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I Love to Crossdress

Personal Stories, Advice, and Support 4,126 People

    These are some of my favorites . . . there are some others too, but not too appropriate.
    MyLoserAlterEgo MyLoserAlterEgo 36-40, M 3 Responses Feb 26

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    Tame, But It Was Fun - I had been wearing my favorite pair of girl's jeans around the house all day and I had to change my shirt when I went out, so I put on a...
    SomeguyinUT SomeguyinUT 31-35 7 Responses Oct 22, 2008

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    Dress Shopping - The biggest problem with taking four dresses into the fitting room is the danger that you will adore more than one of them! Never even tried on the men's dress...
    GirlieSpirit GirlieSpirit 41-45, T 15 Responses May 23, 2012

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    My Ultimate Crossdressed Fantasy - I have had this fantasy for some time now so here it is! Hope it doesnt offend anyone, but after all it is just a fantasy! I go to my gf's house...
    michellecd michellecd 22-25 9 Responses Dec 12, 2008

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    If only there were someone here to give me the good ******* I need, a nice hour and fifteen minute screw with my ten inch toy in its harness by a 58-year-old woman please :D
    MyLoserAlterEgo MyLoserAlterEgo 36-40, M Jan 5

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    Always love this little amusing song....Sing it to the tune of "WINTER WONDERLAND (Sleigh bells Ring, Are you Listening) Wish I knew who wrote it....All I can say is thanks...
    dondi9 dondi9 56-60, T 5 Responses Dec 9, 2013

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    I have a passion. And it's wearing women's cloths. I love it. I especially love house sitting for friends and sneaking around their house and trying on other women's cloths. The...
    Zoe24 Zoe24 22-25, M 3 Responses Mar 1

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    I Got To Dress And Feel What It Was Like To Be A Real Girl - I finally had time alone to dress. I put on one of my first pair of pantyhose that I bought for myself and got some...
    NylonsNClogs NylonsNClogs 41-45, T 6 Responses May 14, 2011

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    First Time Going Clothes Shopping - Hi all my name is Ryan and I am a 19 year old who has been crossdressing since I was about 12. I am thinking of going out to the shops next week...
    2468metallicarule 2468metallicarule 18-21, M 15 Responses Apr 6, 2012

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    bliss
    MyLoserAlterEgo MyLoserAlterEgo 36-40, M 1 Response 6 days ago

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    I Love wearing pantys. I like being manly actually, I can protect and take care of my girlfriend, do hard work, and feel good about it. And yet, I was incomplete. Since I was a kid...
    John27bl John27bl 18-21, M 3 Responses Mar 31

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    Avon Calling - There I was reading some EP stories with my man clothes on with a pair of black panties and matching bra when the door bell rang. I answered the door. There was a...
    cdjo cdjo 41-45, M 7 Responses Mar 15, 2013

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    Love To Crossdress - I have been wearing womens panties ect since age 9 i only wear panties now unless going to the doctors. I would love to meet local crossdressers for freindship...
    deleted deleted 26-30 Nov 18, 2013

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    Cd Needs Help!! - Hi gurls so I´m a closet Cd, I´m Bi and have a girlfriend she´s very accepting. The thing is I dont know how much she lets me wear short shorts and panties...
    feraf87 feraf87 26-30, M 3 Responses Nov 5, 2013

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    Why I Enjoy Crossdressing - I have to say I am a part-time gurl. I've been dressing most of my life and truly enjoy my feminine side. I find dressing like a woman to be so...
    Kathy2U Kathy2U 46-50 13 Responses Oct 25, 2012

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    Love to Crossdress - nothing like dressing up and going for a late drive
    kate6262 kate6262 36-40, T 16 Responses May 26, 2008

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    The Purge - A month ago it finally happened. I was caught red handed by my wife. Not crossdressing, but exploring the Internet for things that no wife ever wants to find her...
    Rosso70 Rosso70 41-45, T 9 Responses Oct 31, 2013

