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I Love Being Feminine and a Sissy

Personal Stories, Advice, and Support 1,474 People

    Enjoy The Journey - I have been crossdressing most of my life. Like many, started at a young age and dressed in my mothers clothes, panties, garter belt , stocking & slip. I have...
    stephanea stephanea 56-60 Apr 30, 2010

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    Love Everything Feminine And Sissy - I started wearing mummy's panties at 4 or 5 with her knowledge and support. She was a single mom and worked hard to give me a good life. She...
    janetkotex janetkotex 22-25, T 2 Responses Apr 17, 2011

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    My Mom Knew It - my mom knew it all the time, she was a little embarased but she still loved me for what i am. Just like my 2 older sisters, i had some delicate features. I would...
    deleted deleted 26-30 2 Responses Jul 13, 2010

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    A Day In Pantyhose - It has been many years that Jessica has been suppressed. She went away to save a marriage and rid herself of all her femme clothes, pics, mags, make up, wigs...
    JESSICAKNIGHT JESSICAKNIGHT 51-55, T 1 Response Jul 23, 2010

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    Being A Sissy Means? - Please add your own thought also!!! To me it's: Never having the pressure of having to have an erection! I'm a sissy! My only being in life is to pleasure...
    sissykristin sissykristin 56-60, M 11 Responses Feb 9, 2013

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    It Is Me - i think i have always been more feminine than masculine. Since discovering i'm really a sissygirl i have focused on how to be more feminine. i feel right. Its me...
    sissyslavejamie sissyslavejamie 51-55, T 1 Response Jan 31, 2009

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    Not So New After All - I am a sissy transvestite and love feminity and all that goes with it. Through EP and other sources, I know there are many like me. However, until recently...
    janusatv janusatv 61-65, T 2 Responses Nov 1, 2012

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    Wearing Knickers - I so love dressing in sexy knickers bra' suspenders and stockings, high heels, sexy top and skirt, full make up.  Then into the car for a drive. Maybe...
    panseyanne panseyanne 46-50 1 Response Apr 29, 2010

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    My Story How I Became Crossdreser - When i was 14, 14 years ogo. 1997 In bath first time i tried wear tigts. I was curiuos to try wear tights. Before try i didin"t had wish wear...
    aristotelis aristotelis 26-30, M Mar 24, 2011

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    Being A Sissy Is In The Thoughts Of Most Men, Only A Few Speak About It - My first sexual experance was with another boy. I wanted to be on bottom and he wanted to top me. It was...
    glennsingle glennsingle 56-60, M 2 Responses Aug 14, 2011

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    Shaving To Feel More Femme - If you have read my profile you know i like to wear women's underwear and clothes as well as female hygiene products recently to make the experience...
    StevieSissy StevieSissy 26-30 2 Responses Feb 5, 2013

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    Being A Feminine Sissy Is Wonderful! - I love being feminine. I couldn't imagine living any other way! I have always loved feminine clothing. I tried my mothers panties on when I...
    sissypriscilla sissypriscilla 41-45, M 3 Responses Apr 16, 2011

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    Sissy Secret - i like to cross dress and while iam dressed up i want to be treated like a woman and get bent over and get fuked
    nylonlover28 nylonlover28 26-30, M 6 Responses Jan 27, 2013

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    New Janie Blooming - Help! - I have met a man online that I can't seem to no to. He wants me to be as feminine and sisy as I can be. He has sent me to buy a black corset with red...
    sissyjanie sissyjanie 51-55 8 Responses Dec 31, 2011

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    Feminine Sissy - I too like being a feminine girly boi who is much more girly than a boi. I like to always feel soft and femine wear pretty bras and panties and especially having...
    sissiegirl sissiegirl 51-55, T 3 Responses Mar 6, 2011

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    I Love Been Feminine And A Sissy - Ever since my aunt first put me in a little girls dress with all the trimmings I still love dressing up in pretty cloths. I often go out in...
    Margerie Margerie 66-70, M Jul 22, 2013

