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How can I get my hands on some breasts this Christmas?

What a busy week it’s been. I should offer a little clarity on something before I go any further, relating to one of my valued members. As you likely know, I am always keen to help my members with helpful advice. Mildred, of Colorado Springs, recently asked me how she might stop her puppy from chasing the postman when he comes by delivering some of her online orders. I suggested she should have him neutered and things will immediately get much better. I suppose in retrospect I should have explained more clearly that I meant the dog. I should also apologise to George Reynolds of Colorado Springs, or Georgina as they’re now known.

“Where on earth am I going to get my hands on a pair of 44DD breasts in a hurry?” I asked Sylvester.

“Don’t look at me,” said the diminutive Rainbow, as she settled down on my right hand beside me at my desk and looked at some of the websites I was browsing. She had just dropped in having led a yoga class at the community centre down the road. She was quite hoarse from a surfeit of omming.

“Amanda may be able to help you there,” mused Sylvester.

“Really, Sylvester,” I said. “You can be quite course at times. You know very well what I’m talking about. My car was broken into the other day and someone got rather more than they bargained for. The backpack they took carried my magnificent pocket bra and large breasts, a gift from a friend some years ago.”

I do think fondly of those breasts. Catching sight of my reflection for the first time with the curves I should have been born with was breathtaking. It’s quite a remarkable feeling when one does first put on such a magnificent accessory, and then marches down the street like a battle ship bringing a pair of 16 inch guns to bare on passers by. At first the thought is unmistakably how magnificent they look, but soon one becomes aware that it’s so much more than that. It’s the wonderful feeling that this is how one should look, but for an accident of chromosomes. It just feels so very natural and right.

I quickly went to my friends at The Drag Queen Closet (where I know I can always find great products at sensible prices) and found just what I was looking for. Whether you’re a first time buyer or familiar with drag supplies and crossdressing products, you can rely on them to steer you right. It’s such a relief to know I’ll be stepping out to my Christmas events looking my best. If you’re looking for something special, and have an eye for quality you should check them out for that special gift for yourself.

I would like to pass on the very best of Christmas wishes from the team at The Drag Queen Closet to my members and friends who love to enjoy crossdressing, drag and gender fluidity.  They really are supportive to us and share our ideals in finding a gentler more feminine world in the year ahead. I know they send their very best to all of us at the end of a year which has tested us, but one in which we emerge still strong, still standing, and putting our best foot forward (in spectacular heels) for 2025.

Have a lovely week. Drop by the site as I will be on during the day and early evening chatting with members throughout the Christmas period. Don’t forget the Fiona Dobson Playlist to help keep your holiday season upbeat. By the way, below is a George Michael classic from the playlist. George used to be my first wife’s laundry guy. Yeah! He worked in a cleaners in Finchley, in London, when he was a teenager. True story.

Fiona.

PS. Feeling a little disconnected or alone at Christmas? There’s no need to. Join my Whatsapp Group and connect with some of my members immediately.

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5 HARSH truths for the LGBTQIA+ community moving forward

Why hello there! I’m Leah, and I’m here to cover the news, cultural trends and politics from a progressive point of view, with a particular focus on lgbtqia issues. Today we are discussing some stuff that is rather serious in regards to surviving the next 4 years.

Follow my linktree for socials & Discord https://linktr.ee/LeahPassaniti

Join my online support community

LGBTQ+ Transgender Pride Flag Pinback Buttons – 1 Inch Round – 25 Pack -$ 14.99

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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.

In other news…

Nikita has just released her new book and I include a link below and encourage my members to reach out for it.

Buy ‘Both Sides Of The Great Divide’

In “Both Sides of the Great Divide,” Nikita Carter describes her awakening. How, at 60 years of age, a series of shattering experiences lead to her being “broken open” to the awareness that she is a trans woman, and that she must make changes in her life that reflect that truth.A musician, composer, educator, producer, the past Artistic Director of a music company, and founder and co-leader of a large ensemble orchestra. Today, Nikita emerges from a life filled with extraordinary experiences and people, as a strong, confident, loving advocate for the trans community, a “hybrid being, being hybrid.”

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

🙂

Fiona

Join my Patreon for as little as $1 a month.

