Neighborhood Terror To Sissy Stories

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My First Time as Sara... Pt. 03

by Sexy_SaraCD on Sep 18, 2017
Transsexuals & Crossdressers

I've been with Steve for a couple of months and to say I've been happier than at any time in my life would be a gross understatement. Being with Steve has been an awakening. I'm no longer afraid of life. I was shy and timid as John. I didn't make decisions. I didn't take the lead in anything and was easily bullied. My ex fiancé was the worse bully. As Sara...

Neighbourhood Terror to Sissy Pt. 15

by Fibaro on Dec 23, 2019
Transgender & Crossdressers

Chapter 17 "If you don't mind watching over the sissies for a bit, I will go look around for the exact outfit I have in mind. I don't trust Stephanie to get it just right. You will be fine watching over the sissies, right? If not, you can always call out for me, but I am sure you are going to do great." Linda said to Lisa who was still getting her feet wors...

Sissy Life Pt. 03

by sissymark79 on Sep 19, 2017
Transsexuals & Crossdressers

Put simply, I was terrified. Things were escalating beyond what I had ever anticipated. I had been serving my wife, my Mistress as a sissy now for about 3 months. Every minute away from work was spent serving. The first month was good fun. I enjoyed being dressed and it was a bit like living out a fantasy. That changed when my Mistress decided I would be mor...

Neighbourhood Terror to Sissy Pt. 13

by Fibaro on Oct 7, 2019
Transgender & Crossdressers

Chapter 15 Only 10 minutes had passed since they left from the homeless shelter and they were already pulling up in front of CC's. Mark had had no time to process the humiliation he just experienced yet while he was already getting confronted by a whole new sense of dread creeping up to him. He knew Lisa meant well, but he was also sure she would get corrup...

Natalie on Sunday evening

by natalieukcd on Oct 19, 2020
Transgender & Crossdressers

I spent the rest of Sunday cleaning the house and myself and removing Natalie from the male me, yet again, putting her away in all the little hidey-holes i had. I couldn't hide the lack of my body hair, nor the cock cage from my wife. She had seen the cage so knew it existed but she didn't like it. It 'made my cock look like a mugger' she said. After that I...

A New World Opens Up

by spaman100 on May 18, 2020
Transgender & Crossdressers

I was 25 when my parents were killed in an automotive accident leaving me with a sizeable inheritance and after settling the estate and having no family to speak of after my divorce, i decided to quit my job and travel the states. I found myself in Chicago on a beautiful Sept. day and needed a haircut, it had been 3 or 4 months since my last one decided to s...

Young Master Ch. 05

by smittysimon on Sep 19, 2017
Transsexuals & Crossdressers

I was running through the mansion, being chased by something so horrifying that I didn't dare to turn around and see what it was. I tried to find my room, but the once familiar hallways were now disjointed and strange, as if the building had be rearranged and some pieces had been replaced with imitations that had a sinisterly artificial look to them. My purs...

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...

Neighbourhood Terror to Sissy Pt. 10

by Fibaro on Jun 10, 2019
Transgender & Crossdressers

Chapter 12 Mark had just about time to put his dildo down before the door to his room opened. His hand was still wrapped around the base, and well there was no real way he could ever hide anything of what had been going on. He was caught red-handed and could only really look at his girlfriend, or rather his ex-girlfriend in horror. After all, why else than...

Neighbourhood Terror to Sissy Pt. 06

by Fibaro on Apr 9, 2019
Transgender & Crossdressers

Mark's night ended up being a very restless one. The constant rubbing of his sheets against his nylon covered smooth legs as well as the feeling of the silky material of his panties all around his bottom and chest felt very sensual. He was embarrassed to admit it, but it actually turned him on. The worries combined with the horniness formed a potent combo to...