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I Love Crossdressing

Personal Stories, Advice, and Support 3,849 People

    I am a very straight male with a girl friend

    and love to hunt and fish and drive trucks and being a guy but I have this kink about me and it's crossdressing. It all started form the age of 10. I loved the feeling I got when touching my mothers tights. I wanted this feeling around my legs and one day I was successful in...
    Zoe24 Zoe24 22-25, M 3 Responses Mar 1

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    This is one of the many reasons

    why I cross dress. I feel so sexy in thigh highs and heels with matching bra and panties. Full make up mostly with soft pink lips. I just want to feel sexy.
    cdjo cdjo 41-45, M 4 Responses Jan 5

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    Caught Crossdressing By Sister

    I have been secretly wearing my sister's clothes since my early teens, and have always had the thought of what a thrill it would be to get caught! Well a recent summer saw my parents go away for a couple of weeks on holiday. Me and my sister stayed at home, however she was dog...
    20nik 20nik 18-21, M 6 Responses May 1, 2012

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    My ultimate dream is finally coming true.

    I am house sitting for this unbelaibeiblely hot girls family while they are on a two week vacation. I have fanatasized about cross dressing in her cloths for years and the time has come now that they have left. I can only imagine what a sexy young girl will have in store for me...
    Zoe24 Zoe24 22-25, M 4 Responses Jun 7

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    Quite Possibly The Best Night Of My CD'Ing Life! Makeover!!!

    So If you've happened to read my previous stories you may know that I found a T-friendly shoppe in Massachusetts. I went there before and found some great things including shoes and breast forms. When I was there the clerk asked me if I'd be interested in a makeover. At the time...
    iheartdressing iheartdressing 26-30, M 9 Responses Jun 8, 2013

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    How I First Realised Who I Am

    hi im amy and i am a crossdresser. i first wore girls clothes when i was at a friends house and we decided to play dress up. i was about 11 or so my best mate and his sister decided to pretend we were at school. she was to be the teacher and me and my mate were to be the...
    xdsubamy xdsubamy 22-25, T 6 Responses May 9, 2013

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    Could Never Give It Up

    Cross Dressing is something i could never give up. I feel so much more comfortable dressed in womens clothing than mens.  I started wearing panties every day about 3 years ago when my wife found out about my cross dressing, and i no longer own any mens underwear.  I also love...
    AmberRosecd AmberRosecd 31-35, T 5 Responses Apr 27, 2013

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    First experiences who can ever forget.

    The exhilaration and anxiety of that first time alone as a child slipping those silky sweet nylon material brief panties from the hamper. The feeling between my fingers the softness against my cheek.The immediate rise in my shorts that surprised me.These were mommys lovely...
    Cassiegurl Cassiegurl 36-40 7 Responses Oct 10

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    So, I've been a casual reader of this site

    for years, now it's time to share a small bit of my experience. I am a 50 something married male with two amazing and successful children. The kids are out of the house and it is wonderful! I thought it was time to finally come out to my dear wife of 30 years and share my...
    parttimelisa parttimelisa 51-55, M 4 Responses Oct 18

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    hi everyone i wanted to fill you in on my

    latest house sitting adventure. I was pleased to find a very wide range of clothing this time, but i think the best was putting on her Victoria secret panties that said "Get Wild" on them. OH that was so sexy. but she had some nice dresses and lingerie. Its pretty hot when you...
    Zoe24 Zoe24 22-25, M 2 Responses Apr 25

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    Hey, ive been doing this

    for a while, but never with someone else. I really want to, if anyone else in NYC does, please message me.
    mangera mangera 26-30, M Apr 9

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    Alex And Vanessa

    For the wife of crossdresser perhaps the most difficult thing is to understand that crossdresser feels when he was in the women's. I hear this question all the time from women, the partners of which is crossdresser, and I often asked this question.A few years ago I had a friend...
    Cassandra69 Cassandra69 22-25, T 10 Responses Jul 28, 2012

