All posts by Allyson Medway

Locked up by Lust: A first time Lesbian Romance Prison Fiction Story

My first attempt at lesbian erotica follows the path of a young woman finding herself sexually not only in who she wants but what she wants and that is to be extremely submissive. We see her go to jail not only to see what its like but also to get turned on.

The Amazon description is as follows:

Being beautiful and popular was the dream of any young woman going through high school. Instead of enjoying the attention from all her classmates however, Donna struggled finding happiness and always wondered if there was something wrong with her.

After getting a full ride to study at UCLA, Donna was determined to take up the opportunity to meet people from all different walks of life. She left her small town in the deep south looking for adventure and to find herself.

What Donna could never have imagined is what was out there that truly made her happy and that was being told what to do by other women.

This is a 13,000 word short story that includes lesbian themes and steamy hot prison scenes.

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.

Transgender Fantasy Turned Reality

This is a darker story than most I’ve written so far. Eli is fighting the demons in his mind about what he wants from a partner and burns a few people along the way. When he’s given the chance to find out what he wants once and for all, it leads him to quite the revelation about who he is…

The Amazon book description is as follows:

Eli was a very confused young man. Unable to be honest with himself, he continued to live a lie and pretended he was straight despite his love of transgendered women.

One of those he’d had a relationship with offered him the chance to finally find out exactly what he was looking for from a partner. It would involve being her live in sissy as she expanded her dominatrix business, The opportunity was one that wouldn’t come around again and Eli felt like he needed to fully immerse himself in a world where he wouldn’t feel judged to find himself.

Packing up his bags and moving north away from his friends and family, Eli looked forward to being under the ownership of Mistress Leah. The one thing he didn’t know was what was in it for her, something he’d only find out in time…

This 16,000 novella explores transgender, crossdressing and sissifiction themes.

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 pride of getting a positive review

In the week I was overjoyed to get a thoughtful positive review from one of my readers. I’ve had a few reviews in the past or comments via e-mail saying they enjoyed a story but to get my first in depth review, it gave me a sense of pride along with an urge to work even harder to get more stories written.

My next book is currently going through a first edit, it will either go live in the next 24 hours or it may have to wait until next weekend. The darned real world gets in the way of so much doesn’t it?

Whilst I do that, I thought I’d share with you the review for A very public day locked in a Sissy Maid’s Uniform.

For my first taste of Allyson Medway, A Very Public Day Locked in a Sissy Maid’s Uniform was absolutely lovely. It puts a creative, realistic, yet deliciously kinky spin on the genre, exploring the willing humiliation of a young man who has discovered his sissy nature through submission to the right Mistress.

I love that the story addresses how Noah came to belong to Mistress Jasmine, acknowledging that other Mistresses failed him by trying to force him into the role of pain slut, when what he really craved – what he really excels at – is humiliation. It is Mistress Jasmine who first introduced him to feminine clothing, triggering something a revelation that opened them both to a deeper, more fulfilling relationship.

Personally, as much as I love sissy attire and female domination, humiliation has never been something that appeals to me, but Allyson struck a chord with me. There is a definite appeal in the anonymous sort of humiliation that Noah craves, and I loved how his transformation into Lola allows him to use that humiliation to drive him towards his ultimate goal of exploring his bisexual curiosity.

The details here are lovely, the dialogue simple but effective, and the personalities really make the story come alive. When it does finally come time for Lola to taste her first sample of manhood, the scene is a realistic as it is erotic, mixing sensations of lust with disgust. At the risk of spoiling the story, I was delighted by the way Lola explores her fantasy, without undergoing an instantaneous conversion in her orientation.

If that sounds like the type of book you’d like to read then please buy or read for free on Kindle Unlimited 🙂

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.