An Interesting Turn of Events

Dear Auntie Helga,

Let me start by saying I love the site and what you are doing. My late wife and I would pour over the pages for little things she would to do to keep me the blushing sissy that I am.

I have crossdressed all my life and have gotten quite good at it. I pass as a woman and do the public appearance thing very well. My late wife (my Goddess) enjoyed taking me out and showing me off. My wife was certainly not dominant but she knew how to bring me to delightful embarrassment in front of others. One of my many jobs at home was to care for her boot and shoe wardrobe. My Goddess told her friends how cute I looked in my frock polishing her shoes for her work day. She even had me carry a clean dust cloth in my purse so I could dust off her elegant shoes no matter where we happened to be.

My Goddess passed last year and my grief is on-going. However I thought it was time to move on. I began to explore the world of computer dating. Because the crossdressing is not going to go away I have been very frank about sharing of it before any meeting got serious or and thing physical would start. Most of the women interested in me said something to the effect of "whatever turns you on, I don't want to take part" and that was OK.

I met a woman who didn't say anything about the dressing up until we met. we had coffee and a little chat. I could tell we liked each other and then she said "so you are a sissy" I stammered around for a while and she said "just say it, you are a sissy-it will make it easier for you." So I said I am a sissy. She said we will have to get you fitted for a chastiy belt. She said all sissies should have their bits under lock and key. She went home with me and proceeded to dress me up and supervise my makeup. She agreed I had considerable skill and would make a pretty companion for her. She will be the one that decides what I wear. Often I am her girlfriend, sometimes her manly date but sometimes her sissy. We have walked on the beach with me in tight pink shorts, white sandals and a big white purse. I have touched up my lips in public, and shoe shopped with her. She has shown me what she expects from me in the bedroom and she is not shy about using slaps or tugs on my ears to put me where she wants me.

This woman knows me and I think she is a keeper.

a blushing sissy


Thank you for your letter sissy. I am delighted for you and the rewards for you both by your being completely honest about yourself.

Auntie Helga

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