Boy to Girl

Boys dressed as Girls by Mother

Boy dressed as girl by mother

In many occasions, mothers have dressed their sons as girls, mostly for Halloween, School plays & functions or simply for fun. It is also a complete new experience for boys to find out how its like to be a girl & wear a pretty dress.

Many boys have said they enjoyed dressing up and it was a fun experience. Here are some lovely photos of boys dressed as girls by their mother in cute dresses & makeover.

Boys dressed as Girls by their Mother

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  1. Great photos. This brings back great memories of the times my mom and I would play mother and daughter. We used to dress up every weekend and go out. Then I started to dress everyday after school. I would run home and then become Miriam. I have been a life long cd and it has always been the best times of my life. I love looking and acting as a girl. I only hope it will go on forever. My motto is, ( Heels forever, flats never)

    1. It is so nice to have a understanding mother that likes having a son dress in her clothes. I have purged all of my male underwear and now wear only bras and panties. Also enjoy garter belts. I too hope it never ends!
      l love to hear from you!


      1. I can understand. My mother also liked that I put on stockings and a bodice

      2. Hallo Patricia mein Name ist Ilona. Mein Mutter nannte mich Ilona. Dann durfte ich ein strumpfhalter und nylons tragen.und einen bh.und Röcke und Kleider.und das trage ich heute noch.

      3. It doesn’t have to be an understanding mother. Maybe he wanted a daughter and she was rejecting a son – She wasn’t able to give him her love, but her daughter could. Such a son adapts quickly and consciously and unconsciously cultivates his inner woman – he wants to be loved and learns that it is conditional. He is later unable to accept himself as he is. Everyone can come to changing into women’s clothes in a different way, but this is a common one. A mother may not be aware of the demands she places on her child. She will claim to love her child and think so of herself, but when in reality she longs for a daughter, she will willingly or unwillingly promote female emotional sensibilities over male ones in the household. Such a boy may reject it as a child, however, once his sexuality has developed sufficiently, a timed alarm clock will start ticking.
        It does not have to be an understanding mother, but on the contrary a mother who did not accept her son as he is.

  2. we are girl girl

  3. They all look so cute! And they all look so happy and excited. Im sure some of them will continue to be interested in dressing again. My mother got me started by hanging a few nightgowns in my closet to see if I would secretly try them on and i did! Then she said that i didn’t have to hide in my room while wearing them.

    1. If you only found that desire afterwards, why did your mother put those shirts in your closet?
      She wanted a daughter – it was manipulation from her and you were stuck in the desire for her love. But if you are happy like this and your relationships are also happy, everything is ok. However, your mom had a problem – she didn’t accept you for who you are and there’s nothing nice about that.

  4. It is so nice to have a understanding mother that likes having a son dress in her clothes. I have purged all of my male underwear and now wear only bras and panties. Also enjoy garter belts. I too hope it never ends!
    l love to hear from you!


    1. Proud mums and happy girls.
      There’s not a better feeling than going in the shower, and getting dressed into your favourite clothing, just the way they feel on your skin, the choice of materials you can choose from, knowing what you are doing feels so, so good and right. I’ve been wearing girls clothes since I was around 12 and I’d taken a shine to one of the teachers at high school, it was a all boys school, at some point I’m certain he felt the same way too.

      1. Hello Alan, I too also went to a boy school in Ireland and during a play at school I was asked if I would play Snow White. I gratefully accepted since I felt like a female. Anyway. My classmates thought that I was a bit weird because I came from Canada. Anyways, it was decided by some of the class to play a joke on me. And whenever the play was over. Someone had taken my clothes from the change room. I had to walk home with the costume I had on. And was taunted all the way home by kids in my school. When I got home my mother said don’t you look cute. I did not get the opportunity to dress again until I came back to Canada. Of which I kept it very private. One day while my mom was shopping, I dressed up and walked around the house. But my mom came home unexpectedly and caught me. After I had told her the situation I was feeling it was decided that she would allow me to dress. Whenever I came home from school. I even went outside and hung out with my friends. Some of them dropped off the face of the planet but then there was some that accepted me for what I was. So I respected my mother when she asked me not to dress in front of my father. So she would come out to the courtyard and call me in the house just before my dad would come home from work. That’s how I started cross-dressing. Now I am a trans woman. And live my life as such, feel free to text me and we can talk okay.

