face please Candice and start making her up to look pretty." "Yes Miss Bell." Charlie got back in the chair and Candice prepared to make her look as pre...

Hero Losing Himself

by lol159 on Jan 8, 2019
BDSM

Since Mark was a kid he dreamt about being a hero. He wanted to be someone who did the job on his own. He wanted to be the macho just like his hero The Jaguar Man. He was the proudest man about himself. Having been grown up in an orphanage after his parents were both killed by a robber, he knew best that no kid deserved to lose his family. That's the reason...

Samantha Meets a Dom Master

by SamanthaSatine on Sep 16, 2017
Transsexuals & Crossdressers

A true story - I am the main character and all the various activities described were undertaken with my consent...no harm came to me in any way... ***** The date was fixed. The room was booked – neither of the willing parties could accommodate, a not unusual event in the world these two inhabited from time to time. The morning of their meet had now arriv...

The Dominatrix Order Pt. 04 Ch. 03 - Femdom

by Jwwsmith on Apr 23, 2019
Fetish

Sixteen days before the next supply of Medication 42 was due to be manufactured, General Callisto paid another visit to Femininus. Upon the General's arrival, she was nonplussed when she received an invitation to have drinks with Isabella at her castle. She arrived at Isabella's residence that morning, dressed in a modest black knee length dress. Servant Bul...

Your pet loves you.

by Orlog4 on Nov 2, 2018
Erotic Couplings

As your alarm clock rings, you grumble, but get up. You drag yourself to the bathroom for a quick shower and immediately after you put your clothes on. Your slave had washed and laid out your clothes for the day and they are still a little bit warm. You brush your teeth and your hair, wanting to look good when you are in class. For three years you have been...

Open in Reader