Sylvester’s going to Amanda’s opening!

I was so shocked I nearly swallowed the glazed cherry in my appletini!

“I beg your pardon?” I said to Amanda.

“I said, ‘Sylvester’s coming to my opening,” she replied. I have to admit I was only half listening, keeping an eye on Auntie Kittie who was making another move toward the punch bowl. With so many guests in my living room I have to be ever vigilant. I refocused my attention on Amanda.

“Good God,” I murmured. “Does Marjory know?”

I should explain. Amanda and Marjory are indulging their most carnal desires with one another. Urgh. Regardless, now and then Amanda and Sylvester succumb to their insatiable lust. It’s all most distasteful.

Amanda was babbling on, “… and since my parts have been drying up lately…”

“For God’s sake, Amanda! Have you no shame?” I said.

Amanda sidled off to the bathroom, through the assembled herd of white privilege. As though materializing from thin air Marjory appeared. I swear she’s like a vampire., the way she comes and goes soundlessly.  

“Has she been trying to strong arm you into going to her play?” asked Marjory. “It’s opening on Saturday night and she’s trying to get anyone she can to go and see it.”

“Oh, that’s what she’s babbling on about. Are you going?” I asked Marjory. “I went to the last one.  No way! I’m not doing that again,” she replied, opening a bottle of beer with her bare hands

“I went to the last one.  No way! I’m not doing that again,” she replied, opening a bottle of beer with her bare hands.

I saw Amanda returning and turned back toward Marjory but she’d vanished leaving nothing but a feint smell of ozone.

“Ah, Amanda,” I said with a smile. “You were telling me about your parts.”

These evening soirees are very pleasant. I tend to have a small gathering once a month, and the mixed residents of Huckleberry Close seem to enjoy them. Now that fall is closing in and the evenings are a little cooler it makes a nice diversion.

But that’s not the main reason I’m writing. I thought I’d just mention to you a new feature I’ve included in the website.  As you likely know there’s some anti-Trans efforts emerging here and there. I was at a counter demonstration this very week in Vancouver, opposing some white supremacist nut jobs who were singling out trans rights and trying to persecute trans youth by lobbying to remove some of the many protections we enjoy here in Canada. Needless to say, they were met with vocal opposition. There were barely 150 of them and at least 1500 of us. It was great to connect with friends at the demonstration.

As you know, I generally try to keep politics out of the content here, however, with trans youth under threat I cannot avoid it entirely. As a result I’ve been including some other voices on the site. It’s a mixed bag of Featured Friends. If you’re curious just look for the tag Friends at the foot of some posts and you’ll find the likes of Contrapoints, Mia Mulder and Philosophy Tube among others. They provide some alternative views and voices. You can also use this link ( ). There’s a broad range of trans content there. I hope you enjoy it, and I am always happy to see your feedback.

As ever, if you wish to support my work, be sure to join one of the programs here or on Patreon. I am currently trying to build up my Patreon, so joining there is particularly appreciated.

Have a wonderful week.



Become a Patron!

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…

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 –

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!”.



Become a Patron!

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

Featured Friends – Nikki Gordon Bloomfield.

Who has the time to keep tabs on the world of motoring, electric car technologies and the environment. Thank heavens we have Nikki on the case!

There’s been growing evidence suggesting there’s an economic downturn coming that may be as bad – if not worse – than the Great Recession of 2007-2009. As usual, that means some automakers are in for a tough time, especially start ups. But in the EV world, this time around is going to be far more brutal than anything we’ve seen before.

Enjoy this insight into emerging business and technologies on the road.


Become a Patron!

It’s mini-skirt time!

It’s almost June, and I made a foray into the office, something I rarely do these days. To be quite honest, and between you and I, I’ve avoided going into the office since Sylvester crashed the virtual office Christmas party, pulled the pockets out of his pants and did his impression of an elephant. One just never knows when a mark may have been overstepped.

To make things still more unpredictable, we have a new human resources director. Colin, the last HR director was rather eccentric. He had tattoos all over his body, including a Canadian flag over his heart and a map of Canada on his face. He may have been a little odd, but at least with Colin you always knew where you were.

I was intercepted by the new HR director, Debra, as I entered the deserted reception area. A large woman, she approached me and asked who I was, not having been introduced to me before.  She wore a ski jacket, which seemed a little odd in late May here in Vancouver. I also noticed she seemed to be well acquainted with my personnel file, which did not inspire confidence. Personally I prefer to keep a low profile when it comes to HR people.

I glanced around the reception area, noticing that the walls were adorned with new paintings.

“Geoff’s drawn up a corporate revitalization plan,” she said, referring to the CEO, while noticing I was looking around at the artwork on the office walls.