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    Love to Cd - It is a part of my nature since I remember when I was very young to enjoy and love crossdressing , it is a second nature of mine since I feel there exists in me...
    lilianne lilianne 46-50, M 8 Responses Oct 22, 2008

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    Finally! I Wore A Skirt To Work! (Nov 30 Update) - 11-23-2012 Finally! I wore my skirt at work all day!  Our office gives the all clear for less formal wear on Fridays (I'm...
    JaxSkirtz1 JaxSkirtz1 56-60, M 3 Responses Nov 26, 2012

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    Finally Told My Mom - I came out of the closet a couple years ago.to my wife. I've wanted to tell my mom for a while, but I am always worried about what people's reactions would be...
    MichelleKM MichelleKM 31-35, T 7 Responses Feb 26, 2012

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    I have been looking for some women boots to go with a couple of dresses I have. Today after work I went over to Kohls and looked at what they had. I found a beautiful looking...
    julieann3 julieann3 51-55 2 Responses Jan 24

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    Fingers crossed gurls tommorow 1-1-14 im finally gonna have some quality Tammi time Ive been working double shifts since dec 22 and between sleeping and the little family holiday...
    Tammi5157 Tammi5157 46-50, M 4 Responses Dec 31, 2013

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    I have cross-dressed in secret for a long time, but finally stumbled out of the closet. I had a semi-serious head injury and was in day care at an assisted living place. One...
    Robertredlips Robertredlips 56-60, M 4 Responses Dec 18, 2013

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    Last Night! - So last night after having a few cocktails, some dancing, and fun, my wife and I came home and it was time to have some fun!! We started to fool around and she...
    NvPantieLVR NvPantieLVR 26-30, M 12 Responses Feb 21, 2013

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    getting a bit dirty . . . 
    MyLoserAlterEgo MyLoserAlterEgo 36-40, M 4 Responses Mar 12

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    Dressing Up - I wear panties every day, when I am alone I get dressed up and do my chores around the house and take photos. I do not have any more male underwear, in fact I have...
    majellastgerard2 majellastgerard2 46-50, M 9 Responses Apr 12, 2012

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    Got so much nice feedback from last set of photos have uploaded another set of cross-dressing fun - enjoy!
    michelletrans michelletrans 51-55, T Mar 2

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    The Dress - Before we were married, my girlfriend and I were invited to a mutual friend's wedding. My girlfriend decided to make her own dress. Since a lot of her work friends...
    Jaimee101 Jaimee101 56-60, M 4 Responses Aug 26, 2013

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    Not a crossdresser but looking for advice. I was having a chat with him. About personal things. And he must have got the idea that I was talking about him cross dressing and that I...
    Lauramom38 Lauramom38 36-40, F 16 Responses Feb 16

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    First Time Crossdressing At Work. - From the day I told my soon to wife about my fetish lifestyle and need for dominance, she told me that she demanded that i wear tights or...
    Dvlchris34 Dvlchris34 31-35, T 6 Responses Oct 25, 2012

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    Midnight Driving &Amp; Walking... - It was about summer a year ago, I dared myself to go outside fully cross dressed. I live in a college town and summer time made the campus area...
    VSaddict VSaddict 22-25, M 7 Responses Jun 24, 2013

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    My Girlfriend Started Me - I remember that evening when my life changed so well. My girlfriend has always loved to dress as girly as she could and she loved teaching her daughter...
    iwannabeacumslut iwannabeacumslut 51-55, M 4 Responses Mar 20, 2013

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    I Need Some Help Guys - I have a friend, an old lover of mine who likes to cd, i am trying to work up a scenerio, where he and out are out, picking up a guy as women, who would...
    craving4touch craving4touch 41-45, F 7 Responses Nov 7, 2013

