It’s Friday night, so let’s do this…

Look, do I really need an excuse to post this? So, here it is. It’s for all my lovely members who’ve been so kind this last few weeks. By the way, tonight I’ll be online chatting for some of the time. Look out for me here.

In other news…

Faith from Gender Rebels has a new book out. It’s worth reading. No, I’m not paid to say that.

“When 16-year-old Matt Baily is expelled from his evangelical Christian high school, he faces the prospect of going to public school for the first time. There he firstexperiences the world beyond the strict, conservative Christianity he has grownup with. When he befriends wannabe Warhol Superstar Michelle, he is finally able to share his deepest darkest secret with another person–he has always longed to be a girl.”

Looks pretty good. Get it here – https://riverdaleavebooks.com/books/5477/disgusta

I’ll be online on the site chatting late. Win a free membership by chatting to me and starting off with the words “I think I just stepped in some trump!”.

🙂

Fiona

Become a Patron!

Enjoy the Fiona Dobson Crossdressing Playlist below – it’s sure to put a smile on your face.

Trans Flag for Wall | Transgender Pride Banner Tapestry | Large 40″ x 60″ – $12.66

I need some new eyeshadow for my third eye!

Auntie Kittie’s niece Megan tells me her Auntie says she looks good in a kilt. What do you think?

“Push your bum back a bit,” said Sebastian, maneuvering behind me.

“Oh, Sebastian,” I said, perspiration dripping from my brow.

“That’s better,” he said pressing his hand into the small of my back.

As you probably know, Sebastian is my personal trainer. We often do yoga sessions together. Some of these yoga positions are really quite challenging. As we move into the cooler weather I do find I like to lift up the intensity of my exercise regime. And Sebastian is a treasure, I really do enjoy getting it up with him. My yoga is very important to me.

I also find that with the cooler weather I like to dress in suitably warmer clothes, and the opportunity to explore new styles is a source of great joy. I enjoy wearing a kilt, and know there are many other members, some who cannot overtly dress in femme clothing but can wear a kilt from time to time.  A kilt is a very good way to gradually introduce more androgynous clothing into your repertoire.

This week, as an exercise perhaps you can check out a few ideas for kilts online – here’s a start.

I also loved the tights below.  They have a nice tartan imprint. I do have some distant Scottish heritage and used to spend every Christmas on the Isle Of Skye. I even got lost in Dunvegan Castle once as a child. But one thing I do enjoy is watching the Highland Games events. I have always thought Bernard would be rather good at tossing the caber. I understand he comes from Essex, in England, which some of my English friends have told me is full of tossers.

Bernard tells me that it sometimes gets so cold in the north of Canada that there’s so many icicles hanging from his sporran that you’d think he brought along his own wind chimes. What a sight that must be.

Here in Canada we believe in an inclusive approach to life. This is exemplified by my good friend Justin, who – when he’s not busy running the country – is very happy to swing by and take a walk on the beach nearby. And I have to say, he doesn’t have bad legs. He’s asked me once or twice if I can spare Sebastian for a yoga class, but so far we’ve been a bit too busy and our schedules haven’t been quite aligned. Perhaps he’ll join us for a class here in Huckleberry Close as things slow down around Christmas. At least, he promised he would. We’ll see.

When not running the country Justin enjoys a little yoga, and wants to borrow Sebastian, my personal trainer.

If you enjoy a ghostly tale you may want to keep an eye open for The Living Doll on http://FionaDobson.com . There’s also The Foreshore Light and The Apartment, for those of you who like the ghostly theme of Halloween, both of which are already available. If you’d like to hear Jules Sanderson reading The Foreshore Light you can do so here. Be sure to check them out when you have a moment. I think I’ve given you enough there to keep you up at night. It’s not often that you find ghostly stories suitable for crossdressers, but I do try to present a broad cross section of content for my lovely members.

If you’re not already a member be sure to check out the membership options here – http://FionaDobson.com/my-programs

Have a lovely week,

🙂

Fiona

Auntie wants you!

Sign up if you’ve fantasized about being a sissy housewife. Auntie Kittie has just what you need. Use the form below to join Auntie Kittie’s free introductory program today.

A jailbird in the hand is worth two in the bush.

“There is no way,” I said to Amanda, my wife’s awful friend.

“Oh, please,” she begged. “Just pretend.  I mean, really, you can pull it off.”

“And I’m not ‘pulling him off’, either!” I protested.

“Look,” she insisted, “all I’m asking is that you hang out with us. I promised!”

