All posts by Allyson Medway

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, Noah has been slowly going the road of submission and sissification.

When he decides he wants to up the ante and be seen in public wearing his Sissy Maid’s uniform, it starts a chain of events that leads to several life changing experiences.

Scared of bottling it like he has done in the past, he gives Mistress Jasmine all the ammunition she needs to ensure he goes through with his fantasy. The big question is does it live up to the reality of living and working as a Sissy Maid?

This story is just over 10,000 words, which that follows one man’s journey from curious about crossdressing all the way through to becoming a fully fledged Sissy Maid in Brighton.

You can read it for free using Kindle Unlimited or buy it for $2.99 (and currency equivalents thereof) via any of the following Amazon Locales.

USA
UK
Germany
France
Spain
Italy
Netherlands
Japan
Brazil
Canada
Mexico
Australia
India

If you live in any other country then you can buy it via the USA link.

I’m always delighted to hear from my readers, whether the feedback is positive or even negative. Tell me what you liked and what you didn’t. Tell me what you want to read more about. Tell me what you’d like to read less about.

You can contact me at and I’ll endeavour to get back to you as soon as possible. If you like the book then please do leave me a positive review on Kindle so that other readers can find the story.

The photo on the front cover of this book is copyright © paulasatjin on Flickr – https://www.flickr.com/photos/paulasatijn published under a CreativeCommons license – https://creativecommons.org/licenses/by/2.0/

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 struggling with his own sexuality and how to successfully keep those that find out quiet…

This isn’t steamy hot erotica but far more subtle but with several hot moments that focuses on the dilemmas he faces living and working 24/7 as a woman.

The Amazon Description is below:

Alan’s life was coming apart at the seems. Having lost his well-paid job, he spiralled out of control not knowing what to do next. His marriage to his college sweetheart was becoming evermore of a loveless sham and his own sense of self-worth had all but disappeared.

Then one day his wife told him about a TV show that was about to launch, Hunted: Moon Creek. The premise was simple, all he had to do was escape capture from the local police force for a month and not only would he win a share of $100,000 but also they would offer all those who won a job on the force.

One thing troubled him though and that was if he was captured, he would spend the rest of the month doing time in a real prison. It was the ultimate gamble with his freedom.

With a supportive wife by his side, it gave him every opportunity to be successful. The woman who he’d been married to for over 20 years had a plan that she felt was foolproof. It would require a lot of faith but also send Alan on a journey of self-discovery and new experiences.

This 27,000 word psychological thriller novella follows his journey on the run along with finding out all about the people who help and hinder him along the way…

This book is just over 27,000 words and you can read it for free using Kindle Unlimited or buy it for $3.99 (and currency equivalents thereof) via any of the following Amazon Locales.

USA
UK
Germany
France
Spain
Italy
Netherlands
Japan
Brazil
Canada
Mexico
Australia
India

If you live in any other country then you can buy it via the USA link.

I’m always delighted to hear from my readers, whether the feedback is positive or even negative. Tell me what you liked and what you didn’t. Tell me what you want to read more about. Tell me what you’d like to read less about.

You can contact me at and I’ll endeavour to get back to you as soon as possible. If you like the book then please do leave me a positive review on Kindle so that other readers can find the story.

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 collection of two Sissy Maid books, Sissy Maid at a Sleazy Motel and Sissy Maid joined by Female Slave at a sleazy motel.

‘The two books follow the journeys of Johnny and Olivia as he gets to live out his fantasy but has it turn into a very stark reality, whereas Olivia jumps at a chance to get in on the action and get reacquainted with an old flame…

‘The stories are written for anyone who gets excited at the thought of being sissified and/or are into watching someone get dragged down into the seedy underworld of prostitution…

‘Getting the two stories in this bundle together means you are getting the sequel at half price.

USA
UK
Germany
France
Spain
Italy
Netherlands
Japan
Brazil
Canada
Mexico
Australia
India

If you live in any other country then you can buy it via the USA link.

I’m always delighted to hear from my readers, whether the feedback is positive or even negative. Tell me what you liked and what you didn’t. Tell me what you want to read more about. Tell me what you’d like to read less about.

You can contact me at and I’ll endeavour to get back to you as soon as possible. If you like the book then please do leave me a positive review on Kindle so that other readers can find the story.

The photo on the front cover of this book is copyright © Tanya Munroe from Flickr – https://www.flickr.com/photos/sissyfifi/ – published under a CreativeCommons license – https://creativecommons.org/licenses/by/2.0/

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 slip into her new surroundings extremely easily…

Johnny had been turned into Olivia by his good friend Gloria and put to work in a sleazy motel on the edge of town.

‘When Gloria saw what Olivia had to go through, she felt an overwhelming dose of jealously. This led to her deciding to join in with the fun and games. The two of them embark on a new life working as Maids at this motel who offer very special extra services.

