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

Fiona Dobson
3 min readSep 20, 2023

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 generally has subsided that I can put my feet up, watch one or two friends trying to look masculine and impressive, and lament the absence of my wife, still unaccountably travelling in Europe.

If there was a week that would drive one to a gnashing of teeth, and generally pulling one’s hair out in frustration, it was indeed the week that has just ended. On the whole my clients at the advertising agency are a sweet and very receptive group of people. They accept my somewhat unusual approach to life, in exchange for some very sound advertising and marketing guidance for which I am grateful, as it does provide me with a satisfactory income. Having said that, I despair at some of the clients.

We do have a number of ‘pro bono’ accounts, which is to say they are charities which we support by donating our time to them. One does hope, however, that they have some experience in the worlds of advertising and marketing. When the Eczema Awareness Foundation recently came to us looking for some assistance raising awareness of that unfortunate condition, I hosted a roundtable…

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Fiona Dobson

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