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I Love to Crossdress

Personal Stories, Advice, and Support 4,124 People

    You'D Fit Better In These!

    Last night my girlfriend commented on how female I've become even though I dress as a guy everyday. Guess my hormones worked well enough to make her take action. I never go out dressed as her but only play inside. Last night my gf decided I should risk more after she said I can...
    Shyguycd Shyguycd 51-55 11 Responses Apr 19, 2013

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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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    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, but it makes me feel more feminine. I have a very loving wife that wishes I didn't dress but is understanding enough to allow me. I'm...
    julieann3 julieann3 51-55 4 Responses Jan 20

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    MyLoserAlterEgo MyLoserAlterEgo 36-40, M Apr 3

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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 pair. I grab the box and kind of walked over to the male shoe side. I also kind of sat in a hidden part of the shoe area. I sat down and tried one...
    julieann3 julieann3 51-55 2 Responses Jan 24

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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 apply scented body lotion all over to add to the feminization of my skin. Before I put on my panties and bra, I'll tie a little pink...
    Bellringer2c Bellringer2c 56-60, T 4 Responses Mar 24

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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 to try on some new clothes. I have only ever got clothes delivered, so going out to shops would be my first time but every time that I...
    2468metallicarule 2468metallicarule 18-21, M 15 Responses Apr 6, 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 quiet empty at night. I wore a purple push-up bra with matching thong panty, a black top, a short skirt, and a pair of heels. I drove...
    VSaddict VSaddict 22-25, M 7 Responses Jun 24, 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 cute skirt panties! I was doing pretty good walking through the aisles and looking for what I wanted, I even...
    NvPantieLVR NvPantieLVR 26-30, M 16 Responses Feb 7, 2013

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    On Vacation

    My name is Sammi and my wife of ten years is Sue. I have been interested in cross dressing since about 10 years old when I would try on my mother’s panties when she was not home. I remember when I was younger than that when I was 3 or 4 and my mother would be sitting at the...
    sammi11 sammi11 41-45, T 43 Responses Apr 6, 2011

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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 Apr 9

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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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    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 rush is amazing and finding so many different sexy cloths is amazing. Anyone else do the same?
    Zoe24 Zoe24 22-25, M 3 Responses Mar 1

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    Schoolgirl Dressed Me In Her Clothes Part 1

    How I became a cross dresser with a fetish for schoolgirl uniform,humiliation,small **** humiliation..Cardigan button fetish. all because of one dominant schoolgirl. my mother used to work just past home time from school so i would spend an hour or so with lady next door and her...
    rachelusissy rachelusissy 31-35, M 13 Responses Nov 6, 2010

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    MyLoserAlterEgo MyLoserAlterEgo 36-40, M 4 Responses Mar 12

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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 and she is waiting for me, she has a wicked smile and tells me she has a great idea. First of all she tells me i must dress in...
    michellecd michellecd 22-25 9 Responses Dec 12, 2008

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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 pleasurable. One reason is that it allows me to escape the need to act manly or ‘macho’. It is a real escape, to abandon the...
    Kathy2U Kathy2U 46-50 13 Responses Oct 25, 2012

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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 clothes, clean up, and slip on a bra, my wonderful silicone forms, and a pair of panties. Then I do my makeup. After that, I usually slip on...
    elizabethxd elizabethxd 56-60, M 5 Responses Jul 13, 2011

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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 and maybe more. hopefully one day will meet the one that i truly want to be with.........
    deleted deleted 26-30 Nov 18, 2013

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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 nice middle age women asking for the women of the house. I told her that she was gone and would not be home until...
    cdjo cdjo 41-45, M 7 Responses Mar 15, 2013

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    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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    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 always wearing women's snug-fit jeans and ladies' turtlenecks).  This Friday was the day after Thanksgiving, so I figured what a fantastic opportunity to...
    JaxSkirtz1 JaxSkirtz1 56-60, M 3 Responses Nov 26, 2012

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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 from Victorias Secret. I wan´t to take it to the next level and thought about Palazzo flow pants (link below). I have...
    feraf87 feraf87 26-30, M 3 Responses Nov 5, 2013

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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 me. A well known store for bigger girls was where we were heading and I can't describe how nervous I was, just driving over. The...
    sissyhubby12 sissyhubby12 46-50, T 11 Responses May 18, 2013

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    MyLoserAlterEgo MyLoserAlterEgo 36-40, M 3 Responses Mar 15

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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 would be there she decided that the dress had to be spectacular! I think that she must have spent about two week's...
    Jaimee101 Jaimee101 56-60, M 4 Responses Aug 26, 2013

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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, I used to imagine my self wearing pantys, they look so cute, so girly... But didn't do it. At the beginning of this...
    John27bl John27bl 18-21, M 3 Responses Mar 31

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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 possible as males. If we were born female then where would the sexual thrills of our activities come from? There is no...
    briefencounter briefencounter 46-50, M 4 Responses Nov 9, 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 how to dress, wear make-up and act like a real girly girl. Well once her daughter grew up and moved away I could see she missed...
    iwannabeacumslut iwannabeacumslut 51-55, M 4 Responses Mar 20, 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 evening I got into the mood to put on a massive African tribal bracelet made of brass. There were two parts that hammered together and...
    Robertredlips Robertredlips 56-60, M 4 Responses Dec 18, 2013

