I’m not feeling myself this morning!


I awoke this morning to a terrific banging. Now, I know what you’re thinking, but it wasn’t like that at all.
I pulled on a lovely apricot silk gown, and fluffy slippers, and hurried down to the front door, where I was confronted by Sylvester and Sebastian chatting away, framed by snow in the doorway.

“I had a huge curry, last night,” said Sylvester, “and I woke up to find we’d had a terrific dump!”

“Good morning, Sylvester,” I said as the two of them stood on my snowy doorstep. “I assume you’re talking about this heavy snowfall.”

“It’s about 9 inches and I couldn’t get up the drive at all.”

“Can we use your rear entrance, Fiona?” said Sebastian.  If I had a nickel for everytime…

“Why don’t you boys slip around the back of the house. Ali’s very kindly cleared the lane. You should be able to park there without difficulty,” I said.

And with that the two boys disappeared and left me to put on the hot chocolate, and warm some croissants. My friends are joining me for breakfast today as we’re working on some new ideas for the premium program. If you’re a member of this wonderful program you’ll know how much fun we have with it. If you’re not, then think about jumping in! At just $35 a year it’s the best $35 you’ll spend this year outside of Victoria’s Secret. Julie will be along soon, so I must get on. She’s snowshoeing her way up Huckleberry Close as I write this.

So, today I’m writing to talk about how to find great ideas to help you crossdress. We all need a little inspiration and time to do some planning from time to time. One of the simplest and most fun ways to spend a pleasant evening with a glass of wine and a pair of nylons, is to browse Pinterest looking for looks to emulate.

Many of you have heard me suggesting you do something other than looking at lingerie as your only crossdressingoption.  Especially if you’re over 45, trying to look like a teenage bimbo is a goal you’re unlikely to reach. We’re not all as naturally lovely as Nikki Buxton, who I was very happy to chat with a while ago. As I’ve said before, a pig in a lingerie is still a pig. Not a phrase Amanda would appreciate. Better to aim for an attainable goal.

Personally I love steampunk styles. It speaks of fun, adventure, culture and sophistication. Check out my Pinterestfor what turns my crank!

Looking like a great 45 year old woman is a viable option for a 45 year old crossdresser. Anyway, I have literally just started a Pinterest site where I post a few of my own ideas for dressing. If you follow me you may get to post to the Members Ideas Board. These may inspire you, or you may browse other looks and style. Either way, jump in there and look for a style that works for you. It’s fun and once you have a bit of an idea, you can go put and shop the entire outfit.

Once you’ve done that, crank up the volume and listen to today’s music video (below) and have a dance around the living room. What better way is there to indulge your feminine side?

If you’re in the north, I hope you are enjoying this lovely snowy weather. If not, have a great week anyway.



Download the App free today – and get daily updates. Download the Android App HERE.
ZZ Top - Sharp Dressed Man (OFFICIAL MUSIC VIDEO)
It’s always wise to dress for success!
Chastity Devices – Breast Forms – Wigs – Corsets

Lady Liberty.

Lady Liberty.

Every time I pull on a pair of panties, I am reminded of the hypocrisy of men in suits. These are the people who have looked critically at those of us who break conventions (often in a very soft lacy pair of panties), and yet who claim to know so much better than those of us on the lacy fringe of society.  These men in suits, who are so accomplished, have a total inability to pass a law requiring stronger background checks for gun owners – something 95% of adults (including gun owners) agree with.

It’s curious how some can be vocal about not allowing transgendered soldiers to serve, even though they are able, committed and willing – and yet these very same voices of moral rectitude fail to have the backbone to stand up and say “Actually, my children and I really do have a problem with you allowing every lunatic in the asylum to buy assault weapons.” Chief among these voices of righteousness is, of course, that of a man who got five deferments. Courage is not a word that seems to mean much to these people.

Those of us who see what is happening in the USA can only look on in sadness. No child should have to have ‘gun drills’ in school. It’s not normal. It’s unnecessary in the rest of the world. We look, shake our heads in consternation and say “Why?”. The rest of the modern world has got this right.

While many of my members have had to have the courage to accept themselves (a courage for which no one gets any medals), I wonder if any members of Congress have the courage to do the right thing, the thing they’re elected to do, and represent their members and stand up to the NRA. Fear of being criticized by the 5% is just too much for them. A Congress without the moral backbone required to protect our children seems to be one of little value to anyone.

When one explores the unusual sides of who we are, there’s a courage required that can only be accessed when one has total honesty with oneself. These ‘small acts of courage’ so outweigh what we see from some leaders that their words seem increasingly hollow, which wouldn’t matter much – accept that this is about the safety of our children we’re discussing. The words now need to be backed up with actions. Without that, all the men in suits are, are cowards.

I was surprised to find Sylvester, Max and Bernard rehearsing with their band in my garage this week.  How they come to have free rein throughout my house is a mystery to me. They use my expansive garage as a rehearsal space, since my wife’s car is still at the airport. She’s travelling, and is currently in Iceland, like everyone else these days.

It’s the time of year at which we usually have the Huckleberry Close talent show. This is a local fundraiser for the community centre and something I like to take part in. This year I’m helping the local Girl Guides put on some songs from Pirates Of Penzance. During rehearsals this week I got stuck in the props cupboard with one of the other parents while getting a Jolly Roger. Most embarrassing.

The sounds coming from the garage were a little disturbing. As you may know, Sylvester is a large man, rides a Harley and would look quite at home in the lineup of Metallica or Kiss. When he opens his mouth to sing, and the sound that comes out is a falsetto high pitched melody, it’s a little surprising.

After listening for a little while, I thought I should point something out to Sylvester.

“I never really thought of you as a protest singer, Sylvester.”

“I have many talents that are unappreciated by others,” he chimed in.

“All the same, do you think the line, “Bring me your huddled masses, except if they’re Muslim,” is really appropriate?  And this part, “We’ll give them a gun, but not a vote,” it seems a little inflammatory.”

“But it’s time our voices were heard,” said Sylvester passionately.

“I’m not sure the people you’re trying to reach are going to be attending the Huckleberry Close Talent Show. Well, I guess you never know who might drop by.”

“You don’t like the statue of Liberty reference?” said Sylvester looking a little disappointed.

“You know it was given to the new republic by the French?”

