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I My Brother Is A Sissy In Dresses

Personal Stories, Advice, and Support 103 People

    My Brother Is A Sissy

    Look!My brother,What a sissy!Wearing those dresses!When will he ever learn?He's not a girl!
    lazycrazybasket lazycrazybasket 46-50, M 3 Responses Sep 27, 2011

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    My Sissy Cousin,.....and His Little Weewee,.....

    I am very much interested in Dom-Sub relationship. My cousin use me as her **** from my 12 year on wards. Sometimes she will give me spanking also. She made me call her Aunty really her mother is (my moms elder sis) and she disciplines me with Bare hand, slippers and belts. She...
    ambili ambili 22-25, F 12 Responses Oct 1, 2011

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    I Am The Brother/sister

    my older sister didnt want a younger brother so she started dressing me mom thought it was cute then realized it was cheaper to just have me wear sisters 2nd hand stuff now i live full out as a sissy
    sissykrisb sissykrisb 51-55, T 1 Response Nov 26, 2012

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    Related Experiences

    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 1 Response Sep 12

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    I have just started writing a new blog chronicling the slow feminization and sissification of my partner by myself. This blog is not a work of fiction, nor is it in any way the...
    deleted deleted 26-30 3 Responses Sep 5

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    I have just started writing a new blog chronicling the slow feminization and sissification of my partner by myself. This blog is not a work of fiction, nor is it in any way the...
    deleted deleted 26-30 Sep 5

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    I have just started writing a new blog chronicling the slow feminization and sissification of my partner by myself. This blog is not a work of fiction, nor is it in any way the...
    deleted deleted 26-30 1 Response Sep 5

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    I have just started writing a new blog chronicling the slow feminization and sissification of my partner by myself. This blog is not a work of fiction, nor is it in any way the...
    deleted deleted 26-30 1 Response Sep 5

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    For most brides, the wedding dress is a treasured heirloom to be saved and passed on to future generations. For others, it's simply an expensive dress that the bride wore once...
    orologiomegarepliche orologiomegarepliche 22-25, M 4 days 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 5 days 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 think I'm becoming a sissy, well a sissy slave
    giantsword18 giantsword18 13-15, M 2 Responses Sep 11

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    This has to be one of the worst and unchallenged stereotypes ever. Just because a boy is feminine, it has nothing to do with his sexuality. It's been my privilege to know many...
    MrsJoanieBNH MrsJoanieBNH 56-60, T 5 Responses Aug 25

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    Yes, It happened again. Yesterday night, the temperature was good and I proceeded to go roller skating wearing nothing else than one of my skating dresses. I choosed my very small...
    Nadia1977 Nadia1977 36-40, M Aug 24

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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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    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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    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 5 days ago

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    39 year old male maid is seeking a mew role. My previous Mistress has found a new boyfriend who doesn't want a sissy maid about.
    sissymaidsteph sissymaidsteph 36-40, M 11 hrs ago

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    Apart from shorts, I have only been wearing dresses or skirts since I was 8 or something. And apart from the fact that my husband does not want to see me in trousers, I like...
    Susanna3 Susanna3 31-35, F 7 Responses Aug 21

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    I love women in dresses. It can look classy or it can be sexy. I like feminine women so I guess thats why. I also love to have sex with a girl wearing a short dress I love how you...
    blake000048 blake000048 18-21, M Sep 2

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    Yes im a boy but i look like a girl and love wearing the girlyest dresses
    tomgirl7499 tomgirl7499 18-21, T 3 Responses Sep 3

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    Im only 5'5 and my sister is to when ever she doesn't like her clothes i get them and get really cute dresses
    tomgirl7499 tomgirl7499 18-21, T Sep 3

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    My parents buy me dresses skirts tights pantyhose makeup bows for my long hair and heels
    tomgirl7499 tomgirl7499 18-21, T 2 Responses Sep 3

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    I agree my sister dresses me before school every one thinks im a girl and i even use the lady's room and i like being a girl
    tomgirl7499 tomgirl7499 18-21, T 2 Responses Sep 3

