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Weighing up your options.

Hi there,

I’m often asked how I can help my members who want to come out and tell their families. It’s such a delicate subject, and often these feelings rise to the fore at a delicate time.

Recently a 24 year old from Cincinnati asked me the question on my online chat on the website, “Fiona, I wish so badly to become a girl but I can’t figure a way to tell my family. Can you help me?”

I chatted with my member while on my  tablet sitting in my garden and this is what transpired. First of all it became clear that my friend had told no one about this desire.  Not family, not girlfriends. Additionally they’d never been out to a drag bar, never been out crossdressed and have essentially just gone through life so far denying their feelings of gender confusion.

The first thing I had to suggest is that without having discussed this quietly and calmly with others who either understand or are on their own journey into the centre space of gender they would be moving without reference point or real information.  Being able to chat or talk with others in the same boat and hear their stories provides a little bit of a guide.  There are, after all, right ways and wrong ways to approach this. To simply go with some preconceptions, which may or may not be realistic was not likely to be a good idea.

As I pointed out to Ali, my Syrian gardener, while I chatted if you’ve never been exposed to a group of people who are familiar with this, you really don’t know what the options are. He helpfully pointed out that in Syria the options are being stoned to death.

“That’s only one option,” I said.

“Well, you could possibly choose large stones or smaller stones. But that’s about it.”

I made a note to mention that where you are in the world also makes a difference. I am not sure that Cincinnati is a very liberal place, but I suspect it’s marginally ahead of Damascas, or so I am told.

Continue reading “Weighing up your options.”
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Shove it in my trunk!

“Shove that shaft in my trunk,” I said to Sylvester, who’d asked me to give him a ride home after work.

He’s a wonderful mechanic, always with a tool in his hand. But I digress. I felt I would write and tell you about the wonderful things we’ve got planned for Mexico.

So many of my members struggle to find a way to dress discretely and safely. I am thrilled to be offering the escape to Mexico we have planned for January.

I hear so many stories of members unable to dress and relax. Many of my members are not comfortable going out of the house dressed. Others fear they may not pass as well as they’d like.  Now, imagine a situation where you could dress. You could ask someone for some help and advice. You could even learn about make up, and enjoy a night out without the worry of someone bumping into you. That sounds like a pretty good day.

Well, our team at the Fiona Dobson Crossdressing Conference can help you do exactly that – but for four days and in the spectacular Miramar Hotel in Puerto Vallarta. Join us on this escape and take that giant step that every crossdresser wants. This trip will help you feel confident crossdressing. In unpressured and non judgemental surroundings enjoy the feeling of wearing what you wish, and doing what you want.

You’ll be with a small group of people, likely just like you, in a private setting.  If you’ve ever had to hide your dressing, this retreat will be relaxing and rejuvenating. Get more information HERE.

By the way, if you’ve never read it, you may enjoy my ongoing series Clothes Maketh The Man. It’s in it’s 37th episode at present.

Have a great week.

Fiona

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The Stories Your Mother Never Told You. Part 6.

In a tattered journal given to me by one of my clients, I came across the following account which you may find of special interest. It was clearly written describing a time when my visitor was little more than an infant. You will see that we’ve named him Billy junior, to help keep things straight. I would guess that the diary entries are from the late 1950’s, judging by the content and condition of the journal.

July 26th.

I drove across town this evening to Vince Miller’s place. Funny being there after all these years. I remember his 6th birthday party. The swing on the lawn. But tonight was something different. He asked me to do a little favor a few weeks ago. I’ll tell you about it.

Continue reading “The Stories Your Mother Never Told You. Part 6.”
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Broom Broom Bitches!

What a surprise Lenni and Jules had when they fell over these strapping curling team members earlier today. As you likely know our Vancouver members are often getting into trouble in one form or another.

“I just came down here hoping to score,” said Lenni, a keen athlete, in her own way. “I love to help out the team. Keeping score is just one small way I can provide a supportive hand.”

Jules spotted the team name and couldn’t resist. The team plays at The Hillcrest Centre, an Olympic venue in Vancouver.