“Of course,” said Sylvester. “They’ve got lot’s of good things we could benefit from.”

“Military parades,” chimed in Max, while he adjusted one of the amplifiers and fiddled with a keyboard.

“Shut up, Max!” I said sharply.  “It just strikes me that if you were lift that statue’s nightdress, you might find more than you expected. Just sayin’.”

“X-rays,” said Max.

“Pardon?” I said.

“They invented X-rays – the French. Marie Curie. You can do all sorts of cool things with X-rays!”

“What are you on about?” I said testily. “You don’t ‘invent’ x-rays. You discover them.”

“You can’t X-ray the Statue Of Liberty,” said Sylvester, helpfully.

“But you can X-ray someone’s ankle to see if they’ve got bone spurs,” retorted Max.

I felt I should leave, and headed back to my kitchen. It was definitely time for a glass of that South African Cabernet Sauvignon. Besides, I have to reply to five emails, which by chance is the exact number of deferments…

Ah, listening to the band rehearse I can see they’re going with slightly easier sentiments. The sound is drifting in through the kitchen window. I shall post the song below. I think it’s one Sylvester wrote for me.

But that’s not the main reason I am writing. I would love to encourage you to join my Premium Program. Don’t worry, not all the tasks and hypnosis sessions are as long and convoluted as this email. I think I can honestly say that the Premium Program is all about getting you to understand yourself and crossdressing at a healthy and enjoyable level. I receive some lovely emails about it, and always value the kind words my members share.

I’d love to see you sign up, if you haven’t already. It really does give you a chance to accept yourself as you are, and create yourself as you desire.

Wishing you the courage you need everyday.



Download the App free today – and get daily updates. Download the Android App HERE.
Meaningless Songs In Very High Voices.
Chastity Devices – Breast Forms – Wigs – Corsets

Let’s talk colonic irrigation.

This afternoon I organised a delightful lunch to welcome Bernard, my photographer, back home. You will doubtless remember that he has had some health issues and was visiting the UK and staying at The Devil’s Dyke Health Spa.

It is unsurprising that following a tazering and being shot in the chest with a carrot, he should need extensive rehabilitation. However, the Devil’s Dyke facility, according to their internet profile, specialises in heart, digestive and gastrointestinal tract treatments, including extensive use of colonic irrigation. Ali, my gardener, informs me that this has nothing to do with the irrigation he is dutifully installing in my greenhouse, in expectation of a warm summer.

SylvesterSebastian and Bernard all joined me, as well as Amanda, who ‘popped in’ slipping past Hannibal and the security system. That woman is like a ninja. I should point out that she is an old schoolfriend of my wife, and often appears in the hopes of finding her. Unfortunately my wife is travelling at present, studying flora of the Limpopo.

Amanda was most upset. It turns out her therapist, who she’s been seeing twice a week for the last two years, committed suicide two days ago. This is not made easier by the fact that her previous therapist did the same thing some years ago. At the funeral, it turned out that Amanda was the only person attending, and likely his only client.

“But somehow I feel like it’s my fault,” she said tearfully.

“Nonsense,” I said. “It’s his job to talk you off the ledge, not the other way around.”

“But twice! That’s quite a coincidence, don’t’ you think?”

“Well, not really. I’m sure lots of therapists go that way,” I replied.

“Apparently he leaves a very extensive library of self help books.”

Returning to our lunch, Bernard enthused about his trip to the UK. As we sipped a light chardonnay he told us as much as one can about colonic irrigation at the dinner table. Sebastian asked about the exercise, and probed him about the diet.

Bernard had brought a couple of bottles of Devil’s Dyke bottled water, one of which Sylvester picked up and inspected.

“Devil’s Dyke Water,” he read from the label, holding is at arms length to be able to read it properly. His eyesight is not what it once was. “It say’s here, it’s a great tonic, and good for digestion and flatulence.”
Amanda seemed excited, and asked to see.

“I should try this,” said Sylvester enthusiastically with a laugh.

There was an awkward pause, and then Bernard said, “I think they mean it’s good for stopping flatulence, Sylvester.”

“Oh,” he replied, a little disappointed. “Why would…” and his voice tailed off.

However, that’s not the main reason I’m writing to you today. I wanted to draw your attention to something. We recently lost a couple of our major Tumblr accounts (with over 50,000 followers) and so have experienced a slight dip in sales. If you’d like to step up, we now have a little more space in our Premium Feminization Program – and we’re adding some new tasks. So, there’s never been a better time to put your best foot forward and mince into our wonderful Premium Program and enjoy the fun and games we have to offer.

We’re enjoying a great deal of success with our Premium Feminization Program.  If you’re not already a member, then think about joining. I get email daily from my members telling me how much they love it. It’s only $35 a year and provides you with valuable training and exercises to help you get the most out of crossdressing. As a Premium Member you’ll find my emails help you progress and enjoy your crossdressing even more than you do today.  Sign up HERE.

Have a wonderful week.



Download the App free today – and get daily updates. Download the Android App HERE.

Boggie is a hugely talented young lady. More than that, she’s a very brave one. This song is wonderfully written, but also bravely filmed in a manner that challenges the societal norm of beauty. Here’s a translation of the first verse.

Hundreds of perfumes, like daydreaming wildflowers
Sweet, bittersweet negligence now overpowers
Rose and oleander in their tiny glassware, shimmer me on
Myrrh and almond fragments in small portion balanced, lilacs and violas, in hidden small vials
Dripping them, spraying them, one by one testing them – that mist dazes me so.

I post this song from time to time to remind my friends and members that the image we see on TV is not the true rendering of the person. Boggie is courageous enough to demonstrate this with great honesty.  FD

Oakley Dale is presenting a wonderful series on How To Talk To Your Partner About Crossdressing. Catch her live on Periscope or here.

The Dangers Of Yoga Pants.


You are catching me at a very in opportune moment, so I’m going to hope you can indulge me a moment. Here I am with my hands covered in a white solution – goodness, it get’s everywhere!

Let me explain. This morning, Sebastian was over getting ready for my daily yoga class, when I got a call from Marjory (Max’s mother) from next door. She asked if perhaps she could come over and join our yoga class.

Now, I think you all know how important I find yoga. It really helps me get in touch with my feminine self. And wearing tight colorful yoga pants is just a bonus.