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    I love wearing dresses and skirts.
    Cdallaslover99 Cdallaslover99 13-15, M 5 Responses Sep 3

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    I wish constantly I was female so I could wear dresses and skirts all the time. I wear them as a C D every chance I get and just love how I look and they feel.
    Janae60 Janae60 51-55, M 5 Responses Sep 6

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    I love wearing dresses and having gone out to experience
    luvpanties60 luvpanties60 31-35, M 14 Responses 4 days ago

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    I always wear dresses cuz I'm to lazy to match my pants and shirts lol
    lovelypoison44 lovelypoison44 16-17, F 4 Responses 1 day ago

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    Before I start this, I want to say that I know that this shouldn’t upset me as much as it does. The problem is my boyfriends’ brothers’ girlfriend (my boyfriend and his...
    faithtrustandpixiedust faithtrustandpixiedust 22-25, F Aug 27

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    At this moment i cant stand my brother because we had a big fight...He talks to my mum and dad like **** and if he cants get his own way he mouths off at them and wont do what they...
    westlife213 westlife213 22-25, F 1 Response a week ago

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    I hate my brothers immature girlfriend so much that it has now caused a hole in my own family. Let explain why: My little brother ( almost 3 years younger) has this girlfriend...
    Gingerlocks813 Gingerlocks813 18-21, F Aug 25

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    I use to get mad at people who would say something "s3xual" must've happened between me and my brother. after reading one of my questions / experiences on how he treats me or after...
    veronica4ever veronica4ever 22-25, F 1 Response Sep 4

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    My brother Chris is my hero. He's my best friend in this world. When my family is in shambles. My brother is constant. It wasn't always that way. When we were little, our family...
    reneeo11314 reneeo11314 18-21, F Aug 24

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    'Annoying' is an understatement for this boy. I seriously do not know what has gotten into him. It is like something in the air hit him, like a virus. I HATE the way puberty...
    TheFrozenOne TheFrozenOne 18-21, F 3 Responses Aug 28

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    Brother Must Leave Or Die (part 2 update): Part 1 --> EP Link I finally got a job. There are some changes between me and my brother...but for the worst. Now it's a battle about...
    bittersweethermit bittersweethermit 26-30, F 1 Response Sep 2

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    Well like mentioned in the head line, I wish for it. Really. Maybe I have some brother complex. Despite I want to write about it, it is hard for me - so excuse the poor language. I...
    seshin seshin 18-21, F 1 Response Sep 7

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    So I don't really talk about this, but I felt like confessing, I guess. So.. These brother issues occurred because of absence of a brother figure. Now.. I do have a brother, but I...
    MissClueless MissClueless 16-17, F 1 Response Sep 11

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    9 yrs ago today my brother died in a car accident.....I woke up to my bf standing over me crying....I remember asking him what was wrong and he told me my brother was gone......I...
    greeneyedmomma greeneyedmomma 26-30, F 1 Response Aug 27

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    I met this friend about two years ago and I honestly had no clue she even had a brother (they had just moved here and she rarely talked about her family) until the first day of...
    SwooshZero SwooshZero 16-17, F 1 Response Sep 2

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    well i have two brothers...love both of them to death...my little brother brings out my "immature side"...he ALWAYS makes me laugh when im feeling down or sad. the other day he was...
    JenZ10 JenZ10 18-21, F 2 Responses Sep 4

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    I'll do anything for my older brother and I love him more then anything but when he TELL ME WHAT I'M GOING TO DO it's an absolute HELL NO! So to my brothers friend please stop...
    DeterminedToMakeLifeWorthIt DeterminedToMakeLifeWorthIt 16-17, F 1 Response Aug 24

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    I cant stand that...you know what! My brother Matt has been dating her for 3 years now ...I have no idea why! She so freaking needy Shes always calling him 24/7 and when shes not...
    Gabbysthename Gabbysthename 18-21, F Aug 25

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