Kamala Harris at Pride parade: We want champions for equality https://t.co/zYiAD1mY1q #trans #transgender
— Fiona Dobson (@FionaDobson_CD) July 1, 2019
Here’s how you become an instant Power Crossdresser!
I stepped out of my office and jumped on my bicycle, having pushed the package that had been delivered to my desk into my back pack. My pink cycle helmet matched my pale pink tee shirt and as I pulled into the afternoon traffic in the spring sunshine.

I would say I was hardly looking my best in a pair of jeans and runners in the Montreal spring sunshine. I usually like to bring at least some femininity to my look, even when just cycling through the traffic on my way back to Huckleberry Close.
Just then, between the slow moving vehicles and the pedestrians hurrying to their buses I caught sight of Robin, who Iâve recently found very attractive and certainly seems what I could best describe as âan exciting diversionâ. Doubtless they were on their way up to the coffee shop on the corner, where Iâve often seen them hang out. If I were to hurry, just a littleâŠ
I pulled off the road and secured my bike and then hurried in to the café, ordered a coffee and then ducked into the bathroom. You have to hand it to Starbucks, their bathrooms really are designed with the crossdresser in mind. Bright, clean and spacious, perfect for the quick change and application of some makeup.
I opened up my back pack and rummaged around finding some makeup. What a shame I had barely any clothes in my pack that might add to my gurly look. I took a moment or two to work with the makeup, and once satisfied looked to my clothes.
Just then I remembered the package Iâd received from Maureen at Glamour Boutique. I opened it and was thrilled to find a wonderful pair of patent black ankle boots. The heels were sensual and long, and the shiny black surfaces almost liquid black. They were both elegant and slutty at the same time. Exactly what I needed.
How to turn from bland clothing to power crossdresser in just a few moments? I rolled my jeans up a few turns, pulled a strappy belt from my pack, untucked my tee shirt and fastened the belt around my waist. I then stepped into the languid new black boots, feeling how comfortable the fit was. I am a size 10 male â or 12 femme â and they fit perfectly. I fastened the laces nice and firmly and felt the stiletto heels securely supporting me. No tottering too and fro today!
Looking at myself in the mirror I was quite satisfied that I combined that blend of sporty sophistication while retaining a sense of being vaguely accessible. âYes,â I thought, âRobin will like this!â
I turned around and checked the back view. These boots were helping my posture in just the way I like with a heeled boot. My bum was just right, being both round but lifted nicely by the way the heels worked with my physique. I was going to love these boots!
As I stepped out of the bathroom I saw a few heads turn, and then the glass doors opened and Robin entered the café. I walked toward them, marveling at how comfortable the boots felt.
âRobin,â I said happily. âWhat an unexpected surprise!â
âOh, Fiona,â they said. âYou look stunning.â
I watched their eyes slide down my body and check me out. How indiscreet of them, I though. Delightful.
âOh, Robin,â I said trying to be bashful. âItâs nothing. Iâm just cycling home, and happened to stop in here. Now, I wonder if I can press you to some banana loaf. You do like banana, donât you?â
The ankle boots from Glamour Boutique are equally at home on the dance floor, behind your ears or at the foot of Robinâs enormous King size bed. Youâre going to love them. You can find them here.
Have a lovely week.
Fiona
Part 32 of Clothes Maketh The Man is now available on Patreon.
Andy is released from confinement. And yet in many ways his confinement is just beginning. Enjoy Part 32.
Enjoy the ongoing series Clothes Maketh The Man.

It’s Lipstick Time!
Some of my members just aren’t able to find the time to dress fully. Tonight’s self hypnosis file will just let you enjoy a quick game that I think you are going to find a lot of fun.
If you like Auntie Kittie, you’ll love Auntie Kittie’s Diary.

Every now and then everyone’s favorite auntie, Auntie Kittie, wanders into my kitchen and tells us the wildest tales. Poor Max, he has to type them into the computer, as Kittie is not very computer literate.
She pours out her stories and I pour the sherry. I’ve never known anyone who has sherry on their cornflakes before! You can learn a little more about Kittie here.
Auntie’s stories about her little nephews will make you laugh and make you squirm. I post them on My Patreon as Auntie Kittie’s Diary. You can read them on my Patreon – it’s at the most basic level of just $1 a month.
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Join our Whatsapp Group and get in on the fun.
Our Whatsapp group has become a space in which crossdressing members and their friends can enjoy supportive, moderated chat in an open and engaging way. We’ve all become good friends there, with conversations ranging from Archery and bee keeping, to gender issues and make up tips.