Naturally I agreed Marjory should join us, however she was not sure if she had quite the right clothes. I wouldn’t want her colors to clash with mine so I sent Sebastian over to her place to have a quick look at what she was going to wear.  This was a big mistake.  To cut a long story short Sebastian now has a virulent rash which he seems to have picked up from Marjory’s pussy.

I had no idea he was allergic. Fortunately he has some homeopathic tinctures in his first aid kit. Let’s hope this does the trick!

However, that’s not the main reason I’m writing today. As you likely know we’re featuring five random members of My Little Black Book in the Fiona Dobson App every week. This is a free service and one people evidently love. So, there’s even more reason to sign up for My Little Black Book than ever! We’ve also had a healthy influx of Admirers wanting to connect and meet with our members recently. Be sure to sign up soon. It’s the most fun $2.95 you’ll spend this month.

Have a great week, and remember, if you develop a nasty little rash it’s a good idea to treat it with plenty of lubrication, vigorously. And often. It’ll either cure it, or you’ll go blind.



This music video simply has to be played. There’s a companion on here. Let me explain. In the 80’s we had some great pop bands. We also had some that didn’t quite make the cut. In fact, The Reynolds Girls ‘I’d Rather Jack’ did get into the top ten on the music charts, but more recently rose to some fame as one of the top 100 worst pop records of all time. Personally I loved it. I love the energy and the girls sense of fun. They were so cool that they even did a reunion video in 2007 which is just painfully delightful adn has to be watched. If only we could all be so honest and ready to enjoy life. Now, if you really want to elect a celebrity leader, why not one of these two?  For those who have been asking for a playlist of the music videos I use, it can be found here.
Oakley Dale is presenting a wonderful series on How To Talk To Your Partner About Crossdressing. Catch her live on Periscope or here.

I’ve got something special to slip in your pocket.

Now, some of you will know, Amanda – my wife’s appalling friend – often drops in to the house in Huckleberry Close unannounced. This is a source of constant irritation. Much like a shaving accident in an intimate place in preparation for wearing that ‘oh too short’ little black skirt.

She recently popped in unannounced after my morning workout, before Ali or Max could put up the defences. At the time I was wearing a silk kimono and I’d just finished shaving my legs. Sadly my wife is travelling in Scandinavia at present.

Sebastian, my personal trainer was busy in the kitchen making a Kale and ginger smoothie, with real free range organic kale. Sebastian is such a thoughtful personal trainer. He really goes above and beyond. His special recipe includes kale, ginger, and surprising a double shot of gin.

I invited Amanda into my living room, where I was sated in the Kyoto chair, a lovely piece of cherry wood furniture covered in a watered silk fabric. She looked at me and began to talk in a confidential manner.

“It’s my parts, Fiona. They’re drying up!”

“Well, none of us are getting any younger, Amanda,” I replied.

“I’m talking about my acting,” said Amanda, irritably.

“Oh, yes.  I forgot about that.”

I should point out that Amanda does some part time work getting acting parts in advertisements to supplement her income as editor of Pig And Pig Farmer Weekly. She is often the ‘Before’ part in the ‘before and after’ photographs. She has that unusual quality that is required for the part of ‘dowdy middle-aged woman’ in advertisements.

“I wondered if you could have a word with some of your people…” she said.

As you likely know I work at an advertising agency, here in Montreal. I commission advertisements for several large clients, and have a working relationship with numerous agents.

“Naturally, Amanda. I’ll see what I can do,” I said.

At that point Bernard came into the living room with three large smoothies on a tray.

“You should enjoy this, Amanda. It will lubricate you nicely,” he said mischievously and handed her the drink. I thought the choice of words a little unfortunate, though apt. Bernard is a Buddhist, of course. As you likely know, Buddhists are trained to find beauty in all things. Amanda presents a challenge.

“Oh, how healthy this looks!” she said eyeing the green liquid. “I often start the day with strawberries, and pile cream on top.”

“’Pile cream’ seems an odd choice,” I said, frowning.

“I think Amanda means she ‘she piles cream’ on top,” whispered Sebastian.

“Oh,” I said. “That does sound a little better.”

That, however, is not the main reason I’m writing to you. This week we’ve launched our Android App. Max has been a busy little beaver! You can download it here to your Android phone. We’re doing daily updates, and have a weekly feature. We also feature some of Katia Thornwood’s wonderful writing, as well as featuring five of our Little Black Book Members every week for anyone using the App.

As if you didn’t already have good reason to sign up for the Little Black Book, you can now sign up and find even more friends who are Admirers or Crossdressers (and still just $2.95 a month for CD members). If you like it, be sure to give it a positive review on the Google Playstore.

On the website this week we have a great interview from the adorable Nikki Buxton, pictured here. Nikki is a delightful crossdressing vamp you are going to love. Check it out and be sure to look at her wishlist – be generous to show your appreciation for her wonderful energy and dressing skills.



SIMPLY RED - Money's Too Tight To Mention (LIVE in Montreux Jazz Festival 2016)
The wonderful Mick Hucknall and Simply Red at The Montreux Jazz Festival in 2016, proving quality stands the test of time. Mick took a vocal stand on same sex marriage long before it was a fashionable political subject. For those who have been asking for a playlist of the music videos I use, it can be found here.
Oakley Dale is presenting a wonderful series on How To Talk To Your Partner About Crossdressing. Catch her live on Periscope or here.
Chastity Devices – Breast Forms – Wigs – Corsets

Is it hard enough?

Is it hard enough?


Now, perhaps you will remember that Sebastian is quite good with foods, and loves to make interesting offerings. You’ll remember in the spring I found him and Max teabagging in my basement a while ago. Well, as I walked into my kitchen this morning, sure enough there was Sebastian proudly displaying his wares.

“My goodness, what lovely blue veins,” I said. “And I think it’s a little harder than the last one.”

Sebastian was showing me his delightful cheese, something he’d worked on for some time. He’d tried before, but it had been far too creamy, but this blue cheese was more like Stilton. Robust and hearty, would be a good way to describe it.

He turned to me, as I was bending down to empty the dish washer, my tight leggings showing the shape of my legs, and he said quite casually, “I’d like to give you some sausage, too. Right here on the table!”

“Oh,” I said, quite flustered. “Sebastian…”

“I made it from the turkey I had left over,” he said.

