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I Mothers Who Let Their Sons Dress As Girls

Personal Stories, Advice, and Support 406 People

    Our Moms Dressed Us In Party Dresses For Halloween

    When I and my best friend across the street were 10, our Mom's dressed us up like girls for Halloween (back in the 60's). I was so nervous going outside wearing a taffeta party dress and petticoat. I was a little relieved when I got outside and my friend was also wearing a dress...
    PartyDressPetti PartyDressPetti 56-60 11 Responses Jul 2, 2012

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    Wish my mom did same to me

    and put me in pampers
    Diapergirl26 Diapergirl26 26-30, M 1 Response Jan 16

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    My Friends Mom Let Us.

    Matt lived next door and was my age about ten. His parents had a lot of money so he had all the best toys and games, so naturally I wanted to play at his house most days. He had a sister who was years older then us and was away at college. She had kept most of her clothes from...
    neurosleep neurosleep 26-30, M 3 Responses Jan 16, 2013

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    Both Mother And Father

    Since 1996 I have been both mother and father to 4 children, 3 girls, 1 son he firstborn. From the age of 15 thru 19 my son was seeing a gender therapist trying to get figured out if he was really a suppressed Trans. After 8 months of questions never quite answered, I bought him...
    Alasandra Alasandra 51-55, F 17 Responses Jun 24, 2012

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    My Mothers Dresses And Nighties

    When I was about seven years old I remember admiring how pretty my mother looked in her dresses and especially her nighties. I began to look forward to seeing them in the laundry basket. When I was sure that I would not be disturbed I used to try them on for a few minutes and...
    ChrisBloom ChrisBloom 31-35 6 Responses Jul 14, 2013

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    Auntie know best. I can remember

    when I was young how I used to enjoy Christmas, particularly the cotton nightshirts that my cuddlesome aunt Rose had lovingly sewed for me. They were traditional style a couple of sizes too big and usually much too long. It usually took a year to grow into them. My aunt and...
    ChrisBloom ChrisBloom 31-35 4 Responses Feb 9

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    Related Experiences

    I think its so cute when girls do this!
    Dani0911 Dani0911 18-21, M 1 Response Sep 28

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    Girls if you like to show ur butt message me :)
    Dani0911 Dani0911 18-21, M Sep 29

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    There is a lady at work who is so fashionable that everything matches right down to her panties. She is s blonde with blue eyes. She is an section manager. Each day we have a...
    MaireadM MaireadM 41-45, M 2 Responses Oct 2

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    So, I've told my mother that I am planning on moving out next year and she was upset because she is the religious type of person who believes that the only reason a woman should...
    mayy95 mayy95 18-21, F 1 Response Sep 29

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    I am 17 years old I always used to dress up in my moms lingerie when I was little then I grew up and started wearing her shirts and dresses then I would wear my sisters close and...
    ascorby54 ascorby54 16-17, T 4 Responses 4 days ago

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    Graduation is not that far away! Time goes by fast!! My parents have always wanted me to study in the medical field in college after high school. Ever since I can remember my...
    Gabsters05 Gabsters05 16-17, F 1 Response 1 day ago

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    Well my mom lets me pick and look where it got me
    maridoneka maridoneka 18-21, M 1 Response Sep 29

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    Shout out to all the people who do that; You are awesome, thank-you so much for all that you do! They make the world a better place, I hope to join your ranks once my kids get...
    oversimplification oversimplification 26-30, F Sep 28

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    I'm one. I know one other. Anyone else? █I love it :)
    LittleStain LittleStain 18-21, F Oct 10

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    I can't be anything!!! I want to be a artist but my parents want me to be a piano musician though I hate studying piano and I want to draw :(
    Emoheartbroken Emoheartbroken 13-15, F 6 Responses Sep 29

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    Is there anyway I can delete a full conversation that I had with someone. Instead of just deleting one msg from it. I've tried and can't seem to find how to do that.
    ABoy1999 ABoy1999 13-15, M 1 Response Oct 5

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    A woman in her 30's deleted or blocked me. I don't know. She was having a hard time after a jerk betrayed her. Helped her and encouraged her last night. Now she is gone. I hope...
    1lonelydaisy 1lonelydaisy 70+, F 1 Response 6 days ago

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    There's just something so attractive about a man wearing his watch on this right. Added of course to the appeal is his hands. If you've got nice hands and fingers it looks even...
    ira01 ira01 26-30, F 3 days ago

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    I had to have dated a country boy in my past life!! Let us give thanks to all those mommas who let their babies grow up to be cowboys!! http://youtu.be/8YY684vxs2I
    Anngeleyes Anngeleyes 26-30, F 3 Responses 5 hrs ago

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    There was a story on the news just today about two guys at a school in Washington who went to school dressed like girls. This apparently occurred on Monday or Tuesday and the...
    tghubby tghubby 51-55, T 2 Responses 4 days ago

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    Dear moms, i am going through a really tough time and any advice at all is welcome. I have a beautiful, smart, affectionate daughter. I love her so much. Saturday was her 5th bday...
    kemmer kemmer 31-35, F Oct 6

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    I respect mums out there who sacrifice their job for their kids , is not an easy job to do , there actually lots to handle and also the times when mum is home alone , is also not...
    KoalaLuis KoalaLuis 22-25, F 1 Response Sep 22