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

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Some of us have more Neanderthal DNA than others.

Can you imagine, Sylvester, my resident Neanderthal, still has a home phone. Sebastian was curious about this, thinking it an upgrade to a cell phone, being chained to the wall so no one would steal it. I had to explain that this is what people had in their caves before cell phones.

In some ways Sylvester is a throwback to an earlier time. Perhaps this snippet of conversation will help you understand.  We were chatting while I was moisturizing and pulling on some yoga pants in preparation of Sebastian coming over to do a yoga class with me this very morning.

“Look at this rain,” he said looking out of my bedroom window. “I want to go to Spain!”

“How lovely! Such a magical country,” I replied as I applied the coconut oil to my face.

“Where’s the best travel agent?” he asked.

“Do we still have those,” I said.

“There must be one somewhere,” he insisted.

“Perhaps you should look online,” I suggested. “I think there’s one in the main street though, just beside the dog groomers, which reminds me, I should get Hannibal’s toes done.”

“The place next to the Korean take away?” he chimed in.

“Yes, the other side of that new spa place.  You  know, the one with the fish that chew your feet. I don’t really get that whole thing myself, but apparently it’s good.”

“I know the place,” said Sylvester. “By the sushi restaurant.”

Conversations with Sylvester are never simple.

“Why particularly do you want to go to Spain,” I asked.

“Oh, they have this amazing event in Pamplona in July. They have all these bulls and they let them out in the street,” he said. “Lots of people take part.”

“I think I’ve heard of it,” I cut in.

“Yes, I’ve always wanted to participate in the catching of the bulls,” said Sylvester.

I thought I’d better end the conversation there. Sebastian was just arriving. I pulled on a loose fitting tee shirt and told Sylvester to run along while I let Sebastian stretch me.

As you may know I am transitioning more of my content onto Patreon. If you feel like supporting me as we move toward Christmas you can do so for as little as $1 a month by using ‘my back door’ on Patreon.

Have a wonderful week. 

🙂

Fiona

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Both Sides Of The Great Divide

I was sitting with Sylvester in his workshop just the other morning, listening to how one of his customers had split his rim, when my dear friend Nikita happened to come into his auto shop. I have no idea what that is or how one does it, but I did my best to look interested as Sylvester worked on the wheel of a vehicle that had just come in.

“Nikita!” I said, excited to see her. “I barely recognised you without your horn in your hand!”

I should point out that Nikita is a talented musician. She began her transition some years ago and now enjoys life as the woman she is mean to be.

The reason I mention this is that, as someone who transitioned at 62, her story is one that I know many of my members will find of interest. Nikita has just released her new book and I include a link below and encourage my members to reach out for it.

Buy ‘Both Sides Of The Great Divide’

In “Both Sides of the Great Divide,” Nikita Carter describes her awakening. How, at 60 years of age, a series of shattering experiences lead to her being “broken open” to the awareness that she is a trans woman, and that she must make changes in her life that reflect that truth.A musician, composer, educator, producer, the past Artistic Director of a music company, and founder and co-leader of a large ensemble orchestra. Today, Nikita emerges from a life filled with extraordinary experiences and people, as a strong, confident, loving advocate for the trans community, a “hybrid being, being hybrid.”

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Clothes Maketh The Man – Part 73.

– Find Part 1 here – Chapter list here –

The helicopter raced over the flat landscape in a roar of sound and dust. As we moved fast and low I glanced at my traveling companion.

He was indeed handsome but as I studied him a little more closely I began to realize that those rugged good looks could equally be described as hardened. There was doubtless a curl to his lip that could be described as ‘callous’, beneath that coal black mustache. I took a moment to adjust and reframe him as kidnapper rather than rescuer. To have thought him a saviour, only to find he was just my next captor was to be lifted and given hope, and then to have it cruelly taken away.

Regardless I was no longer being fed like a dog nor chained to a wall in the hot Texas sun. My companion handed me a bottle of water from his pack. Things were looking up.

“Where are we going, I asked.

“Somewhere nice,” he replied.

“That’s all I get?” I said.

Continue Reading Part 73.
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Jai Sallay-Carrington – Trans Passions.