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    And losing my virginity to a man

    A few weeks ago on a weekend My Neighbour lady asked me to go to her parents' home and stay there for a day to clean their home and do some other works. She is like a domme to me and as I had gone there ib past I decided to go there. On Saturday I reached there before lunch. Her...
    Deep4u Deep4u 18-21, M 20 Responses Aug 17, 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 asked me what I was thinking about, now of course "you" is te right answer, but I also said, I wanna dress up! She...
    NvPantieLVR NvPantieLVR 26-30, M 12 Responses Feb 21, 2013

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    I Really Had Fun Last Night

    I had a nice session with my 10" toy before midnight then, around 6am, dressed up and hopped out for a minute.  Maybe again later today.  I'm enjoying this hiatus from work.  Back to it again soon enough.
    MyLoserAlterEgo MyLoserAlterEgo 36-40, M 2 Responses Nov 3, 2013

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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 pantyhose everyday and most times a leotard or bodysuit. She has really taken to being the Dom in the Margie and I'm loving every min of it...
    Dvlchris34 Dvlchris34 31-35, T 6 Responses Oct 25, 2012

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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 a wig and white blouse , ı wore red lipstick , black eyeliner and mascara then ı opened pc and i opened...
    sissycutegirl sissycutegirl 18-21, M 4 Responses Jan 16, 2013

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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 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 clothes from mom's and sisterr's closet and spike heel slides and went to the park where there was a gay section. I dressed and got picked up and went to his...
    NylonsNClogs NylonsNClogs 41-45, T 7 Responses May 14, 2011

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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. "Lacey things, the wife is missing. Didn't ask, for her permission I'm wearing her clothes, her silk panty hose. Walking around in...
    dondi9 dondi9 56-60, T 5 Responses Dec 9, 2013

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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. I was really worried about my mom because I only have one and if she freaked out about it, It's not like I can go find...
    MichelleKM MichelleKM 31-35, T 7 Responses Feb 26, 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 out of the dorms and signed the lease with her. (She does not know that I am a crossdresser) The first weekend she...
    imadeafakename imadeafakename 22-25, M 13 Responses Sep 12, 2012

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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 time lol
    Charlotte59 Charlotte59 51-55, M 8 Responses Dec 29, 2012

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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 week ago (hence the new story). So I had been looking for some new clothes and didn't really know where to go. I've ordered clothes...
    iheartdressing iheartdressing 26-30, M 23 Responses Jul 28, 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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    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 more.For those of you who have been nice enough to read either Mixed Emotions or They Don't Bite (the same story with a different...
    Kim1girl Kim1girl 56-60, T 18 Responses Jul 17, 2013

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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 more panties than my girl has. I have been crossdressing on and off for years, but now I have a women that enjoys...
    majellastgerard2 majellastgerard2 46-50, M 9 Responses Apr 12, 2012

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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 myself for extended period of time I would dress in her things. Tho I really enjoyed it I still felt guilty after. When I was...
    glorialamuse glorialamuse 56-60 33 Responses Apr 25, 2010

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    MyLoserAlterEgo MyLoserAlterEgo 36-40, M 1 Response Apr 10

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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 up and go about my day at home, I go out occasionally in the evening...either I take walks, gone to a few bars and a few...
    treadstone78 treadstone78 31-35, T 6 Responses Mar 22

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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 somehow knew about it and he just suddenly came out about it. He says he isn't gay or anything but he just likes to wear my...
    Lauramom38 Lauramom38 36-40, F 16 Responses Feb 16

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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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    Being A C*Nt

    am i a ***** if i'd let her **** me anyway?
    MyLoserAlterEgo MyLoserAlterEgo 36-40, M Nov 20, 2013

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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 blouse that looks mostly normal.  It's plain white with a collar, but the sleeves a little fuller than a regular shirt...
    SomeguyinUT SomeguyinUT 31-35 7 Responses Oct 22, 2008

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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 time ive had i have had no chance to dress up So with luck tomm the phone wont ring and i can get up early shower, shave and dress full en...
    Tammi5157 Tammi5157 46-50, M 4 Responses Dec 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 another woman ready to show her self to the world and excited to be existing along that narrow thread line of life . i...
    lilianne lilianne 46-50, M 8 Responses Oct 22, 2008

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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 that work, what kind of place would we go, are there men who like that kind of thing, inbox or hit me up here to tell me what...
    craving4touch craving4touch 41-45, F 7 Responses Nov 7, 2013

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    Love to crossdress and reached the stage

    where dressing fully as a woman and frightened to take the next step passing. It can be alarming venturing out and I hope these few tips help. 1 Women are different but we can close the gap. Moisturise lots to keep skin soft and if possible wax all body hair, better than...
    Carol1206 Carol1206 56-60, T 3 Responses Dec 8, 2013

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    Dress For Halloween

    This is going to be my dress for halloween. Cannot wait!!! I hope everyone is ready for me.
    VSaddict VSaddict 22-25, M 5 Responses Oct 29, 2013

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