If you’re looking for an engaging and fun way to connect with friends, and you use Whatsapp, this is a great tool for you. Please be sure to familiarise yourself with the guidelines below. At just $9.99 a month it’s a fun way to make friends and build lasting connections.
To join just hit the button below.
Join The Whatsapp Group Now.Here are the basic guidelines for membership:
1. Please try and keep chat civil and fun.
2. Please respect privacy of all members and only reach out with direct messages to others if you’ve already got their permission to direct message one another while in the group chat. (This might look like: “Gina: Jenny is it ok for me to message you directly? – Jenny: Yes, Gina, you can message me directly.” Please only contact others if you have persistent and ongoing consent.
3. Pics are great – but no gratuitously pornographic content as we’re all in work and family environments with our phones.
4. No abusive behaviour.
5. This forum is not an appropriate environment to promote competitive services or crossdressing sites.
The Darkness – ContraPoints
Finding your place on the Gender Spectrum – with Lenni and Jules.
Lenni has some great advice for anyone who is judging how a crossdresser looks. If this episodes sounds like it was recorded in a field near an airport, it’s because it was.
Where to start with make up? Our Whatsapp Group discusses.

What a busy day itâs been in our Whatsapp group. I thought Iâd just share a little of the conversation there, to give a bit of an idea what itâs like in this great and supportive part of the world of Fiona Dobson. You can follow the conversation below and see that One of the members had been stumped when trying to think about what make up to buy. They then asked the group.
This is what followed. Keep in mind Lenni is one of our cis female members.
Lenni: Hmmm… how did I start with makeup as a little girl? Mascara, lip gloss, nail polish. When I mastered those (mascara takes some mastering)… add eyeliner, blush, and proper lipstick. When you can do those without âcolouring outside the linesâ, add the fancy eye shadows. I learned the lipliner trick when I turned 40. (My mum tells me, sorry honey but ladies over 40 need lipliner. Your lipstick is bleeding into your wrinkles) 🤣🤣🤣
Katy: Thanks Lenny will bear that in mind
Katy: Once I have clothes I can see about posting pictures if I am brave enough.
Katy: Just donât laugh at my feeble attempts.
Lenni: No one in this group would ever!
Bridget: Oh donât worry about it, I have feeble attempts all the time. Eye makeup is like the Bermuda Triangle for me
Continue reading “Where to start with make up? Our Whatsapp Group discusses.”Crossdressing – Keeping quiet, or coming out? With Lenni and Jules.
Many crossdressers dread the idea of telling their family and fear the consequences. In this conversation we explore what there is to be learned from other LGBTQ groups and how they come out.
Crossdressing and the reluctant wife.
A short talk about how to crossdress and talk with a reluctant wife or partner.
Clothes Maketh The Man – Part 31 is out!
https://www.patreon.com/posts/26270102
Andy finds himself in a jail cell in a small southern town. And these two deputies sure don’t look like they no the meaning of the phrase ‘civil rights’.
Join my Patreon using the button below to read Clothes Maketh The Man for just $1 a month.
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Rainbow has a blockage!
As you may be aware Sebastian, my personal trainer, has high tailed it off to Molvania on some jaunt for Personal Trainers Without Borders, leaving me without so much as a gym partner to help me with my yoga positions. I know what youâre thinking â âhow selfish!â.
Well, no one has seen hide nor hair of Sebastian since he sneaked out of Canada and went off to teach Molvanian peasants about being vegan. Personally I think this might be a step up from living a life punctuated by intermittent starvation, but not a very big one. If I were a Molvanian peasant I know Iâd like nothing more than a nice bit of sausage from time to time.
Continue reading “Rainbow has a blockage!”Clothes Maketh The Man – Part 30 is out!

Andy has to explain how he ended up dressed as a nun, carrying a bag of stolen cash. At least the security camera got his good side.
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Getting To No â Telling clients and co-workers to sod off without offending them.

As a crossdresser working in a busy advertising agency, I am often asked to involve myself on projects that are a complete waste of time, and serve no purpose whatsoever. With this in mind Iâve been forced to come up with ways to extract myself from situations in the workplace with apparently plausible refusals, without actually appearing to refuse at all.
This is a short but valuable guide for people who need to say ânoâ, without giving offence. In it Iâll deal with a few suggestions, some of which will save your corporate career. Thereâs a few things here that may have a practical application in the personal realm, but this is more aimed at the professional workplace. I know youâll find it to be of help.
Fiona.
Continue reading “Getting To No â Telling clients and co-workers to sod off without offending them.”Restricted content
Clothes Maketh The Man – Part 29 is out!

“Oh Andy! It’s wonderful to find someone so normal!”
Clothes Maketh The Man Part 29 is out now on Patreon.
Join my Patreon for $1 a month here: https://www.patreon.com/fionadobson
Become a Patron!