All posts by Allyson Medway

Who is Allyson Medway?

I just thought instead of plugging my latest work, I’d write a quick blog about why I got into writing books and how I feel it has gone over the first few months.

First of all I have no idea how I’d class myself on the BDSM spectrum. I fantasize about being extremely submissive but likes many people, finding like minded people has been a struggle. I’ve been in a relationship for a couple of years or so and my partner likes both my male and female persona, which is rather handy to say the least.

A lot of my writing has some basis in my own kinks and daydreams but many just take off, having a mind of their own. The work that hits closest to home is writing about crossdressing and being a sissy as these are the two areas of kink where I think my mind likes to live. Some of my work has elements of what I’ve done in the real world weaved throughout the prose.

Ever since I was young, I liked the idea of being tied up and helpless, preferably at the hands of a sexy woman. Also since a young(ish) age I was fascinated with women’s clothing but not what they wear every day, uniforms. The very thought makes my you know what stand up on end. The idea of having to wear what society perceives as a bottom rung of the ladder uniform gets me going like nothing else. This means things like Chambermaids and French Maids are two things I thoroughly enjoy writing about. A lot of my fiction is based about men dressing up as women and submitting.

As I got older I struggled with living with both my personas. When I’m dressed in male clothing, whilst I’m not your typical Jack the Lad character, I do enjoy my sports and am relatively lazy. When dressed up in one of my sissy outfits, I’m extremely submissive and do pretty much what I’m told. Marrying the two people inside of me was always tricky because very few people would understand let alone want to be part of it.

Writing mainly sissy erotica has given me somewhat of a release to explore the dark part of my mind. The space where the line between fantasy and reality becomes blurred. Do I want to live out what I write? Sure, sometimes I do but then I often wonder whether in reality I’d ever go through with some of the sinister aspects that make my privates stand to attention. I suspect that is the same for many like me who have this aspect to the their psyche.

Knowing there are others out there who are struggling with similar emotions and indeed are turned on by such things makes things that little bit easier. Before the internet, I had no idea that others had comparable kinks and desires. The world wide web has brought so many bad things into the 21st Century but knowing you are not alone when you feel different is one of the most comforting and reassuring features of this modern age.

Lastly on how the writing is going, well it has been up and down. Some books have sold solid if unspectacular numbers whilst others have barely moved the needle. This is just the way it is when writing erotica but the key is to enjoy what you write. If you get turned on writing then eventually others will discover your work and feel the same. Well that is what I’m hoping anyway. In the real world I’ve recently relocated across the country so the time to write has been few and far between. Hopefully soon they’ll be some new books hitting the Amazon store.

Initiation to the Game

The latest book is about a tepid bisexual crossdresser who is taken under the wing of an experienced transsexual prostitute and taught the way of the game in a highly erotic night in the woods. The highly erotic scene gives the newcomer more than a taste what life is like for people like her…

The Amazon description is as follows:

Henry was always happier when he was dressed up and living his life as Sophie. For years he’d wondered how he could live as a woman full-time but it was always one step too far.

Then one night he bumped into a transvestite called Megan at a club who had made her kink, her living. Taking Sophie under her wing, she instinctively knew that deep down, a sissy prostitute was eager to break the shackles of a drab male life.

Megan had to be sure that Sophie was ready for such a drastic lifestyle change. So she decided to setup an extreme first night for Sophie to ensure her new partner could handle it. This story is all about her first night working and became her Initiation to the Game…

This 5,200 word story covers crossdressing, sissy and prostitution themes and is intended for adult audiences only.

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.

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

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

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.

Writing Sissy FemDom Erotica

I’ve been writing sissy and FemDom erotica for about six months or so now, maybe a little bit longer and I thought I’d compile some of the thoughts I’ve had over the course of the experience so far.

First of all, if you want to write a story then have a clear idea of the major aspects of the story. You don’t need to have a road map of what each chapter will encompass but you do need to know roughly what the big scenes will be and how the characters will be developed. Sometimes I’ve written stories and as I’ve typed, it has taken on a life of its own but it has always stuck to a similar path to what I had outlined in my mind. I have a couple of scripts well over 5,000 words sitting in my Stories folder that I have no idea what I’m doing with as I just wrote without a clear middle or ending. That is troublesome.

Secondly, write something that will make you excited to read it. No point writing about things that don’t excite you as it is a struggle to convey the emotions this way. Writing erotica is all about getting off and giving people a fantasy that they can put themselves into. If you write on a subject that doesn’t interest you then how can you get across all the parts that makes those who are interested in that particular aspect of the BDSM scene erect or wet? I generally stick to sissy and female domination stories as that is what I fantasise about when I go to bed. This helps me impart emotion into my words. I still sometimes go back to the books I’ve written and get hard reading them, that is the sign I’m doing something right.

Thirdly, don’t do it if you believe it’ll make you a fortune straight away. I’m just over half a year into this project that I do part-time alongside other writing gigs. It has come to the point where in all likelihood I’ll have to go back to working full-time and this is going to be more of a lifestyle hobby instead of a plan to generate a good income. If you are a superb erotica writer, you’ll get fans and they’ll come back for more but that doesn’t happen overnight. This is no get rich quick scheme. Do it for the love and if you make some money then that in a bonus.