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    My girlfriend has had this really cute tank top

    for the longest time, and I've envied her to no end about it because she is so small and can fit in it, while I was (and to a much lesser degree, still am) overweight and could not. She picked up on this envy, and before leaving for the summer she left the tank top in my room...
    necxo necxo 18-21, T 3 Responses Aug 7

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    My First Time As A Girl

    Well the first time i ever got dressed as a woman was when i was a freshman in high school.It was a hot day out and got home from school a decided i would take a cool bath so i ran the water and got in the tube.I layed there soaking and seen my moms razor and shaveing gel and...
    cdpaula cdpaula 41-45, T 35 Responses Jul 16, 2010

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    i want to cross dress like a girl.

    is there anyone in Dubai to help me
    shifakhan shifakhan 18-21, M 1 Response May 3

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    I Love It !!

    I just love all the different things you can wear. It's really a turn on when i slip on a pair if panties, then a bra and everything else. I love going through draws and looking for boy shorts and thongs. I love the smell to ! It's just a joy getting dressed up and walking around...
    pantynhose pantynhose 18-21 6 Responses Apr 27, 2013

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    Caught Crossdressing

    I got caught by my granny last weekend, I was wearing her tights,bra,underwear,high heels,makeup,she wasn't home so I went down stairs dressed as a women and she came back from the shops early,and she looked at me for about ten mins and asked me why was I wearing her clothes and...
    deleted deleted 26-30 4 Responses Nov 27, 2013

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    Must Read For Crossdressers

    Like many people on E P we long to be understood. We are not freaks and our hearts are always true. Like many Crossdressers I can't explain why I do this , but I can say, I have always loved it. I have a different personality when I am a girl. I am much sweeter and I...
    LisaMichaels LisaMichaels 41-45, M 14 Responses Nov 18, 2008

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    When I finally had my own my own clothes to

    dress in while still living at home with my family, I left for a normal day of school dressed in my normal clothes. My mom was texting me flipping out and I had no idea what about until I got home. She found yoga pants, some panties and some thongs in my room by a careless...
    blazin0cd blazin0cd 18-21 6 Responses Dec 3, 2013

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    I've always had something special

    for dresses , skirts and other fem clothes from very young age I was almost 6 years old when I tried my sister's skirt secretly and liked it, then I was 14 when I start to dig my sister's undies and clothes secretly and I start to wear it when I was alone, I was fully dressed...
    gerryian gerryian 26-30, M 2 Responses May 20

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    I am finally getting really good at walking in

    my 6in black patented heels with 2in concealed plate from. I started with the hardest I know but they then me on the most and I can really strut just like a hot chick now. I love them. I love the feeling of tights around my muscular legs and these heels are so comfortable. I'll...
    Zoe24 Zoe24 22-25, M 3 Responses Apr 29

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    Dressing In Black

    I've always liked the color black in clothes, yes it's slimming, but's it's more. When I wear it I feel "sinful". Well hell, that makes me hot and I want to talk and hopefully meet someone with similar interests. UPDATED: Look for me in Confessions and you'll share in my...
    BlackSkirt BlackSkirt 46-50, M 13 Responses Aug 4, 2010

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    I ordered some of my own lingerie

    and stilleto heels and they have finally come. Wow. How amazing they are. There is nothing like putting on that thong and big lace thigh highs with my new garter belt and bra. Then once I was in all that I say down and put those 6in black patented heels with a inch concealed...
    Zoe24 Zoe24 22-25, M 3 Responses Apr 2

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    I'm a crossdresser and I love to wear short

    skirts and stocking with high heels
    cdden4 cdden4 51-55, M 8 Responses Oct 5

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    Dress-Up To Undressing Pic'S

    I love playing dress-up and making videos. I feel like a naughty girl. These videos usually end up being X rated. Just can't control the excitement I get out of it. 
    silkydrawers silkydrawers 46-50 4 Responses Mar 5, 2013