“What’s that?” I asked.

“Oh, we’re going to be brightening up the office and moving toward a greener profile,” replied Debra.  “He says we have to pay more attention to our green footprint.”

I glanced at my shoes.  I decided that while in town I should stop by that Italian shoe shop.

I find it a good practice to bend over backewards to help clients at the agency.

“What does that really mean,” I asked.

“It means he’s turned off the heating,” came her reply. Well, at least that explained the ski jacket.  I immediately noticed that the office was a lot cooler than it used to be.

“I see,” I replied trying not to show my disappointment.

“And that we have this,” and at this moment she paused, “… this art on the walls.”

“Oh,” I said, “that’s what it is.”

She smirked at me. I felt a little more encouraged. Could Debra be an ally? She looked at a large piece positioned behind where our receptionist would generally sit.

“What does it say to you, Fiona?” she asked.

“It says to me that the artist has a pet cat with severe gastric distress,” I replied.

“Yes,” she agreed doubtfully. “You obviously have a keen eye. Actually, it says that Geoff’s daughter is out of rehab again and he’s bought a load of her art to put a few dollars in her pocket.”

“Our receptionist may need counselling if she’s exposed to these for too long,” I replied.

That however is not the main reason I’m writing to you today. As we get into summer it’s time to reach for that miniskirt and get into it.  If you don’t have one,  either finding one in a store, or even going to a good quality thrift store and hunting down a bargain is a great idea. If you’re on my Patreon why not post a pic in the community section. There’s a challenge for you Daphanie! Daphanie is one of my favorite members and very active on our Whatsapp Group. To help you along the way try this little self hypnosis file. It may encourage you.



Check out my programs here. I have something for everyone.

Become a Patron!

Featured Friends – Mercury Stardust.

I’ve often advised members never to go anywhere near a hardware store without a trained lesbian by your side. They just do this stuff better than us. And they have more power tools! Who would have thought!

Enjoy the lovely Mercury Stardust, and her sound advice for anyone who lives in a home with or without a functioning roof. I would hope that would include most of my members. I really would.

Become a Patron!

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?”

Enjoy the Fiona Dobson playlist.

When I first started sending out the weekly messages I would often embed a music video. I don’t so often these days, as the messages are much more text heavy.

However, over the last few years the videos were very popular and were compiled into a playlist. It’s turned out to be a rather unusual and eclectic collection.

You may enjoy it.


Is that a carrot in your cycling shorts or are you just pleased to see me?

With the fine weather comes the chance to wear more exciting clothes. I love to get into a mini skirt in the summer. And equally the sun brings out the more eccentric dressing styles.

Not least among these are my friends that cycle. Seeing Sebastian cycling up the road to my quiet house in Huckleberry Close is both a curious and disturbing sight. While my bicycle has a very pretty wicker basket and I added a few pink tassels for style to the handlebars, Sebastian prefers a more sporty style. Crouched over the handle bars he looks like nothing so much as he’s being prepared for a very sporty mobile enema.

“You look so athletic,” I mentioned to Sebastian as he dismounted. “But where do you put your shopping?”

He looked a little disdainfully at me and then said, “I cycle for my body, not my shopping.”

I felt a little as though I had been put in my place, but replied, “Well, those pants look as though you pushed your vegetable order down them.”

I feel strangely liberated commenting on others clothing, as I glide across the grass wearing a bright lemon pleated skirt and pale blue tee shirt. I should try not to be unkind to Sebastian. And it has to be said that his vegetable order is nothing if not plentiful.

He shifted awkwardly as I chatted. But that does rather neatly bring the subject onto food and soon it will be time for the Huckleberry Close summer party. We usually each bring a dish, and everybody shares in the wide diversity of food often from our own cultures. This year I am preparing boerewors, a lovely South African sausage dish with Sebastian’s help. Now there really is a man who knows his way around a sausage. Auntie Kittie is making a lovely Pavlova, and so I asked Ali what he would be making.

“I was thinking of a Syrian soup, Shakriya. It’s lamb with yoghurt,” he said.

“That does sound delightful,” I said excited to try some new dishes.

“Is Sylvester bringing anything?” asked Ali.

“I think he’ll do what he usually does and bring a simple tart.”

“Oh,” replied Ali. “He’s met someone then?”

I do wonder about Ali. Sometimes I think he understands more English than he says.

But that’s not the main reason I’m writing to you this week. I have posted some great content this week. As we move into our ‘post Patreon’ development I am moving content over to the website all the time. Mistress MegMax and even Auntie Kittie have been beavering away in my kitchen, posting and writing content to add to For my Seahorses Mistress Meg has added some new content in the series about Stories Your Mother Never Told You, and of course I’ve posted some content for all my members about being outed to my children, and of course we now have all the released episodes of Clothes Maketh The Man posted up and available to all. You can get them here. And this weekend we posted The Long Game, a two part story that anyone who had a sister who dressed them will appreciate.

