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I Love Crossdressing

Personal Stories, Advice, and Support 3,801 People

    Straight Cross Dresser But...

    Love to wear mini dress or skirt and white panties when I am home alone. I live in the UK a place that comes under Devon and Cornwall-Cornwall is here I live. Love to go out in car with someone and each of us in mini loose dress and panties and feel under the dress and stroke...
    male52 male52 61-65, M 6 Responses Aug 31, 2013

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    Ha!

    Been cross dressing for awhile. People say I have a problem... Nah, i got it figured out
    CozzyRosie86 CozzyRosie86 18-21, M 1 Response Sep 27, 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 7 Responses May 9, 2013

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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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    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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    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 15 Responses Jun 17, 2008

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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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    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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    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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    How I Found Out

    My boyfriend and i haven't been together a year yet. Almost though. I was just playing when I told him to put a pair of my panties on. He did. It excited me so much to see this. He told me the next day he liked wearing them. I suggested he wear them all of the time. I had some...
    crkjlm01 crkjlm01 26-30, F 16 Responses Apr 5, 2012

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    House Sitting!

    House Sitting! So my girlfriend is away at college . Next weekend her family is going up to visit her and asked me to house sit for them. Would it be bad of me to wear my girlfriends clothes when I'm there? Nobody knows I crossdress, and it's gonna stay that way for a while...
    JakePen2 JakePen2 22-25, M 2 Responses Oct 27, 2013

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    Me

    I have been cross dressing for 8 years and love it
    sherry5678 sherry5678 41-45 Sep 19, 2013

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    Aunt's Bra Is The First Pick For Me

    Yes. Cross-dressing is a marvelous, thrilling, exciting and sexy hobby for me. The sweetness of the feel can only be experienced but cannot be explained. (I am definite that all cross dressers agree with this: P) When I was 15, I was always fascinated with beauty of women. This...
    Elishadayle Elishadayle 22-25, M 6 Responses Aug 2, 2013

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    I Chickened Out

    I'm on a business trip. I'm about 700 miles away from home, since I got on the plane yesterday I had it in my head that I needed to buy something sexy to wear since I didn't bring anything from home. Perhaps I could buy a nice little mini skirt or maybe some nice shoes (I don't...
    ximenita ximenita 31-35, M 2 Responses Oct 1, 2013

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    I Am A Cross Dresser But Still I Fell For A Cross Dresser

    i meet a friend name payal online. she said that she too was a cross dresser. she was situated in nearby place. we both heard about each other. we decided to exchange each other's pics and i admired her so much. I became mad of her and my masculinity increased on seeing her.i...
    rajeshwari87 rajeshwari87 26-30, M Sep 28, 2013

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    I Finally Got A Boyfriend

    all thanks to experiance project i met a boy named shadowXK9 and we are now dating i love him a lot and cant wait till i can get in his pants and he shoves him big juicy **** into my sissy ***
    sissyslut64 sissyslut64 18-21, M 1 Response Oct 6, 2013

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    Crossdressed On A Rainy Night And Raped By My Neighbour

    As I have mentioned in my previous stories that I remain cross dressed whenever I am alone in the flat. That night also I was going to bed to have a good sleep when the doorbell rang. I was wearing a pink nightie. It had quarter length arms and was made of pure silk. I was also...
    rajeshwari87 rajeshwari87 26-30, M 3 Responses Oct 11, 2013

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    Buying Heels

    I had a pleasant experience that I would like to share. I love high heels and have been buying then online. I need a large size and was apprehensive about purchasing at a brick and mortar store. I saw an advertisment for a pair of heels that I had to have, so I went to the...
    newstyle4me newstyle4me 61-65, M 2 Responses Oct 10, 2013

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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 1 Response Jan 14

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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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    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 12 Responses May 2, 2011

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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 18 Responses Nov 6, 2012

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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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    LOVE Crosdressing

    OMG, I can't live without girls clothes and can't live without being a beautiful girl. I think I am in my mom and sister's clothes more than them haha. Hate being a boy. Love everything female!
    NeedtobeaGIRL NeedtobeaGIRL 22-25, T 1 Response Oct 21, 2013

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    My First Cross Dressing Experience-

    Hi to all! I am from andhrapradesh kurnool district (INDIA) aged 33- This is my first crosssdressing story- I am the youngest in my family and having elder sisters, so i spent my childhood among my sisters and their friends- During my early teenage days i fantasized...
    ravalipriya ravalipriya 31-35 40 Responses Jun 7, 2008

