Do you remember the first time?

Hi, I was chatting with some of my members online the other  night and we got to talking about our first time. I don’t think any of us really knew what we were doing at that time. I was about 5 when I first tried on a pair of black panties. My cousin had been over, and they’d been left.

I think my mother must have washed them and put them in my draw by mistake.  Either way I found them, and realised they weren’t mine.  I tried them on all the same, and I can remember thinking it was naughty. I can also remember getting an erection – which was definitely a little strange.

For some of us, it was our sister that played ‘dress up’ with us. For others it’s some other situation completely. 

We all have a different path into this – and for each unusual start there’s an unusual outcome.  I know so many men who crossdress, and hide it from their wives, only to find later (when their guilty secret is discovered) that their spouse really likes the fact that they like to dress up. And of course there are the ones that go the other way.
Of course we all have a different path into this – and for each unusual start there’s an unusual outcome.  I know so many men who crossdress, and hide it from their wives, only to fnd later (when their guilty secret is discovered) that their spouse really likes the fact that they like to dress up. And of course there are the ones that go the other way.

In the end, we all know we just have to be the person we’re meant to be – and find ways to accomodate that. There’s good ways and bad ways to do that.

I’ve just added a new page to my site that will help people understand a little about this. On my site you can tell your own story in the comments section of the following page – https://fionadobson.com/my-first-time/.  You might find your own story is not so unusual. It’s a good thing to share.  Don’t forget to register on the site. That way you’re sure to get a lot more out of it.

If you are interested there’s a little about my own journey here: https://fionadobson.com/the-three-reasons-i-couldnt-stop-myself-from-crossdressing/

Ironically, it’s often not until later in life that many people embrace this behaviour. Perhaps it’s just when we feel more comfortable with it.

Now, Sylvester, my mechanic has just pulled into the drive.  He wants me to take a ride with him on his chopper. Have a lovely evening!

🙂

Fiona

Sylvester couldn’t get his chopper out!

What a busy week it’s been. Poor Sylvester has barely even got his chopper out. He’s looking most frustrated.

I’ve told him, there are times when circumstances just don’t allow a good ride, and it’s times like that we have to do the preventative maintenance. He usually looks despondent when I say such things, and then goes off to grease his nipples, or something. I have no idea what that is, by the way. Anyway, perhaps the weather will improve and he’ll be able to get out on his bike.

We are living at a strange and dystopian time. The US is not what it once was – we might as well accept the fact. Al l that said, this is not a time to give up. It is the time to be the hope that seems so absent for most people. We can do that by being kind, considerate and by being ourselves. Our existence is resistance.

So, what can we do? Right away you can familiarise yourself with this – https://fionadobson.com/the-three-things-you-can-do-right-now-to-advance-transgender-rights/ – which is a good starting point. If you live in an area which has no pathway to support for a candidate that could get themselves elected, then I would strongly suggest backing a candidate in a location they may be able to get elected, even if this is far from you. Elections, contrary to popular belief, do not take place on one day. They take years. Supporting political movers and shakers who align themselves with out values does not have to happen just during an election year. The pressure needs to be constant, and our support of our people should be, too. If you live in the middle of a right wing enclave, you can donate to Zooey Zephyr, in Montana and lend her your support. Those of us outside the USA can’t donate to support US candidates, there are rules against that, but we can look to people who are advancing trans rights in our own country and lend them whatever support we can. Sometimes this is monetary, sometimes by volunteering, and sometimes simply by expressing support for their message.

We are definitely living at a strange time in history. However, we’ve always been here, and we will always be here. Supporting our sisters in any way we can is more important than ever.  This week I was travelling in the foothills of the rocky mountains, and in a small town hardly big enough to swing a cat in I stopped to buy a coffee on a very long drive.  To my surprise a trans girl came in as I was ordering my coffee. I would guess she was 20 years old. She looked lovely and I turned to her, complimented her on her lovely hair, and then told her how those of us who are older are so very proud of our young sisters. I said to her, ‘you carry a flag that we were unable to, and we admire you for that. When we are gone, you will carry that flag onward.’

She was so grateful. Many of us face a very solitary journey.  When we are able to express our support for one another it really helps.

