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I Love Being A Crossdresser

Personal Stories, Advice, and Support 1,088 People

    I Am A Crossdresser

    I am a crossdresser. There I said it! I am a man that enjoys wearing women’s clothing mainly lingerie. I do so for the pure enjoyment of it and not for any kind of sexual thrill. I love the way nylon tricot rubs against my skin, the way pantyhose hugs my legs and the sound the...
    CrossdresserLauren CrossdresserLauren 46-50, T 3 Responses Feb 26, 2013

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    How I Started Cross Dressing

    Hi, my name is Regina Dolce. I am the alter ego of another person. I love to dress up like a woman as both a hobby and a statement. I feel very comfortable wearing women's clothes and I love my long hair! A lot of people may not understand it, but I do like the feeling I get when...
    deleted deleted 26-30 3 Responses Mar 12, 2013

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    Being Able To Crossdress Makes Me Feel So Good

    I enjoy crossdressing and wear panties, pantyhose and lingerie and have a huge assortment, although my favorite is anything satin or silky. My wife knows I crossdress and she enjoys seeing me dressed up. We often shop together and its always fun to see the clerks face when...
    pantiescouple pantiescouple 26-30 2 Responses Dec 31, 2012

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    Tonight I Am Wearing. ~ A Snapshot

    In the outside world I am a quite masculine male who has had a successful week, however this evening I am able to relax alone and to indulge myself by cross dressing. I do not want a sex change but simply want to indulge myself and wear female attire for the time I am on my own...
    joanmcarthur joanmcarthur 56-60, M 3 Responses Jun 23, 2013

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    A Plus For Pantyhose

    I used to have a very active life style. Doing manual labor and in my off times bicycle racing. I was in decent shape. When I was not racing I had my nose in a book studying computers for the chance to make better money. Of course when my wife was not around I would be dressed to...
    CrossdresserLauren CrossdresserLauren 46-50, T Feb 20, 2013

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    Secret Toy

    I dropped my gf off at work this morning and rushed home excited knowing i had 8 whole hours to dress up and play with my new toy. A thick veiny 8 inch vibrating *****. The kind that has a suction cup so it can be stuck on most surfaces. I rode that monster all day long...in...
    jbwhitewatet jbwhitewatet 31-35, T 12 Responses Mar 12, 2013

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    Breast Forms

    A lot of us simply do not have the breast material to fill a bra. I am one of those unless I want to wear an “A” cup. I wanted boobs or at least the appearance of having them when dressed. At first I stuffed my bra with wash cloths. This gave me boobs but really did not look...
    CrossdresserLauren CrossdresserLauren 46-50, T Feb 19, 2013

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    Yes I Am

    I now live as a woman everyday. This is because my wife has made it possible.  I love her and do anything she says.I always enjoyed my time in dresses.  I always dressed what I thought was nice, sexy not slutty always giving enough to the eye that the mind would play on men...
    RunAroundSusan RunAroundSusan 22-25 Feb 1, 2013

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    I Love Crossdressing

    Ever since I was a kid I always love putting on panties pantyhose when I got in my twenties I now go and buy my own clothes panties bras pantyhose skirts love skirts especially short ones I shave my legs it makes me feel more like a female love stilletos to I practice how to sit...
    sofie35 sofie35 31-35, T 6 Responses Dec 27, 2012

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    K-Mart

    K-Mart was closing up stores all over the place. I went to one and looked around and went through the women’s section. I found a lovely red satin underwire bra in my size that was priced just right. It was drop dead gorgeous so I put it into my shopping basket. I went to the...
    CrossdresserLauren CrossdresserLauren 46-50, T 1 Response Feb 19, 2013

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    I Love To Dress As A Woman

    I also always wear my bra and panties even when I have my male work clothes on I have also dressed full as a woman wearing my bra with my dd breast forms, a dress, high heels, nylons, make up, a wig, carying a purse and gone to the mall and grocie store,
    deleted deleted 26-30 1 Response Jan 2, 2013

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    When I was 19, I decided to dress up again

    as I was now no longer living at home, but sharing a flat. It was a Saturday night and my flat mate was away for the night at his girlfriends. I had already bought some outfits (online of course) over the last couple of months. After I had a soak in the bath I went Ito my room...
    dragonflare71 dragonflare71 41-45, M 2 Responses Feb 10

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    Patty'S Period

    A Story by Lauren Like most crossdressers, Patty tried wearing a pad in her panties. She liked wearing the maxi-pad especially for she could feel it between her legs. One of the things that Patty thought about was what was it like to have a period and need to change the napkin...
    CrossdresserLauren CrossdresserLauren 46-50, T Apr 10, 2013

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    Of Course I Love Being Me

    Why does society assume that all crossdressers are gay? From everything I have read, most crossdressers are straight. Anywhere from 85 to 95% of crossdressers are straight just depending on which survey you read.I am very lucky to have found my wife. She accepts me for who I am...
    happilymarriedguy happilymarriedguy 51-55, M 1 Response Mar 31, 2013

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    Love Almost Seems Like An Understatement!