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    From the age of 13-14 i have a passion

    for crossdressing like a girl,the same passion continued stll
    ravishacd ravishacd 26-30, M 3 Responses Jun 27

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    How Crosdressing Improved My Understanding Of My Male Ego

    I wrote this as a reply to an old thread, and since I think it is a valuable experience to share I thought it may see more light as a new story/topic. Plus I am too lazy to re-type it. Enjoy! Though I do crossdress for pleasure, meaning it does heighten my sexual appetite, that...
    SecksKitten SecksKitten 31-35, T 9 Responses Aug 2, 2012

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    Love It!

    i wear as little male's clothing as i can get by with anymore. i always wear at least panties and camisole. Lately i've been wearing Female shorts, cami, socks, shoes, bracelet, dangly ear rings, lipstick, eyeliner and mascara. i love knowing i don't have any men's clothing on me...
    sissyslavejamie sissyslavejamie 51-55, T 14 Responses Jun 17, 2008

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    I am currently sitting at home fully dressed

    as a woman. I feel so relaxed ,comfortable, and Right this way. I am always amazed at how different i look and feel when i am a woman. I have on full makeup ,nail polish, and perfume. I am wearing panties ,bra, suntan pantyhose, a bodyshaper , and silicone breast enhancers...
    MichelleG444 MichelleG444 41-45, M 4 Responses Dec 3

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    My First

    Im bisexual and my first time cross dressing was when i was 17 i put on a g string pantyhose lace bra tight cocktail dress and high heels luckily i wasnt walking long my bf tied me up and ****** me so hard
    Aaronxdress21x Aaronxdress21x 31-35, M 8 Responses Oct 24, 2012

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    This is a story of why its important to be

    proud of being a cross dresser: I was hanging out in my friends' dorm room "en-femme" the other day, playing video games and watching 90s cartoons and eating pizza for dinner. I had taken the first bite when my girlfriend's friend invited herself into the room. She seemed...
    necxo necxo 18-21, T 7 Responses Aug 3

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    Lovely Night

    I had a long day today and couldnt wait till i got home.  First thing i did was run a hot  bath.  I soaked in the tub and sipped on a glass of wine while i let all my tension and maleness go.  I shaved my legs, slipped into a pair of heels...
    vanessacarr vanessacarr 36-40, T 16 Responses Jun 24, 2008

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    Confusion Sets In

    I spent the night tossing and turning and wondering what I had done. I had just revealed my lifelong secret to my friend of many years. He is now fully aware the I am a bisexual cross dresser. To complicate matters further, I performed ******* on him. I'm not going to say I...
    Kristi2002 Kristi2002 41-45, M 9 Responses May 2, 2011

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    It's Fun And Sexy

    I love dressing up as a girl, especially a sexy, slutty girl.  I sometimes don't understand CD's who say that there's nothing sexual about it.  For me, it's very sexual, hypersexual.  Men's clothing generally isn't sexually oriented, women's is.  That I'm a...
    JoanSoloman JoanSoloman 56-60, M 13 Responses Dec 21, 2009

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    Kik me: missjazzmin i want to talk to other

    crossdressers and I don't mind trading pics :)
    missjazzmin missjazzmin 18-21 Jan 14

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    Good, But Not As Great As

    I've used ****** and plugs on several ocassions and those are just fine for those special solo times. But nothing in this world compares with the feeling of a guy behind you, or on top, sliding in and out. That first push as your opened up, that tiny hint of pain, just awakens...
    PaperDollCD PaperDollCD 51-55, T 10 Responses Aug 8, 2012

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    Having Fun

    I think I realized why I love to put things up my butt! It all starts with how it feels. It feels sooo good! I also realized my favorite part of this process: when it first goes in. I don't know about you, but sometimes it takes many tries to get what I want to go up my butt to...
    Cassie153351 Cassie153351 18-21, M 16 Responses Nov 6, 2012

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    I love showing off when I can too.

