Category: Community support

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Come behind the curtain.

Behind The Scenes With Fiona.

$9.99/month

EXCLUSIVE TO PATREON.

Since the demise of Twitter I have been posting the trials and tribulations of my existence in my ‘Behind The Scenes’ section. Generally content on my site is meant to be light hearted and informative. However, the Behind The Scenes content includes some of the darker, more difficult sides of transgender life.

It’s not the main theme of my site, by any means. There’s plenty of sites out there detailing the challenges of being trans. However, this is a place in which I get to vent.  And some  of my members let me know they’d like to have a window into that.

So, if you can handle it, take a look at the real experiences of this trans gal progressing in a difficult world. It’s only $9.99 a month and you can quit anytime.

In accordance with the platforms restrictions in content I am posting content here that is ‘Safe For Work’.

To enjoy this tier of membership just use the Patreon button below and select Behind the Scenes With Fiona as the tier you wish to join.

Join in and share with me some of the day to day happenings that color my existence.

🙂

Fiona

Become a Patron!
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The road to transition – With Jules Sandison.

How did I get here? A quick look at how some trans qualities emerge, and how that impacts life.

To see how things move from crossdressing to transition, have a listen to this video –    â€¢ From Crossdressing To Transition – with Ju…  

My transition story is only one, and frankly every story is different. I’d love to learn about yours. Tell me a little of your experience in the comments below. Jules.

Support my work on Patreon.
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2026 Calendar – Photography by Jules.

I spoke with Jules today. She’s so excited, having just finished working on the 2026 Calendar. Jules shoots a lot of the drag shows down at The Junction.

The calendar has some great photography, including a good spread of different drag queens performing at The Junction. She’s really a very good photographer. Pity she’s so emotional.

She’s had her heart broken again. If that’s not bad enough, it’s by the same woman – again. And they’re practically suicidal over it. It’s sort of gruesome to see that pain on someone you care for. I’m sure she will be ok.

In the meantime all the funds from the sales will be donated to Saige Community Food Bank in Vancouver. That’s rather cool. It’s not just the profits, it’s all the funds.

Anyway, you can get her calendar here – https://fionadobson.com/photography-by-jules/ It’s really very good.

🙂

Fiona

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From Crossdressing To Transition – with Jules Sanderson.

Jules gives us a quick look at the journey from crossdressing to transitioning as a transgender individual. This will help anyone who thinks they may be trans, or friends and family of people who have chosen a transgender life. Enjoy it and let me know what you think.

Fiona

Http://FionaDobson.com

Support my work on Patreon: http://Patreon.com/fionadobsonCD

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You can now join our online support group for US based trans people for free.

I am very much aware of the distress of many of my members following the election.  Many trans people are feeling vulnerable.

If you are feeling concerned and exposed please use the sign up form below to join a system I am setting up.  The idea of the support group is to put members of each US state in touch with one another.  There is no cost associated with this. By signing up you will be joining this fledging project, and I will email you instructions to join.

Be aware that this is a work in progress. I feel we should get active swiftly though, hence this post. The people who will benefit from this group are trans people in the US of all ages, who are feeling concerned about their healthcare, their physical safety or about social pressures in their area. This is not going to be of interest to people who are purely in the scene for dating/fetish activities. Don’t worry boys, we have other activities for you at FionaDobson.com 

If you feel you’d benefit from connections to other trans people in your state be sure to join and look out for the emailed instructions.

🙂

Fiona

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What is my relationship with clothing as a transgender woman?

Hi Everyone, Welcome or welcome back! If you’re new here, my name’s Andy and I’m a transgender woman sharing my journey here on YT! I have to say that even though I’m not a fashionista, I do love clothes shopping and in making sure I look as good as I can. Clothes have been a part of my life forever… I mean, this is probably the case for everyone, but my relationship is complex to say the least. In reality there’s a lot more to say, but I had to try to limit myself to under 20 minutes.

If you would like to support my channel you can buy me a coffee here: https://buymeacoffee.com/transgenderpositivity

If you liked my outfits across the week, let me know and I’ll link you to the specific pieces, but many pieces are from Risk (https://www.riskmadeinwarsaw.com/en/). I really like this brand as the materials and colours are right up my street. I also bought some things from Cos, Arket, and H&M this week. I’m happy to do a ‘haul’ video, let me know 🙂

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Are you sitting comfortably?

