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I Am Wanting To Be Caught Dressed As A Girl By My Mom

Personal Stories, Advice, and Support 250 People

    I wear my moms lingerie

    and some of my sisters short skirts whenever I get the chance, dreaming of being caught taking pics of myself and sending them to anyone who wants my oics by my mom, but everytime I get close I chicken out and put my normal clothes back on, I still have some pics though of...
    joseph1998 joseph1998 18-21, M 5 Responses Oct 20, 2015

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    I love to walk by women,

    especially cute ones while I'm dressed as a woman. Most of them don't notice, but every once in a while one of them will comment, or better yet, start to giggle. I once boarded a city bus just ahead of three young teen girls. I had on a short skirt and heels and made sure I sat...
    1SarahAnn 1SarahAnn 46-50, M 1 Response Oct 20, 2015

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    At an early age my crossdressing progressed to

    the point of my feeling confident enough to go onto NYC's Upper West Side streets. My mother kind of grudgingly allowed me to dress at home but made me promise never to leave our apartment dressed as a girl even though she often said: "If I didn't know, you could fool me". From...
    josil josil 56-60, T 3 Responses Dec 12, 2015

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    Related Experiences

    ...i'd love to have a real online girlfriend that i really cared about and that cares about me and be able to feel aroused by her and her by me.
    dreamingfairie dreamingfairie 31-35, F 1 hr ago

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    Any girls wanna chat xP hmu
    Dezitorsmilez Dezitorsmilez 18-21, F 1 hr ago

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    im looking for single moms who want to chat with a single disciplinarian in or around lower michigan. feel free to look at my profile and add me if interested.
    spankyouhard9 spankyouhard9 56-60, M 3 hrs ago

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    Well, I was caught by my best friend today. I was wearing my pink with hearts bra today with my girlfriend and he showed up. Idk but somehow I guess he saw my bra strap. I lied and...
    pantyboy94 pantyboy94 18-21, M 2 Responses 14 hrs ago

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    I live in Germany , I am 16 and in Grandma´s taylor-shop I get always those girl´s dresses and clothing I like to wear. Also I am allowed to wear long hair and today it reaches...
    rapunzelboy2000 rapunzelboy2000 13-15, T 1 Response 1 day ago

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    13yo boy who has been raised and nurtured by my mom,aunt, sisters,girl cousins, teacher,church youth group mom, babysitter etc and i am absolutely infatuated with loving girls and...
    Str8boypantyme Str8boypantyme 13-15, T 1 Response 2 days ago

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    I need some advice as I stated before my mom and dad got married when my mom was very young she ha me at 21 my dad is 10 years older then my mom and my mom always dressed very Seay...
    Albert122 Albert122 31-35, M 3 days ago

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    I am going to try and target 3 caught crossdressing stories by the weekend Here's story no1 they do come in parts. The bridesmaids story.... Hi my name Eric I am 17 and this is...
    EvaMarie1406 EvaMarie1406 22-25, M 3 Responses 3 days ago

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    well 2 years ago for Halloween right before a party I had no costume ideas, with my girlfriend knowing im a crossdressing fanatic her and her friend suggested I dress as a classy...
    crossdresserfun crossdresserfun 22-25, T 2 Responses 3 days ago

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    I remember when I was a young boy my mother left for work, so I thought I would play. I had on a pair of her panties and had taken out most of her slips and soft dresses. I had...
    anotheritguy anotheritguy 31-35, M 1 Response 4 days ago

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    I imagine my girly son's boy and girl friends would come over, all dressed sexy as he, and go to his room and have sex. And then he would be all mine.
    katythekat katythekat 51-55, F 20 Responses 4 days ago

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    So I had always been dressing whenever my parents would leave and run errands. So every time they left the house I would race into my moms room and immediately throw on a dress...
    lcd6993 lcd6993 22-25 5 Responses 5 days ago

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    Well, I wasn't really caught but almost was close enough. I was in my sister's room when no one was home. I started to parade around in her bra and panties when I heard the front...
    ReneeTalley ReneeTalley 56-60, M 2 Responses 5 days ago

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    I would often go out shopping dressed in ladies clothing. Dressed in women's jeans or slacks, wearing panties, nylons and sometimes a pantyliner to have a more girlish figure...
    bcsissy bcsissy 61-65, T 6 Responses 5 days ago

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    The son of an Atlantean queen & a light-house keeper from the town of Amnesty Bay, Arthur Curry grew up to become the superhero Aquaman, & the king of Atlantis. This imaginary...
    harrycoumnas harrycoumnas 36-40, M 6 days ago

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    I had been getting dressed every time I was home by myself. I always had a day off during the week and my wife worked a normal work week. So there was all dressed up in my favorite...
    silknrachel silknrachel 31-35, M 4 Responses 6 days ago