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    Girly Things, Updated - Our one year experiment has terminated.
    Cordett Cordett 56-60, M 1 Response Aug 26, 2009

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    I Am Proud To Be A Sissy - I am a sissy that loves being me. As it happens I am gay also. I have found in my own experience that being a sissy is not real popular in the gay...
    mikesissy mikesissy 41-45, M 3 Responses Mar 28, 2010

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    Feminized - The best thing about strap on sex is that i can be ****** for a very long time. my stepmom likes seeing me enjoy myself and it's really wonderful.
    jamiekala jamiekala 18-21, T 1 Response Jan 5, 2011

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    My Bio - I've been dressing since I was a young boy. I never had a dad and mother let me wear my first dress at 4-5 years old when I dressed as cinderella for halloween. She has...
    kneesocklover kneesocklover 46-50 5 Responses Jan 8, 2009

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    Love Being Super Effeminate Sissy - I am so girly and enjoy it emmensly! I just had a beautiful mani & pedi and had both sets of nails done in French manicure pink. My legs are...
    Prettyboy9999 Prettyboy9999 41-45, T 10 Responses May 10, 2012

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    You Lucky Girl, You ! - You Lucky Girl, You ! I think one of the most important things that I need to do here, and in general, is to talk to others like me, crossdressers...
    CherrySissy CherrySissy 46-50, T 3 Responses Apr 3, 2009

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    Girly Day Tomorrow - I am super excited because tomorrow I'm meeting with a couple of my female friends who are in my ballet class and we have decided to spend a 'girly day' We...
    danseuretoile danseuretoile 31-35, M 5 Responses Feb 1, 2013

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    Femine And A Sissy - i love being feminine and a sissy its so very good!just enjoy the fact that i am a sissy who loves to dress and be feminine have been this way since i was 13...
    mandiejune mandiejune 51-55, M 1 Response Mar 7, 2010

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    I Love Being Feminine And Sissy. - I love being feminine and sissy. Its a wonderful exp. to be in touch with the woman inside. I love everything about being a girlygirl. To the way...
    Girlyfashion Girlyfashion 41-45, T 1 Response Apr 2, 2012

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    Starting Over - After way to long I'm embracing the sissy that I am. I have to admit I've been on a bit of a sissy shopping spree: new maids uniform with petticoat, pink...
    CallMeDaisy CallMeDaisy 41-45 Apr 5, 2009

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    The Best Time Of My Life! - My fantasy is to be cuddled, fondled, kissed passionately, and made love to by a man who treats me special and whom I gladly take care of.., like a good...
    MelissaJean MelissaJean 46-50 Mar 18, 2013

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    Whats Not to Love About It - I have waxed lyrical elsehwere about the feeling of wearing female clothes, the choice, the styles the heels the makeup the hair (wig) So whats not to...
    whitemalemaid whitemalemaid 51-55, M Oct 3, 2009

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    Embarresed Sissy - I love being a sissy and wearing pretty panties, nylons, garter belts, sllips, bras, & high heels. I've been doing it all my life, but I'm shy...
    SissyHeidi SissyHeidi 46-50 9 Responses Jan 17, 2009

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    Its Always Fun -  you get to wear soft sexy panties and bras and all the other sexy lingerie and wear nighties to be with satin panties and you also get to wear makeup and...
    jarviscooper jarviscooper 36-40, M Jun 12, 2009

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    I Want To Be A Sissy! - Yes i want to be a sissy girly boy always ahve wanted this  to be a little girl in pretty cute dresses skirts panties slips! i also love regular...
    eleventhdr eleventhdr 51-55, M 2 Responses Oct 22, 2009

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    What I Love As a Sissy - I love the feeling of silk satin and lace against my skin I love feeling the swish of skirts and petticoats against my stockings as I walk down the...
    shellytgirl shellytgirl 22-25, T 5 Responses Jan 29, 2009