    I cannot express the visceral joy I feel when I'm all dolled up in an elegant dress with some tasteful makeup applied. It always feels so right having the swishing fabric around my legs and open breeze wooshing past my bare shoulders. More than anything, I feel pretty. There...
    ClosetKitty ClosetKitty 18-21, M 2 Responses May 4, 2013

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    Hi There, Boys!

    Instinctively I followed the line of Drag into unctuously-sublime oblivion and I waded throat-deep in the bubbling pink waters of Wonderland. Corsets, hip-huggers, fishnets, pumps. Bustiers. Seams down the back. Strings up the crack. "Oomph in the slits." Pull her hair if she...
    KaraSyrup KaraSyrup 36-40 1 Response Mar 31, 2013

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    Loveeeeeee Cross Dressing

    Am a our girl in a boy's body when it comes to Cross dressing Been doing it since long n i loveeeeeee the feminine feeling it gives, real nice Got my own collection of - Over a dozen g strings Thongs Bikini Garter belt Advanced Nipple suckers I love wearing a gstring when...
    bunny4cunny bunny4cunny 26-30, M Jan 20, 2013

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    Crossdressing Is Very Enjoyable

    I love to wear women's clothes. They are comfortable and easy to move in. I can be plain or sexy depending on my mood. To me crossdressing is an expression of how I feel. I can change the color of my legs if I choose. Let's just face the fact that women wear whatever they choose...
    Adam59 Adam59 56-60, M 6 Responses Feb 21, 2013

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    When I woke up this morning I thought yes good

    the wife is going out. I have three hours at home alone to dress as I please. So when I got dressed, I put my white 38d bra and my nappy(diaper) and white panties on. But had to cover these with my boy jeans and pink t shirt on top until she goes to church. After I take her and...
    babyannie57 babyannie57 56-60, M 4 Responses Mar 23

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    Pink Poetics.

    Pink labial fire slits up the slides of the slurts ooh good it hurts ouch on the couch falling off and rolled over o ooh sorry no yes please pretty. fire slits up the slides of the tight skirt legs tight fierce wet... Lucid drippy lipstick butter cooze vagina uterus clitoris...
    KaraSyrup KaraSyrup 36-40 1 Response May 6, 2013

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    Life Long Crossdresser

    ive been a crossdresser sissy since childhood and love it
    sissykrisb sissykrisb 51-55, T 1 Response Mar 7, 2013

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    A Strict Matron Dressed In A Victorian Manner

    I would not wish to have a full surgical gender realignment. However l love to relax by cross dressing in order to become my alter ego Joan. She is a senior matron of around sixty years of age and very Victorian with a very straight laced strict outlook on life. This evening she...
    joanmcarthur joanmcarthur 56-60, M 4 Responses May 26, 2013

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    My First Night Out

    Like most crossdressers I’ve yearned for the chance to go outside dressed but never had the courage to try it. One night my wife took the kids and stayed at her sister’s house for a party. I figured that since she will be out all night, that would work. In order to get out of...
    CrossdresserLauren CrossdresserLauren 46-50, T Feb 19, 2013

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    Such A Turn On !

    Crossdressing has gradually taken on more meaning in my life. Having just visited my home town for the first time in a couple of years, I had a few comments that I looked younger than ever. - Made me feel real good! I am sure a lot of this was due to my crossdressing at home...
    Moddle Moddle 61-65 1 Response Jan 7, 2013

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    My Near Miss In The City

    Early in March I wanted to have a girls night out. My wife was out of town so it was a perfect time to do it. Seeing how my landlord can see who comes and goes from his window I had to devise a method of getting out. I got my things from where I have them hidden and went into...
    CrossdresserLauren CrossdresserLauren 46-50, T 1 Response Feb 21, 2013

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    What A Difference It Makes

    i have been cross dressing since a young age, i have enjoyed dressing up as a girl and as a woman. i find it fun and exciting when i do it, its like i become a totally different person whilst being dressed. i feel more confident and out going. i like the feel of soft girly...
    badanbald badanbald 36-40 1 Response Dec 31, 2012

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    Because It Makes Me Happy

    I love being a cross dresser because it has a full range of emotions and is like a wild roller coaster ride. It gives us the feelings of excitement, being scared and happy all at the same time. I am only starting to explore this side of my life but know it is going to be a scary...
    justasissy justasissy 31-35, T Jan 16, 2013

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    Stress Releaser

    Whenever I am having a stressful day there is nothing so freeing than cross dressing. Changing from your everyday hum drum gender clothing to the other genders clothes is like freeing of your spirit. Freeing of the spirit you feel the gender you are in the inside. My favorite...
    saraashley saraashley 31-35, F 6 Responses Dec 11, 2012

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    .... (Part 2) As we lay on the bed

    and kissed, his hands started to wander up and down my tights. I have to say that it was a great feeling. He told me that the tights turned him on. As his hand slipped under my skirt I could feel me getting harder and harder as if i was going to burst. I was gently rubbing...
    dragonflare71 dragonflare71 41-45, M 4 Responses Feb 12

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    Getting Dressed Together

    It would be a pleasure to get dressed with a cd friend. We could start with a bath and then slip into silky robes or kimonos. Then we could do our hair and makeup. Next we would select our lingerie and tuck for the evening. Our dresses would be put on after and we would await our...
    Officestyle Officestyle 36-40, T 11 Responses Jan 4, 2013

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    What Is Not To Like.