“Ohhh, I see. Of course.” I felt a little flustered, my cheeks glowing a little red.

But that’s not the main reason I’m writing.

We have so many exciting developments in the works I hardly know where to start. Probably the most important is that we’ll soon be rolling out the Fiona Dobson Crossdressing App for Android. Now, I know what you’re thinking. You’re barely able to contain yourself. Well, hold on for a moment. We are anticipating being live with it in mid January.

To make sure you don’t miss out on it, though, you should register on the website, if you haven’t already, and you’re sure to hear about it. I’m doing my best to make it a free download, so you’ll be able to slip me in your pocket, secure in the knowledge I can spring into action whenever needed. You’re also going to be seeing some interesting advances on the website over the next little while.

As we go into 2018, we’re stepping our game up a little. And, if you want to get yours up a little, perhaps today would be a great day to upgrade to my Premium Program, if you haven’t already.

If you’d like some interesting bedtime reading, I’ve just posted a quick story about a young boy who gets caught crossdressing by his step sister. If you enjoy The Long Game be sure to leave a comment. It’s a quick read, but one I’m sure you’ll enjoy. Find it here.

My best wishes for the New Year. Please be sure not to party too hard, and remember not to ever drink and drive.



Be sure to have a wonderful time celebrating the arrival of the New Year. All the crew here at http://FionaDobson.com wish you the best for the coming year and will be hard at work (phrasing) bringing you the best of crossdressing entertainment. We’ve created a playlist of all the songs use din our emails – you can find it here.
The voting for our Man Of The Year closes at midnight on Dec.31st. Currently Sarah Huckabee Sanders is out in front. You can still vote here: Man Of The Year – 2017.

Why PVC?

As I stepped out of the shower, following a vigorous workout with Sebastian, I saw a message come in on my tablet. Pulling on a lovely pink robe, I took the tablet down to the living room, where Sebastian was sitting drinking an energy drink. As you probably know, Sebastian is my personal trainer.

“Oh, look,” I said. “ my friend’s looking for a cool black and white PVC sissy maids outfit.”

Sebastian looked at me, and said, “I’m never really got the whole PVC outfit thing.  It’s a bit unusual for me. I just can’t imagine a situation in which one would wear such a thing.”

“Well, I’m a bit unusual. It seems a lovely idea to me!” I said.

Now, we’ve had what can best be described as an interesting week. There’s been a few struggles and some  painful learning. One of the images we used some time ago came from a source that hadn’t cleared copyright, so we got a little hurt there, but I hope we’ve resolved that without anyone getting too upset. Should you be aware of any images used inappropriately be sure to let me know.

As I told Sebastian “This weeks been a challenge, but people seem to love the idea of a ‘Man Of The Year’, which is running on the website.”

“And who’s winning that?” asked Sebastian.

“Well, at present I think it’s Sarah Huckabee Sanders, actually. She’s beating off stiff competition from Ray Gillette and Bernard the photographer.” I replied, sounding a little confused.

“Ahhhh… Well, maybe I can imagine a situation one would wear a PVC costume. Beating off Ray Gillette and Bernard would be the perfect opportunity.”

“Sebastian,” I replid, “please don’t be so crass!”

On my website you’ll find a nice link to some PVC maids outfits. Perfect for Christmas, don’t you think?

Now, I wanted to give a special shout out to Joni, from Toronto, who is a member of My Little Black book.

She’s delighted to hear from other CDs to chat and connect with. But the main reason I am mentioning her is that she sent this lovely image following a makeup session with Amy. Joni’s picture is delightful and here’s a link to Amy – http://crossdresslasvegas.com/Amy/Amy/DearAmy.html – who is in Las Vegas and evidently does a great job in the make over she provides. I’m thrilled to mention her to you, because she’s clearly very helpful and does a great job.

This week I also had a little push – calm down Amber – into my German friends. We’re expanding and welcoming new members from Germany into My Little Black Book. That gave me the perfect excuse to use the music below. You can learn why I used it here!

Have a great week, and remember if you want to connect with Joni just join My Little Black Book if you haven’t done so already. It’s just $2.95 for CD membersand $4.95 for Admirers each month.



Just too good not to share.  I used this recently in a reach to my German members. Read about it here.
Have you voted in our  ‘Man Of The Year’ poll? Now might be a good time to.

Strip Twister? Huh?

 ‘Imagine,’ Julie said, ‘if our Little Black Book members could post a chat message with a pic of themselves right there.’

I should say that on Julie’s insistence we’ve been playing a very intricate game of Twister with Sylvester and Sebastian. Now, I must admit that while Sebastian is very flexible, Sylvester is about as loose limbed as a fridge. In fact, now that I think about it, I have compared Sylvester to a fridge on several occasions.

Julie, by the way has a very mischievous way of playing Twister. It’s quite simple. She calls it Strip Twister, and one can only touch the floor with one’s hands or feet. Any slip up results in the loss of an article of clothing. Now, imagine that image uploaded to My Little Black Book.

Max was so intrigued by the idea that he got to work on it and now we have exactly what Julie was looking for. You can now log in to My Little Black Bookand chat with others, and upload images of yourself in the middle of a Strip Twister game, or anything else you feel like.

Don’t worry, the images scroll off after a while. You might post what you’re wearing right now, or how you’re doing some eye makeup or even a pic of your cat in drag, if that’s your thing… (Ilena!).

If you’re not already a member of My Little Black Book and would like to join the fun, why not go and sign up tonight.  You never know what’s going to pop up next!

Now, Sylvester is trying to get his leg over Julie. I think I’d better intervene.



Chastity Devices – Breast Forms – Wigs – Corsets

Get ready to swallow!

Sebastian was almost gagging.

“That’s it,” I said. “Take it all in…”

“I can’t,” he stammered, resisting.

“You’re going to swallow, all of it,” I insisted. “Open wide.”

Let me explain, Sebastian has been suffering from a bit of a cold lately and is having trouble getting over it. I decided a nice Kale-Ginger smoothie would give him a little help.

Sebastian doesn’t like either kale or ginger. As he reluctantly gulped it down, I told him what a good boy he was.

“Shall I get you a towel?” I asked noticing a little of the creamy liquid on his chin.

As you know, I am very mindful of the health of my friends. However, that’s not the main reason I’m writing to you today. Today I wanted to draw your attention to something I found interesting and feel sure you’ll share my enthusiasm for.