  5. Omg yes isn’t it wonderful to Wear the same clothes our mothers wear I JUST LOVE WEARING A BRA AND GOURGOUS PANTIES AND BEAUTIFUL DRESSES she caught me fully dressed and wasn’t taken back buy it she just said I looked very pretty after dinner we disgust how I feel in women’s clothes and makeup on I just said to her I just love it very very much on my 18 birthday she said to me we are going To another town over night and buy me my new wardrobe we got up the next day showered and she did my hair and makeup and my nails that was the beginning of me becoming ambermaria today I still love to dress and hopefully this year I can finally trastion to be the woman I always felt and wanted to be

  6. Ich habe auch strumpfhalter und mieder angezogen. Meine Mutter hat mir geholfen die strumpfhalter festzustellen

    1. Legal gostei….

  7. Meine Mutter hat mich damals Ilona genannt und ich habe ihr geholfen ihren mieder anzuziehen und die strümpfe zu befästigen dann sagte ich wenn ich Ilona bin dann möchte ich auch mieder und strümpfe und einen BH und Rock und blusen tragen. Und so wurde ich ein Mädchen. Was ich auch heute noch bin.

  8. i can you do it to me

  9. can i wear a bra

    1. Te puedo meter mi verga

      1. can you come get me i live at 402 6th st north winsted mn?

    2. I love to wear my bras and have several pairs of stockings garter belts dresses and heels ! Love to feel like a wonderful ! Love to.hear from others .

      1. so you will adopt me

  10. I have a feminine side, have no male under wear, love my new panty girdles and panty corseletts, also wear granny knickers and school knickers

  11. I was dressed as a junior Bridesmaid for one of my mom’s sister’s daughters. I really and thoroughly enjoyed that summer day of myself wearing a bridesmaids dress, panties and heels. Mom asked me and many of my relatives, how did I enjoy being a bridesmaid? I just honestly told them, that I wish I could have turned into a girl on that day. After that day, my mom and my two sisters would have me dressed as a girl after school and at weekends. Well I had worn a nightdress to bed since I was in diapers, as mom never bought me a pair of pajamas not even girl’s pajamas, always a nightie. So wearing a dress was just like a nightdress for the day. Then when my sisters got married and moved out, so it was just mom and myself at home. What fun we had. Mom treated me as a girl, her daughter. Thank you mom, for making me so happy in life.

  12. My mum introduced me to the joys of wearing her clothes, starting with knickers, bras and dresses. Then I got my own. Mum and I still dress together and share clothes, especially half slips and stockings. To all of the girls who commented, it is so liberating being the femme person we like to be.

  13. Starting at age 8, my mom would put me in just girls underwear after getting home from school and she’d keep me and my sister like that.

  14. i need a dress

  15. I love your story. My aunt dressed me when I was 4 and it carried on until I was 15. I love dressing completely to this day, doing my makeup 💄💋 and wearing my heels 👠. Always looking for a friend to chat with, janie

  16. My Mother and I had wonderful dress up times together, it started about age 5 or 6 and lasted until I was 13 or so, I always loved girl things and she indulged me, it was embarrassing at first but with a Mother’s love it became very natural overtime, sissy.

    1. Hi Janie,

      Funny we kinda had the same experiences, aren’t loving women in our lives wonderful.


  17. I loved it, I love wearing panties, maybe the next one will wear a little dress.

  18. When I was young, my Austrian relatives often brought several cardboard clothes. They put them at our place. That’s why I had time to choose and try it on. My mother caught me once. It wasn’t good, but then it was forgotten. I’ve been dressing ever since. At a New Year’s Eve party, my aunt, a friend of hers, and a friend dressed me up and did a little make-up. I was like that all night. It was a wonderful feeling. It’s been many, many years, but I still like to dress up today.

  19. The stories brought such amazing feelings back when I was dressing in my mums bras and panties. Her night gowns and nylons/garterbelts.

  20. Mom raised me in my older sisters left over clothes until I started to school at age 6. I don’t remember much before about age 4 but from 4 to 6 I remember wearing dresses and going places. I remember playing outside in them. I remember wearing one when we went to my uncles one afternoon. After I started to school I continued to wear her clothes after school and on weekends, especially during the summer when it was hot and school was out. Nothing fancy just plain cotton simple ones. The sundress type. i remember when I was 8 or 9 having a couple of skirts I liked. I wore them with t shirt tops. I wore a lot of her shorts. Usually if we went somewhere I wore her shorts. I always liked them and wore them all the way into high school. I liked they way I looked in them and started shaving my legs when I started getting peach fuzz on them. No body ever really said anything because I never had any hair on them. I liked the look of smooth and brown tanned legs.

  21. Я с рождения ношу девчачье бельё, с12 лет ношу бюстгальтеры. Мне очень нравится это носить.

  22. My mother started dressing me ìn girls clothes in the sixties knickers slip dress suspenders stocking wig girls shoes apron had me help her around the house my sister had no problem with me wearing her clothes after a while mum bought my own outfits to wear granny was delighted to have second granddaughter we were ahead off the times mum had friend who owned ladies shop Time and time again I brought to try girls on not many males had such a joyfully experience then

  23. Я с детства ношу бюстгальтер и девчачьи трусики, также ношу чулки и пояс с подвязками. Я просто обожаю всё это носить.

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