Sissy Fired Stories

33,497 results
Orientation
Length
Source
Infinite Scroll

Pantsed

by grgy56 on Sep 14, 2017
Transsexuals & Crossdressers

"Hmmm! Not here." I was naked and looking for my sweats to wear around the house but obviously I forgotten where they were. They weren't in the wash basket or anywhere else I would have expected then to be. "What about the unexpected places?" I asked myself. "Lori is always taking my stuff." I started rifling through her dresser and came across a pair of d...

My Father, The Maid Ch. 03

by SissyOona on Dec 12, 2018
Transgender & Crossdressers

A Case Of The Mondays By Sissy Oona. Sleep came easy that night, I was frankly a bit worn out from the amazing sex we'd had. I was awoken by the door to the room opening and the click of heels on the wood floor. I cleared my weary eyes to see my father entering the room carrying the breakfast tray I had become accustomed to seeing in the morning. Noticing...

Evolution

by magmaman on Sep 17, 2017
Loving Wives

"So why do you bother to come in here if you aren't having fun?" A female voice asked me. I looked over, this wisp of a girl wearing very little had parked herself on the bar stool next to me. One of the dancers, I realized. I had seen her up on the stage minutes earlier. I didn't pay any attention, even damn near naked there was nothing about her that int...

Cuckbitch Pt. 01: Confession

by Satin_Dani on Jun 19, 2019
Fetish

"Good morning bitch," the text message woke me up. "Have as much fun as I did last night?" It was almost a rhetorical question, although I did have fun. Lucy is a senior officer in the Army. We met years ago in our formative years when I was still in the military. We became good friends and maintained the relationship over the years. We were like best buds:...

The Making of an Angel Pt. 04

by AngelLawrence on Aug 6, 2019
Transgender & Crossdressers

The story continues with the explanation of how I become a shemale slut. In the last episode I related how I lost my anal virginity to a stranger. All persons are over the age of 18. *** I got home to find thankfully my wife was still out. I stripped off my lingerie before jumping in the shower. My boi pussy was very tender and I gently slipped a fing...

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.....

The Last Range War

by Egmont0409 on Aug 31, 2017
Humor & Satire

A SATIRE, perhaps historically incorrect in places. INTRODUCTION In 1912 a rancher's son Lee Stanton, aged twenty-two who was heading home after failing final exams to qualify as a pastor, unintentionally started an escalating feud between the Stanton and Murphy families that probably was the last of the range wars. You won't find it in history books beca...

Kissing Crossdressers Pt. 01

by Candyboi on Sep 13, 2017
Transsexuals & Crossdressers

It started when Carla, my hot sexy wife went away on a spa break a few days with some of her girlfriends. Carla is 40 (I'm 48), has blonde hair, blue eyes, 34DD tits and a curvaceous ass. She works long hours in a busy office as a manager, I work in a local library and my job is far less stressful than hers. And her job has definitely taken its toll on our s...

Cockland Island Pt. 02

by Sissyhalo1 on Dec 3, 2019
Transgender & Crossdressers

I knew I was messed up in the head and didn't care. I knew I was getting brainwashed but didn't care the videos, the drugs, the sex. These nice, big, muscular, handsome guys were there eating with us as we shared a table and were being really nice to Jill and I. In my normal life people are just sorta nice, not nice in this way. It was kind of cool and y...

Casey's Submissive Journey Pt. 13

by corduroysissy on Aug 1, 2018
Transsexuals & Crossdressers

Since Susan had been treating him so nicely, Debbie suddenly felt a little strange when she abruptly walked out. Seeing the confusion on his face, Maxi said. "Don't worry Debbie she has things to do, she'll be back when she's ready to cum again." She slowly smiled. "Oh my, how amusing. Did you think you two were girlfriends now?" She chuckled. "Sorry siss...