“I was impressed by their strength, and the length of the shaft,” said Jules, admiring one of the brooms.

We wish the Broom Broom Bitches a great season curling and look forward to enjoying more of the Whister Brewing Company’s Chestnut Ale.

FD

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Clothes Maketh The Man – Part 37

I pulled into the evening gridlock, the smell of Devina still in my head.  The way she’d towered above me, so controlled, her big eyes inspecting me had left me feeling both more unsettled about her motives and yet compelled by the undeniable feelings growing within me.

I couldn’t help but feel desire for Devina. The woman who was the architect of my own destruction and this unchained slavery which she had so skillfully imposed upon me.  I knew that, despite her releasing me from the abominable chastity device, after I had done as she had told me, I would return and lock myself up as she had instructed.

I would drive to Mandy, my girlfriend. There I would, as Devina had instructed me, ‘do my duty’ by Mandy and then I would return. Like a slave returning to their master. And I would be grateful.

Now, for those of you who have experienced neither chastity nor the powerful draw of a dominant partner this may all seem rather strange. However, there’s no doubt there is a peculiar motivation that forces us to do things that seem counter intuitive to the uninitiated. It has to be said though, the wife who returns to the husband that abuses her, the person that day after day goes to a job they despise, these are equally baffling, though psychologists will offer plausible explanations. Yet here I found myself, consciously considering that I was so firmly bound by these chains of desire that I had absolutely no choice but to do as Devina instructed.  Could this be something like a case of Stockholm syndrome? 

The image of Devina, tall and strong toying with me came back to my mind. It was intoxicating. Her laugh, her power and her control. I find it confusing and yet compelling. I wanted to obey.

The traffic was static.  My instructions were clear. Go and satisfy Mandy. How Devina knew this what was needed I did not know, nor did I much care. My instructions were clear.  I tapped out a text message in the frozen traffic and told Mandy I would be there as soon as traffic allowed. I guessed this would come as a surprise to her, but a reply came moments later.

Continue reading “Clothes Maketh The Man – Part 37”
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From The Office Of The President.

I get a lot of correspondence on my email and through the various chat channels, as well as Twitter. Now, without betraying any confidences here, and understanding that some of my lovely members are in positions of power that make their identities a matter of some delicacy, I will recount one such conversation I had today.

“Fiona, I get so tired of making decisions every day, I just would love for someone to make them for me. Sometimes, I just feel the whole world is against me.”

Continue reading “From The Office Of The President.”
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Selfies For Crossdressers – Part 1

Selfies For Crossdressers – Part 1

Introduction.

I’ve always loved photography. From the early days, when I worked for a local wedding photographer, to more recent years working in an advertising agency, I’ve never been far from a lens and shutter. And now as a crossdresser with a love of photography I am very happy to bring a few tips and tricks, suggestions and stories, that you may find of value. If you enjoy them be sure to comment and share them.

Fiona 

– http://FionaDobson.com

Equipment.

As Bernard unloaded the car, and I sat beside it on one of his large trunks full of gear while drinking a mimosa, I smiled at him and said, “Goodness, Bernard! I had no idea your equipment was so very large!”

I lifted my phone, made sure the bright sunshine was bouncing off my upturned cheeks, beamed at the screen and took a quick selfie. A moment later it was shared on my Snapchat to my children and shared it to Instagram.

“It’s not getting any easier to haul about the place with age,” said Bernard. “My back
” he groaned as he moved another heavy case.

I poured a little more Champagne into my glass, and lay back on the trunk.

“You really should take it easy, Bernard,” I said. “Didn’t you have heart surgery recently?”

“Oh, yes,” he groaned. “I’m recovering. Slowly.”

Continue reading “Selfies For Crossdressers – Part 1”
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Vancouver Pride – Today in Vancouver.

Some great pics from our team in Vancouver. What a wonderful Pride we had! I am so lucky to have such wonderful friends at Pride in Vancouver, and that they were able to bring back such lovely pics for this special day.

As you know I move in some pretty elevated circles at times. I knew our Prime Minister was in town and as soon as Justin recognised me he waved, and then mouthed ‘Call me!”. So cute!