    .. I had an experience with a neighbor who I knew was moving out, and my wife was gone visiting the kids. She caught me dressing up with a hard on, early one morning. I showed off to her the rest of the time, she always exercised early in her living room, which has a perfect view...
    SamanthaLei SamanthaLei 46-50, M 1 Response Aug 26

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    missjazzmin missjazzmin 18-21 5 Responses Feb 2

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    Learning Along The Way. How To Feel My Sexiest.

    Hmmm... I guess I'll begin by saying I've learned a few things that turn me on.Getting dressed up is fun but getting attention from men and women is the biggest thrill (sexually) of my life. I have continual fantasies about meeting men and/or other CD's for real and I don't just...
    BlackSkirt BlackSkirt 46-50, M 5 Responses Jun 28, 2012

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    I'm wearing this pretty,

    flowing skirt. Feels so feminine. Just a touch of slip showing. How about you? Pictures?
    sharonwoods sharonwoods 51-55, M 4 Responses Nov 1

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    I love being girly and am currently all dolled

    up wearing my short part dress that has a flared skirt etb
    jacquepettycoat jacquepettycoat 46-50, T 4 Responses Sep 4

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    Painting nails, skirts,

    long hair, high heels. Why do girls get to have all the fun!!?
    Poopoohead17 Poopoohead17 18-21, M 3 Responses Jun 2

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    Hello,my name is jacob

    but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this. i am now seeking help from someone who lives near me. i live in Virginia and am looking for some one I can meet, i love EP...
    zoey764 zoey764 18-21, T 3 Responses Jul 23

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    The Bra!

    The bra. I feel so femine when I put on a bra. I love to wear a bra.
    CindyLinda CindyLinda 56-60, M 14 Responses Nov 11, 2012

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    Not so much a story but need advice.

    Where can one find some sexy shoes without breaking the bank. I am a size 15 in ladys shoes and it is murder trying to find the bigger sizes that isnt priced at 100.00. Need to find some sexy 4 inch heels so the wife can critique and teach me that oh so sexy glide.
    new2thiscpl new2thiscpl 36-40, M 8 Responses Oct 24

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    Monday my black patented 6in stiletto heels

    will be here. And I can wait. I always love lacing up in my matching bra and panties followed by my black tights with my favorite purple dress. But now I'll be able to complete my fantasy and finish the outfit with some sexy pumps. Next will be a wig and makeup. I can't wait to...
    Zoe24 Zoe24 22-25, M Mar 22

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    Summer before college,

    obviously old enough to be alone in a department store.Yet I feel like that same preteen slipping into my first silky panties. Exhilarated yet the amount of anxiety was almost more tha I could handle. Oh such a gurlie feeling surrounded by panties, bras, slips, nylons of every...
    Cassiegurl Cassiegurl 36-40 5 Responses Oct 12

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    I Love It

    I have been doing it for a long time and I do not see myself ever stopping it. I love it, women have the best clothes. They are more comfortable and they can sometimes make you feel sexy. I just wish that it was more widely accepted.
    arkiesocks arkiesocks 36-40, M 18 Responses Oct 8, 2013

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    First Crossdressing And Sex With My Friend

    I've been crossdressing for several years but was too shy to dress with another CD. I finally met with my friend today and let another person see me in my outfits. I've enjoy posting my pics for this cyber CDing but couldn't get the courage to dress with someone else. I...
    robbi95 robbi95 46-50, M 4 Responses Jun 5, 2012

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    Crossdressing In Your Senior Years.

    I have found that as I get older my love for cross dressing grows stronger. I have been dressing for years, from a boy of 15, and have found as the years progress my urge to cross dress increases. Since retirement I am cross dressed every day, with my wife accepting this part...
    lancashireguy lancashireguy 70+, T 4 Responses Jul 27, 2013

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