When we dress, feminine or otherwise, we are saying a great deal about who we are. Our entire presentation to the world is reflected in our clothing. The way we offer ourselves to the world has a huge impact on how accepting the world is of us, as crossdressers or simply individuals. In the talk below Jen Rozenbaum explores some of these ideas, and talks about boudoir photography.

Some of her tips are very interesting, especially if you’re creating great CD pics either online or for My Little Black Book. One of her points is about how, as a photographer she finds ways to bring out the positive aspects of her subjects. There’s a lot to be said for the idea that whatever we choose to wear, we can bring out the very best side of ourselves by presenting ourselves in a positive and empowered way.

I would suggest we can take this a step further. For example, if you feel you’re a different person to the one you were three years ago, then why are you wearing the same clothes? Why are you not presenting yourself to your world (CD or otherwise) in a new more developed manner?

While I wouldn’t suggest we should trash all our clothes every year, there’s a lot to be said for the idea of giving serious consideration to the way we present ourselves as we grow and discover ourselves. Personally, I know I dress with more confidence today than when I first guiltily played with my cousin’s panties.

So, here’s a fun thing to do this weekend. Take a look at your wardrobe (femme or otherwise) and select a few things that no longer reflect who you are and toss them out. Refining your wardrobe is liberating and leaves space for some new expressions of who you are becoming.



Boudoir Photography and Being Shamelessly Feminine | Jen Rozenbaum |

Just imagine, a crossdressing ghost story for Halloween. Yes, it’s coming – in three parts. It will be published on http://FionaDobson.com on the evenings of 29, 30th, and 31st of October.

Halloween is a great time for crossdressers. The night when the dead walk the earth seems an odd thing to celebrate, but any excuse to get out in heels works for me! Enjoy the three part series and be sure to watch out for it at FionaDobson.Com.

Need costume supplies for Halloween? Try checking out my shopping list and looking at some of the great online deals there.


Fire and Furry.

I’m emailing you having just returned from the heart unit, where I am happy to relate that Bernard is in the process of recovery from his rather unfortunate incident with a carrot.  This is much to the relief of Max, who for a moment thought he may have blood (or rather carrot juice) on his hands after shooting Bernard with the aid of Sebastian’s motorcycle. If this is all a bit confusing you may be able to catch up here.

I arrived home to find Sylvester sitting at my kitchen table looking more confused than a Trump supporter who had recently learned that he’d won a months free food at Hooters, only to discover that he had to complete a skill testing question asking him to calculate the area of a square measuring 2 inches by 2 inches, before being eligible to collect his prize. I asked Sylvester what could possibly be wrong.

“It’s this business with North Korea. My dad was out there years ago, and that didn’t go so well,” said Sylvester.

Now, in case you’ve been living under a rock – which might be the safest place to be under the circumstances – then you might be unaware that people are talking about the possibility of nuclear war. At times like this one is forced to ask the big questions. ‘What’s it all for?’, and ‘Isn’t there hope for humanity?’, and ‘What does one really wear for Armageddon?’.

As I looked down at my troubled friend, I was forced to conclude that one should always look on the bright side, and dress up for the occasion. Seeing Sylvester’s legs, also brought something else to mind, and consider that this is a man who looks like a gorilla and a fridge got together and created a baby.
I am of course talking about the need to deal with body hair when one crossdresses. The need to look one’s best supersedes all other considerations as the nuclear clock ticks toward midnight. Sylvester’s legs are very hairy, and if one is to meet one’s end looking fabulous either waxing it off, or at least disguising the body hair is a great place to start.

Not all of my members are able to shave their legs. For those who discretely dress without the knowledge of their partners, suddenly appearing without leg hair may be something of a give away. One member did successfully claim that their new swimming regime required them to remove as much body hair as possible, but this isn’t going to fly for some members.

In the quest to disguise body hair the fishnet pantyhose are your friends. Better still, try a fishnet body stocking. No one should be without one, in my opinion. If you’re unable to find one locally, you can follow this link and order one on my website.

So, the question remains, faced with the unpleasant eventuality of nuclear annihilation, what would your outfit be? Personally, I think nice summer dress and some heels, pretty pink bra and panties. Feel free to let me know.

Now don’t forget, you can now join My Little Black Book for just $2.95 a month by using this link – https://gumroad.com/l/mMgcZ.  Be sure to let me know once you’ve paid and I’ll get you set up.



Bernard goes beyond.


Well, I’m sure you’re aware of the latest events around Bernard being shot in the chest with a carrot – if not you can catch up here – which has left us all very worried about his health.

To get you up to date, it wasn’t until several hours after he’d been carted off in the ambulance, following Max getting so upset about what he described as Sebastian and I doing yoga ‘doggy style’in my garden, that I managed to get through to the emergency department. The head nurse left me on hold as she went to see what had happened to poor Bernard.

Now, as you likely know, Bernard recently had a heart transplant following a Tazering incident, and we were all most concerned that he may have been severely hurt by the flying vegetable. Additionally, Max was getting increasingly worried about the idea that he may have committed a crime.

I had the phone in my kitchen on speaker, as Max and I waited to be transferred. I remember the moment in some detail, as I had just finished freshening my nail polish and I couldn’t very well hold the cell. Really, though, that scarlet color is simply to die for!

I asked Max to paint my toe nails, as I waited on hold. I was standing there on one leg, my other foot on a bar stool, my tight leggings showing the well defined shape of my legs, as Max painted my toes. You know, you might think me a little cruel, but I do get a little thrill from the fact that his eyes would drift up my leg from time to time. Torturing the puppies is a secret pleasure of mine!

“Is that Fiona Dobson,” came the nurses voice.

“It most certainly is,” I replied.

“Yes, Ms. Dobson. Bernard has you listed as his primary contact.”

“Of course he does!” I said, attempting to keep the frustration from my voice.

“Well, Ms. Dobson, I’m sorry to tell you this…”

At that moment Max’s hand shakily managed to paint one of my toes.

“Just a moment,” I said, then turning to Max, “for goodness sake, Max. Please be more attentive!”

I turned back to the phone, “Go on, dear,” I said.

“Yes,” she continued, “I’m sorry but I have to tell you…”

“Max!” I shouted, as he slipped once more. “Do be careful!”

