Phew! Really tough one. Trouble is there is no going back with family! Come out and get a negative response and then what…?
I had a moment with my mother as a teenager, she suspected something and asked me straight out if I was crossdressing. I knew it wasn’t her clothes as I never wore them, and suspect it was a friend I dressed for on a dare when my parents were away had said something. I denied it, and felt she had (well meaningly) invaded my space. Our relationship was never quite the same.
Years later I thought of telling my sister, and made a kind of neutral remark about some CDs who were at a local event to test the water with her, expecting her to be open (she is very liberal). Good move, as she came back: “Oh god, those queers in frocks! What were they thinking of, how disgusting!” Imagine if I had come straight out?
I really hope for you that things are different, but in your shoes (nice, low heeled pumps today if you ask) I would wait for my own place or look for one of the studios that specialise in CDs where you can store your clothes AND get make up advice!
S
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