Continue reading “Vancouver Pride – Today in Vancouver.”
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Can you spot the idiot in this picture?

I have a short tale to tell you that probably will go down as one of my less stellar moments in my career in advertising.  Because of some of the people concerned you will understand that I have to be a little vague on some of the names.  Needless to say, the primary protagonist in this little adventure was none other than one who shares their name with a certain occupant of the White House.

“You must be very proud,” I said.

Well, I had no idea at the time, of course, only aware that one of the charities that we work with at the advertising agency wanted me to organise Bernard (my photographer) to come to one of their locations for a photo opportunity that I was informed could be very valuable in the fund raising campaigns that we typically manage in the fall.

As a result Bernard and I took the flight from Montreal to Vancouver, and then north to the Yukon, where a local company flew us on to a remote hunting lodge. Now, here’s the back story.  Apparently some hunter from the US had decided they want to shoot one of our bears. It’s not that we are short of bears, but the area of incredible beauty that this particular ‘sportsman’ wanted to hunt in is designated as a national park.  Now, we take these things rather seriously in Canada. There’s meant to be no hunting of certain species in the national park, however I was informed that a large donation would be made to the conservancy were this particular hunter allowed access, and a special dispensation had been granted.

Continue reading “Can you spot the idiot in this picture?”
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Episode 35 of Clothes Maketh The Man is out!

Andy discovers a little more about what happened to him the previous night. Whatever self respect he had left is swiftly evaporating. Episode 35 of Clothes Maketh The Man is now available on Patreon – https://www.patreon.com/posts/28578309

Sit down and enjoy the latest episode of Clothes Maketh The Man. Think of a nice warm fire on the beach, the waves, the soft sea breeze, and the gentle smell of the last of Andy’s self respect disappearing in a puff of smoke.

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Are you an ‘animal lover’?

Good evening,

As you likely know the advertising agency which I work for has some diverse and interesting accounts.  One of the most interesting is the local wildlife park. Just this morning I was out there, wearing what I think was a rather fetching safari suit, with a zebra print blouse, and safari boots.  I do so love the look. You can see some of my favorite choices on my Pinterest –  https://www.pinterest.ca/fionadobson22/

The wildlife park is quite forward thinking, and there’s always something exciting going on.  A recent addition to the park is a polar bear, unfortunately this is one that’s been displaced due to loss of northern ice floes, the polar bears natural habitat, caused by climate change.  This 800 lbs creature is truly magnificent and is in a very well thought out enclosure.  You can also see an additional recently added attraction of delightful baby seals, as long as you arrive before lunch.

Bernard my photographer and I were down at the park attending a marketing meeting during which we were helping identify some talking points for their fall marketing campaign. Whilst there a rather unusual incident occurred. Montreal is a hotbed of alternative lifestyles and spiritual practices. Today an absent minded keeper from the wildlife park took an orangutan to be treated for some mild stress issues to an acupuncture clinic, but by mistake went next door into the voodoo temple. When the needles were plunged into the orangutan’s flabby orange backside 400 miles away Donald Trump collapsed clutching his face.

Bernard ended up with some wonderful images, and will be busy editing them all weekend. In the meantime he’s been helping me with A Guide To Selfies For Crossdressers. Hopefully I will get that out to you this week. Watch out for it on the site or on Patreon.

I do hope you and yours have a wonderful week.

😊

Fiona

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Clothes Maketh The Man – Part 34.

Hanging upside down hooded in some kind of arena, in front of an audience of unknown size I found I had a moment to reflect on the misfortunes of the last few days. As I did so I noticed the crowd fell silent, and only soft footsteps came to my awareness.

I tried to look round in the direction of the footsteps, and as I did so I heard a gasp go up from the audience. What was that? Something surprising
 something revealed? I struggled to throw off the hood but it was no good, and I heard laughter coming from the audience.

Andy’s in trouble again – and this time it’s going to get weird. And personal. Enjoy the next part of Clothes Maketh The Man on my Patreon.

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