The nurse continued, “I’m sorry but Bernard is no longer with us.”

There was a pause, and Max fell pale. I took the phone off speaker mode, and said to the nurse, “But … How?”

“He’s no longer in the emergency department,” continued the nurse. “He’s been transferred to the Intensive Care Unit, he’s scheduled for heart surgery later today.”

Now, I am sure you know I am not an unkind individual. However, I do confess I thought briefly about leaving Max in his growing sense of panic. Mentally, he was already gathering a few things and ready to head to Mexico.

I arranged to visit in the morning, and hung up the phone.

“Don’t worry, Max. Bernard’s having surgery. I’m sure he’s got a good chance of a full recovery.  It was a nasty accident, that’s all. We can go to see him in the morning.”

With that, Sebastian entered the kitchen, doing his very best to be helpful. “I feel I should come, too. After all, it was my exhaust pipe from which he was hurt. I feel a kind of karmic obligation.”

“How thoughtful you are,” I said. “Max, my nails aren’t going to paint themselves!”

“Perhaps I could take him one of my nice recordings of relaxing sounds. That’s sure to make him feel better. Fiona, what’s the most relaxing sound you can think of. Whale song? The sound of the wind through a forest?”

“I think the sound of the door closing as Amanda leaves my house following one of her visits. That always leaves me feeling better,” I said.

“I think whale song might be more relaxing,” murmured Sebastian.

With that we did our best to put our fears for Bernard to rest. Max continued to do my toe nails and we resolved to visit the hospital the following morning.

And so it was that we decided to visit the following morning, Max and Sebastian bringing both guilt and karmic balance, and I some perfectly painted nails and a rather smart pleated skirt.

I shall let you know how things went next week.


Max, we appreciate your service.

Before I go any further I would like to say that like my valued members I stand with all our brave people serving in the military regardless of color, gender or race. I strongly believe that anyone who has ever been exposed to the realities of conflict knows very well, we have other more important things to get on with, rather than focusing on distractions that do nothing but further the questionable agenda of one sad old man. Our servicemen protect our rights and freedoms – which is kind of the point, isn’t it?

I’ve received several emails from members of the services who are members of FionaDobson.com. All I can do is reassure them that their service is appreciated and that this will pass. Calmer heads will prevail.

Now, let me see if I can give you the short strokes to get you caught up with the exciting happenings here in Montreal. You may remember last weekBernard, my photographer, had been shot in the chest with a nefarious carrot. Unknown to me at the time Max had pushed the offending vegetable  up Sebastians exhaust pipe after becoming agitated while watching Sebastian and I doing yoga.

As the ambulance raced off Max sidled up to me, looking the picture of guilt ridden youth, and said “Fiona, there’s something you should know.”

I bent  down and picked up the carrot and frowned.

“What on earth is a carrot doing here?” I said, as the ambulance siren faded in the distance.

“Actually, I might know something about that…” said Max, where upon he told me the whole grissly story.

“But what on earth possessed you to put it there?” I asked.

“It was seeing the two of you in the garden. Seeing you do yoga, doggy style!”

“I think you mean downward dog. Well, these leggings don’t leave much to the imagination,” I mused.

At this point Sebastian, who had been inspecting his motorcycle for damage, wandered over.

“Pretty bad luck, that. You don’t often hear of someone being carroted to death.”

Several years ago a young man I was acquainted with had a nasty incident with a squash (that’s a marrow if you’re in the UK), but I thought it better not to mention it.

“You don’t think he’ll die, do you?” Asked Max.

“He was doing a pretty good impression of it, when he was choking here in the driveway, three minutes ago,” said Sebastian. “I always told him he should eat more vegetables.”

“He’s only just recovered from a heart transplant. I think the sooner we dispose of the evidence the better. Max, why don’t you get rid of that carrot and if anybody asks, the bike just backfired,  ok?”

“Why?” Said Max, looking genuinely niaive.

“Because, Max, if the wrong people ask questions, someone might get the idea you accidently murdered poor Bernard.”

“Urgh! Murdered?” Gasped Max.

Sebastian interjected at this point, “I’m not sure you can ‘accidentally’ murder someone.”

“I didn’t do it on purpose!” Stammered Max.

“Of course you didn’t. But anyone dumb enough to believe that Bernard was shot in the chest with a carrot is dumb enough to believe it was murder. It’s better all round just to say there was a bang and Bernard collapsed.”

I handed Max the carrot. “I suggest you feed the evidence to your rabbit.”



Max shoved his carrot up Sebastian’s exhaust pipe!

What an extraordinary week it has been, with the most exciting things happening about the place.  But before I get into that, I will first answer a couple of quick questions from my valued members.

Yes, Ellie in Texas, when you have a costume party to celebrate your ten years NRA membership a piñata is a very suitable idea for a game, though we do not generally feel that putting ammunition in it as prizes is a very good idea. Perhaps crystal wine goblets or a decanter would be better.

Olive, in Halifax in Yorkshire, we find the best remedy is to plunge your plums in boiling water. Both Julie and I enjoy making jam, too! What a small world it is.

As we revel in a beautiful summer here in North America it’s definitely time to delve into your wardrobe and find a mini skirt. Whether it’s to do a private set of selfies, or get out in the park and brave going out in public, the summer gives us all a great excuse to expose our legs to sunshine and get a beautiful tan. You’ll find one of my very popular self hypnosis recordings that so many of you love right HERE.  Of course, in the Premium Program there’s many to help you along. If you’re already a member I hope you’re getting the most out of these. If you’re thinking about joining the Premium Program enjoy the self hypnosis filehere and see how you feel. It’s likely to harden your resolve to getting into a lovely skirt.

And speaking of hardening my resolve, Sebastian my personal trainer was over at my place just yesterday. He came over to give me a yoga class, and afterwards he gave me a very enjoyable massage. I was out in the sun, in the back garden, with Sebastian rubbing some oils into my aching muscles, when I noticed Max, my neighbours 20 year old son, watching us from his bedroom window, which overlooks my garden.

I should point out that Max has shown growing curiosity about me in recent months.  He’s not quite sure what to make of me, I think. Either way, seeing Sebastian rubbing my thighs so intimately seemed most disturbing for him. Whilst Sebastian was hard at work, as it were, Max was suffering.