Trans Passions is an ongoing project where Jai Sallay-Carrington, a Canadian trans-non-binary ceramic artist, is sculpting transgender people as their passions in life. The intention is to showcase trans joy, as often trans bodies are only represented within the discourse of only being trans. While transitioning is an important aspect of being trans, the goal of this project is to show the passions and lives that trans people hold as being as unique and diverse as each person is.

Jules and Jai talk about a journey spanning genders and how the artist experiences and witnesses the process.

Jai has an ongoing call for models. The submission form can be found here – https://jscreatures.com/trans-passions-project

Jai’s Instagram: https://www.instagram.com/jscreatures/

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Words never spoken by a father to his trans child.

If.

If you can keep your head when all about you

  Are losing theirs and blaming it on you;

If you can trust yourself when all around you doubt you,

  But make allowance for their doubting too:

If you can wait and not be tired by waiting,

  Or, being lied about, don’t deal in lies,

Or being hated don’t give way to hating,

  And yet don’t look too good, nor talk too wise;

If you can dream — and not make dreams your master;

  If you can think — and not make thoughts your aim,

If you can meet with Triumph and Disaster

  And treat those two impostors just the same:.

If you can bear to hear the truth you’ve spoken

  Twisted by knaves to make a trap for fools,

Or watch the things you gave your life to, broken,

  And stoop and build ’em up with worn-out tools;

If you can make one heap of all your winnings

  And risk it on one turn of pitch-and-toss,

And lose, and start again at your beginnings,

  And never breathe a word about your loss:

If you can force your heart and nerve and sinew

  To serve your turn long after they are gone,

And so hold on when there is nothing in you

  Except the Will which says to them: “Hold on!”

If you can talk with crowds and keep your virtue,

  Or walk with Kings and Queens and yet not lose the common touch,

If neither foes nor loving friends can hurt you,

  If all friends count on you, but none too much:

If you can fill the unforgiving minute

  With sixty seconds’ worth of distance run,

Yours is the Earth and everything that’s in it,

  And which is more: you’ll be a Trans, my son!

Rudyard Kipling – sort of.

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She.

In conversation recently with a friend, they shared a story about a family member and it put me in mind of this clip. If you’ve not seen it before it’s a remarkable piece of advertising from J and B Scotch Whisky.

FD.

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Sylvester has embarrassed himself!

Sylvester came over for coffee this morning, looking a little downcast.  I was quite concerned for millisecond or two. You know I have a very caring nature, I am sure.

As I poured the freshly brewed coffee into his ‘You don’t have to be mad to work here’ mug he spelled out the source of his troubles.

“It’s this yoga class,” he said.  “I’ve been going to this studio for a year or so but recently I’ve started doing it remotely, and the studio does it on Zoom.”

“Oh,” I said. “That doesn’t sound very ‘yoga-like’.”

“Lot’s of places do it like that now,” he said.

“I see, so what’s the problem?”

“It’s Captain,” replied Sylvester.

Perhaps you remember Sylvester inherited a parrot, Captain, from a relative who passed away. She had been a school teacher and had owned the beautiful macaw for donkeys years. It had been a big hit at the girls school at which she taught, until someone taught the bird to start using some profane words. For some time now Sylvester has been doing his best to retrain the bird – https://fionadobson.com/you-wont-believe-what-came-across-my-desk/. To be quite honest, though, I think Sylvester is the one who has been trained. He certainly seems to have extended his vocabulary of swear words. This is unsurprising to me.

“I was doing my yoga practice and there were a dozen of us all signed in on Zoom, and the teacher, a friend of Rainbow’s, was there leading the class.”

“Yes, I think I understand,” I said.

“And there on my screen is everyone and the teacher in the centre on the bigger panel. It’s all very sophisticated,’ said Sylvester.

“It sounds like it,” I said humoring him.

“So there I am in cobra, sticking my chest out, when suddenly Captain starts up, squawking away, “Show us your tits, Show us your tits!”. And then, of course the Zoom focus shifts to me as it goes to the sound and I am right in the middle of the screen.”

“Oh,” I said. “That’s awkward. It’s a good job there were only 12 people online!”

“Yeah, except that it’s on the screens in the yoga studio. Apparently they had record attendance. Fifty students,” said Sylvester.