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    The only trouble I have with gays and lesbians is when they actively wish to shove their relationship down a persons throat, forcing people to accept them without the same respect...
    ronniepaulmichigan ronniepaulmichigan 51-55, M 2 Responses Oct 4

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    Not the girls who pretend to be kinky. Not the girls who talk the talk but would run if you asked them to walk the walk. I'm after the girls who think their fantasies are so wrong...
    SirEvilJebus SirEvilJebus 31-35, M 3 Responses Oct 6

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    I am a woman who has breastfed her two teenagers when they were born. I am now pregnant again now and will continue that tradition of breastfeeding when my twins are born in...
    singlepregnantmom singlepregnantmom 36-40, F 1 Response 20 hrs ago

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    To the guy who posted about the girls who wound up AT THE FAKE AA MEETING, here is my reply: AA has saved many many MANY lives! Including mine. I read the article on W. Post...
    StuckSki StuckSki 41-45, F 1 Response Oct 2

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    Straight people who think bi, lesbian and gay people like everyone who is their same sex is ridiculous. I'm bi, and when I was in middle school the girls would freak out if I...
    gardengirl17 gardengirl17 22-25, F 2 Responses Oct 13

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    I recently started dressing more girly and I was thinking about cross dressing for Halloween and going to a night club. Although, I'm not sure if they'll let me in dressed that way...
    deleted deleted 26-30 2 Responses 5 days ago

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    So, the story starts off a few years earlier than described (18) . I can't say what happened before I give a bit of a backstory. So, I was in High School, and since I had a bunch...
    shadow2233 shadow2233 18-21, M 1 day ago

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    I have noticed that people who exaggerate their difficulties and blow things out of proportion-those we call drama queens- are the people who live boring lives. Their own lives are...
    kalila37 kalila37 18-21, F 4 days ago

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    I can't lie, I'm just a white boy who is attracted to black girls. Any black ladies into white boys?;)
    Ilove2hav3s3x Ilove2hav3s3x 18-21, M 4 Responses Sep 22

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    We all swear sometimes, but I absolutely despise people who swear a lot because they think it's cool. I have the misfortune of having met people who can't say a half-sentence...
    ladysatine ladysatine 22-25, F Oct 13

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    Omg I work in a retail store and there are these people that just let their kids go run around the store making messes.. I just want to slap those people.
    missmisti missmisti 36-40, F 2 Responses 6 days ago

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    Unless its in self defense... I don't like it one bit... Especially people who hang their pelts or use them as rugs... It makes me sick...
    naco26withcheese naco26withcheese 13-15, M 1 Response Oct 11

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    Yes, I did write about this before, but I just can't get over it. It happened years ago, and perhaps because my wife is very ill, I'm compelled to write this in more detail. While...
    LittleMelissa LittleMelissa 61-65, M 2 Responses 7 hrs ago

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    My sister dressed me as a girl at 5 yrs old. She caught me wearing her party dress. Told me to leave it alone. I just kept wearing it, so she finally gave it to me and made me wear...
    bobbylee111 bobbylee111 36-40, T 4 Responses 13 hrs ago

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    My brother who is 2 years younger , I caught him one day sniffing my dirty underwear he begged me to keep it secret and not tell , so I made him wear them the whole day and when...
    Maryb96 Maryb96 18-21, F 6 Responses 15 hrs ago

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    My babysitting I baby sit a boy named Joey every once in a while and all he want to do is be a knight and save me (the princess) Over the last few times I made it seem like I...
    MissAlanah MissAlanah 18-21, F 6 Responses 16 hrs ago

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    Debbie goes to the dentist. I had my 6 month dental cleaning last month and have dreamed for years that I could go to doctor and dentist appointments fully dressed and with full...
    debbienc debbienc 61-65, T 5 Responses Sep 25

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    Cross dressing to me is about feeling and being your feminine side. If your gonna wear sexy lingerie and dress as a women and you want to be looked on as a women, its best to...
    xXSamanthaCDXx xXSamanthaCDXx 31-35, M 7 Responses a week ago

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    So Halloween was coming up and my team decided to do a pot luck for our weekly meeting which happened to be on Halloween to celebrate the holiday. I had dressed as a girl once...
    GirlyMe GirlyMe 46-50 4 Responses Sep 27

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    When I was younger I used to steal my older sisters' clothes one was ten years older the other six years older than me. Until I was caught and got the belt and made ashamed by my...
    Hiddensissy69 Hiddensissy69 26-30, M 4 Responses Oct 1

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    In my second year of college back in 2008 there was this girl in my Photography class, I thought she was the prettiest thing and she was so nice. It was so long ago so I don't...
    MoostacheKitteh MoostacheKitteh 26-30, F 4 Responses 19 hrs ago

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    As I've mentioned in my other stories, I've often had girl bullies pin me down. Most of the time this happened, the girl pinning me was bigger then me. But this one time it...
    SmallGuywimp SmallGuywimp 26-30, M 1 Response Oct 8

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    "Frankly, I have to worry about an individual who says he hates all mothers." -Block...(Heart Heart). "...I do not choose to associate with such an individual..." "That's okay. I...
    Levi1 Levi1 13-15, M 1 Response 4 days ago

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    I love big women. If you're interested, let's talk?(:
    cheyenne0 cheyenne0 18-21, F 2 Responses 6 hrs ago

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