‘This 15,000 word short story revolves around gay and lesbian submission themes. It follows both Gloria and Olivia as they get used to their new surroundings, coupled with the demands of a very strict boss…

Sissy Maid joined by Female Slave at a sleazy motel builds on the characters and story in Sissy Maid at a sleazy motel. That title is available in the Kindle store but this book can be read as a standalone story.

This book is around 15,000 words and you can read it for free using Kindle Unlimited or buy it for $2.99 (and currency equivalents thereof) via any of the following Amazon Locales.

USA
UK
Germany
France
Spain
Italy
Netherlands
Japan
Brazil
Canada
Mexico
Australia
India

If you live in any other country then you can buy it via the USA link.

I’m always delighted to hear from my readers, whether the feedback is positive or even negative. Tell me what you liked and what you didn’t. Tell me what you want to read more about. Tell me what you’d like to read less about.

You can contact me at and I’ll endeavour to get back to you as soon as possible. If you like the book then please do leave me a positive review on Kindle so that other readers can find the story.

The photo on the front cover of this book is copyright © Sandra Reehs from Flickr – https://www.flickr.com/photos/latintemptation – published under a CreativeCommons license – https://creativecommons.org/licenses/by/2.0/

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 into his happy place. This leads him to another night of dressing up as a woman. Instead of just doing this privately, the beer lowers his inhibitions, leading him to go one step further.

‘Once he wakes up he finds that he’s potentially exposed himself online. The fear is real but the rush is nearly as intense. Before his brain clicks into gear about the potential pit falls, he finds himself signing up to enrol in a Sissy Slut School halfway across the country.

‘Gary does this without fully realising what that would entail. Is he really ready for everything the Mistresses are going to throw at him along with his class mates?

‘A 23,000 word novella about Gary and his adventures at the Sissy Slut School where his fantasy does indeed become reality. The only question is does the reality live up to his fantasy?’

This is a great read for anyone who has fantasies of becoming a sissy slut and/or sissy school girl.

This book is just over 23,000 words and you can read it for free using Kindle Unlimited or buy it for $2.99 (and currency equivalents thereof) via any of the following Amazon Locales.

USA
UK
Germany
France
Spain
Italy
Netherlands
Japan
Brazil
Canada
Mexico
Australia
India
If you live in any other country then you can buy it via the USA link.

I’m always delighted to hear from my readers, whether the feedback is positive or even negative. Tell me what you liked and what you didn’t. Tell me what you want to read more about. Tell me what you’d like to read less about.

You can contact me at and I’ll endeavour to get back to you as soon as possible. If you like the book then please do leave me a positive review on Kindle so that other readers can find the story.

The photo on the front cover of this book is copyright © Rob Lee on Flickr – https://www.flickr.com/photos/roblee/ under CreativeCommons – https://creativecommons.org/licenses/by/2.0/

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 Mistress Kamila as she takes him down the road of sissification. The latex catsuit wearing woman of his dreams trains him up to become one of her best girls.

‘The one thing she does let her slaves control though is how they go about losing their sissy virginity. Gabriel chooses to lose his in the Pillory. Mistress Kamila sets him up for a wild night of passion.

‘A hot and steamy in your face 11,000 word short story that details Gabriel’s transition from regular man to sissy slave to a very dominant and powerful Mistress.’

This book is just over 11,000 words and you can read it for free using Kindle Unlimited or buy it for $2.99 (and currency equivalents thereof) via any of the following Amazon Locales.

USA
UK
Germany
France
Spain
Italy
Netherlands
Japan
Brazil
Canada
Mexico
Australia
India

If you live in any other country then you can buy it via the USA link.

I’m always delighted to hear from my readers, whether the feedback is positive or even negative. Tell me what you liked and what you didn’t. Tell me what you want to read more about. Tell me what you’d like to read less about.

You can contact me at and I’ll endeavour to get back to you as soon as possible. If you like the book then please do leave me a positive review on Kindle so that other readers can find the story.

The photo on the front cover of this book is copyright © fetishgirl on Flickr – https://www.flickr.com/photos/fetishgirl/ under CreativeCommons – https://creativecommons.org/licenses/by/2.0/

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 that meant he didn’t care much about anyone else or how he treated women.

‘When his secretary stands up to him though, Steven realises that to escape police charges he would have to give over control. Swiftly she makes sure he understands that the way he treated women who worked for him wasn’t on, by transforming him into her very own Sissy Secretary. In doing so, Steven finds out just what it is like to live as a woman in a male dominated world.

‘The problem he has though is that his former secretary doesn’t seem to be all that she first appeared and maybe him becoming a better man isn’t her primary objective.

‘This 18,000 word novella follows Steven’s adventure from alpha male to being a menial wage worker under the iron like grip of his former employee. Does Steven learn the error of his ways or does he learn to embrace and love his new position?’

