Sissy Cocksucker Stories

13,753 results
Orientation
Length
Source
Infinite Scroll

My First Time as a Sissy Ch. 03

by SissyTara on Sep 13, 2017
Transsexuals & Crossdressers

I suggest you read the first two chapters before reading this one. I was coming to the realization I was a natural born sissy. I had sucked Raoul's cock a few times and had been feminized with the help of his sisters. I found I loved being feminine, specially wearing the clothes and makeup and I loved sucking Raoul's cock. I wasn't completely "out," yet but...

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....

Controlling Sissy Janice Pt. 02

by sissy_janice on Jul 6, 2020
Fetish

Lilly instructed me to go upstairs and strip, and to remove my wig. "I have to get some bags out of my car. I want you naked and in the shower when I come back." I did as I was told. I was in a bit of a fog. I was now going beyond what I'd ever contemplated. Even if I'd worked up the courage to tell Lilly the truth, the most I'd have hoped for was the occas...

Start of the Summer Ch. 03

by emelle78 on Sep 18, 2017
Transsexuals & Crossdressers

Part Time Helper Those first two days with the Walkers that I told you about in Part 2 were incredible. When they came home early and caught me wearing Mrs. Walker's lingerie and jerking off on their bed it changed my life. Mrs. Walker dressed me up in frilly, girly clothes, did my makeup, and then I had sex with both of them in every way imaginable. After...

Mz Zen's Fabulous Birthday Pt. 01

by lushusboobs on Sep 17, 2017
BDSM

Chapter 1 Ms Zen was turning 40 in just 5 days. The prospect of 40 was depressing. The closer it got to her birthday, the more irritable she was becoming. Although she'd always had a healthy attitude towards age, she had to admit that the reality of turning 40 was far different than she expected. She was actually dreading her birthday and she had avoided ma...

Our Sissy Slave

by purekink on Sep 25, 2017
Transsexuals & Crossdressers

Let me remind you how you came to be in this situation before you refuse. I've been bi-sexual since I was old enough to have noticed how horny women made me. From the moment I noticed, I was unstoppable. My dominant personality seemed to bring me more girlfriends than I could really use. But I always thought the only thing better than a submissive girl is a...

The Adventures of Sissy Madison Ch. 02

by sissymadison on Mar 6, 2018
Transsexuals & Crossdressers

They all got into Kim's car ready for the trip. Haley turned around as soon as Kim started the engine looking Madison up and down. "You are just sooo cute, I can't even get over it!" and with that Haley got out and hopped into the back seat with Madison. "So do you like being all dressed up like this?" Kent nodded but didn't say a word. "Oh don't be l...

Service, Cock Sucking Panty Ass

by Bluzworld on Sep 16, 2017
Transsexuals & Crossdressers

I consider myself a normal red blooded man who enjoys being with a woman but I have a secret. I love wearing panties and I love being spanked in them. My Lover Blue has yet to experience that with me and I'm excited to find out just how she reacts to our next date. My other secret is that I've always wanted to suck a cock, I know it seems odd since I also en...

A Natural Sissy Ch. 08

by harv069 on Sep 15, 2017
Transsexuals & Crossdressers

Author's note: This is a multi-part story about a young woman turning an older man into a compliant, sissified plaything. It is best understood if you read from the beginning. If that idea doesn't appeal to you, don't read the story. If you don't like this kind of story, but read it anyway, please don't bomb me. I warned you to go away. If you like the idea,...

Sissified by Hypnosis

by Subkoksukr4u on Jul 16, 2019
Fetish

Reaching with just his tongue he licked the Big Black Cock in front of him. She was behind him, watching and fingering her moist pussy, reveling in his submission. He tasted the salty precum and let it linger on his tastebuds. It was his first cock of the night and he wanted to please his mistress. Being submissive did not come naturally for Matt or as he...