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The best advice I can give about going out dressed is dress to blend in.

Do not dress in anything wild that will make you stand out from the crowd,

This includes make-up.

How many women do you see going down your local high street in 6 inch stiletto thigh-length boots and a leather corset dress?

My first daytime outing dressed en femme was to buy a new wig, as I wanted to see how it suited Kirsty, not her alter ego male persona.