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

Personal Stories, Advice, and Support 204 People

    Hello sister made me post this in her thong
    bayletran66 bayletran66 18-21, T 2 Responses Feb 14

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    I have always wanted to be a girl ever since i was youger and im 14 years old. i have never told anyone this secret,because am afraid of what they might think.i have never been...
    thatguy612 thatguy612 13-15, T 1 Response Feb 10

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    Part 1 As one day mom an sister were gone for the weekend as I got from work. I walk to my room to change. As I walk by my sisters as it. Was across the hall. from mying. As I...
    safty0700 safty0700 56-60, M 3 days ago

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    There were five of us; my mom, my dad, my brother, my sister and me. My dad was obsessed with his work, he left home before I was awake and came home in time for a late dinner...
    GirlInABottle GirlInABottle 13-15, F 1 Response Feb 2

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    The Baby Sitter. I love a woman a gut! Ever since I was a kid I've felt this way and there's a story behind it. I'll try to type it out as I remember it to the best of my ability...
    iloveflabbiness iloveflabbiness 18-21, M 1 Response Jan 28

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    I am a major sissy all because elf one experience. The first time I was put in girl clothes. This happens a lot and no one knows how much I enjoy it. It started on a camp i was...
    TheOneSissyJonny TheOneSissyJonny 18-21, T 2 Responses Jan 27

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    Where and how does it all begin? At an older age we may not remember possibly the best we can do is to go on what our elders have told us through the years. Thinking back on some...
    SylviaJames SylviaJames 56-60 4 Responses 6 days ago

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    I wouldn't even really consider myself "tomboy," I am just... "One of the guys." I have no style, and I don't know how to have style. I want to be girly, but I feel like I would...
    ironiclaconic ironiclaconic 18-21 1 Response Feb 17

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    I got undressed lied on the bed my husband had cloths on at this time because he was slowly going to remove his we have a loft room. we start cuddling I'm hugging him and suddenly...
    louisetiger1 louisetiger1 31-35, F 7 Responses Feb 3

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    When I was 10 and ny step sister's were babysitting me they ******** me completely naked and forced me to wear the youngest one's school uniform she was 12 I...
    subsissy1989 subsissy1989 26-30, M Feb 14

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    Part 2 After cleaning up I remembered my mate said I could where his mum stuff so I went in the shower and had a full shave then went straight to the mum room opened the wardrobes...
    missjazzmin missjazzmin 18-21 2 Responses Feb 1

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    Part two So my mum came back with bags full of shopping and told me to sit down she said I knew you was dressing up in my stuff I just never caught you and I wasn't going to bring...
    missjazzmin missjazzmin 18-21 7 Responses Feb 5

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    I love my boyfriend. We have been dating for over a year and a half. About 6 months into our relationship, he confided in me that he used to cross dress. He said it was in the...
    honestsleep honestsleep 22-25, F 2 Responses Feb 8

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    I was having fun on a day off of school crossdressing I had a pink bra and a nice thing on and my sisters old prom dress on and my cousin happend to stop by and he thought that it...
    Cdkyle Cdkyle 18-21, T 5 Responses Feb 13

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    last week i straightened my hair and used clutcher to pin my hair at back. I completely dressed as girl with blue salwar kameez with padded bra. feeling amazing really. I dressed...
    SowmyaWhore SowmyaWhore 22-25, M 1 Response 4 days ago

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    The more i grow the more i realise my "mom" is my best friend i ever had.
    KarenIsMyName KarenIsMyName 18-21, F 1 Response 5 hrs ago

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    Me and the bae just broke up, I guess she's the ex-bae now. I don't know why though? I guess she thought I cheated on her with some girl. She said she had caught me holding this...
    Jr2299 Jr2299 13-15, M 1 Response Jan 27

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    I used to be home schooled so every morning my step mom would dress me up like a 9 yr ols school girl my father died so I was raised by 3 dominant women i...
    subsissy1989 subsissy1989 26-30, M Feb 14

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    Any sexy moms out there wanting to chat with a young girl?
    babyllove21 babyllove21 18-21, F 2 Responses 5 days ago

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    I had vary amazing moments yesterday, so I was in gym yet we do a ultimate fitness test. Our first exercise Was diamond push ups. The girl across from me caught my Attention as my...
    feederboyfattergirl feederboyfattergirl 13-15, M 3 Responses Feb 12

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    I have had maybe one gf and one almost gf/fwb. But that was years ago. I'm tired of being alone, its taking a toll on my mentally and emotionally. Its sad to feel and admit but I...
    Thefightingangel Thefightingangel 18-21, M 5 days ago

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    Well I am over East and just fully dressed myself as Natasha and went for a stroll in the CBD. What a feeling of freedom. The best bit was a couple of young girls passing comment...
    motokini motokini 56-60, M 2 Responses 4 days ago

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    I've been caught several times by my wife. She's not really cool with it but does tolerate. I've never dresses with wigs, make-up or anything female from the waist up. I Just like...
    shadowplt shadowplt 51-55, M 1 Response 2 days ago