With this in mind I am offering the first five people who email me at fdobson@zoho.com with the email subject line ‘I support my sisters’ free membership of my Whatsapp Group.  This is usually $10 a month, so it’s a substantial saving. Remember to check out the guidelines for the group chat.  It’s been running very well for years and is a supportive place for many members unable to find community elsewhere. If you’d like another opportunity to chat with others, you can do so by choosing one of the options on my Patreon and using the community chat there. Just remember to keep it respectful and clean. It’s about supporting one another.

You can get into my Patreon for as little as a dollar a month, and I could really use some new members there. Jump in and use ‘my back door’ if you want to be supportive.

Have a glorious week.

🙂

Fiona.

Become a member!

Trans Rights are Human Rights Shirt – $6.99

Amanda’s got her finger stuck in the pasta maker.

As the New Year kicks into gear I am pleased to see Ali getting to grips with my garden. As you know, Ali is my Syrian gardener, and a recent immigrant to Canada. He is a diligent worker and has thrown himself into the task of managing my garden in preparation for spring.

A university professor of botany in his home country, he has come to build a new life here in our country, along with his lovely wife and two delightful daughters. Here in Canada we welcome new friends from around the world, and embrace the chance to add to the deep culture of this diverse and remarkable country.

“We don’t have an equivalent of your ‘Santa Claus’,” he recently explained while we were working at preparing the greenhouse for this years plants.

“Besides, anything flying over our airspace at low altitude stands a good chance of being shot down. And
 well, reindeer meat
 I think he’s well advised to respect the no-fly zone.”

“Be that as it may, Ali,” I said. “I’m most concerned about Amanda and Marjory. All through winter I’ve barely seen them.”

“Fiona, they’ve been very busy. Amanda’s been there all week. And you know what they’re like,” replied Ali.

I don’t think Ali really approves of the nature of Amanda’s relationship with Marjory. Same sex partnerships are not exactly common place in Syria, on account of people not wanting to be stoned to death in the public square.

“All the noise and fuss they make,” said Ali. “It’s very disruptive.”

“Don’t worry,” I assured him. “You’ll get used to it. Besides, it must be nice to be in love.”

“They were making an Italian dish yesterday with the left over turkey,” he mused, while cleaning one of the planting beds in the greenhouse.

“That sounds lovely. One of the things I enjoy about home cooking is getting creative with all those meals using left overs. I had turkey curry yesterday, myself.”

“If I over heard it correctly, Amanda got her finger stuck in the pasta maker. It was quite disturbing,” said Ali.

“Oh,” I said surprised. “I thought Marjory made the pasta.”

“Yes,” replied Ali. “She does.”

But that’s not the main reason I am writing to you today, as we go into what I think we are all hoping is a more hopeful year than last. I understand many of us are finding it harder to dress during the lockdowns that we must inevitably endure. I also realise that this increases the stress for all of us, and I want to make a suggestion that I find has helped many of my members.

While it would be wonderful to be able to dress everyday, all day, many of my members are simply unable to do this. When it is impossible to dress, for whatever reason, there’s still the middle ground, of becoming more androgynous. This is a way to start shifting what you wear to something somewhat more feminine, though without being entirely crossdressed. If you get creative you’ll find ways to do this, and enjoy that middle ground in the gender spectrum.

It could be as simple as shifting the colors you wear. Pastel colors and moving away from hard contrast color patterns is somewhat more feminine and gentle. Equally, going for the lambswool sweater and softer fabrics is always more enjoyable.

For others it will be engaging a more feminine clothing style, without crossing the line. Nice jeans can bring out the shape of your legs, and if all you need to do is add heels to shift over the line, then you’re always just moments from being able to express yourself in a gently feminine manner. Sometimes the only difference between dressing straight or crossdressed is the presence of eye makeup.

It’s always important to remember though, the clothing is really only the aesthetic. How you feel and how you think will always be more important. Check out my Patreon for more ideas.

Be sure to enjoy the video below.

Fiona

My father thought he had three boys.

As I think you know, I am a fairly modest individual. I don’t take any pleasure in blowing my own trumpet. I need hardly tell you that on mentioning that to Sylvester he trotted out some trite comment. He really can be quite coarse at times.

With the small amount of celebrity that I have garnered over the years there are naturally moments when I am recognised and photographed, when out in public. I don’t resent this.  I accept that it comes with the territory of being a transgendered account executive at Canada’s seventeenth most awarded advertising company. Apparently, with great power comes great responsibility, to quote Maya Angelou.

