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

Personal Stories, Advice, and Support 192 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 2 days 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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    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 8 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 5 days 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 11 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'm a 15 year-old girl, who's little age is 2 and is bisexual and I hope to find I mommy. I will do everything you say, but I might slip up sometimes ;)
    meandmystuffie meandmystuffie 13-15, F 5 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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    It's more about that my mom doesn't understand me, and how I feel. I live in a house that is completely trashed all the time except for my room which I keep spotless. My mom's...
    TheBellaBubbles TheBellaBubbles 16-17, F 1 Response 7 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 23 hrs ago

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    Hello, i have two wonderful children, my son is 7 and daughter 10. I love my job being a mom, even though it is tough. Can get boring and lonely at times being a single mom, hope...
    katemomoftwo katemomoftwo 36-40, F 1 Response 5 hrs ago

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    so this is a story about the time my friend treated me like her sister so one day I was talking to my best friend and she asked me if i could be her sister for a day and i said...
    Jaidenrachael Jaidenrachael 13-15, F 2 Responses Oct 22

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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 1 day ago

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    Not been on here in a few days. He's still away at the moment and not home for another 2 weeks, he shot him self with a bullet while out shooting the idiot, so he's got a nice gash...
    DollyR12 DollyR12 18-21, F 9 hrs ago

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    Not been on here in a few days. He's still away at the moment and not home for another 2 weeks, he shot him self with a bullet while out shooting the idiot, so he's got a nice gash...
    DollyR12 DollyR12 18-21, F 9 hrs 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 18 hrs ago

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    Ok so this is a two parter kinda of thing, for the first part get the tissues out. So today I was picking my son up from school and was minding my own business and dealing with...
    Ldylvlylcks2002 Ldylvlylcks2002 26-30, F 3 Responses Oct 22

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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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    Im looking for a online mommy im 18 but my little age is 1 im trying to walk and i want some help i will love my mommy like nobody else.
    NICU95 NICU95 18-21, M 5 hrs ago

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    got a late night phone call from my mom that has made me a bit grrrrrrr... 😠 .. It's gone midnight...she rang me at 2300...to tell me her florescent tube in the kitchen had gone...
    expressomarkie expressomarkie 46-50, M 2 Responses 1 hr ago

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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'm going to a Halloween party dressed as a cheerleader and my best friend has said he will go as a football player with me. My mum is making the costumes though she is a little...
    YngLee YngLee 13-15, M 3 Responses Oct 22

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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 2 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 22 hrs 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 20 hrs ago

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