This book is over 18,000 words and you can read it for free using Kindle Unlimited or buy it for $2.99 (and currency equivalents thereof) via any of the following Amazon Locales.

USA
UK
Germany
France
Spain
Italy
Netherlands
Japan
Brazil
Canada
Mexico
Australia
India

If you live in any other country then you can buy it via the USA link.

I’m always delighted to hear from my readers, whether the feedback is positive or even negative. Tell me what you liked and what you didn’t. Tell me what you want to read more about. Tell me what you’d like to read less about.

You can contact me at and I’ll endeavour to get back to you as soon as possible. If you like the book then please do leave me a positive review on Kindle so that other readers can find the 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…?

The book description is as follows:

‘Keeping his crossdressing private was important to Jerry as he had no idea how it would play out in his community. Seeing his employee Gemma walking down the aisle though led him to be full of jealousy. He wanted all eyes upon him for once.

‘Luckily for him someone would walk into his life that would help him discover that he could have such a special day. It had everything he ever wanted, a chance to dress as a woman and to have a proper wedding day how he dreamt of it.

‘The only problem was if he was to be a sissy bride, someone had to be the groom. Would they would want all the perks of a wedding day…and a wedding night?

‘Jerry would discover all that and more as his adventures turn from fantasy to a very real reality in this 11,000 word short story.’

This book is just over of 11,000 words and you can read it for free using Kindle Unlimited or buy it for $2.99 (and currency equivalents thereof) via any of the following Amazon Locales.

USA
UK
Germany
France
Spain
Italy
Netherlands
Japan
Brazil
Canada
Mexico
Australia
India

If you live in any other country then you can buy it via the USA link.

I’m always delighted to hear from my readers, whether the feedback is positive or even negative. Tell me what you liked and what you didn’t. Tell me what you want to read more about. Tell me what you’d like to read less about.

You can contact me at and I’ll endeavour to get back to you as soon as possible. If you like the book then please do leave me a positive review on Kindle so that other readers can find the story.

The photo on the front cover of this book is copyright © paulasatjin on Flickr – https://www.flickr.com/photos/paulasatijn published under a CreativeCommons license – https://creativecommons.org/licenses/by/2.0/

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 delivers his post. Instead of plucking up the courage to just ask her out, he develops an elaborate plot to show her his true crossdressing self in the hopes that she’ll reciprocate his strange advance.

‘Instead of it working and asking her out on a date, Simon finds himself at the mercy of a woman who knows exactly what she wants and it isn’t being wined and dined in any convention manner.

‘A 12,500 word short story about feminization and how with just a little bit of encouragement, someone’s eyes can be opened to a world that they had never even contemplated before.’

USA
UK
Germany
France
Spain
Italy
Netherlands
Japan
Brazil
Canada
Mexico
Australia
India

If you live in any other country then you can buy it via the USA link.

I’m always delighted to hear from my readers, whether the feedback is positive or even negative. Tell me what you liked and what you didn’t. Tell me what you want to read more about. Tell me what you’d like to read less about.

You can contact me at and I’ll endeavour to get back to you as soon as possible. If you like the book then please do leave me a positive review on Kindle so that other readers can find the story.

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’s university housemates comes home early from class only to find him cleaning the kitchen wearing a French Maid’s uniform, he is confronted with the realisation his crossdressing secret is no longer just that.

‘With trepidation he allows himself to be helped along in his journey down the road of wearing women’s clothing. With support and love, he finds a happiness that he’s been longing for along with way.

‘An uplifting first person short story about how David finds acceptance amongst his friends but also how he manages to keep both his male and female personas flourishing. We follow his growth from shy crossdresser into confident maid and into the big wide world as a happy adult, just one with two very distinct lives…

‘This book is suitable for everyone who is interested in understanding how having interest in wearing women’s clothing is perfectly normal and acceptable in the world today. It is also one for those who enjoy the idea of wearing a French Maid’s uniform in public.’

This book is just shy of 8,000 words and you can read it for free using Kindle Unlimited or buy it for $2.99 (and currency equivalents thereof) via any of the following Amazon Locales.

USA
UK
Germany
France
Spain
Italy
Netherlands
Japan
Brazil
Canada
Mexico
Australia
India

If you live in any other country then you can buy it via the USA link.

I’m always delighted to hear from my readers, whether the feedback is positive or even negative. Tell me what you liked and what you didn’t. Tell me what you want to read more about. Tell me what you’d like to read less about.

You can contact me at and I’ll endeavour to get back to you as soon as possible. If you like the book then please do leave me a positive review on Kindle so that other readers can find the story.

The photo on the front cover of this book is copyright © Nayuki on Flickr – https://www.flickr.com/photos/nayukim under CreativeCommons – https://creativecommons.org/licenses/by/2.0/