“I see,” I said thoughtfully. “Perhaps you should move him into another room when you’re doing yoga,” I said helpfully.

Sylvester looked at me rather coolly. 

“I’ll try to remember that in future,” he said.

“Other than that, how is Captain?” I asked.

“Oh, he’s fine.  After that incident I’ve had a few messages from people who want to meet him, oddly enough.  My friend Daphanie suggested he should have an OnlyFans page,” he said.

With the cooler weather I have been trying to organise my social calendar more thoughtfully.  I do, of course, enjoy the Curling Season. I like to support the local team.  I keep an eye on the scores and regularly get them down for the team. It’s a very social sport.

Auntie Kittie keeps asking me to join her card playing friends, they’re always looking for new victims.  She likes an evening of cards often wrapping up with having some blackjack or some stud poker. At least I think that’s how she explained it.

Personally I’ve never liked the idea of gambling with card games.  I can see myself getting into awful trouble, loosing everything and being forced into some terrible circumstances and forced into poverty. I might have to resort to sex work, or worse still, journalism. Urgh.

I want to make a special shout out today to my friend Andy, who is in Warsaw and has been marking this week of Transgender Awareness week. You can find her channel here – https://www.youtube.com/@Andy_trans_education/videos  Andy’s videos are very sincere and authentic.  I think you will find them interesting and informative.

I am currently transitioning my programs to Patreon. You can follow me there for free, or join one of the tiers (from as little as $1 a month). You can find my Patreon here – http://Patreon.com/fionadobsonCD

Have a great week.

🙂

Fiona Dobson.

Join me on Patreon

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Transgender Day Of Awareness.

My friend Andy has made this transgender day of awareness video. I think it very good. On this special day we must remember our sisters that didn’t make it. Please share this.

She writes:

Through Transgender Awareness Week, I have been requesting that if you are feeling generous and would like to support an organisation, I’d like you to consider Mermaids UK, or Transrescue. They both do amazing work supporting trans kids in the UK, and helping trans people move to a safer country. You can find out more about them and donate here:
https://mermaidsuk.org.uk/ – https://mermaidsuk.org.uk/?form=donate
https://transrescue.org/ – https://transrescue.org/donations/donate

You can find Andy’s channel here: https://www.youtube.com/@Andy_trans_education

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Poison! Part 1.

The soft sensation of nylon against my skin is almost the perfect form of foreplay. Pulling on the nylon stockings, and smoothing them up my leg, unhurried and luxuriously before a date is always enough to make me wet.

Perhaps it’s a response to my desire for something to happen, or maybe it’s just a learned response. After all, most times I do go out dressed in this manner I get what I’m looking for, so it’s only a matter of time before my body, hungry for the lecherous and desperate touch of a lover, is served to my satisfaction. You’ll note that I said ‘my satisfaction’. I point this out as I do like to play a little game.

It’s been about five years now that I’ve followed a rather particular dating practice.  I usually use one of the more popular apps, Tinder or some such, and there I will select a – now what should I call them – a project. Yes. I select a project. You know if you go to some of the apps you can even find me. Of course, I’m not going to make that too easy for you, as I really don’t want to give away all my secrets.

Continue reading “Poison! Part 1.”
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Be true to yourself this Transgender Awareness Week.

It was when I was cycling back from the advertising agency toward Huckleberry close thinking about the last meeting of the day that a rather odd thought crossed my mind.  As you likely know, working in the advertising business I am consulted on a wide range of public relations matters by all sorts of organisations.

I found myself wondering how appropriate it was that the dental school at the medical faculty of the University of British Columbia should wish to celebrate the hundred year anniversary of their organisation by putting up a plaque.  It just seemed strangely ironic.  I can’t think why.

Being the first week of November it’s the start of the advertising agency awards dinners.  I was excited to go out tonight, and sure enough when I arrived home I ran upstairs, had a quick shower and started dressing for the evening.  It was then that I was disturbed by a terrific banging. Not what you think. Sylvester had arrived at the front door, and I hurried downstairs and let him in. I take him along to these things as my plus one.  And this evening I was up for an award for my work on negotiation skills. Perhaps you are familiar with my groundbreaking work on ‘Getting to No’ or ‘The Crossdresser’s Workplace Phrase Book‘.