“You set him up on a date with some… some… some floozy, and she’s now dropped out. And you’re asking me to step in. And let’s face it, your brother isn’t exactly a catch. This is going to be the first time he’s visited you since he was in jail. That’s not what I think of as a good catch. Besides, I’m married,” I stammered. “You’re a friend of my wife’s. How can you even suggest this!”

Continue reading “A jailbird in the hand is worth two in the bush.”

What on earth should Auntie Kittie do?

“Naughty Gerald!” said Auntie Kittie as she came into my kitchen just the other day.

She then went on to tell me the story below, that I told her I would pass on to my dedicated members. Perhaps you can help?

Auntie Kittie writes:

When my little nephew Gerald arrived at my house just as I was going out to buy some milk I was completely taken by surprise.

“Gerald, what on earth are you doing here?” I asked.

“Auntie,” he replied, “My bicycle has a flat. Can I phone mum to pick me up?”

“Of course,” just occupy yourself for half an hour, while I do some quick shopping.”

With that I left him and went off to the nearby shops. Huckleberry Close is such a convenient place to live and I really only needed milk. As it happened that resulted in me arriving back at the house a little unexpectedly fifteen minutes later.

Continue reading “What on earth should Auntie Kittie do?”

My hand on your flies.

My good friend Sylvester was looking very concerned.

“I really think I ought to get my junk out,” he said, sounding very distracted.

“Well,” I replied. “If you must!”

“I mean, some of these lures are very old. They’re junk really,” said Sylvester.

We were standing around a table in the greenhouse, in my garden. The smell of ripening tomatoes filled the summer evening air.  On the table was a neat little pine box, containing some beautiful lures which Sylvester has made, as he is such a keen fisherman.

I inspected his flies, and I must say it did make me think I should keep my hand in. You may not think this to look at me, but I really do love outdoor sports, including hunting and fishing. I find the gentle rhythm of fly fishing very calming. Helping Sylvester sort out his fly fishing lures, and discarding those that are damaged or ineffective, is a periodic task I help my friend with.

I shall be writing before the end of the week. Now, let me help Sylvester sort out his flies. I’m sure he’ll appreciate my attention.

Fiona

Sylvester slammed his tackle roughly in from behind!

As perhaps you know I am enjoying a little time away from the hard weather and have slipped of to the Baja, in Mexico. Such a delightful place. However, you can imagine the surprise when I received an excited phone call from Ali, my gardener.

“You should have seen it, Miss Fiona. Sylvester slammed his tackle roughly in from behind. I’ve not seen anything like it!”

As you’ve likely guessed, Ali has discovered ice hockey. Well, it had to happen. You can’t be in Canada for very long without being affected by this the national sport.

“It was wonderful,” said Ali. “He’s been on the game for some years, I hear.”

“I think you mean, ‘he’s been on the team’, Ali,” I corrected him. I really do worry about Ali’s English at times. I really must speak to his teacher.

Ali went on to tell me that Sebastian’s been going out with a new girl and is very taken with her. Apparently she’s very pretty but she has a squint. Unfortunately she’s unable to see him any more. Poor Sebastian.

I do like to keep up with the news at home as you can tell, but that’s not the main reason I’m writing. I thought I’d share some news with you.  I have added a new $1 level to my Patreon page. This allows you to penetrate just a little deeper without going to the full expense of the other programs.  I realise there are many things out there at present competing for your attention, and at such a difficult time it’s sometimes a little hard to justify the expense of a full program like the Premium Program for some of us. It’s important to me to be available to all my members, so I talked to Max about this and asked for his ideas.

He said, “You need to give people a different option. Some way to have a relationship without too much expense. You need some kind of ‘Back Door’. So, with this in mind I am inviting you to join my Patreon and use my ‘back door’ for just $1 a month. I think you’re going to like it. It’s exclusively on Patreon. Join here – https://www.patreon.com/fionadobsonCD

🙂

Fiona

Become a member!

PS. Just click any of the hotlinked names in the post to get more stories about that particular person. It’s a fun way to learn about my friends.

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There’s thrush in Marjorie’s bush.

I was a little surprised to see Ali in my garden this morning, spying over the fence in Marjorie’s direction, looking through an enormous pair of binoculars.  Now, you’ll remember Marjorie is Amanda’s lover.

It’s very cold at this time of year and much of the wildlife of the garden retreats into the foliage where it’s warmer. Ali takes a keen interest in such things.

I quietly crept up beside Ali and tried to see what he was looking at so intently.

“What on earth are you looking at, Ali?” I asked quietly, pulling my robe tightly around my body.

