Post

I Mothers Who Let Their Sons Dress As Girls

Personal Stories, Advice, and Support 390 People

    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

    Your Response

    Cancel

    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 suppressedĀ Trans. After 8 months of questions never quite answered, I bought him...
    Alasandra Alasandra 51-55, F 17 Responses Jun 24, 2012

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    Wish my mom did same to me

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

    Your Response

    Cancel

    Related Experiences

    Men like this author are true gemsA Message to Women From a Man: You Are Not "Crazy"You're so sensitive. You're so emotional. You're defensive. You're overreacting. Calm down...
    SpiceZ SpiceZ 56-60, F Jul 22

    Your Response

    Cancel
    This would be a dream come true to have a girl woman that loves to poop in her pants and then let me take her hard in both holes all messy and smelly
    dirtyperv35 dirtyperv35 31-35, M 2 Responses Jul 20

    Your Response

    Cancel
    I want it but then I don't I like it but I hate it and I know the feeling I should listen to is hate. People say it's who I am but I don't believe it I don't think I was made this...
    Zalbaar Zalbaar 13-15, M 1 Response Jul 3

    Your Response

    Cancel
    I have known a man for years and we were always attracted to each other but never acted on it. 22 months ago he went to prison. I reached out to him and we begin writing and...
    Myworld1208 Myworld1208 36-40 Jul 19

    Your Response

    Cancel
    I love women's feet. The taste is so salty and yummy, their feet smell so sweet and they're so tender they just melt in my mouth
    NeedyArtist NeedyArtist 18-21, M Jul 21

    Your Response

    Cancel
    I've been down with my vision loss lately and I came on line to eventually discover someone who was recently my very special male friend (nothing sexual, but special and I was...
    DarkwingGoslyn DarkwingGoslyn 31-35 6 days ago

    Your Response

    Cancel
    I've been down with my vision loss lately and I came on line to eventually discover someone who was recently my very special male friend (nothing sexual, but special and I was...
    DarkwingGoslyn DarkwingGoslyn 31-35 6 days ago

    Your Response

    Cancel
    Come on ladies show them naughty panties :)
    morninglory68 morninglory68 26-30, M 1 Response Jul 6

    Your Response

    Cancel
    I really love it sometimes I just browse the internet for pics. Send me dome plz in a msg?
    tivenspyro2 tivenspyro2 18-21, M Jul 7

    Your Response

    Cancel
    Super bored right now, someone message me and I'll do anything! ;)
    jacklove001 jacklove001 18-21, M 1 Response Jul 22

    Your Response

    Cancel
    Hi how you doing you look great
    Rampersaud Rampersaud 13-15, T 1 Response Jul 1

    Your Response

    Cancel
    I'm obsessed with giving Anal.......
    switchflicker90 switchflicker90 22-25, M 2 Responses Jul 1

    Your Response

    Cancel
    I believe that a woman could only be happy if she knows her place and i am able to show her this place.
    DominanterDoktor DominanterDoktor 36-40, M 1 Response Jul 9

    Your Response

    Cancel
    Doesn't everyone? #amirite
    adav218 adav218 13-15, M 1 Response Jul 15

    Your Response

    Cancel
    I love it when I see a man with his buttcrack showing. I was wondering what other people thought.
    liv239 liv239 18-21, F 2 Responses Jul 17

    Your Response

    Cancel
    I'm a sucker for cute girls. I like girls who are different. I like girls who are childlike in the heart. It's so rare that I find girls who don't wear make up and don't like...
    NotYourAverageAsianGuy NotYourAverageAsianGuy 70+, M 1 Response Jul 20

    Your Response

    Cancel
    I let a girl dress me fom head to toe as a french maid one year. Very emberessing at first but once i got some liquor in me i jad fun with it. The nail polish was a ***** to get...
    staggershine staggershine 31-35, M 2 Responses Jul 23

    Your Response

    Cancel
    I am not a girl but a husband who needs help. My wife will only let me wear panties and one pair of sweat pants I thought where men's but turned out to be women's. I am not gay and...
    Captainamerica1111 Captainamerica1111 22-25, M 2 days ago

    Your Response

    Cancel
    Girls are way too fun to tickle, especially their feet! Any girls on here that love getting tickled?
    spikekekoa spikekekoa 22-25, M 2 days ago

    Your Response

    Cancel
    Im horrified that i am meeting generations who dont understand my mean girls references
    mairesequin mairesequin 16-17, F 2 Responses Jul 17

    Your Response

    Cancel
    Remember When Taylor Swift Was The Victim? In many of her hits, she was the victim in her relationships. Nobody said anything about it at first. Then she went through so many...
    deadmoon deadmoon 18-21, F a week ago

    Your Response

    Cancel
    Who like pink ,like dresses ,never putted makeup ,never straightened her hair ,never smoked, never drank beer or anything, never took drugs ,still have my virginty , never kissed a...
    shouqfaisal shouqfaisal 13-15, F 3 Responses 1 day ago

