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I Was Dressed As A Sissy By Mom

Personal Stories, Advice, and Support 192 People

    I thought I’d reflect on another shopping

    incident I had some time ago. I was speaking to a friend and was reminded about it. I was in either Wal-Mart or K-Mart and went down an aisle I believe in house wares. Right at the beginning of the aisle there was a woman about 30 ish and a young girl about 10 or 12. They were...
    francenemarch francenemarch 66-70, F Dec 9, 2013

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    The Shopping Trip

    Hi Folks: I still owe you the second part of the true story about my GF. I had a hard drive crash and I'm still trying to recover my files. Like a dummy, I did not back anything up. I hope to recover the files rather than have to start from scratch. In the mean time I'd like to...
    francenemarch francenemarch 66-70, F Jun 19, 2013

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    Party Dresses

    As most know here it was with the encouragement of my mom that I wore dresses as a young boy. However, I also had what my brothers called "Sissy Dresses". Although they would never say anything in the presence of my mom for fear they too would be so dressed. Some here...
    Melodie13 Melodie13 61-65, M 7 Responses May 29, 2011

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    I Wear Diapers 24/7 For The Summer

    My mother died recently and my sister who is 17 yrs. old has put me in diapers & vinyl pants because I have had frequent accidents lately.  In addition, she has taken all my male clothes, put them in a trunk and bought me dresses and nitegowns to wear.  I am 13 yrs old and...
    dasafe dasafe 13-15 6 Responses Jul 22, 2011

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    Related Experiences

    When I was almost 14 my Mom dressed me as Little Bo Peep for an Easter Parade. I won the prize! My mom was an outstanding seamstress and rarely used patterns. She could create a...
    patty1650 patty1650 56-60, M 1 Response Aug 27

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    Like most teens I had attitude. I remember once when I was having an argument with mom about what I should do about something. Anyway, she finally said: "That's enough! Get it done...
    Tina303 Tina303 41-45, F Sep 8

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    My mom kept telling me to do my hw after school I wouldn't start . So she asked if I need a spanking I said no she comes next to me and jus pull down my shorts and yanks my...
    Tl475 Tl475 18-21, M 6 Responses 3 days ago

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    I visited my friend Stevie griffen and we went into his time machine and landed us knocking into Michelle antoinette . She was issued to say the least .before we know it were in...
    Pizzapaul Pizzapaul 18-21, M Sep 1

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    hi, i am kerry im new to ep but looking foward to getting some friends with silmar eexperiences to myself. when about three years i was naughty at prescool and my preschool. i...
    naughtykerry8 naughtykerry8 26-30, F 7 Responses 4 days ago

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    Fessée au bord de la rivière. J'avais 6 ans . nous étions en weekend à la campagne . Il fait très chaud j'étais en maillot de bain . Nous étions au bord d'une rivière o...
    boeing707 boeing707 51-55, M 1 Response Aug 25

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    When I was born, my mom quit her job to stay home with me, and later my brother and sister. Of course, I appreciate this. But around the time I was 14, she decided that we were old...
    Nomorewars Nomorewars 16-17, F Aug 28

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    ... she hurts me all of the time, even if she doesn't realize she's doing it. My family isn't poor, but we know what it's like to have too much month left at the end of the money...
    yaguu yaguu 22-25, F 1 Response 2 days ago

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    So today my mom bought me a $90 stuffed toy. Its a retired Ty classic stuffed cat named Sugar. I know. A $90 stuffed animal? Why not just buy me a $5 teddy bear at Walmart...
    Acebo Acebo 18-21, F 2 Responses Aug 30

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    I guess ever since I could remember I've hated my mom, always day dreaming about a mom that cared and loved me. I am now 15, and I can't even remember the last time my mother said...
    Jaaye1 Jaaye1 70+ 1 Response Aug 31

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    Yesterday I took my youngest to her work place, then called my wife and asked for a date. I think it is called role playing, because I acted as if we were back in time when we...
    micknangie micknangie 56-60 2 Responses Sep 7

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    Ok get this my worst experience ever . so i was always a little curious when it came to women then one i was in my moms room she downstairs and i said i would take a shower. So...
    georgeuzimaki georgeuzimaki 13-15 19 hrs ago

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    I was a great student in high school. Graduated with honors, editor of the year book master of the webstaff, Captain of the colorguard. I was proud of myself for all my...
    molson91 molson91 22-25, F Aug 28

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    My mom is the only thing holding me back. She treats me the worst out of her kids. My older brother is in college so she misses him, my little brother is her "baby" so nothing he...
    Doublebubble64 Doublebubble64 13-15, F 2 Responses Sep 6

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    I got a call the other day from my birth mom. The DNA was wrong she stated. The director of VS told her "although I can not release any identifying info to you, I'm looking at your...
    Back2Sue Back2Sue 46-50, F 2 Responses 4 days ago

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    along time ago i was 4 or 5 i was in a car seat and i was riding my mom and grandma and someone rammed us hard i balles my eyes out :/ the paramedics cane and checked my back i...
    TheColorfulDino TheColorfulDino 13-15, F 1 Response Sep 9

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    I have already talked about my friends mom before but there are so many stories that I have decided to post another. So after sniffing my friends mothers panties I wanted to go...
    YoYo2428 YoYo2428 18-21, M 9 hrs ago

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    July 4th 2014, I was in a horrible car accident on Highway 9 on the way home from Lake Thunderbird. My boyfriend, Layne, and I were really exhausted and I fell asleep during the...
    macynicole96 macynicole96 18-21, F 2 Responses Sep 12

