I have been reading your terrific website for well over a year now, and have found it immensely entertaining. I am 51 years old, and for the majority of my half century have been wearing panties. My mother discovered me wearing my sister's panties in bed at night
at around the age of ten. As a punishment she made me wear them during the day. However, she soon realised that I did not see it as a punishment. She then moved on to the full dress, using a dress that my sister had grown out of. My sister was totally unconcerned about this, and we did not tell Mum that my sister had been letting me wear her panties for a year or more before Mother found out. Jenny, my sister, would also dress me up while Mother was out, and treat me like her little sister: she later confided that, although she loved me dearly, she would have loved a sister as well. I think, knowing my sister's temperament, that the two of them would have fought like cats, but never mind. Jenny was given household duties while Mother was out, and I was dragooned into helping, with the vague suggestion that the dressing sessions would end if I did not help.

Father, a nice man who took little active part in running the house, turned a blind eye. I think that he had decided that I had strange tendencies at an early age. He came home one day to find me in a punishment dress, and did not bat an eyelid. He simply asked Mum why, and left it at that. I found out later in life that he himself had bi-sexual tastes, which is probably why he was fairly liberal. In those days homosexuality was not only not talked about, it was also illegal. Mum also came to accept that I would wear either panties or male underwear depending on how I felt that day.

As I got into my teens my sister introduced me to stockings, and talk about love at first sight! I found the thrill unbelievable. At the age of 15 came a defining moment. Jenny was 18 at the time, and persuaded Mum that she (Mother) and Dad could go away for the weekend, and safely leave us behind. Jenny told me that I would be dressed for the whole weekend, and that she would do my hair, which was long anyway, and introduce me to make up. She wanted to pass me off as a cousin to friends. If any realised the truth none said.

In my early 20s I married, but it only lasted six years, as my wife eventually could not live with either my wish to dress or with her being in control - she felt that a man should be a man. My sister married, but that did not last, as Jenny finally realised that she liked girls more. She has lived with another girl for some years now, and the lovely thing is that I can go to their house and dress. In return I must be their meek and obedient maid for a day now and again. They are both so sweet and indulgent to me, I get treated like one of the girls. They even bought a French maid's outfit for a birthday a couple of years ago. When on my hands and knees scrubbing the floor, I do get my bottom patted, but that is as far as sexual contact gets, which suits me well enough, I have been so long without that it is no longer a problem. Recently a heterosexual girlfriend of theirs has been taking an interest in my housemaid status, and has suggested that I could maid for her on occasion. I am taken with the idea and will see if she brings it up again. I am tall and now a bit overweight, and look quite silly in my maid's uniform but nobody minds, and nobody makes fun of me, and so I am content.

Robert "Bobbi" Stephens

It sounds like you had a childhood that many of my readers would envy. How rare it is for a family to properly understand, and empathise with, a boy's need to be petticoated. I hope that your sister's friend follows up on her suggestion, as that could be the beginning of a very happy and satisfying relationship.

Sexual inversion seems to run in your family - perhaps there is sometimes an inherited element, although data would be hard to come by, for obvious reasons. All the best, and I hope that you do find a more understanding partner than your first wife. I am sure that being a meek and obedient maid to a beloved partner would be the epitome of bliss.
Susan