    Your Response

    Cancel
    SUMMER CAMP TRUTH OR DARE Earlier this summer my sister Lizzie and I went to the same summer camp. We stayed there for two weeks. A lot of other kids from our school were going to...
    Jenjoejen Jenjoejen 13-15 1 Response Jul 21

    Your Response

    Cancel
    i want to cry, but i cant. i cant show that im weak. i dont want them to look down on me. i want to be better than them. no, its that i must be better than them. if i cant make...
    FatinNajihah1 FatinNajihah1 13-15, F 1 Response 4 hrs ago

    Your Response

    Cancel
    I am so tired of hearing the neverending professional dress code rules applied to males and females but primairly to females. There are many reasons why I can't stand professional...
    betweenlustandlove betweenlustandlove 22-25, F 1 Response Jul 10

    Your Response

    Cancel
    When I was eleven I went to boarding school, leaving my three year old stepsister, Molly, at home. I had always been short for my age, and she had been rather tall but she was 3 so...
    betsy92 betsy92 18-21, F 1 Response Jul 13

    Your Response

    Cancel
    Ever since I was 12 or 13 I've been cross dressing in secret. My mother caught me once when I was about 13 or 14. She was okay with it and asked me if I liked cross dressing. I...
    masspink masspink 18-21, M 3 Responses Jul 2

    Your Response

    Cancel
    It's 2:30am and I am so ridiculously bored lol. Girls should definitely message me on kik: J94RoseRed no one over 30, please:)
    J94RoseRed J94RoseRed 18-21, F 1 Response 6 hrs ago

    Your Response

    Cancel
    Background:16 male.straight.crossdresser since 13. Story: My family went out to see my aunt and her family for the next three days leaving the house to myself. I would have gone...
    Sahawks18 Sahawks18 16-17, M 1 Response 5 days ago

    Your Response

    Cancel
    100% I Do ! I understand women may need a career to help support their family or to just feel important in life.A woman that is a stay at home mother is in my eyes the best mother...
    bignatbreastluver bignatbreastluver 46-50, M 1 Response 1 day ago

    Your Response

    Cancel
    Omg yes! Girls who love dresses and nail polish and the color pink! Girls who don't really care for sports but love walks and talking. Idk there's just something way prettier about...
    BrownSunSet97 BrownSunSet97 16-17, M Jul 10

    Your Response

    Cancel
    I was with 5 of my friends at a sleepover party when I was 12 almost 13. We were making these dresses out of shirts. Where you tuck the sleeves in of the oversized shirt to the...
    Cupcakeinhailer Cupcakeinhailer 22-25 Jul 19

    Your Response

    Cancel
    Wears her hair up, don't do her make up, and wears gym clothes or comfy clothes. I don't care what I look like. It's not like I am trying to please anybody. My friends are always...
    DevilsLilRebel DevilsLilRebel 18-21, F 2 Responses a week ago

    Your Response

    Cancel
    I have such fond memories of childhood. I was the last of four children, 14 years behind my oldest sister and the only boy in the family. I have only scant memories of a father...
    Varience Varience 70+, M 1 Response Jul 9

    Your Response

    Cancel
    "hippy" faintly sinister smiles twitch their way across her acrobat face and as her rolling and tumbling expressions make their way through all manner of devious delight your...
    mudmen mudmen 46-50 1 Response Jul 10

    Your Response

    Cancel
    Points You must Think about Just before Acquiring Your Prom Dress. Has a lengthy and storied historical past of higher college proms. Or can it be a scene from the film exactly...
    kitty002 kitty002 31-35, F a week ago

    Your Response

    Cancel
    I just bought these the other day on sale at target. They wouldn't let me wear them up to the cashier, so after I paid for them I went over to the starbucks counter and got a...
    Brandie1960 Brandie1960 41-45, M 7 Responses 6 hrs ago

    Your Response

    Cancel
    Sales Clerk Reactions... Many times I have left a store with my purchases just chock full of exhilaration. The cause for these bubbly feelings was a direct result of comments...
    janusatv janusatv 61-65, T 1 Response Jul 6

    Your Response

    Cancel
    When I was 8, I was staying at my sister Amory and her friend Diana's house. My sister thought that for ***** and giggles, she have me try on a girls outfit. First, she dressed me...
    SamHarris SamHarris 22-25, M 1 Response Jul 13

    Your Response

    Cancel
    i love to wear my mothers and sisters clothes now i feel better wearing them than i do my own but what happens if i get caught
    glovesam glovesam 26-30, M 6 Responses Jul 20

    Your Response

    Cancel
    Girls or guys can inbox me, but of course i'd prefer girls.
    Imsobored123 Imsobored123 18-21, M 5 hrs ago

    Your Response

    Cancel