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    TRIGGERING! ... .. . It was my brother. He came to my moms for a visit in February, 2011. My best friend spent the night and lost her v*rginity to him on February 18th, and five...
    BrittannyLynn BrittannyLynn 16-17, F 6 hrs ago

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    That moment when you tell a guy that youll ride him and take every inch before you even know how big he is. Then pull down his pants and realize that he's over 10 inches. But he...
    Sissyslutboy1 Sissyslutboy1 18-21, M Aug 22

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    Today I am dressed as a sissy maid. I will clean the house from top to bottom. Unfortunately, no one cares.
    letmespoo4u letmespoo4u 51-55, M 6 Responses Sep 2

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    Hello my name is Jenny and my Ex boyfriend, his name is Bobby,......has wore all my clothes, well at least all my dresses and lingerie. I know it sounds so yucky, but as he grew up...
    jennylee911 jennylee911 46-50, F 2 Responses Sep 12

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    I can't really say that the hairbrush is the worst spanking implement. When I was growing up it was one of the more common spanking implements that were used. Not only did I hear...
    tripdelta3 tripdelta3 56-60, M 1 Response 3 hrs ago

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    That moment when someone say "You won't see me for a while" and all you could muster is "Oh Okay" nonchalantly when you wanted to know why. That moment when you have to act you don...
    Callllie Callllie 70+ 9 hrs ago

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    I wish I had the body of a girl. I am meant to be a girl. Even as a boy dressed in women's clothing I look like a girl from the neck down. I have a vagina envy and would do...
    sexysissy11 sexysissy11 18-21, M 1 Response Sep 11

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    I always was bothered when people asked me about my mother when I was growing up. I also always was uncomfortable when people said things like, "She's your mother. You love her...
    Micaysopinion Micaysopinion 18-21, F 31 mins ago

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    Result Yes!!!!!!!!!! Terribly sorry but you are in fact a sissy. Because you are a sissy you have the right to cry now. SISSY!!!
    CdKimmi CdKimmi 61-65, M a week ago

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    I'm not Sure I took a Sissy quiz on a site called ProProfs and when I submitted it my results said... ??? I'm sorry. But this test was for men only not girls. So...did I pass...
    noahman97 noahman97 16-17, M 1 Response Aug 26

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    I was going into a Walgreens to buy some Moisturizing lotion, and when I got to the lotion section I tested some and I splurged out a little too much and so I wiped some on my...
    MilitaryHistoryNerd94 MilitaryHistoryNerd94 18-21, M 1 Response 4 hrs ago

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    I think I'm becoming a sissy, well a sissy slave
    giantsword18 giantsword18 13-15, M 2 Responses Sep 11

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    The last time..? Maybe? So it's been a while since my last post (December) and I was thinking about coming out. Well, things took a hold of itself in it's own way and so much has...
    elliecarr elliecarr 18-21, T 8 Responses Aug 22

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    Bobby and the girl at a friends birthday party Britney and Kathleen took me to a friends birthday party Saturday. I wore a printed knee length dress with a short net petticoat...
    bobbylee111 bobbylee111 36-40, T Aug 23

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    Couldn't help but laugh at this one , had a business meeting with a group. One of the people was a girl I dated awhile ago that I didn't recognize at first but thought her to be...
    quietlittle quietlittle 41-45, M 1 hr ago

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    Have you ever had a moment when your life flashes before your eyes? Not because of a near death moment but a lack of judgment! My life of children is a rewarding experience, yet...
    Froggy420 Froggy420 31-35, F 6 days ago

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    Well, after a while I got it again.Me and my friends were planning to go to the movies, and after permission of my parents, I got to go.My parents told me that I had a curfew of 9...
    taylorcollison taylorcollison 18-21, F 6 Responses Aug 22

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    "Can I come in?" "Yes!" I replied. My step mom entered my room. She is 5 foot 8 and is dressed in tight, low-waisted teams with a belt, and a tight silk shirt that was a...
    giggidy95 giggidy95 18-21, M Sep 8

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    I'd never do this in real life, it's just a fantasy of mine. I'm a 100% straight guy but at night the thought of being blackmailed and turned into a sissy boi is one of my biggest...
    NightlockForever NightlockForever 13-15, M 3 Responses Aug 23

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    Sissy white boy. All I do is crave c*ck
    raelynnCD raelynnCD 22-25, T 3 Responses Aug 25

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    You Tell Me I can understand why some of my friends think I'm girly or even gay (which I am, but they don't need to know right? ^^; ). I’ll just compare myself to most of the...
    noahman97 noahman97 16-17, M 2 Responses Aug 25

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    hi im a 18 yr old sissy that loves to crossdress and turn all girly and naughty, i love being demanded to do things and i am looking for a mistress who can take care off me i can...
    stranger123456 stranger123456 18-21 2 Responses Aug 26

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    One day my wife asked me to compare myself to this list of things and check {!} which ones apply to me. 1.Not afraid to show your emotions, like crying in public. ! 2.Embrace...
    CdKimmi CdKimmi 61-65, M Aug 27

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    I love wearing sissy lingerie and my wife buys my lingerie
    rimonty59 rimonty59 51-55, M 6 Responses Aug 30

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    My wife and I were strolling the boardwalk in Wildwood, NJ and I had been pestering her for years to get both of her body parts, EP Nazi's says can't use the top of a baby bottle...
    CdKimmi CdKimmi 61-65, M a week ago

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