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    hi guys i really want to be dressed as a girl for day and night in my next holidays because i just love the feeling if the pantyhose on my legs and the dress on my skin so can i...
    mcgamer5678 mcgamer5678 16-17, M 1 Response 6 days ago

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    Just a fantasy: My week of feminization with my Aunt turned into the full summer. I wore pretty panties and camisoles every day. I loved being able to wear pretty summer dresses...
    julia09 julia09 56-60, M 2 Responses a week ago

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    I am not a girl, but I have always loved feeling girly. Crossdressing has always been an escape for me. The chance to spend a few hours as someone else/your female self is...
    Michelleinside Michelleinside 31-35, M Jan 31

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    Crossdressing has always been an escape for me. The chance to spend a few hours as someone else/your female self is rejuvenating and strangely relaxing. At least it is for me.One...
    Michelleinside Michelleinside 31-35, M Jan 31

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    Okay okay, so I've recently started seeing this girl who I have known for about 2 years, at first she was rather thin. She was in Colorguard of course she moved around a lot and...
    dinkerson dinkerson 18-21, M 1 Response Jan 30

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    I Lost A Fight To A Girl At Age 13 Only now do I reflect on this, since after we reconciled, I tried not to remember it. Lol. When I was 11 I moved from a large Northeastern city...
    Djc44 Djc44 46-50, M 2 Responses Jan 29

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    Im done trying to disprove stereotypes because racist people will always be racist. I dont even care anymore. in fact I want the world to hate me even more. which will happen if I...
    dk2016 dk2016 18-21, M 1 Response Jan 29

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    Maybe this is the wrong group but it seems appropriate. I have been a "in the closet" cross-dresser for a long time and I was very confused about why I liked to dress as a woman...
    shadownexus3299695 shadownexus3299695 26-30, F Jan 28

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    If I could put into words what a moment of love feels like I would say; It feels as though my heart is racing as it just shifted as I realized this is what I’ve been waiting for...
    kittyluv78 kittyluv78 36-40, F Jan 27

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    I can't take this anymore...NO! NO! I refuse to be a normal teenage girl and freak out. But I can't take it. I really don't know what to do...or how to do it. I can't even...
    deleted deleted 26-30 3 Responses Jan 27

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    When I Saw the girl of my dreams I knew who she was but I also saw another girl of my dreams too when I fully got dressed up the first time. Wearing full makeup, blonde wig...
    bcsissy bcsissy 61-65, T Jan 25

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    i don't think she hates me, but she can say incredibly hurtful things. i've always been sensitive, and she holds this against me. she always holds my thoughts and feelings against...
    daydreamer27 daydreamer27 18-21, F 1 Response Jan 25

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    It were some of the best days of my life. My older sister Lily, would always complain to my parents that she wanted a baby sister. She wanted someone to share her girl toys with...
    TimMatthews TimMatthews 18-21, M 3 Responses Jan 25

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    A big ask but any ladies out there that would like to chat about girly things? I love being dressed up and can chat girly with you and so no dirty pics or pressures.
    deleted deleted 26-30 3 Responses Jan 24

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    Today, my friend and I had plans to go shopping. We had already gone to all the stores we had planned on shopping at and gotten a few things from a few of them when we decided to...
    vtcvr vtcvr 16-17, F Jan 24

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    I was 15 and was home alone.It was a Wednesday.Every Wednesday my mother grandmother and aunt would run erands and spend the day together. I'd wait an half hour and then start...
    joanne969 joanne969 61-65, T 2 Responses Jan 23

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    It was a day I will never forget, I was 16 years old & my parents went out, I didn't think they would be home for at least 4 hours. I went upstairs & got changed, black bra...
    Joanneforever Joanneforever 56-60, T 1 Response Jan 22

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    I had been out many times in partial dress but never in the whole nine yards. I had decided that over the labor day weekend i was going to take my time dressing and was going to...
    joanne969 joanne969 61-65, T Jan 21

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    OMG dear diary!! It started one night I got home from work.  I worked the late shift that night so I got home pretty late, early morning really.  I was pretty stressed from work...
    crosskimmy crosskimmy 26-30 1 Response Jan 21

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    Dressed I am as feminine as possible and feel very girly. My demeanor and manner changes to that of a female and I don't have to think about most things that girls do differently.
    amandatrane1 amandatrane1 51-55, T 1 Response Jan 20

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    When I was younger I had very dry skin and got itchy eczema especially one my legs and arms. What helps is letting the skin breathe something boy cloths let you. What my parents...
    sissypantyhosekiss sissypantyhosekiss 18-21, T Jan 19

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