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    Went To Friend's Sister Marriage As A Crossdresser But It Ended In My Marriage

    It was my friend Adhara's sister wedding and she wanted me to come along with her for the wedding. Adhara and me were college friends, She was staying away from home for her studies and she wanted to go home only because it was her sister's wedding. So we left to attend her...
    rajeshwari87 rajeshwari87 26-30, M 1 Response Oct 2, 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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    Kik

    Would anyone like to kik? I'd really love to talk to someone about crossdressing. Anyone between the ages of 17 and 20. My kik account it John Boy.
    smalltownboy624 smalltownboy624 16-17, M Sep 6, 2013

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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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    I Am Nervous About Posting My Story Of Crossdressing

    Hi. I began crossdressing in my stepmother's clothing when a teenager. This part of me went fairly dormant when I married my one an only wife, who I dearly love. She tolerated me wearing her clothing when we would make love. So I stuck with that or when I would **********. Since...
    Rosabella3 Rosabella3 56-60, M 11 Responses Oct 28, 2012

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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 15 Responses Oct 8, 2013

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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 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 5 Responses Apr 27, 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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    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 34 Responses Jul 16, 2010

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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 4 Responses Jun 28, 2012

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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 17 Responses Jun 24, 2008

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    My Friends Are Crossdresssing

    i have 6 of my friends how are crossdresssing, and there the greatest people ever and they don't care how knows that they are  crossdresssing. 
    misyery misyery 46-50 Aug 27, 2013

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    When opportunity allows,

    I love to dress to the nines, including a wig and make-up. On all other days, I will have pantyhose on under my street clothes. I love to be in hose as often as I can
    pantyhosesean pantyhosesean 41-45, M 3 Responses Mar 23

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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 14 Responses Dec 21, 2009

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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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    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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    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 22-25, M Apr 9

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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 8 Responses Jun 8, 2013

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    The Dream Job

    Hi, I'm Alex. I'm a nurse who worked in Denver for several years in an ICU. About a year ago, on a day off, I got all dressed up, including wig and makeup and high heels, and took the light rail downtown. It was very thrilling! I went shopping and had lunch. After lunch, while...
    alexlovessilk alexlovessilk 36-40, M Aug 23, 2013

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    Meet The Extreme Drag Queens: These Clubbers Are Out To Shock!

    An alternative drag movement inspired by the outrageous costumes of a group of notorious clubbers in 90s New York is establishing itself in the North of England. The Newcastle Klub Kids are creating shocking and extravagant outfits, similar to those of their predecessors the New...
    TW1991 TW1991 22-25, F Aug 30, 2013

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    Question!

    Ok I'm 17 years old. I'm straight. I've had a girlfriend for a few years and I love her to death. But when I'm home alone sometimes I like to crossdress. Now my girlfriend is away at college by the way. Recently I was texting this girl who lives by me. Nothing sexual, just...
    JakePen2 JakePen2 22-25, M 3 Responses Aug 31, 2013

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    A Breakthrough

    My boyfriend just revealed to me that he loves crossdresssing. It's been difficult for him to deal with on his own. So difficult that sex in general seemed to be an uncomfortable topic for him, even just a little butt-play. He's had nobody to confide in ever and I'm filled to the...
    crucyn crucyn 22-25, F 15 Responses Jul 12, 2013

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    A Short Trip With My Wife.

    I had an opportunity to go away with my wife for a couple of days and be free to dress the way I wanted to. It was exhilarating ! My wife was so supportive of me the entire time. The first night we went to a casino, had a few drinks and did some gambling. We never really won...
    SissyErinn SissyErinn 36-40, M 17 Responses Nov 24, 2013

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    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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    missjazzmin missjazzmin 18-21 6 Responses Feb 2

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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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    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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    Oh Boy I Got Myself Into Cross Dressing

    Oh boy I got myself into cross dressing, I just love wearing these panties, so I left some pictures for yous to enjoy.  
    Takamizawa Takamizawa 22-25, M Aug 31, 2013

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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 3 Responses Jan 5

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    My Crossdressing Story

    I have been crossdressing since I was 5 or 6 years old. At first I'd just wear my sisters panties but as she grew and got sexier clothes I'd also wear them. Everytime she got a new dress or skirt I'd try it on also (without anyone at home knowing of course). It was an awesome...
    ximenita ximenita 31-35, M Aug 22, 2013

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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 7 Responses Dec 3, 2013

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