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    After a night of drinking n going home i decided 2 dress up. So i snuck in 2 my moms room while she was asleep tryn 2 b quiet as possible without waking her(stealth mode) crawling...
    whitwhit86 whitwhit86 26-30, M 4 Responses Feb 5

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    I love to dressup!!i m a boy!!but i love to dressup as in a girl!!i love to click pics of myself while dressedup!!would love to share pics!!and talk with people who dnt mind!!would...
    Njain001 Njain001 22-25, M Feb 6

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    Ok is this odd? I don't normally ask that but I am here. Obviously in society both men and women tend to feel at their most attractive when they're "all dressed" up, or whatever...
    thenewboy87 thenewboy87 22-25, M Feb 7

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    my first time out was when i was twelve. i was having a comming out party by going camping with my friends. the morning of at about 6pm my friend hailie came over and dis my hair...
    tgirlsummer tgirlsummer 18-21, T 2 Responses Feb 8

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    Ever since my sister moved back in to my moms house when I was 13 I would go down there and take thongs and panties bras and other clothing. Then when i moved out I roomed with a...
    Chrisbured Chrisbured 18-21, M Feb 9

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    So AGAIN with the "you need to move here ASAP/let's get married" convos! Anyone going through this? 😕 It seems like every week my man goes to visit a new buddy's house or...
    KaleJay KaleJay 26-30, F 2 Responses Feb 10

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    I consider myself straight because I never caught feelings for a girl ever but I have hooked up with girls and never hooked up with a boy although I have caught feelings for a boy
    ivettefromtheblock ivettefromtheblock 18-21, F 1 Response Feb 17

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    I'm a 16 year old, honors class student. I'm taking the most advanced courses I can take. I currently have a 3.86 GPA, and my mother hates me. Hate cannot describe the feeling I...
    MakerInDisguise MakerInDisguise 16-17, M Feb 2

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    Screw that. I have to be fully dressed and showered at all times unless I am sleeping or am in the moment of romantic intent.
    ValhallaAwaits ValhallaAwaits 18-21, M 1 Response Feb 10

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    Is it okay that even though I just turned 14, that I'm hanging out with a group of girls? My name is Ron. Even thought I'm a regular 14-year old boy, I'm hanging out with a group...
    ron52 ron52 13-15, M Feb 11

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    I came home early to vacuum and mop the house for company that is coming over tonight. I enjoy doing housework simply dressed in a bra and panties, lace of course, sometimes a...
    parttimelisa parttimelisa 51-55, M 3 Responses Feb 13

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    Girls from 13-15 text because I need a girl friend
    mohammedosama200 mohammedosama200 13-15, M 3 hrs ago

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    Im just so uncomfortable among boys... I felt loved and safe with girls.. :)
    rexplayton rexplayton 18-21, F 1 Response 1 hr ago

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    Pffffft!!! Thats not what i want btw--I need someone to love, i dont know.. I still cant believe im a lesbian. ._. Dis doesnt mean that i hate being one but IT CAME SO SUDDEN. I...
    Yowlow Yowlow 13-15, T 40 mins ago

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    I am not having a good evening tonight. My mom came home from work early due to being sick...again. I called her after I got off from work (like I always do) and it sounded like I...
    drummergrl06 drummergrl06 26-30, F 1 Response Feb 3

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    I was caught having sex once. I went to my girl friends house now ex but anyways it was an awkward situation. We were quite, and we also had long pauses. We liked each other a lot...
    nathanlieblein nathanlieblein 13-15, M Feb 15

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    I'm a boy who wants to get dressed as a girl so bad I always wanted to do that I don't care what you put on me I don't care if u put makeup on me that's really hard to get of. I...
    flamered1248 flamered1248 18-21, T 1 Response 5 days ago

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    Through my life I've always had things that usually don't happen to people happen to me. I tend to look at these "life experiences" and laugh. In Dec 2014 I had another what I...
    yooper01 yooper01 56-60, F Jan 28

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    I've always been interested in crossdressing even though I've never tried it. I wish that a group of pretty girls would force me to be a girl against my will. They could do my hair...
    Iwishthingsweredifferent Iwishthingsweredifferent 16-17, M 2 Responses Feb 1

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    She is being a complete and total ***** right now. Sorry, but I "literally can't" anymore. I'm so sick of her yelling at me constantly for crap I didn't do. She takes out all her...
    lizygurl lizygurl 18-21, F 1 Response Feb 5

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    Back in the 70's winter in Upper Mich revolved around snow machines for my father. You get a free weekend and grab some buddies and go riding sleds. I don't think there was a lot...
    yooper01 yooper01 56-60, F 1 Response Feb 11

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    Finally home from China. NY looks great even as cold and snowy as it is. Met a few girl friends and went to dinner. At the restaurant I saw a girl I went to high school with, and...
    MiriamK MiriamK 56-60, T 5 Responses Feb 15

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