Sylvester came upstairs to the bathroom and watched me doing my make up and caught me up on the local gossip. You know, he comes into the bathroom and plants himself on the toilet, and chatters away like a very large budgerigar. Thankfully he was not putting the toilet to use, but merely using it as a place to sit.  Regardless, it is a little disturbing being watched by a man on the bog as I do my make up.

“..and that Marcus down the road, the one that works out in the park every morning. He was in my shop the other day, it turns out he’s coming out as gay,” said Sylvester. “He said life had sort of crept up on him from behind and leapt on him. He feels he can’t go through life hiding behind a mask.”

I carefully applied a little contouring to my face and then started working on my eye shadow. I do like Mac make up, and they do a lot for the community.

“Oh,” I said as I studied my eyelids in the mirror, “I totally understand.”

I checked my lipstick color against my blouse. Perfect.

“Yes,” I said thoughtfully. “I always thought Marcus had something going on. I think it was those shiny gold boy shorts he wears when he works out. No, I couldn’t live life behind a mask,” I continued as I completed the final touches to my lip liner. “I feel it’s important to be absolutely authentic and to live one’s truth.”

I put a touch of shimmer dust on my cheekbones, straightened my hair and stepped into my heels, and grabbed a little Prada clutch bag.

“It’s too easy to become superficial if one simply submits to societal norms,” I said as we shut the front door and walked to Sylvester’s car.

“No,” said Sylvester opening the card door for me. “It’s better to be your true self,” he agreed.

For those feeling concerned about the election and needing to chat I would strongly suggest you join my free Whatsapp Support Group. You can find the sign up here – https://fionadobson.com/you-can-now-join-our-online-support-group-for-us-based-trans-people-for-free/  . We’ve got members from all over the US and a few Europeans too. All are welcome. Judging by what the former rapist is doing in terms of appointments, I think we may be in the support group mode for the long haul. One can really only find encouragement from the idea that most of the people he is appointing have a history of massive incompetence and not being able to work with anyone. The idiot Musk is a great example.  Just because someone can run a business doesn’t mean they have remotely the skill set to run a government department. Let’s sit back and watch the carnage. I’m sure they will turn on one another soon enough, it’s all they’re good at.

All that said, I hope you have a wonderful week. This is transgender week of awareness. Please take a moment to give your thoughts to Nex Benedict and Brianna Ghey. They are just two lives among many cut short through ignorance and hatred. We must never forget.  As we approach Transgender Day Of Remembrance please give them a moments thought or prayer. We must cherish all our sisters.

Fiona

PS. Enjoy the video below. I know I have posted it before, but Boggie is great.

Shiny Metallic Booty Shorts High Waisted Bottoms – $14.99

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My Premium Program members are special!

As a member of my Premium Program you are very special to me, and other readers of my site.  You are a member of the most exclusive feminization program online and you are accepting yourself as you truly are, and creating yourself as you desire. 

You are likely already receiving tasks in your email every day or so. For some these are easy, and for others they take more effort.

You are able to log in ( https://fionadobson.com/login ) and make comments on the tasks you are completing.  It’s very good to leave a comment about any of the tasks you complete, describing your experience of the process. 

Just go to the task page and then scroll down to the comments section. Here’s a few examples – https://fionadobson.com/the-pr…

By making a comment you help others who will be doing the tasks in future.  You set the standard. It also helps hold you to account. Mistress Meg is always telling me how important such things are.

If you’re not already a member now is a great time to join the Premium Program.

🙂

Fiona

http://FionaDobson.com

PS – Did you know you can always find my shopping list here – https://fionadobson.com/fionas-shopping-list/

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Blessed are you Father, who has not made me a woman. Kalonymus ben Kalonymus.

Kalonymus ben Kalonymus was a 13th century rabbi and philosopher. This is an extract from his writing in Even Bohan. I am far from being a scholar of this writing, but I found it quite fascinating. I also note that just as today, transgender people sometimes end up reinforcing misogynistic stereotypes. That said, the sentiment comes across the centuries loud and clear.

🙂

Fiona

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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. 

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.
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