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

Personal Stories, Advice, and Support 191 People

    My senior year in high school I started having an on going FWB relationship with my girlfriends mom. Don't worry I was 18yrs at the time. That relationship lasted after we...
    Maxkanan805 Maxkanan805 36-40, M 1 Response Nov 12

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    I was 13 years old and my sister was a year older, I was home alone one day and went into my sister room and put on her black dancing leotard, our bedrooms were upstairs and I...
    Bailsbails Bailsbails 36-40, T 2 Responses Oct 28

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    And so begins my ****** week
    Tsb1092 Tsb1092 22-25, M 4 days ago

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    If you just glance at the stories I've written here, you manage to take one thing away: I hate my mother. I don't even consider her my mother. More like an older woman who kept...
    Theworldisminenow Theworldisminenow 18-21, F 4 Responses 13 hrs ago

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    my mom always gives me this "u dam ho" look whenever i get dressed thanks mom
    paleprincess paleprincess 13-15, F 7 Responses Oct 27

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    When i was six or so my sister liked to cross-dress me and make me girly. Of course I hated it because she would put me in mini skirts and said to be"cute"tops and even panties...
    Butterking47 Butterking47 18-21 1 Response 17 hrs ago

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    This started when my brother was around 4 years old and I was around 8. One day, after school and it was nasty outside, I decided that I wanted to play house and pretend I was my...
    titelips titelips 31-35, F 5 Responses 6 days ago

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    Who actually doesn't like seeing the female form dressed only in underwear? No matter what your sexuality, the female body is a beautiful thing. And beautiful things should be seen...
    Truetoourselves Truetoourselves 36-40, M 1 Response 15 hrs ago

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    Just because I'm into girls doesn't make me into ALL girls- if you're 30 and you're asking for my *** pics (which NOBODY here gets, by the way), take a moment to please reconsider...
    Indefinitely16 Indefinitely16 16-17, F 2 hrs ago

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    Am I ready for the next level? I stand at the moment of truth as I face a new reality. Do I want to share most obvious and first noticed attribute about myself. It's not...
    AwakeYetDreaming AwakeYetDreaming 36-40, M 2 hrs ago

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    I owned an office cleaning business and working when they were closed and no one around. Sometimes I'd take my girl clothes in and change and clean as a woman but I always kept my...
    Lyndaloves1957 Lyndaloves1957 56-60, T 12 Responses Nov 6

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    I started dressing in girls clothes as a teenager. it started when i found a pair of my female cousins panties in a sleeping bag i borrowed on a comping trip. Dressing in girl...
    bedroomcd bedroomcd 31-35 1 Response Nov 7

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    I love my mom to death but she has to accept me being trans. I'm so sorry I'm not going to be able to get you grandchildren, I'm so sorry I'm not going to marry the girl you wanted...
    LindavdB LindavdB 16-17, F 8 hrs ago

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    Hello everyone. I am new to EP and I'm still learning how everything works. I'm 24 years old now, female and this year has been rough. A month after turning 18 I gave birth to my...
    lifeistolerable lifeistolerable 22-25, F 1 Response Oct 29

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    i think on some level i used to set myself up to get caught. the first couple of times were truly candid without much thought going into it. after learning the extremes of...
    trailsonrails trailsonrails 51-55, M 1 Response 13 hrs ago

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    I went as a girl on Halloween it was really fun and all my friends loved my costume, no one was rude to me and I'm still wearing the costume haha, here's a picture, I was caught...
    JulieCakes JulieCakes 13-15, M 1 Response Nov 1

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    I remember the first time I dressed up I had actually was walking home one day and some were bullying me. they were trowing sticks and rocks at me as well as video tapping it. Once...
    Alicetrn Alicetrn 22-25, T 3 Responses Oct 28

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    She said its a new year party at her college and she wont be going. I had plans to take her on a surprise dinner at a good restaurant, I got ready and dressed, leaving my house for...
    Reyaan7 Reyaan7 26-30, M Oct 29

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    She said its a new year party at her college and she wont be going. I had plans to take her on a surprise dinner at a good restaurant, I got ready and dressed, leaving my house for...
    Reyaan7 Reyaan7 26-30, M 1 Response Oct 29

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    This was my 2nd Halloween I have even dressed up for. My first time is in a story I put up here 3 years ago. Since I was with different people this time I wore the same outfit as...
    RobynTheBeautiful RobynTheBeautiful 41-45 6 Responses Nov 1

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    Girls Spying Me In The Shower Hey guys, before I tell you my story you must know that I`m from germany and my english isn`t perfect. Maybe there some mistakes in my text. Some...
    Mickie19 Mickie19 18-21, M 1 Response 2 days ago

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    i went to Target with my friend and we wanted to steal some makeup, which we had done before and never got caught. We grabbed a bunch, hid it in our pockets and then went to the...
    lindsme lindsme 18-21, F 1 Response 3 hrs ago

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    I was a teen. My sister was at a friends and my parents went out for the night. Or so I thought. When they left I didy run through my sister drawers and closet and dressed up sexy...
    Lyndaloves1957 Lyndaloves1957 56-60, T 5 Responses Nov 5