“It’s Marjorie’s pussy,” he whispered back.

A moment later Marjorie’s back door swung out and she came striding across the garden towards us, her impressive physique sailing toward us like a battle ship with sixteen inch guns primed and being brought to bare directly at Ali.

“What on earth are you doing?” she asked, arms crossed across her thinly veiled breasts and looking like thunder.

“I was watching your pussy,” said Ali.

Thinking I’d better diffuse the situation before the chill air exposed any of us further I invited Marjorie in for a cup of tea, and Ali joined us in the kitchen.

“I don’t much like being spied upon,” said Marjorie, as I poured the tea.  At that very moment Sylvester arrived and joined us in the kitchen. He placed hi enormous mug on the table beside our delicate tea cups, and smiled expectantly.

Ali piped up, “I’m not spying on you.  I was just checking out your pussy.” I do wonder about Ali’s language skills at times.

Sylvester smiled, and I shot him a glance hoping he’d get the message to behave.

Ali continued, “it was about to get the thrush.”

Marjorie looked livid.

“I’ve noticed they’ve been getting into your bush in this cool weather,” he added not helping himself very much.

I managed to calm Marjorie down, and assured her Ali meant no disrespect. It’s so easy to offend when dealing with such sensitivities. I suppose I have learned to be more careful in my language recently. Especially with all the talk about pronouns we hear these days. I do find that the best approach is to try and be as sensitive to others needs as possible. After all, in the end we are all just trying to get along as nicely and with as much kindness as possible. I do feel that is the approach that brings the best in good taste to our friendships and our relationships.

Indeed, I was feeling rather pleased with myself as we all enjoyed some Danish pastries and a lovely cup of tea and chatted. You’ll probably appreciate that this is one of my great skills. Bringing calm where there was agitation and disruption, before I arrived.

As I walked Marjorie to the back door when it was time to go she smiled at me and squeezed my hand.

“I’m sorry if I’m over sensitive, Fiona,” she said.

“Oh, don’t be so silly,” I said. I added, “Besides, it’s nearly spring – I can hardly wait to see your tits in the garden myself,” and closed the door behind her.

Have a lovely week.

Fiona

My knob is terribly stiff!

“This knob is very stiff,” I said to Sylvester, as I relaxed in the seat.

Oh, I should explain, he’s been installing a new sound system in my car.

“I can loosen it a little,” said Sylvester, “but you don’t want it so loose that someone ends up jerking it off. You wouldn’t want that.”

“Speak for yourself,” I replied.

However, that’s not the reason I’m writing to you. Mildred, from Colorado Springs writes:

“Fiona, I’d like to be reminded of you every morning when I have my first cup of coffee of the day. And I’d also like to discretely show my support for trans people and those of us that are of a gender non-conforming bent. What can you do to help?

Love from Mildred, Colorado Springs.

PS. Why do I get so much mail that starts out “Dear Sir or Madam’? Is there something I should know?”

OK. One thing at a time.

Yes, of course I have something to help you first thing in the morning. And a discrete way to show your support to all our members and friends. I was in a conversation with Sebastian about this just yesterday. I can see him in my minds eye right now, sitting on my right hand after we’d finished yoga, while I enjoyed a soothing cup of Earl Grey Tea.

“Those nice boys and girls at Patreon can help you. They can make a cup and give it to any member who joins as a Unicorn and stays on for three months,” he told me while pulling his yoga pants back on.

“That’s a curiously random piece of information to have,” I replied.

It’s true, though. If you join my Patreon as a Unicorn after three months you will receive this lovely mug, complete with the image here. This will be recognizable to anyone interested in gender issues, though won’t really mean much to anyone else. I’m told it’s really a good idea. It is also a great conversation starter.

Keep in in this is my first venture into the world of ‘Merch’. It all sounds so very sordid. Anyway, Max will oversee the tech side of it. He’s recovered from the last flogging he had. I think that was for something to do with us being kicked off Tumblr. Again! Either way I will see it’s done well.

So, pound my button as hard as you can and sign up as a Unicorn Member and in three months you’ll get a cool cup to help you enjoy me every morning. Wait. That’s not what I meant.

🙂

Fiona.

Become a Patron!

Jen’s Guide To Cuckolding.

Jen is a hardworking librarian at the local library. She’s a popular lady in the community and likes to get out and about. However, her weekends are a whole other story.

Get the full story HERE.

Mistress Meg wants to discuss the voices in your head.

As the voices tease you and taunt you, you realise you can’t fight them. You have to submit.