Fourthly, keep a track of which of your books are selling well and which don’t work. If you find a particular genre is not doing well then instead of persevering, concentrate on the books that are doing better. I have a whiteboard in front of my desk where I keep a record of whenever I sell a book. Clearly I can see that two distinct genres of my work are doing better than the others, therefore I’ll work on creating more stories of a similar ilk. It doesn’t mean I won’t experiment and grow as a writer but I don’t want to pour hours of work into a book that’ll only sell a handful of copies.

Fifthly, know your marketing strategy. This includes mailing lists, social media, websites, whatever. I only recently sorted out a mailing list and it is something I wish I’d done months ago. I’m not a natural when it comes to developing friendships either in real life or online but if you can get along with people in your scene of choice, then you’ll find it easier to get support, retweets, and importantly, reviews.

Sixthly (which isn’t a word), get reviews. Reviews, positive reviews are key. Not only because it will help a reader get a feel for what your book is about but also it pushes the book up the Amazon search results, making your book more visible. The more eyeballs that see your book, the better chance you have of a sale. My most sold book happens to be the one with one of the best reviews I’ve had. I don’t think that is a coincidence…

Seventhly (like above, is not a word but still), ensure that your front cover and description are enticing. I am no graphic designer but as the months have gone on, I think I’ve found a better style of front cover. Using the Amazon Front Cover Generator is far from ideal. I use Canva and have found it very helpful.

Eighthly (you know the drill) just have some fun with it. It could be a good part-time profession but don’t bank on it. If you write a few books and sell enough to buy you a few takeaways or a weekend break or a new laptop or whatever then you are doing ok. Those that write purely for the money will struggle to get fulfillment unless they make big bucks. Only a few get to that stage so when starting out, just write something that excites you. That is a good starting point.

First Time Sissy Maid – A Descent into Total Submission

The latest book is about a young man whose upbringing was full of strong women, which leads him to have a tendency to want to submit to the female gender. This leads to crossdressing fantasies and suddenly a local dominatrix pounces on his weakness to mould him into the sissy that she desires.

The Amazon description is as follows:

Growing up with strong and dominant female role models, Winston knew no different but to defer to women. When one day he finds out that his new next door neighbour works as a professional dominatrix, his mind is consumed by the thought of submitting to her and wearing women’s clothing.

She quickly spots his weakness and encourages him to explore his crossdressing dreams. Little did Winston know that she had plans for him to join her stable of sissy girls working the area to fund her lavish lifestyle.

Before he knew what was going he, Winston finds himself submitting not only to his new Mistress but also to a man, who was paying her for his time…and services.

This 10,000 word story concentrates on sissy submission and crossdressing themes and is intended for adult audiences only.

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.

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

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

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 Boy Humiliation…and loving it!

This is an erotica short about a crossdresser who is encouraged to embrace his sissy side and let himself go in a very sexy night of sexy shenanigans…

The Amazon description is as follows:

Liam had been a closet crossdresser ever since his teenage years but it wasn’t until Camille walked into his life that he truly embraced his private fetish.

As the relationship got deeper, his bisexual partner could clearly tell that it wasn’t just a fantasy to dress up as a woman, he wanted a far more deeper and intimate experience.

Luckily for him, Camille had an idea that would see him push his boundaries and become engulfed in sissy humiliation. What happened next was beyond his wildest fantasies and for the first time he truly understood what made him tick.

This 5,500 word story surrounds sissy humiliation and submission themes. It is a work of fiction and is intended for adult audiences only.

You can read it for free using Kindle Unlimited or buy it for $0.99 (and currency equivalents thereof) via any of the following Amazon Locales.

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

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

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.

First Time T-Girl Adventure

This story is loosely based on a true story and my first real world encounter with a T-Girl. I hope you all enjoy.

The Amazon description is as follows:

When Ezra struck up a friendship with a new girl at his acting group, little did he know the truth behind her or what their relationship would morph into.

Flirting ensued and then he found out about a big surprise she had hiding in between her legs. Rather than being put off, all it did was engross him all the more.

Brooklyn could see just was Ezra needed and allowed her dominant side to takeover to help him discover just how submissive he was.

This 8.5k word story is a work of erotic fiction involving consenting adults only. It contains scenes of female domination and D/s relations.

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.

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

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

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 Chastity to FemDom Cuckold: Trying to save a Marriage

This is my first book touching on the cuckold fantasy. Here we find a very unhappy and dominant wife who has decided she doesn’t care that much about her wimpy husband. Instead of dumping him however, she decides that he need to be taught a lesson. That lesson is to find out exactly how a woman should be treated and boy does she find a way to sort that…

The Amazon description is as follows:

When Calvin managed to tie down the girl of his dreams, he thought that life couldn’t get any better. She may have been a good time girl but his belief was that once he put a ring on it, those days would be in the rear view mirror

He couldn’t have been more wrong however. His lack of fire or imagination in the bedroom led to his wife stepping in and telling him he had to do things her way if the marriage was to be saved.