OK. Tonight an encompassing exercise is on the cards. I’ve got two videos for you to watch. They have been released within a couple of days of each other, but coincidentally have some fascinating overlap.

Take some time, make a cup of tea and sit down and listen or watch these two videos and you’re going to learn a lot.

Spoiler alert. If you’re in Ohio, by chance, immediately go to Leah’s video and be prepared to step forward. We need you.

Here’s the first video, by Lily Alexandre. You can support her content here – https://www.patreon.com/lily_lxndr

And the second is by Leah Passaniti. Please consider supporting her content here – https://www.youtube.com/@LeahPassaniti

If you’re feeling generous, you know where to find me, but to be honest at present I’m fine and I’d rather you put your dollars to either of these two creators who are doing such sterling work for us.

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First Steps Into Transition – With Jules Sandison.

First Steps Into Transition – With Jules Sandison.

In this second part of a series about moving into a transgender life Jules Sandison describes how many of us progress in the first steps of transition, and what that really looks like.  We’re not all going to emerge immediately into a fully passable female body, or a female psychology. Far from it. 

This is a longer journey.

Enjoy this episode. Part one can be found here – https://fionadobson.com/from-crossdressing-to-transition-with-jules-sanderson/

Fiona

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Finding The Express Lane On The Transition Journey – With Jules Sandison

In this third talk, Jules looks at the move to hormone replacement therapy (HRT) and it’s effects as one transitions.

 Fiona

http://FionaDobson.com

 You can find the previous episodes here: From Crossdressing To Transition – with Jules Sanderson. https://youtu.be/000Vdy3VyhY?si=-R08RJf5rF3bK10X

First Steps Into Transition – With Jules Sandison. – https://youtu.be/ctXkI51oZAQ?si=Z9-TxUtTkuO-wB0Q

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What is being transgender in 2025 like?

Hi Everyone, Welcome or welcome back! If you’re new here, my name’s Andy and I’m a trans woman sharing my journey here on YT! 2025 has been a very rocky year for me and transgender people, so I thought I’d share my thoughts on what the effects of 2025 have had on me so far. If you would like to support my channel you can buy me a coffee here: https://buymeacoffee.com/transgenderpositivity

For those of you who do, I’ll send you an extra thing I’ve created as a small gift!

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What’s being transgender at work like? Update!

Hi Everyone, Welcome or welcome back! If you’re new here, my name’s Andy and I’m a trans woman sharing my journey here on YT!

Some of you might recall I came out at work a little while ago and I figured it’s a good time for an update to all of that.

The good news it’s generally good news. Although things haven’t been all sunshine and roses.

If you would like to support my channel you can buy me a coffee here: https://buymeacoffee.com/transgenderpositivity

For those of you who do, I’ll send you an extra thing I’ve created as a small gift! Otherwise have a great week and see you same time next Sunday

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Dogwood Monarchist Society — Coronation, 2025. Drag show highlights.

This is a celebration put on by The Dogwood Monarchist Society, established in 1972 as a registered non-profit society to run the Imperial Court of Vancouver to support the LGBTQIA+ community. The DMS was recognized as the Mother Court of Canada in 1976, and is now part of over 70 courts across Canada, the United States and Mexico. Since its inceptions, the DMS has raised over $2M for deserving LGBTQ charities, and continues to thrive as an organization and as leaders within the Vancouver community. This is not only a wonderful event, Lenni (our very own) and her wife, Crem, are major drivers of the event and the organisation.

 If you want to support an organisation that gives to deserving LGBTQ charities you should consider even a small one off donation to the DMS. I know how much good their work does and can vouch for their integrity. Donate Here – https://www.paypal.com/donate/?hosted_button_id=3LZ29C5UQ795Q

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Crossdressing – Keeping it in the family.

Does the family know? Do you share it? There’s a lot of questions about crossdressing, and gender fluid life that are likely to emerge. How does one handle that? Enjoy this discussion with Jules and Lenni, as they explore the subject.

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We are outsiders.

We are outsiders.

We are outsiders,

On the periphery,

Watching everyone else,

Pretending we’re like them,

But knowing we’re not.

The best we can hope for is to find a place where we don’t have to pretend.

Is home a place to run to, or a place we run from?

Only to hide out in places we’re more accepted, unconditionally.

Places that feel more like home to us,

because we can finally be who we are.