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Fiona Dobson
Fiona Dobson

3.6K Followers

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2 days ago

Sylvester’s got his hog out!

“Where is Sylvester,” asked Amanda, having sneaked into my house. She’s rather like a vampire, once having been invited into a house it’s very hard to rid oneself of the infestation. I fingered some garlic I was about to chop and replied, “I believe he’s doing what he calls riding…

Humor

5 min read

Sylvester’s got his hog out!
Sylvester’s got his hog out!
Humor

5 min read


3 days ago

It isn’t easy being a crossdressing advertising account executive.

I think it fair to say that one of my favorite occupations after I run screaming from my office at the end of the week, is to relax and settle down for a quiet weekend on the water. This is the time when, after the gnashing of teeth and sobbing…

Advertising

3 min read

It isn’t easy being a crossdressing advertising account executive.
It isn’t easy being a crossdressing advertising account executive.
Advertising

3 min read


Sep 11

Ali’s leading me up the garden path.

I kicked off my heels and what Sylvester calls my ‘office drag’ and slipped on a more casual outfit after work, as I often do. A change of clothes and I am already leaving the stress of work behind. After work I put on the kettle and settled into the…

Humor

3 min read

Ali’s leading me up the garden path.
Ali’s leading me up the garden path.
Humor

3 min read


Published in

Clothes Maketh The Man

·Sep 3

Clothes Maketh The Man — Part 65.

I don’t know if you can imagine it. The sheer physical relief of it all, and collapsing into 30’s arms on that bed. I could hear other residents of the farm finding their way back to bed, and gradually the big house returned to it’s night time slumber. I felt…

Erotica

7 min read

Clothes Maketh The Man — Part 65.
Clothes Maketh The Man — Part 65.
Erotica

7 min read


Aug 13

It’s firm and it’s muscular!

All these terrible things happening in Hawaii! One can only feel sympathy for those affected by the fires. I am of course a keen environmentalist and have been concerned about rising temperatures for years. …

Crossdressing

3 min read

It’s firm and it’s muscular!
It’s firm and it’s muscular!
Crossdressing

3 min read


Aug 5

Take some advice from a crossdressing account executive: Don’t let your work get on top of you.

Ah, the summer. A time for me to wear short skirts in the office, bright colored panties and to spend a little time bending over infront of well proportioned young intern pretending to pick up a carelessly dropped comb or some other personal item. At this time of year it…

Advertising

4 min read

Take some advice from a crossdressing account executive: Don’t let your work get on top of you.
Take some advice from a crossdressing account executive: Don’t let your work get on top of you.
Advertising

4 min read


Jul 21

The Pastor comes to tea — Mistress Meg.

I looked at the young pastor and offered him another cup of tea. He sat in my room with a look of hopeful expectation. “I would love to contribute to your fund, and I must say that, in principle I am of course an avid supporter of anything that helps…

Erotica

3 min read

The Pastor comes to tea — Mistress Meg.
The Pastor comes to tea — Mistress Meg.
Erotica

3 min read


Jul 18

Coming out — Weighing up your options.

I’m often asked how I can help my members who want to come out and tell their families. It’s such a delicate subject, and often these feelings rise to the fore at a delicate time. Recently a 24 year old from Cincinnati asked me the question on my online chat…

LGBTQ

5 min read

Coming out — Weighing up your options.
Coming out — Weighing up your options.
LGBTQ

5 min read


Jul 8

Rainbow gets a hand up.

It’s not every day that I get a panicked phone call from Sebastian begging me to meet him at the Flaming Buns Café near the office in which I pretend to work. …

Humor

2 min read

Rainbow gets a hand up.
Rainbow gets a hand up.
Humor

2 min read


Jul 2

Are you a petrosexual?

I am pretty sure that Sylvester is a petrosexual. He will likely be the last man on earth to buy an electric car. Perhaps I have not introduced Sylvester as best I could. Today I will devote a moment or two to help you understand this man who plays such…

LGBTQ

4 min read

Are you a petrosexual?
Are you a petrosexual?
LGBTQ

4 min read

Fiona Dobson

Fiona Dobson

3.6K Followers

The crossdressing blog you’ll love even if you’ve never tried your sister’s panties. http://FionaDobson.com

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