Have a delightful week. I know Mistress Meg will be posting some hypnosis files this week, so we have that to look forward to, and I think the next episode of Clothes Maketh The Man should land in the next few days.



Join for just $1 a month.

Yes, even a crossdressing account exec has to cross their ‘T’s’.

The work of a crossdressing advertising account executive is never done. On Friday night I was preparing to leave the office when my eyes fell upon the latest piece of creative from our graphics department.

Just as I was looking forward to a nice lager down at Trannie Annie’s bar I noticed the proof of the poster. It was all signed off and ready to be sent to the printers, when three words leapt off the page at me.

I caught my breath as I reread the text. It’s not often we’re asked to do poster campaigns these days and this one was for a prominent science author who was doing a book tour. Confidentiality prevents me from mentioning names here, however this particular individual is very recognizable, speaking with the aid of a computer synthesized voice, and with his career rolling forward apace.

I called the creative director immediately and caught him as he was stepping aboard a train on his evening commute home.

“Derek,” I said. “This poster,” and then he interrupted.

“Isn’t the image beautiful?” He gushed. “It’s from one of those radio telescopes.”

“Yes,” I replied. “The image is lovely.”

“He’s very excited about it all,” carried on the creative director. “The posters will go out on Monday, if the printers run it over the weekend.”

“Well,” I said calmly. “You might want to get off that train then.”

“But why,” said Derek.

“Asking people to come and meet the author of a book about the infinite universe is one thing, but then saying ‘come early as ‘space is limited’ seems just a little contradictory,” I replied.

Needless to say he was off the train moments later and making his way back to the office. I hope your weekend is going to be more fun than theirs.

In the meantime I have just put up a new page called ‘I nearly got caught!’. Feel free to add your comments to it and tell your own story.



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:

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.


Join as a Seahorse today!

The Grin And Bare It Nudist Colony.

I was relaxing in my garden this afternoon when I got a distraught call from Rainbow, Sebastian’s sister, asking to come round immediately. Of course, I said yes, always supportive of my friends. Besides, Sylvester had just left, having got my asphalt. He’s doing some work resurfacing the driveway.

“You’d better drop by, now I’ve got my asphalt,” I said down the phone.

Rainbow has just got back from a few days at what she calls a ‘retreat’. She does this once in a while, escaping to the Grin And Bare It Nudist Colony on a nearby island, in the southern Gulf Islands in British Columbia. It’s a rather strange sort of escape, involving naturists engaged in yoga and improv comedy. I suspect there’s a certain number of them that also become engaged in open sea swimming in an attempt to escape, or at least they would be if I found myself confined on an island in such circumstances.

One of the regulars at this particular location is a man who has turned to unusual street performance for his living.  Rainbow, who sometimes teaches yoga on the island, has been encouraging this gentleman, assuring him that street performance could be a great way to gain a small income for the rest of his life.

Continue reading “The Grin And Bare It Nudist Colony.”

Are you a ditz?

I do find it irritating in the extreme when Rainbow wanders in announcing that she’s ‘a complete ‘ditz’ when it comes to technology stuff’. Really, there’s no such word as ‘ditz’, and it’s not technology ‘stuff’!

“Look, you daft bat,” is what I should have said. But instead I said, “Look, if you want to get even more out of the website, all you have to do is register, and then log in. You can leave comments, connect with people, and do all sorts of things.”

“That sounds wonderful,” she said. “And I get one of those ‘Profiles’ that people can see?”

I let out a sigh and then explain “Yes, you get a profile. And of course you can put a picture up.”

I have to tell you that I love to read the comments on the posts. The one’s on My First Time are some of the best. I know that many members find that there is some very helpful content among them. If you click on the tags at the end of any of the posts you can drill down on the subject. It’s pretty clever.

I also feel that now, especially as Twitter is likely to be changing, providing my members with a place they can communicate and express their ideas seems more important than ever. If you’d like to participate be sure to:

  1. Register.
  2. Make a note of your login name and password.
  3. Log in regularly and participate by posting comments.

And now, I have to take care of Auntie Kittie, who is coming up the road clutching her latest diary entry, written in a pink notebook! God, you’d think she could learn to email it! And just to round things off, Amanda seems to be arriving next door, and heading this way.

She’s waving and saying something about having a german shepherd’s head buried in her crotch. I think she’s been walking down at the dog park. Or not.

Honestly. Is there no peace?