Tiny Dicked Sissy Stories

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Infinite Scroll

My Little Penis and Me Ch. 03

by mceh501 on Sep 13, 2017
Fetish

(((Note: All Characters in the following story are based on real people in my life, however it is not a true story. All the character's names are changed. All of the following characters are over 18. This story is about humiliation and a person with a Napoleon Complex, so to speak. If sph isn't your thing, move on.))) * It's been a few months since I lost...

Master Gene's Email Response

by sissysubTiffany on Jun 19, 2018
Transsexuals & Crossdressers

Back at home that night I kept thinking of what had transpired that morning with Master Gene while still wearing my cum stained panties as Master had told me I could only remove them to shower. Otherwise the pink thong panties that had been soaked in cum would remain on at all times until I was told I could switch to other panties of mine. Was this a sign Ma...

Mr Derrek

by Stillherer on Sep 16, 2017
Transsexuals & Crossdressers

The room is filled with the sounds of sex emanating from the wide screen tv. On screen a sylph of a gurl is on display all fours on a small low table surrounded by a sea of men in various stages of undress. The slim smooth skinned gurl is dressed in a short flared skirt that frames her sweet ass beautifully in layers of ruffles and lace with her pretty match...

Sissy Manners Classes Ch. 01

by fridaysissy on Sep 12, 2018
Transsexuals & Crossdressers

It was late night, I am 10 km away from my room waiting for sharing cab or auto service to reach my room at last I joined a sharing auto service with two members including me. The other passengers stop came early, and I remain alone in auto waiting for my stop to come. Driver said he is stopping the service and returning to his home and asked me to get down....

Mikey becomes Melodie Ch. 02

by tiffanyfoxe on Jul 14, 2020
Transgender & Crossdressers

I lay there under this incredibly beautiful fully transformed girly-boy, her lipstick covered lips still softly and tenderly kissing me, kissing my lipstick covered lips, my rouge covered cheeks, my eye shadow covered eyelids and my mascara coated lashes, showing how much she loved having me under her, her huge still hard cock buried deep inside my pussy/bot...

Ultimate Sissy Weekend Ch. 03

by SissyTwinkleToes on Jan 13, 2020
Transgender & Crossdressers

Before today, Susie had only ever spanked herself. Nothing could have prepared her for the 220 spanks she'd received earlier, her first serious sissy spanking. Still her butt burns, even in its new pink poofy diaper. And now it's joined by fresh welts and lines on her inner thighs from the cruel canings of the redhead's ruler, as she happily decorates the tw...

The Dominatrix Order Pt. 02 Ch. 03 - Romance

by Jwwsmith on Feb 12, 2019
Transgender & Crossdressers

The next afternoon, Johanna invited many of the Goddesses of the Council over for lunch. Much to everyone's surprise, Representative Pencalia arrived as an uninvited guest. Pomona prepared a fine meal as the Goddesses deliberated over various issues. Pomona was very accommodating to the guests, serving them tea and salad and shrimp. She even placed cloth nap...

Backstage Bang Ch. 1

by Macbang on Sep 12, 2017
Group Sex

Lisa couldn't believe the bastard was cheating on her, 36C-25-35, long black hair blue eyes and sex on her mind constantly. What more could a guy want? Well she'd show him; at the musicfest tonight she was gonna get fucked and make sure that cheating prick Jim knew about it. It shouldn't be hard she knew he'd be there. She wore a tiny pair of cutoffs that...

The Session

by davemacc65 on Sep 16, 2017
Transsexuals & Crossdressers

I arrive at the door of the hotel room, at the stated time. My feelings were mixed. Nervous, meeting you for the first time and excitement knowing that I would be in control of the situation, well at least for the moment. Just before the door opens I realise I will not recognise you! The only pictures I have seen of you, you are wearing a hood! The door open...

Clitty Transformation - One Month In

by DivinaTellsAll on Jan 1, 2019
BDSM

Exactly one month ago, on a cold Saturday night in Dallas, Madame Vega and Goddess Kimberly evaluated what I had previously referred to (my entire life), as my cock. This evaluation revealed what I already knew at heart. It was far too tiny and small to be used as a cock, or even considered a cock. I begged them to allow me to embark on a quest that would...