Sissy Tattoo Stories

17,774 results
Orientation
Length
Source
Infinite Scroll

A Cuckold, Two Blondes, and BBC

by geronimo_appleby on Apr 3, 2019
Novels and Novellas

Okay, a word of warning from the off -- if you're going to be offended by a white cuck husband whose wife gives herself to a group of black men, don't read this piece. If a scene that features black men impregnating white women turns you into a seething ball of outrage, don't read this piece. If you're going to get all snarled up with hate at descriptions of...

Red Pt. 03

by aausaheb on Jan 8, 2018
Transsexuals & Crossdressers

*Sometimes our heart reacts in ways we would have never imagined. Certain keys unlock certain lockers in our brain, which we never knew existed, and new caves reveal themselves; caves that are waiting to be explored. This is a continuation of the adventure Avi wanted to go on but has now gotten Shana interested and excited. To see how the unknown winds drag...

High School Dilemma Ch. 01

by LaurenWestley on Sep 15, 2017
Transsexuals & Crossdressers

I should have known better. It was such a stupid thing and it didn't even work out. Here I was graduating from High School. I had just turned eighteen and it was the last week of school. How could I have done it? Why did I take the chance? Kelly was probably the prettiest girl in school. Her hair was long and blond. Not much different then mine. Actually we...

Feminizing First Step Ch. 03

by antares34 on Oct 21, 2019
Transgender & Crossdressers

(All characters are age 18+) *** I felt like I was losing control. My body and mind were becoming less and less masculine with every passing day. And I was secretly ENJOYING it. I couldn't help myself. Every time I looked in the mirror, I found myself loving the ever-changing reflection. First, my dyed pixie haircut. Then, my bikinis. Then, my nose, ear, a...

Mistress Chronicles Ch. 04

by MistressMtoyou on Sep 25, 2017
Fetish

Background: The next three stories involve my only long-term on-line subject who I have named Nancy. This subject passed all of the tests I described in story two ("A Few Good Subs"), but before we were able to arrange an in-person session, he was offered a job in a town a great distance away, precluding any in-person meets. We agreed to continue training...

Please Take Baby Steps

by bawdybloke on Sep 15, 2017
Humor & Satire

She sighed at me, perusing my choice of items from the sex exhibition in the paper bag. "Why?" "Because they are all awesome," I cried excitedly. "I've read about this and ..." "Yes, I know you've read about it," my lover muttered calmly and ran her hands through her flowing red hair. "We discussed this and ..." "Come sit down," she cooed, calmly. I felt...

Feminized by a Black Thug

by Tinydickthongboy88 on Sep 25, 2017
Transsexuals & Crossdressers

I had been with my girlfriend since college. Somehow despite being a buxom blond she didn't mind my less than average size member or my slight slim stature, we're almost the same size. We were taking a big step now that we'd graduated, we decided to move in together. My girlfriend, Katy's parents gave her their condo in the north side of Chicago. The place w...

Annie's Tits

by Just Plain Bob on Sep 14, 2017
Loving Wives

It was supposed to be a joke. Every year, a couple of months ahead of time, my wife will ask me what I want for my birthday, or for Christmas, or our anniversary. Every year she gets the same answer, "I don't know. Whatever is fine by me." This has gone on for twenty years now and it's always the same, it has never, ever changed. One day we were sitting in o...

My First... Turned Me Fabulous!

by BerkeleyJanine on Sep 16, 2017
First Time

I'm lying in the bed of a man who picked me up outside a gay bar a few hours ago, listening to the sounds of his gentle, contented sleep. Contented from my having given him delicious head, contented from having fucked me with my stockinged legs wrapped around his shoulders. I'm lying here, looking at the trail of clothing that marks our evening: my strap-y h...

Night With Chantz Fortune

by lilguy on Sep 26, 2017
BDSM

(pardon the short intro. This will get longer in the next choice) (also to see what the girls looks lik go here http://www.niteflirt.com/Mistress+Chantz+Fortune ) You had a won a contest to spend the night with Chantz Fortune. She was the star of the movies Boss Bitches 8,9 and 10. Chantz was know as the strap-on mistress. She would use this big strap-on on...

Open in Reader