Unknown to me at the time, Max was indeed so agitated that he went downstairs to his mother’s kitchen, took a large carrot, and then went out into my driveway, and pushed it right up Sebastian’s exhaust pipe! Sebastian, I should say, rides a little Honda scooter. It’s very cute. Not as big as Sylvester’schopper, of course,  but that’s another story.

Nothing good ever comes from jamming vegetables places they shouldn’t be. Believe me, I should know, my cousin works in an emergency room at the hospital. Anyway, after inserting his nefarious carrot, Max returned to his bedroom.

Sebastian was just finishing me off, (phrasing), and our yoga session was coming to a very happy ending.  It was not a minute too soon, as Bernard, my photographer, was due at my place to discuss a shoot we have next week for one of the advertising agency clients. I like to work from home, and Bernard often drops by.

I was just seeing Sebastian off, when Bernard arrived. Sebastian straddled his scooter and hit the starter, just as Bernard was walking up my driveway. There was a phut, phut, BANG!

Next thing I knew Bernard was lying on the ground gasping and clutching his heart. You may remember he had a heart transplant just about a year ago, after an unfortunate Tazering incident at O’Hare.

At first I thought the shock of the backfire had given him a heart attack. Then I saw the carrot, fallen to the ground, beside Bernard, who was by now convulsing and looking decidedly peeky.

“Hold on, Bernard,” I said as calmly as I could. “I’ll call an ambulance!”

He gurgled as first Sebastian and then Max, appearing from next door ran to him to help.

As I rushed inside Sebastian was telling Bernard that he wished he’d brought his homeopathic first aid kit. This didn’t seem to comfort Bernard, who was gurgling and coughing up blood.

I called the ambulance from the phone I’d left in my kitchen, and then hurried back to the increasingly pale form of Bernard lying in the driveway. He was reaching out in front of him, clutching at the air.

“It’s OK,” I said as calmly as I could. “The ambulance is coming.”

“I can see a light,” said Bernard, his eyes glazed over.

“Go toward the light,” said Sebastian. “Go toward the light!”

“Are you sure?” I said. “I thought you were supposed to go away from the light.”

“They’re calling me,” babbled Bernard, still clutching his chest, but fading from pale to a blue color. With that he seemed to go limp and give a final sigh.

A moment later the ambulance pulled into my driveway. The ambulance service here really is very good, and they have such very nice uniforms.

They loaded Bernard into the ambulance. Max was flapping around like an old woman, fawning over Bernard, and looking terribly distraught. As the ambulance pulled away and headed toward the hospital, I thought he was going to run and get his bicycle and follow it. Even then, I realised something was amiss.

As the ambulance siren faded Max turned to me and said, “Fiona, there’s something I have to tell you.”

Now, I’m going to tell you exactly what happened next in my next newsletter, because it really was so extraordinary. Let’s just say that the truth really does set you free, but at what price?

I hope you’re having a better weekend than we are!



Sebastian’s Health Tip For The Week: There’s no better way to get out and about and keep in shape than on a bike.

We’re firming up our members.

First of all, I feel I should address a matter of concern to many of my members. Angela in Arkansas asks, ‘Is it possible that White House spokesperson Sean Spicer and Sarah Huckabee Sanders are the same person? I have never seen them appear on camera together.’

I am so glad you asked me that. Naturally I am a keen commentator on political matters – my views being held in very high regard in some circles. I have several sources close to this matter and let’s just say that you’ll be seeing a lot less of ‘Sean’ in the coming months. I protect the confidentiality of my members very diligently as you know, so I am precluded from saying more. Suffice to say that Sean may be accepting himself as he is, and creating himself as he wishes. I can neither confirm or deny whether he is a member of my programs.

This weekend I have organised a barbeque for my friends. Sadly, my wife is travelling, leaving me to entertain myself. As I slipped into a new bikini and tiny pink skirt today, I found myself considering how very lucky I am.

I have such an eccclectic group of friends. Sylvester with his unusual tattoos and enormous chopper. Bernard, my photographer always wanting to expose himself. Sebastian, my personal trainer, who incidentally has just taken up pole vault. I very unusual choice of sport.

And of course, who could forget Max and Ali – still rummaging about in the arboretum looking for his hoe. This weekend I am also playing host to Katia Thornwood and Julie, who’s been hard at work (literally) stimulating new male members.

Perhaps I should explain that. We had a special promotion last week, for father’s day. This resulted in some wonderful new men joining my Little Black Book as admirers. I am thrilled to see the list of members growing and firming up all the time.

I said to Julie just the other day, “Julie, you need to take the members in hand, firm them up and make them grow!” She’s been breathlessly applying herself.

As my friends started to arrive for the barbecue and Sylvester busied himself at the grill, I joined the boys in conversation.

“But, Sebastian, darling! Why pole vaulting. It seems so… I don’t know, suggestive.”

“Not at all!” He insisted, turning his sausage on the grill. “Personally, I think it shows great self coonfidencel”

“Well, if you say so,” I said. “Mind you, it’s all a little dangerous, if you ask me. Plunging your great pole in a slot and getting up like that. It reeks of over compensation!”

“Its all about keeping it stiff,” said Sylvester, ever helpfull

Sebastian glanced at him, doubtfully.

“We’ve got pills for that,” chimed in Ali, from where he was showing Max the difference between a Chrysanthemum and Chlamydia.

Ali has been doing rather well with his English classes. One would never guess he arrived from Syria just six months ago.


“Sebastian ,” he called over toward the grill. “You’re obviously overcompensating, my young friend. I have some friends who can help you with that.”

I sometimes wonder what they teach him at that English class. Nonetheless, his integration seems to be coming along nicely.

I’m watching as Max tries to engage Katia in polite conversation. Now that really is the lamb attempting to lie down with the lion. I think I should go and interpose myself between them before Max ends up being served up on a skewer.

For those of you who don’t know Katia, she is a somewhat stern woman. Statuesque and beautiful, but very commanding. Her wonderful travelogue is being published on my website at http://FionaDobson.com in episodes – look for The Travelogue Of Katia Thornwood. You’ll be hearing more from her. Suffice to say that her holiday entertainments went far beyond looking at temples in Cambodia.

I hope you have a lively weekend and enjoy the summer weather. By the way, as I mentioned, we’ve had an influx of male  members (phrasing) in My Little Black Book. Now’s a great time to join, if you’re not already a member.

