Sissy Piercing Stories

26,755 results
Orientation
Length
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Infinite Scroll

Young Wife's Interracial Past

by Jbomb1717 on Sep 11, 2017
Interracial Love

Young Wife's Interracial Past and Current Needs Some of this story is actually real. I have a passion for this subject and really enjoy reading others stories so I thought I would try my hand at my first story. Please let me know your thoughts :D I have lots more to add to this story in upcoming parts. ***** Chapter 1: Learning the first experience M...

Ugly Duckling to Sissy Princess Ch. 03

by JHouston on Sep 18, 2017
Transsexuals & Crossdressers

(Continued from Part 2) Wow! The kiss! Wow! Before I knew it, I was sitting on Ted's lap straddling him and we were French kissing in the most passionate and intense kiss of my life! I don't even know how I got up here. Maybe I climbed on his lap or maybe he grabbed me and pulled me up here. I was in bliss! The kissing was so amazing that my whole body j...

Cuckolding Ricki

by mmms_ricki on Sep 17, 2017
Loving Wives

MMM's HotTub Party & Cuckolding ricki MMM had not been back to Oregon for over 8 months and was anxious to spend some time with her best girlfriend Jill and her significant other Roger. Mary was sure that Roger had a crush on her and was anxious to take things a little farther if Jill approved and Mary made the opportunity occur. MMM had been training her...

The Countess and the Contest

by darkheathyr on Sep 16, 2017
Transsexuals & Crossdressers

"Heathyr." The haunting, melodic tones of the Countess' voice rang out through the cold, silent house. Even after months in her service, I still couldn't get over the way the exquisite marble floors and twelve-foot arched ceilings managed to create seemingly impossible acoustics. It was as if the entire house was built to obey her beck and call -- which prob...

Sissy's First Trip Out

by thinksissy on Dec 24, 2019
Transgender & Crossdressers

*This is my first story so please comment as much as possible to let me know what you think. Thank you!* Kenny had always been obsessed with women's underwear. It all started out pretty innocently, well, as innocently as can be expected when masturbation is involved. He used to look through women's fashion catalogues and drool over the lingerie and bikini s...

Seducing Kevin Ch. 04

by Spango on Sep 14, 2020
Transgender & Crossdressers

Dear Internet, Oh. My. God. That kiss. Time seemed to stop while Kevin kissed me. The crowded dance floor melted away and there was just the two of us, in our own little bubble of space and time. The only thing that mattered was his lips pressed against mine. As his lips flowed into mine, it felt like we were melding into one person, one soul. I had read ab...

The Making of a Mistress Pt. 04

by EiryCGar on Jul 13, 2020
BDSM

Author's note: The saga of Mistress-in-Training Marie and her sissy Charles has reached the point of their marriage. After the ceremony, Marie achieves her ambition and becomes a hotwife, making Charles a cuckold in the process As in all my fictional stories, all characters are over the age of eighteen, and all sexual practices described are performed conse...

The Domme Diet Plan Pt. 01

by subm_atty on Sep 11, 2017
Fetish

Day 1—The Plan I have been fat as long as I can remember. I have tried various diets with no lasting success. Being uncomfortable with my body was probably one of the many factors that drew me into being a submissive. Two years ago, I met the Domme of my dreams. My Mistress was about 5'10" but towered well over 6' tall in the heels she usually wore. Her hai...

Hour

by DifferentBreed on Mar 18, 2020
Fetish

"I'll be back to pick you up in an hour... have fun!" Charlotte's voice trailed off as her car sped away, leaving Patrick trembling in underground parking garage, the brightly lit entrance to the mall beckoning. He turned slowly, a breeze slipping across his naked thighs. He stepped forward, his sheer pink thigh highs whispering against each other as the wi...

Big Black Cock: A Sissy Surprise

by silkstockingslover on Feb 13, 2018
Illustrated

Summary: A wife joins her husband as a slut for a teen BBC. Note: This is a 2018 Valentine's Day story so please vote. Note 2: Thanks to Tex Beethoven, thor_p, Robert and Wayne for editing this story. WARNING: If you hate gay stories, interracial submission, sissification (not a word I know) or cuckolding please don't read. If you do like those themes.....