Lifestyle

The only person who knows I like to cross-dress is my prostitute

DEAR DEIDRE: THE only person in the world who understands my desire to dress as a woman is a prostitute.

I am a 43-year-old man and have been a secret cross-dresser since I was a teenager.


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I’m straight, and used to be married, but I feel happiest and most fulfilled when I wear women’s dresses and lingerie, make-up, wigs and heels.

The problem is it’s started making me feel lonely.

I want to be able to dress up and go out and be properly me.

But nobody else knows what I really want, not even my ex-wife.

I have told the prostitute who I spend the night with sometimes, and she was fine with it.

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She has offered to take me out for the night dressed up as a woman.

Should I go out with her?

DEIDRE SAYS: Seeing a sex worker, who you have to pay, won’t stop you feeling lonely or lead to a lasting relationship with someone who genuinely accepts you.

It would help you to talk to other people who understand. Contact beaumontsociety.org.uk (01582 412 220) and see my Cross-dressing support pack.

And please only cross-dress in environments where you feel safe.

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