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    Observations - I have two observations here.  First, when you can achieve a sissygasm just by having your **** eaten, your transition to sissy-hood is complete.  Second, sissies...
    hubbysis hubbysis 31-35 5 Responses Aug 19, 2011

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    Being Sissy While Driving - I do love to dress up girlie and be the femme. Many times I've slipped into one of my lil short minis with stockigs, heels cute lil top, sexy bra, and...
    sabrinasissy sabrinasissy 51-55, M 1 Response Apr 1, 2010

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    Rajan Become Rajani -  I am a RAJESH .One day when I am coming from duty I saw a beautiful girl near my house. I attract on her beauty. I talk her about what she is doing here...
    radhaparag radhaparag 36-40, F 4 Responses May 27, 2011

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    Happier Than I Had Ever Known!!! - A couple of years ago, I attended the BeAll Convention in Chicago. I met people, made friends, had a wonderful time and spent an entire week...
    MelissaJean MelissaJean 46-50 Mar 11, 2013

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    Related Experiences

    I mean, i would hate to pretend to play the roll of someone im not! I am so good at being me that sometimes it makes me sick...not! Haha, people say im mean and others say im funny...
    Islandkween Islandkween 18-21, F 1 Response Mar 19

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    I *love* being teased for being fat. In the last two or so years, I've gone from a twig at 110lbs to an overweight 195 or so and I'm still growing. I love being inboxed. ;)
    jdoe1234567 jdoe1234567 18-21, M Mar 31

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    There is something incredibly relaxing about being tickled on my feet, it's a great stress relief :) think I love being touched there, especially by a female ;-) i'm very sensitive...
    carrington65 carrington65 31-35, M 1 day ago

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    I love being nude. I moved to the country and have a fence around my yard. Love being free in the summer to do the yard work and enjoy the pool.
    Widgeon287 Widgeon287 46-50, M 2 Responses Mar 20

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    I love being held close with an e**ction pressed against me. I love the smell of a man. I love him gripping me from behind, whispering sweet nothings in my ear. I love how he...
    Thorbulous Thorbulous 16-17, F a week ago

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    Yes! - I have had time off work and all I have done is lay around being fed by my boyfriend! I love being lazy, I wish I could just lay around all day! <3
    KurvaciousKendall KurvaciousKendall 22-25, F 1 Response 3 days ago

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    I love meeting and talking to people overall so I do indeed love being inboxes
    Life1sinteresting Life1sinteresting 18-21, M Mar 18

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    Definitely love being naked at home. Also swimming naked is the most amazing feeling!!
    KiSuKiSu KiSuKiSu 22-25, F 8 Responses Mar 18

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    I love being naked!! Answering the door completely naked seeing the delivery drivers jaw drop! I love driving naked too seeing men double take when they pull up next to me at the...
    littlesubmissive littlesubmissive 18-21, F 25 Responses Mar 23

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    I never thought that having a baby would ever make me happy but my daughter is 14 months old and now and I couldn't imagine my life without her! She is the highlight of my life...
    tearformybaby tearformybaby 18-21, F Mar 23

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    I Love Being A Mixed Breed.
    ScorpioQueen27 ScorpioQueen27 18-21, F 1 Response Mar 25

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    I love being able to do the things I love. Reaching a point in my life where I don't have friends anymore, who questions my hobby or judges it, they just admire or is facinated by...
    FrankDoesNothing FrankDoesNothing 18-21, M Mar 27

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    I over love being Spanish especially a Spanish girl I don't care what no one else has to say
    Reynastaxx Reynastaxx 26-30, F Apr 4

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    I love being naked whenever and wherever I can. My house has a lot of big windows so I do have to be a bit careful not to offend some extremely conservative neighbors. When I...
    artonthebrain artonthebrain 41-45, M 1 Response Apr 6

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    I love being naked, but I just can't find a time that I can without anyone catching me. :(
    Samcoyou Samcoyou 13-15, M 6 Responses Apr 7

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    I love being tickled I live in New York any takers??
    BobbyAlesi BobbyAlesi 16-17, M 1 Response Apr 7