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    I am 22 and have been dressing up for a long time now but I want to start wearing pantys 24 7 but it scares me to get caught. I'm straight but sometimes think about guys. What do I...
    nay1192 nay1192 22-25, M Nov 9

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    I've always loved the American girl dolls since I discovered them at 10 years. I couldn't get them as a child, they were considered expensive and when I finally saved money to get...
    lilbabygirl1 lilbabygirl1 26-30, F 1 Response 2 days ago

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    OMG I sure gave some people something to talk about this morning. I was at home after the wife left for work so I slipped on a bra, a skirt and a blouse then I put some lipstick on...
    Sharon03 Sharon03 56-60 6 Responses Oct 30

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    Talk about embarrassing. Wow! This afternoon I was nicely dressed in a tight red sweater over my 38D bra and breast forms, grey skirt and red heels with red lipstick to match my...
    Robertredlips Robertredlips 56-60, M 7 Responses Nov 1

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    I remember the first girl I loved. Vanessa 15 years ago. A very clumsy Cuban girl. Heavier on the bottom than on top. She was extremely shy about that. She was so sweet. I knew I...
    sexissues sexissues 26-30, F 1 Response 2 days ago

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    I miss my mom who passed away 2 weeks of this year before her birthday on April 1st. I miss her so much. I loved going to see her. She was there when I needed to talk to her. I...
    NightRaider1969bc NightRaider1969bc 41-45, M 3 Responses 10 hrs ago

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    Right now, I'm laying beside my mom while she sleeps on her cheap air mattress that she has laying on her floor, inside her empty apartment alone with a fan blowing and cheap food...
    HereToBleed HereToBleed 18-21, M 1 Response 3 hrs ago

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    Last night I was being all sappy last night and watching military come home videos before bed like 3 hours ago and I just had the most amazing dream. Oh my god. My heart is...
    henryashley henryashley 18-21, F Oct 26

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    I finally booked our hotel & car rental. So relieved. I just got back from his house.. It felt so weird as usual and his mom almost caught me sniffing his sweater in his room...
    aiahlove aiahlove 18-21, F 2 Responses Oct 27

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    I left the house today dressed in a bra, panties, panty hose, and my girly skinny jeans. A light shade of pink lipstick and I was out the door. How invigorating it feels. I feel so...
    Beenthere69 Beenthere69 61-65, M Nov 10

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    I left the house today dressed in a bra, panties, panty hose, and my girly skinny jeans. A light shade of pink lipstick and I was out the door. How invigorating it feels. I feel so...
    Beenthere69 Beenthere69 61-65, M 2 Responses Nov 10

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    "It was exhausting the way I loved you. I threw every ounce of myself into it. I dived head first at your heart, but just as I should have hit the water, I hit a brick wall...
    Cinci1993 Cinci1993 18-21, F 1 Response Oct 25

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    I'm a guy who loves girls clothes but one day I was home alone so I went in my moms closet and tried on a dress. But then my sister got home and caught me. Now she's in a mental...
    lucy12354 lucy12354 22-25, T Nov 12

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    I think we've all been caught a lot more often than we realize. We just don't know about it because the other person never said anything. Anyway, something I saw earlier this...
    AlbertSAT AlbertSAT 66-70, M 3 Responses 1 day ago

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    Works party. They mostly weren't surprised to see me dressed as a sexy witch. They were surprised at how convincing I looked, and acted. My lecherous, sexist pig of a boss tried...
    Heellover Heellover 36-40, M 8 Responses Nov 1

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    Seriously, I never dreamed the biggest goal of my life would be the most unattainable. I couldn't wait to find a man to marry and have children with. I was so excited when I...
    cherryxblossom cherryxblossom 26-30, F 2 Responses 4 days ago

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    On Halloween Eve, I dressed up, did my nails, and went downtown. I went into a bar and ordered a beer from a very nice, attractive girl tending bar. Unfortunately, they were...
    KurtPantyboi KurtPantyboi 56-60, M 2 days ago

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    I don't understand her at all. I love her, and I want her happy but she's so confusing. Did you have an odd relationship with your mom too? Can you answer some questions for me if...
    Levi1 Levi1 13-15, M 5 Responses Oct 29

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    Unfortunately it seems my step daughter thought it was ok to sort through her step sister's halloween candy and take the pieces that she wanted. I think she assumed she wouldn't...
    SarahTTG SarahTTG 36-40, F 4 Responses Nov 4

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    Sitting at elementary school bingo night across from a little girl with freckles, a 50's ponytail, and front teeth so big I found myself wondering if she could actually close her...
    niklb niklb 41-45, F Nov 6

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    God Made Girls, Raelynn :) --- Somebody's gotta wear a pretty skirt, Somebody's gotta be the one to flirt, Somebody's gotta wanna hold his hand so God Made Girls Somebody's gotta...
    pickapebble pickapebble 13-15, F Nov 10

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    My aunt caught me and in another situation my friends mom caught me. Message if you want to hear and tell me which one
    BiggiePanties BiggiePanties 18-21, M 2 days ago

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