Hanging upside down hooded in some kind of arena, in front
of an audience of unknown size I found I had a moment to reflect on the
misfortunes of the last few days. As I did so I noticed the crowd fell silent,
and only soft footsteps came to my awareness.
I tried to look round in the direction of the footsteps, and as I did so I heard a gasp go up from the audience. What was that? Something surprising⊠something revealed? I struggled to throw off the hood but it was no good, and I heard laughter coming from the audience.
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 find cycling the best way to get around the city.
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 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!
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
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.
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.
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.
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.
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.
Join our Whatsapp Group to take part in these discussions.
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
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.
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.
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.