It was during the Pride Parade in Vancouver recently that a flock of paparazzi recognized me and descended upon me flashes flashing and video videoing. I must say, in the centre of this light storm I found myself very lightheaded. Perhaps it was the hot weather, or maybe the noise of the parade, but quite suddenly I felt very feint. A moment later the world seemed to tilt on its axis and I was suddenly falling, falling, falling.

 When I opened my eyes I found myself in an unfamiliar place. I was surrounded by mist, and there seemed to be no horizon. There was a soft white light, no walls and no floor. A gentle fog rolled about the place, a little like when Sylvester had that smoke machine in the car and couldn’t turn it off and we got pulled over by the police. Sorry, a story for another day.

From out of this monochromatic landscape a figure emerged with a long white beard and a scroll. Now, I know what you’re thinking. They always have a scroll, right? Why no Ipad? I know – I’ve asked the very same question.

Continue reading “My father thought he had three boys.”

Walking with heels.

One of my members is trying on some new heels.

We talk about everything in the Whatsapp Group.  Here’s one of my favorite members, Julia, with some rather extreme heels. Julia’s come on a long way since they joined.

Join my Whatsapp Group to join the fun.

🙂

Fiona

Not Losing You: a two minute PSA micro-movie supporting trans youth during the election.

Not Losing You is a two minute PSA micro-movie supporting trans youth in the wake of unrelenting anti-trans and anti-LGBTQ legislation sweeping the U.S., and during the 2024 election season.

Following an argument earlier that day over what clothing a trans daughter can wear and what name she can use, a farmer-father makes a decision that will change both of their lives. #protecttranskids #lgbtqia #vote

WANT TO KNOW MORE? Go to: https://www.notlosingyou.com You can learn more about this story and James’ activism at the web series, “Angry Gay Grandpa”: https://www.angrygaygrandpa.com

All in One Makeup Kit for Women Full Kit – $23.99

I want you to enjoy the program the way you should.

My Premium Program will take you through months of tasks and exercises sure to develop your feminine nature. This is a journey we will sure, leading you from some basic tasks to understand yourself in a deeper and more accepting manner.

I started work on this project in 2016. Since that time it has been refined and crafted into a rich wealth of training that will transform the way you think about yourself, and your gender. Most people who embark on this journey stay with it over a series of years.

In participating you are joining the hundreds of others who have found a richer and more joyful life as a result of the process. You will of course also receive my general emails, as well as notifications of new episodes of Clothes Maketh The Man. I am thrilled to offer this to new members and look forward to welcoming you to the many who enjoy my programs.

🙂

Fiona.

A Nightingale Sang In Berkeley Square.

Now that summer is marching down the garden path toward my back gate and fall is introducing herself at the front door  I turn to ideas about putting together a new wardrobe. I was pondering this, and putting a few thoughts together just this morning. As I did so Sebastian came into my kitchen looking quite disturbed.

As you know, I like to think of myself as a caring soul, a sort of Florence Nightingale in yoga pants. Sacrifice and humility are my two middle names. Yes, that seems a very fitting description. I applied a little lipstick and asked Sebastian to share his deepest concerns with me.

“My sister, Rainbow, has taken off,” he said, sounding quite disturbed.

Continue reading “A Nightingale Sang In Berkeley Square.”

You can be a gurl for me tonight – Stacey.

You can be a gurl for me tonight. Enjoy this self hypnosis from Mistress Meg’s little helper, Stacey. Listen to this video and then come and enjoy some more hypnosis files here:

https://fionadobson.com/?s=hypnosis

Stacey helps out Mistress Meg. You can find her by joining my Seahorse Level.  She can be a most persuasive friend.

Enjoy yourself and be sure to let me know how you like it.

Fiona

Become a member!

Lace Retro Lingerie Inspired Floral Ruffle Cheeky Panty – $17.95

Clothes Maketh The Man – Part 70.

– Find Part 1 here â€“ Chapter list here â€“

Is it something they say about a drowning man? He was going down for the third time
 Well, at the pool party I was drowning.

For the life of me I can’t quite understand how two people can discuss details of their new cars while, only a few feet away, the trannie hired entertainment is getting banged by a man that had just snorted down more powder than we get in a night on our Canadian ski hills.

If these people were indifferent to the behaviour being inflicted on me, they were no more indifferent than I was to the latest in the line up that was forming behind the man between my legs. I was phoning it in, to mix metaphors.

Continue reading “Clothes Maketh The Man – Part 70.”