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    On Webcam - One day , I was alone at home, and i decided to wear my privite clothes, a black vs thong , a white bra , black fishnet stocking and black very sexy skirt than a wear...
    sissycutegirl sissycutegirl 18-21, M 4 Responses Jan 16, 2013

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    Skirted Weekend Warrior? - I have had the extreme good fortune to have retained the same assistant for over 27 years. We have a great relationship and are good friends- nothing...
    Kim1girl Kim1girl 56-60, T 18 Responses Jul 17, 2013

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    a new dress . . . and panties
    MyLoserAlterEgo MyLoserAlterEgo 36-40, M 3 Responses Mar 15

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    Shopping Adventure With Mistress - Thought I would share this story in here as well. My Mistress/wife and I decided we would go to another town to do a little girlie shopping for...
    sissyhubby12 sissyhubby12 46-50, T 10 Responses May 18, 2013

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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 1 Response a week ago

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    I'm too tired to smile and desperate to go blonde, but Mommy bought me a new outfit today. Well, the skirt isn't. (But the foundation is.)
    MyLoserAlterEgo MyLoserAlterEgo 36-40, M 3 Responses Jan 26

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    I'm going to the doctor this morning and having a checkup. As any self respecting gurl would, I'm taking a scented bath and shaving smooth all over. When I'm getting dressed I'll...
    Bellringer2c Bellringer2c 56-60, T 4 Responses Mar 24

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    I have been dressing up and getting better at it for a while now. I have a sizable wardrobe of clothes, lingerie, Heels, makeup and of course toys. On my days off I usually dress...
    treadstone78 treadstone78 31-35, T 6 Responses Mar 22

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    An Accidental Meeting At My Hotel - I always dress when I travel. I finish my work, maybe pick up some dinner and return to my hotel room. I immediately take off my drab male...
    elizabethxd elizabethxd 56-60, M 5 Responses Jul 13, 2011

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    Accepting My Crossdressing - Like many who cross dress I had struggled with this for many years. I started as a teen wearing my mom's things then whenever I had the house to...
    glorialamuse glorialamuse 56-60 33 Responses Apr 25, 2010

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    Making My Day A Sexy One - I have just been shopping. Weather was awful. Bought myself a sexy new black and white mini skirt some new panties and gorgeous sheer nylons. Charlotte...
    Charlotte59 Charlotte59 51-55, M 8 Responses Dec 29, 2012

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    My New Roommate! - The second semester of my freshman year, a good friend of mine had a roommate conflict and she asked me if i wanted to take over the lease. I decided i needed...
    imadeafakename imadeafakename 22-25, M 13 Responses Sep 12, 2012

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    I love crossdressing! Uploaded some new photos to members area - check them out and let me know your thoughts
    michelletrans michelletrans 51-55, T 1 Response Mar 1

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    I love to dress up in women's clothes. I haven't worn male underwear in years. At night I'm always in a nightgown and sometimes I sleep with a bra on. That is probably stupid...
    julieann3 julieann3 51-55 4 Responses Jan 20

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    My First Female Shopping Experience - I haven't written about a new experience in a while because I haven't had too much time to do anything, like dress or go out. At least until a...
    iheartdressing iheartdressing 26-30, M 23 Responses Jul 28, 2013

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    Lucky To Be Male - Although plenty of us on EP do yearn to be physically female it seems to me that crossdressing and the heavenly thrills of wearing womens clothing is only...
    briefencounter briefencounter 46-50, M 4 Responses Nov 9, 2013

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    Omg!!! - My heart is ready to beat out f my chest!!!! I just got done shooing at Ross and I bought my first nightie!! I am so excited, but on top of that I also bout two really...
    NvPantieLVR NvPantieLVR 26-30, M 16 Responses Feb 7, 2013

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    I love wearing lingerie and feeling like a woman.
    DennisNatalie DennisNatalie 51-55, M 1 Response Feb 11

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    MyLoserAlterEgo MyLoserAlterEgo 36-40, M Apr 3

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