Finding you crossdressing, and ripping your blouse open I can only say I reveal you as you are. It’s time for you to stop pretending to be a man and to discover the real you. The ‘you’ that talks inside your head.” Mistress Meg

There are voices in your head.  They tell you how you want to wear panties and feel the softness of feminine clothes. And they’re getting stronger.

In this powerful self hypnosis exercise you will learn to accept the voices in your head. You will learn to comply with them. This brief hypnosis file should be used every night, and then loaded to your phone for use at intervals during the day.

Soon your feminization will be complete. Try the hypnosis file below and listen to it nightly for a week. Then let me know how you’re enjoying it.

Mistress Meg.

Find more Mistress Meg by joining the Seahorse Level.

Owasso Police Department fail to safeguard children.

Nex Benedict, a 16-year-old non-binary high school student, loved nature and watching the television show The Walking Dead. Nex enjoyed drawing, reading and playing Ark and Minecraft. Nex also had a cat, Zeus, whom they loved. Nex’s family trace part of their roots to the Choctaw Nation, and were on a journey to understanding more about Nex’s identity – like many other parents of transgender and non-binary youth. On February 7, 2024, Nex was brutally and viciously beaten inside a bathroom at Owasso High School in Owasso, Oklahoma, where Nex was a student. Nex was taken to the hospital and released, only to be readmitted the following day. On February 8, 2024, Nex succumbed to sustained injuries and tragically died.

Wondering where the police were during this incident? Yes, so is everyone else. You can call the Owasso Police Department at 918-272-2244 to ask them. Here’s their website – https://www.cityofowasso.com/161/Police-Department

Police Chief Yancey – public protector or coward?

You can ask the Police Chief why his staff are incapable for protecting children in his region by reaching out to him here –

Dan Yancey

Chief of Police

Email Dan Yancey

Phone: 918-376-1564

The Stories Your Mother Never Told You. – Mistress Meg.

There are stories which we choose not to share, for one reason or another. Perhaps it is related to shame or embarrassment. Or maybe we just hold them so dear, that in sharing them they would become devalued.

One of my visitors recently brought a rather unusual collection of note books with him when he came into my studio. He was an elderly man. I will not give many details as I do not wish to identify him in any way.

Wrapped in brown paper of the sort people used for parcels many years ago, these note books were dusty handwritten relics. I can well imagine them being tossed out with the trash when someone moved house, or recycled along with old copies of magazines when clearing out a loft or basement.

My visitor explained that they were among his mother’s personal papers in her house which he had inherited years earlier. For the purposes of this document we will name her ‘Valerie’. The papers had never really been sorted through as there was nothing of much importance there. Valerie had been well organised and secured all the financial documents with the family lawyer.

You will understand then that the contents of these papers were at first a mystery, then quite surprising — and ultimately quite shocking. The following is an edited version, mostly to protect the innocent, or not so innocent, and partly to keep the identity of my visitor confidential.

I would estimate the contents to have been written variously between about 1955 and 1973. I can only assume Valerie’s notebooks were written for her own satisfaction, or perhaps to one day share with someone completely unconnected with the events portrayed.

All that said, as you will doubtless see, the contents help explain her son’s unusual tastes in his personal entertainment. I should say that once he discerned the nature of the content he immediately stopped reading, having barely read the first few pages. At first he was unsure what to do with the material, even thinking of burning the precious documents. He said they made him profoundly uncomfortable.

My own interest was not so easily deflected. After studying the notebooks I decided on a rather different course. His particular interest was to be dressed and made to perform a number of humiliating tasks. Dressed as a young girl and forced to perform the duties (and personal services) suited to a young girl, he found a secret pleasure that surmounted anything else he had ever experienced. My assistant Stacy and I were always pleased to see him.

Over the coming weeks I would often have him perform certain tasks, culminating with him being made to stand in the corner, on pain of a firmly applied spanking, and then listen to stories read variously by myself or Stacy. The stories of course, were the contents of his mother’s note books.

Valerie had such a lovely expressive style. Really, it was a delight to read to my visitor. Watching him squirm, unable to ‘unhear’ his mothers lascivious words was a delightful form of mental torture, of the kind I find simply delightful.

So, having witnessed the profound affect these writings had on my visitor, I am now pleased to be able to share them with you. I should warn you this writing are what today we would describe as Not Safe For Work.

I hope you will forgive some of the editing. It’s been done to protect others, and wherever possible I’ve
maintained the spirit of this extraordinary lady’s words.

Mistress Meg.

Continue reading “The Stories Your Mother Never Told You. – Mistress Meg.”