We have a major expansion of our website underway. My objective is that there should be something new almost daily for you to check into and occupy yourself with. Check it out and come back whenever you feel a little femme. You’ll love what I’m doing!



Imagine if some of your graduating class could see you dressed. What might they think?
Are you reading the exciting adventures of Andy in “Clothes Maketh The Man”?

Manipulated and taken advantage of by the evil Devina, Andy finds himself compromised into dressing. You’ll never believe what follows!
If you haven’t yet dived into the extraordinary serialised feminization adventure you can find it here:

Read the story – Clothes Maketh The Man http://fionadobson.com/clothes-maketh-the-man-part-1/

Not yet signed up for the Premium Program? Take your time, but when you’re ready jump in and join the fun.  You can sign up for full membership – US$ 35 a year – here: http://fionadobson.com/premium-program/

Sebastian and his ‘low hanging fruit’.

So tonight I’ll tell you about a rather unusual episode, that happened outside my house this morning. Sebastian turned up on his racing bicycle, looking rather sweaty in his spandex shorts and tight tee shirt.

As you probably know, I love cycling. I find it keeps me in shape, and gives me the perfect excuse to show off my legs, and it’s a great way to get about the city as the weather improves. It’s not unusual for Sebastian, my personal trainer, and I to get out on the bikes and rip round the local parks and cycle paths. It’s such a good work out. I always wear tight leggings that show off my legs, and a cute tee shirt.

For Sebastian, however, this is just a warm up. He likes to race and takes it all very seriously. Recently he’s regeared his cycle replaced the handlebars with a Kevlar lightweight pair. All this is very good, but as he babbled on, in my driveway, about how wonderful these modifications are, I couldn’t help noticing his spandex cycling shorts are a little tight.

“I’ve always found my get away a little slow,” he said.

“I see,” I replied, having no idea what he was on about.

“I always find I end up having to come from behind,” he went on.

“Oh,” I said, “I know exactly what you mean.”

He straddled his bike, and asked me to steady it, as he stood on the peddles, balancing and leaning over the handle bars, his bum almost in my face.

“With these modifications,” he said enthusiastically, “I’ll be able to sneak up from behind and take the low hanging fruit, even if I do have a slow start to a race. Then I can take the leaders from behind as I get further into the race.”

From where I was standing I thought Sebastian should be more concerned about his own low hanging fruit.

That, however is not the main reason I’m writing to you tonight. I thought I’d touch on a slightly more topical subject tonight. Below is a video from a performance by the great British comedian, Eddie Izzard. It touches on the subject of crossdressing and the army and a few other things you may find of interest.  Have a listen and see what you think.

I hope it lifts your spirits in these uncertain times.



Eddie Izzard: Army
Eddie talking about the army, transvestites, and the squirrel hole! Been there, done that!

Don’t forget, I’ve got many free videos for you on Youtube, and soundfiles on Soundcloud.


It seems my reference to CaddyShack last week struck a chord with many of my members. By the way, thank you so much, Adrianna, for your description of what you got up to on the ‘back 9’ at your local golf course. I had no idea there were so many ways to go about enjoying every stroke in the rough.

For those of you that are interested, the video I included last week was a blend of two songs from the soundtrack, put together by the very talented Sethflix. He describes it as a labor of love, being such a fan of the movie and musical score. I got many emails from my members who loved the clip.

Are you reading the exciting adventures of Andy in “Clothes Maketh The Man”?


Manipulated and taken advantage of by the evil Devina, Andy finds himself compromised into dressing. You’ll never believe what follows!
If you haven’t yet dived into the extraordinary serialised feminization adventure you can find it here:

Read the story – Clothes Maketh The Man

If you’re already a Premium Member, THANK YOU! If not, this is a great time to start. Try the Premium Program and mince into 2017 in some new heels!
Have you signed up yet for my Little Black Book? Far more than just a list of crossdressers, this is a great project for anyone wanting to chat, email and connect with new friends. Join the book, email some friends and then once a week come back and reach out to new members both far away and close to home. All for just $24.95 a year, If you’re not already in the book now’s a great time to sign up!

One simply has to service every member that comes my way.

Tonight I would like to introduce you to a wonderful hypnosis video I have just finished working on.  Now, I know what you are going to say. Just like Sebastian, my personal trainer – who incidentally has been hard at it these last few days working up a sweat – you’re probably thinking, “Fiona, you give and give! You are so good to your members!”

I feel it my destiny to work as hard as I can to satisfy every member that comes my way. Now, I know you think that’s hard to swallow, but I always do my best to allow my members needs to penetrate me to the very core! Even when I am spread very thin, I do my best to come up with something interesting for you.

Crossdressing Hypnosis - You Want To Be A Girl.
Crossdressing Hypnosis – You Want To Be A Girl.
So, have a listen and enjoy this one on me. And speaking of enjoying it on me, I am in Puerto Vallarta, in Mexico for a week. I’ve been bronzing myself on the beach for a couple of days, and there’s a young man heading my  way this very minute wanting to give me a massage. He tells me he has a friend, Juan, who can lend a hand, too! I have a sneaking suspicion these two are not members of the American Massage Therapists Association.

I suspect their massage would end in an abrupt and explosive way. That reminds me, I must rub a little more of this sun lotion on my breasts – they’re glowing with health already. I wouldn’t want to burn myself.

If you are a regular user of my website you’ll be aware that I have changed the look in the last few days. There’s a reason for this. I found to my surprise I was hacked. It was just the website, and they messed up a few menus and posts, but nothing more. All my member details are kept behind a very secure AES 256 bit encryption system. Anyone wanting to break into that should set aside approximately 40 billion years to run through the possible combinations. Given that the universe is only 15 billion years old, this seems to be good enough.

The result is that the website is now stronger, tighter, more highly lubricated and will even still respect you in the morning following use. We’ve still got one or two things to work on in there, but you’ll find most of the content is still there. Take a look at http://FionaDobson.com – If you’re as excited as Max was about it, you’ll need a towel.

Have a wonderful week.

If you are not a full member think about signing up – http://genr8tor.com/membership/ . When I see payment go through I will start you on your path. I work though everyone’s messages a couple of times a day and work to get you moving quickly. I know you’ll love it. Email me to let me know you’ve upgraded.