Pixie Sissy Stories

9,942 results
Orientation
Length
Source
Infinite Scroll

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...

Feminizing First Step Ch. 06

by antares34 on Jun 1, 2020
Transgender & Crossdressers

(All characters are age 18+) Today my mom was having her friends over for a pool party in our backyard. They had been here all afternoon --mainly lounging around the secluded swimming pool and patio area. Michelle had been first to arrive. She was my mom's old roommate from university and came wearing a black bikini and floral print sarong. Next was Kendra...

Panty Posers Ch. 04

by EROTICbearscribe on Sep 21, 2020
Transgender & Crossdressers

I must tell you of an experience Daphne and I had one Saturday night. I know, I know. You're dying to find out if I ever finally met Daddy. All good come things to those who wait. I really am a sissy tease. Aren't I? I think you'll enjoy this side trip though. *** It was a lazy Sunday morning. Daphne and I were sipping coffee and nibbling on some danis...

Big U Pride Ch. 02: Going Deeper

by latinarita4 on Jun 2, 2020
Transgender & Crossdressers

Please read Chapter 1 to get the full experience and context! This chapter owes a lot to the SissifyYourself and SissyFactory content. You should check them both out! I also owe a lot to Drogon's hypno videos! ***** The 90-foot yacht cruised down the placid clear blue waters, making its lazy way past sun-specked islands. The Mediterranean waters were par...

Feminizing First Step Ch. 07

by antares34 on Aug 24, 2020
Transgender & Crossdressers

I was meeting my internet "daddy" for the first time today. His last text message to me had been very clear: tie myself to the motel bed and wait for him to arrive. I stared at the antique bed with its black metal frame and headboard, wondering to myself if this was such a good idea. This rundown motel had been hard enough to find. I had never been to this...

The Valentine Surprise

by rogkw99 on Sep 16, 2017
Transsexuals & Crossdressers

(This is not fiction or fantasy. It is a true accounting of what happened to me last Valentines Day. Even if you think it is fiction, I think you will enjoy it. I would enjoy it if it were about someone else and not me!) I can't help but think of Valentine's Day last year, a day that forever changed my life. In the weeks leading up to that day my wife Ama...

Blurpees Before Lights Out

by puzziboi on Jun 1, 2020
Transgender & Crossdressers

The scrawny, balding man with a pointy nose and large ears cleared his throat. He was seated up on the dais wearing his black robe. He spoke in a low tone. "Will the jury foreperson please stand," he half asked, half instructed. A bronze-skinned woman wearing too many bangles and a lot of bright purple hair weave stood. The judge inquired, "Has the jury re...

Siss the Bride

by theonewhowas on Sep 19, 2017
Transsexuals & Crossdressers

I was nervous. I mean, of course I was, how could I not be? Everyone is nervous on their wedding day, it's a big day, a commitment, especially when you're 26. I mean, it's not like I'm afraid of commitment, many of my boyfriends in the past would be able to tell you that; I wasn't exactly the type of person who would be reserved when it came to going all out...

Adam and Steve

by kassysissy on Dec 10, 2017
Transsexuals & Crossdressers

I hated school. I was literally at the bottom of the social ladder; nobody ever wanted anything to do with me. Being the only child to a single mother didn't help. The deadly grip of loneliness threatened to take hold of me and never let go. That was until mom fell in love. "Steve, you are going to have a new father and a brother. I'm getting married to To...

Neighbourhood Terror to Sissy Pt. 07

by Fibaro on Apr 23, 2019
Transgender & Crossdressers

Mark regained consciousness when Stephanie pressed her lips against his and started pushing his load of cum in his mouth. He had only just sucked a load off of Linda's toes and now he was swallowing yet another one. Every time he came here he seemed to get stuck with a taste of cum in his mouth. Only made worse by the way in which he was fed the load. Well a...