    I simply love wearing women's clothes as they are so sensuous to me, I love the feeling of silky materials next to my skin, the feel as I walk about. It excites me greatly. I have tried all styles of knickers, panties, petticoats, nighties, dresses and skirts. I like them all.
    silkgirl8 silkgirl8 61-65, M 4 Responses Jan 22, 2013

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    Can Not Crossdress Enough

    Hello Madame Eva Evil is My name. I am almost sure you have heard of Me. I am an arrogant, aloof,egomaniacley,evil,wicked, selfcentered,selfabsorbed,cruel,unrepentant, uncaring, inhuman,heartless, vicious,Nazi fetishist,Satanist,unloving,brutal,torturess, sadistic transvestic...
    evaevil evaevil 41-45 9 Responses May 6, 2013

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    Related Experiences

    Now I tend to find being alone all the time isn't as fun loving as some folks see it. Now the other night I was sat down at the pub bar, drinking vodka & coke. Now I ain't a beer...
    ilikenetflix ilikenetflix 26-30, M Aug 1

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    I love being a mom because I love the smiles on my son & daughter faces. When they smile; my Heart smiles. I gave birth to three children, my first born/ late daughter who would of...
    Nefateria40 Nefateria40 36-40, F Aug 2

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    Hi my names scummy girl I'm 14teen and a dirty lesbian girl, and I love being bullied by other girl's. I get bullied at school by older girls which I like a lot. They gave me...
    dirtymelanie dirtymelanie 13-15, F 1 Response 18 hrs ago

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    I just love being by myself. I have time to think. My friends keep trying to hook me up with thier friends. I hate it though. I love being able to have peace and quiet in my life...
    sfdrboy sfdrboy 22-25, M 15 hrs ago

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    I think its unfair that minors cannot share any nude pictures online. I love being naked and I have no sexual intentions. How is this child ***********? Being naked helps me feel...
    adguez adguez 13-15, M 8 Responses Jul 31

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    I love being completely naked on the beach, or at home and being totally shaved or waxed bald from head to toe, including eyebrows and eyelashes, makes it even better - as shown in...
    lifeuniverseeverything lifeuniverseeverything 36-40, M 5 days ago

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    I do love being a Mom. My youngest just came in the room and wanted to go on a 'food hunt'. I was told that they were hungry. Well since I'm trying to be healthy they were...
    awkwardat50 awkwardat50 46-50, F Jul 28

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    I love being full nude. It's amazing! For anyone that hasn't tried it yet you definitely should! Just walk around your house naked ir something!
    MrYoungNudist MrYoungNudist 13-15, M 1 Response Jul 28

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    God I love being with Tyler <3 I cherish everyday I have with him. He's amazing, I love everything about him. He's funny, he's smart , he's caring, he understands me and he's...
    Meganrosee Meganrosee 16-17, F Jul 29

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    If anyone wants to talk about something or get someone off their chest just message me :) i love being able to help and talk to people
    dann5 dann5 13-15, M 1 Response Aug 2

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    i love being daddy girl he awsome
    lisarowell420 lisarowell420 22-25, F 3 Responses Aug 3

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    I've recently been diagnosed with pure laziness and I couldn't be more excited. I love being lazy. I mean who doesn't like sitting on the couch re-watching their favorite shows on...
    TastyMcDangles TastyMcDangles 16-17, M 1 Response Aug 4

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    Man I love being fat who else does?
    fatgainer24 fatgainer24 13-15, M 6 Responses Aug 4

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    I love being watched while I jerk off, it makes me so hard. I really want you to watch me and I want to tribute your pics! HMU
    Funone17 Funone17 22-25, M 2 Responses Aug 5

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    Its a wonderful feeling like everyone else says. I also love being completely naked on the internet. :) 
    nudieguy nudieguy 22-25, M 1 Response Aug 10

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    I love being naked at home but it's always weird when friends or family arrive without warning!!!
    Goliath2014 Goliath2014 41-45, M 5 Responses Aug 11

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    I love being barefoot. I feel more free and unhindered. I am going to start decorating my feet with barefoot sandals and toe jewelry. :)
    sanarirachel sanarirachel 31-35, F Aug 11

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    Hanging with my daughter. Love being a mom.
    tylaya01 tylaya01 18-21, F Aug 11

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    If you're a very very ticklish female and love being tickled and are looking for someone to tickle you I'm your guy! Looking for ticklees to have tickling sessions! Message me!
    Tickler808 Tickler808 22-25, M Aug 11