Some of the things she wanted him to try repulsed him but his love for her was strong. For that reason he agreed to try some of her fantasies, little did Calvin know that his wife had way more plans for him than he could have ever fathomed.

This 11,500 word story involves female domination, chastity and cuckold scenes.

You can buy it for $2.99 (and currency equivalents thereof) via any of the following Amazon Locales. This book isn’t on Kindle Unlimited.

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

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

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 Romance Bundle: Three LGBT Novellas with Strong Women in leading roles

I thought I’d bundle together three stories where Transgender women play dominant characters and show some men exactly whose in charge. A good one for all those interested in transgender erotica.

The Amazon description is as follows:

Bundled together are three erotica stories with strong Transgender characters. If you like strong women showing little sissy boys just how they should act then look no further and read these three books bundled together for cheaper than 3 for the price of 2.

Inside you’ll find over 45,000 words of steamy action which includes an alpha male having the tables turned, a man who ends up marrying a transgender bride and loving life, along with a story about someone whose actions deserve severe punishment and boy is a harsh lesson given out.

This bundle isn’t for the faint-hearted. If you like your stories hot and heavy with plenty of action but also some actual plot then this is the book for you!

You can read it for free using Kindle Unlimited or buy it for $5.89 (and currency equivalents thereof) via any of the following Amazon Locales.

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

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

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.

Dixie Becomes the Sissy Maid

My latest short story actually developed from a flippant comment my partner made. Soon we are buying our first house together and she thought we should have a big housewarming party where I served all the guests wearing one of my maid’s outfits. Well I ran with that idea and wrote Dixie Becomes the Sissy Maid.

The Amazon description is as follows:

After years of searching for a partner who understood his desire to crossdress, Dexter finds Poppy who doesn’t just understand but is willing to play an active role in helping him find his female side.

Quickly they establish a hierarchy in the bedroom where Poppy blossoms in a dominant role. It doesn’t take long for her to ascertain that Dexter is extremely submissive.

Having enjoyed the delights of both Dexter and his femme persona Dixie, Poppy thinks it is time for Dixie to come out from the shadows.

Once out in the open, all bets are off about just how far Poppy can push Dixie down the road of ultimate submission…

Coming in at just over 10,500 words, this story explores sissy maid, humiliation and submissive 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.

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

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

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.

My First Real World Sissy Experience

Considering I write about sissy erotica, I thought I’d share with you some thoughts on my first sissy experience many years ago. It will probably be the basis for a story in time. Even though I write about this type of thing, I just wanted to show that I’m also living it at least part-time. It gives me a lot of inspiration.

I had been flirting with a local pre-op TS over twitter and I had informed her that I was submissive. She said that we should have some fun. I was interested to experience it all so readily agreed. She wanted me to prove that I would be a good sissy, so she made me get into my chastity device, lock it up and stay locked up until we met. I still had the key but she text me asking for pics and messages/time stamps to prove I stayed locked up. I did and after the first couple of days I got used to it. Chastity had been something I’d played with on and off but it really does heighten your sexual feelings, it is well worth doing if that is what you are into.

Over the course of the next few days she would order me about in the evenings. Usually making me watch lots of gay porn as she told me I had to get used to lots of cocks. About ten days after we started, she text me and ordered me to report to her house immediately. I was freelancing at the time but luckily I could slip away for a few hours without any big drama.

She had been partying and her place was a mess. Her orders were to pleasure her and clean up her house. So I went there and dressed up in an outfit that she picked out and gave her a blowjob. It wasn’t an unpleasant experience although sadly she didn’t finish in my mouth. She pulled out and tried to fuck me but as it was my first time and she was huge, it wasn’t getting all the way in. This led to her giving up and getting me blow her again. Sadly she didn’t spurt into my mouth (which really disappointed me as I had done the work and wanted my cum reward) and didn’t even cum on my face, she just came over herself and cleaned herself up with a towel.

After this, I was ordered to clean her house and go. She didn’t speak to me again after that and stopped following me on twitter. I don’t know if it was because I was crap or because she found me unattractive or what. So a very curious and a tad unsettling experience for a first time.

I really didn’t mind giving head but I wanted to get my reward. Giving head was such a new experience that I really wanted to get the feeling of cum flooding my mouth, to feel properly submissive. Alas that wasn’t how it went down. I also didn’t mind her cock up my butt (what she could get up there) but felt this overwhelming sense that I needed to pee.

Actually experiencing this with someone was far better than getting excited watching porn alone. When you do that, often its an orgasm and then a sense of remorse. When you don’t get that post-orgasm come down, your remorse levels are a lot lower. Walking back home, my biggest regret was that she hadn’t cum on or in me. I try to use these feelings when I write because I know first-hand what it feels like, the first time you submit to a cock.

So yes, I wanted to share with you my first real-world sissy experience. thinking about it, I’m positive I’ll make it into a story but with a more exciting ending!