Allyson Medway's Blog, page 3

A very public day locked in a Sissy Maid’s Uniform

A very public day locked in a Sissy Maid’s Uniform

The first completed story of 2018 is set on the south coast of England in a place called Brighton. Here we find our main character Noah, who is starting to find his submissive side. He takes a leap of faith and asks his Mistress to expose him to some public humiliation as a crossdresser. That she does as we follow his day working and living as a Sissy Maid.

The Amazon book description is as follows:

Under the tutelage of Mistress Jasmine, Noa...

Hunted: Moon Creek

Hunted: Moon Creek

Something a little bit different to open up 2018 with (Happy New Year to all). My latest book is all about a husband who takes part in a TV game show where he has to evade capture for a month to win $100,000. If he gets caught though, he has to spend the rest of the shows run in prison. His wife has the great idea of him living as a woman so sets him up with a job as a Chambermaid in a mountain lodge complex several hours from where they live. There he has to deal with stru...

Sissy Maid for Men: A Sissification & Feminization Story Bundle

Sissy Maid for Men: A Sissification & Feminization Story Bundle

As a festive treat over the holidays, I’ve bundled together two of my Sissy Maid books so that you get them at a special discounted price. If you want a bit of heavy reading about how someone can go from inquisitive about crossdressing and sucking cock to becoming a Sissy prostitute, well then, this one is for you…

The Amazon description is as follows…

‘Sissy Maid for Men: A Sissification & Feminization Story Bundle is a collecti...

Sissy Maid joined by Female Slave at a sleazy motel

Sissy Maid joined by Female Slave at a sleazy motel

The newest book builds upon a previous short story, Sissy Maid at a sleazy motel. This time we see more hot sexual action as Johnny gets joined by his friend Gloria working as chambermaids and prostitutes all under the keen eye on smoking hot boss Clarissa.

The book description on Amazon is as below:

We get to watch how he deals with everything that is being thrown at him and how far he’ll push his limits, whilst all the while seeing Gloria...

Sissy Slut School: Where Fantasy meets Reality

Sissy Slut School: Where Fantasy meets Reality

My newest book gets into one of the more traditional sissy fantasies, the sissy school girl. Most of us who are into crossdressing will have a school girls uniform hanging up in the wardrobe or in the box under the bed, I know I do. Therefore I wanted to write a story all about that and take it way further than I’ve ever been.

The book description on Amazon is as follows:

‘After yet another unsuccessful date, Gary hits the alcohol and retreats in...

Mistress Kamila Takes Control: Sissy Slave’s first time in the Pillory Stocks

Mistress Kamila Takes Control: Sissy Slave’s first time in the Pillory Stocks

My latest story is one for all those who prefer hot and heavy to slow and steady. Gabriel falls under the spell of a very powerful Mistress who turns him into one of her sissy slaves. We watch as he learns to take cock at both ends before being left for himself at night at the mercy of several strangers whilst locked up in the pillory.

The book description on Amazon is as follows:

‘Gabriel becomes entranced by Mistr...

Sissy Secretary Payback: An Alpha Male Gets Feminized

Sissy Secretary Payback: An Alpha Male Gets Feminized

One of my most fun books to write so far. When you are looking to create a character who is the ultimate douche bag, who deserves his comeuppance, well then you do what I do and create Steven. He goes from alpha male to sissy secretary seemingly in a blink of an eye but not without several big falls from grace along the way…

‘Steven had it all. The good job, the high income, the fast car and the beautiful home. He did it all in a manner th...

The Sissy Bride and her Transgender Groom: A Sissy Wedding Story

The Sissy Bride and her Transgender Groom: A Sissy Wedding Story

This story has twists and turns the whole way and personally speaking, I think it is one of my best. It is about a man, Jerry who was a crossdresser in a very conservative town. He had to keep his fetish under wraps but once he met a Mistress who found out that his biggest fantasy was to be a Bride, well se found a way to make it happen. The only problem was, who would be the groom and what would they want on their wedding night...

Feminized into a Sissy by his crush

Feminized into a Sissy by his crush

The next story I’ve written is all about a lonely man who has a bit of a crush. It seems sweet and innocent enough but he’s also a crossdresser who yearns to be exposed. Little did he know that the person who he was crushing on was all too willing to accept him for who he was, not only that, she had a plan to push his limits even further than our protagonist could ever have imagined…

The book description is as follows:

‘Simon has a crush on the woman who de...

From Crossdresser to the Cosplay Café: A Crossdressing Journey

From Crossdresser to the Cosplay Café: A Crossdressing Journey

One of my sweetest stories is a short story about a crossdresser who grows in comfort and eventually has a chance to work in a Cosplay Café whilst wearing women’s clothing.

I have to admit I love this story. It is so heartwarming and goes to show all transvestites that they can find happiness along with acceptance when they open up and allow themselves to be who they are.

The description on Amazon is as follows:

‘When one of David...