Sissified Stories

213 results
Orientation
Length
Source
Infinite Scroll

Teased, Denied and Sissified Ch. 02

by subbieman on Sep 12, 2017
BDSM

I woke the next morning to a kiss on the cheek, "Hey sweetie, I'm heading into work early. I left a little note for you on your dresser. See you tonight at the mall." Opening my eyes I watched Ashley walk out of the bedroom and leave for work. I wiped the sleep out of my eyes and realized I was still wearing her panties. Did last night really happen? I rol...

Jerkboy Life Ch. 03

by stratoblaster on Sep 19, 2017
Exhibitionist & Voyeur

Perhaps read at least the previous chapter for full effect, but as a stand-alone here's all you need to know: Wife's mom and sister have some fun messing with jerkboy hubby's head while wifey's off getting laid. Enjoy the smut! **** "How come I'm not getting fucked like that?" My wife, Sarah, and I were playfully chatting about what happened at her mothe...

The Club

by drsalt on Sep 17, 2017
BDSM

The door closed quietly behind him. His wife's hand gripped his tightly. They were both nervous. A door across the room opened and a woman emerged, dark-haired, tall and dressed in a tight black body thong. In her hand was a short flail dangling fifteen or twenty tails. "Hello, I'm Samantha.You must be the Lawrence's?" she asked pleasantly. They shook hands...

Going Gurly Ch. 01: Cara's Clitty

by anna_subCD on Sep 16, 2017
Transsexuals & Crossdressers

My stories are all true recollections of events from my life, as accurately as I can remember them, with two exceptions: 1. The names of my partners have been changed for their privacy; and 2. I have omitted any references to safe sex, because reading about people fiddling about with condoms is not to my mind very sexy, and in stories you don't need to be...

The Ex's New Toy Pt. 02

by Urtoy2be on Sep 15, 2017
Fetish

Dearest Dana, I am writing to talk to you about things that I am unable to say to you face to face. I want to go back to when we were still married and come all the way up to current date. Maybe you will, hopefully, like what I have to say. Maybe we can come to an agreement/arrangement that could be mutually beneficial and satisfying to everyone involved....

Teased, Denied and Sissified Ch. 03

by subbieman on Sep 12, 2017
Fetish

About a week passed since Ashley discovered my little panty fetish which was followed by our shopping trip. I was wearing panties daily and had found a couple bras that didn't show through my dress shirt at work. I started to grow quite used to, and fond of, wearing bra and panties everyday and mentioned as much to Ashley. "I thought you would," she smiled...

Humiliated Sissy Husband Ch. 04

by rik581 on Oct 9, 2017
Transsexuals & Crossdressers

"A Second Helping" "Come along now Max, the guys will be here soon. You still have chores to do first before we are ready," Tonya called out from the open motel room door. The door was wide open as she waited for Max to get out of the car and come in. She had parked in front of the room but across the parking lot. It would be a good 50' walk for him in 6"...

What Every Sissy Knows

by BelissimaSissy on Jul 31, 2018
Transsexuals & Crossdressers

Note: the following story is about 99% true with only minor embellishments. For example, there are no condoms in the story. In real life, protection is a must, but stories give us room to fantasize. Enjoy! ***** I was scared but it didn't matter. I pushed through it until my plump little dick poured out its hot seed onto my tummy. After that all I could he...

Who Knew? Pt. 02

by DRobbie06 on May 16, 2018
Erotic Couplings

Tuesday at 8pm had come and although I was going back and forth in my head about what I was going to do, I found myself walking over to Greg's house. I did enjoy giving him head, the first time in my life I'd done anything sexually with a man, but I'll be damned if I'm going to massage him. As a matter of fact, maybe I'll tell him to massage me! I knocked...

The Computerized Bed

by submissive~pet~ on Sep 14, 2017
Fetish

The year is 2020 all sorts of new inventions have been created. The time machine in which John Paul traveled was from the year 2002. He had no idea what was in store upon his arrival to the future. His machine carried him into a large bedroom. It was a very lovely room done in pinks and light blues. The bed was enormous in size, 4 times the size of any he...