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My First Time Mother Dressed Me As A Girl

My 8th birthday was the first time mother completely dressed me, and although it was so long ago I do remember my first dress was a light blue party dress. Being that I was young and challenged, with Cerebral Palsy that I had since birth, mom usually got me dressed. That birthday she surprised me by bringing in a little girls party dress into my bedroom, along with lingerie for me. The only thing I knew about were the white shoes, which had small one inch heels that she took me to be fitted for a few weeks prior to my birthday. Since I was physically challenged my mother believed in starting me in heels early.  This way I could get used to wearing heels which really benefited me in the long run.  She started putting white panties and a bra look vest on me and then took out a brand new pair of white sheer pantyhose from the package. From the first few minutes of her putting my stockings on, I loved how they felt! Then my full slip and new dress we put on, and finally she slipped my shoes on.
That day she took me out to have my ears pierced and then out to lunch.. My new dress, shoes and earrings were my birthday presents that year!
When we got home mother told me she wasn’t going to change me into boy clothes because my new dress looked very pretty on me and some of my siblings would be coming over for cake and ice cream.  Besides, my father knew I would be dressed as a girl and according to my mother he wanted to see me in my new dress.  For a while my father didn’t mind mother dressing me as a little girl.  However, as I grew older his resentment of mother dressing me each and every Saturday and most Sundays also grew. 
Within a year and a half from my 8th birthday I had a closet that was divided in half.  Half was my boy clothes and half was for my dresses, skirts, sweaters and blouses.  It became very routine that mother and I went to do the grocery shopping on Saturday, and two weeks after my 8th birthday mother insisted that I went with her dressed as a girl, including having my make up done and in heels.  Some little girls wear sox and their Mary Jane shoes, but not I.  Every time mother dressed me she would put stockings on me.  Summer or winter, it didn’t matter, she put stockings on me.
Mother was never that big on dressing up herself, but when she started to feminize me she also started to wear dresses herself, in part to encourage me to be more willing to be like her.  One feminine thing my mother did love is wearing high heels.  She would wear them most every day and her usual heels were three inches high.  When I complain about wearing my high heels, she would tell me to look at her heels and say “if I could wear my high heels all day, I think you can wear your high heels too.”
betty3100 betty3100 51-55, T 13 Responses Feb 18, 2011

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Moms really knows best to their sons by making them dress as girls. I know that experience can be a life changing situation but if it supported and understand wholeheartedly, it can lead to happy and meaningful life.

What a very special birthday for you. Looking forward to reading more of your experiences.

I wish I had a mother like yours I think she might have been but my dad was very strict ... ,, good luck in the future xxx

Your mother was brilliant to have you experience both the male and feminine side of life! I have been dressing my boy in his older sisters cast-offs since birth. As a working single mom it is important to save money however I can, so when Toby was born I simply used his sisters outfits for him. I saw no reason to stop and continued using her things for Toby. He is ten now and still wears her dresses and skirts when at home. He has always felt comfortable wearing girls clothes. He told me that girls clothes are prettier and feel nicer on than boy clothes. I let his hair stay long and his sister loves styling it.

Hello, thank you for commenting on my story. I would love to hear more about Toby. I am in full support of dressing boys as girls, like I was many years ago. I would love to exchange E-mails with you. Hope to hear from you soon! Betty

lucky girl i wish ti have similar experiance ..open not secret..

Im ever so glad mom made me into a little girl I have so much fun playing with other girls, I love to look pretty in my dresses and when people say im such a cute little girl, I have fun playing with my dollys and playing girly games and boys tease me when they see my knickers, my favorate dress is my pink frilly one that I wear with my pink knickers and I have to carry a posy of flowers in one hand and my dolly in the other, mummy says Im an 8 year old little girl and shows me to all her freinds who like me to dance for them and they tell me Im a pretty little sissy, sometimes boys pull down my knickers saying they want to see my little ***** but mummy says I would be a naughty girl if they did cos little girls dont do that

Wish my mother had helped me with lingerie and dresses!

I loved your story. I wish my mother would have dressed me as a girl. As I got older I would have loved to share her clothes with her openly instead of sneaking into her lingerie and dresses and such. Thanks for sharing.

thanks for this nice story, I love it,

What is difficult t know is why the mother insisted to become a girl that way. She dint like to ware women dresses, maybe she suspected her son to do that and be a girl. But the boy seems to like it. Wonderful to have a very understanding mother.

Thank you for sharing your story, some of us have much in common, I also had a deabilitating diease when I was 3 years old, I remember the chamber they now call an iron lung, the oxygen tent, leg braces and the many hospital, painful visits, I wish my mom had put me in a dress when I was in that state, like melodie's mom did with her, I know I would have been much happier and would not have spent my childhood years dressing in secret and crying myself to sleep. Thank you, elizabethjane

this was a nice story. I too was crippled for a while with RA. It was a year after i had started wearing dresses (12), my legs were useless, they thought I had Polio. Luckily I didn't, It was RA and I was extremely anemic, I lost a lot of body weight and looked like warmed over death. It was good that I did have dresses as it was so much easier on my mother to dress me and for the doctors to examine me.

Wow! You are certainly an excellent role model for other young and challenged children of both genders.



Don't know if you've read any of my 'ventures, but I spent a large amount of time wearing little girls clothing, that is, everything cept for high heels and I can't give you a good reason why not. After reading your story I feel cheated. Sounds like you had a ball, and like me, you had a really great mom.