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I Crossdress

Personal Stories, Advice, and Support 1,646 People

    Is there anyone looking

    for a good maid to clean their house?
    jenniferpruitt18 jenniferpruitt18
    41-45, M
    1 Response Aug 20, 2015

    I would say i have been a crossdresser

    since i was about 10 when i tried my sisters clothes on for the first time and i enjoyed it so much that i started sneaking her clothes and wearing them around till one day my parents walked in on me wearing them. So they sat me down and i was scared at first but once i told...
    Cdamy1234 Cdamy1234
    8 Responses Apr 23, 2014

    As I was bundling up the laundry to take to the

    laundry room I found my wife's swimsuit so I put it on. Then realizing my gym clothes were in the car I went outside to get them wearing the swimsuit. I guess it's a good thing I live in a quiet neighborhood so no one saw me. But it's so much fun to get away with it.
    Sharon03 Sharon03
    1 Response Oct 21, 2014

    When I was 8-10 years old,

    I started dressing in my mother's clothes. I did that until I was 14. Just yesterday, my sub sent me a teddy. It was the first real cross dressing I've done in 40 years. I missed it so much.
    PennySterling PennySterling
    56-60, T
    3 Responses Apr 23, 2014

    I've been crossdressing

    since I was 8/9 I am now 17 and I've taken one hell of journey from stealing my mums clothing and hiding it to stealing my cousins underwear, I never had sisters but I wish I did because it would have just made things so much easier, same fit clothes and close supply but I never...
    deleted deleted
    3 Responses Dec 2, 2015

    I took an hour long walk today in my plaid

    miniskirt, black top, tights, flats, and wig and makeup. It was awkward not having pockets for my hands so I kept two hands on my pocket book. I looked nervous like that, but I'm a girl alone in a city so it didn't look unnatural. After a few people smiled at me (men and women...
    Foxanne Foxanne
    22-25, T
    4 Responses Feb 4


    I have been crossdressing in the closet my. Whole life. (Well as much as I can remember). Always in secret and alone. I'm 35 now and have finally found someone. To share my passion with. What a freeing experience! She loves how I look and I love how it feels to dress with someone...
    lovestocrossdress lovestocrossdress
    3 Responses Mar 22, 2013

    Hi im 20 from libya !

    ! Anyone who want to talk !! Massage me !! :)
    Czcz763 Czcz763
    22-25, M
    Dec 6, 2014

    I''m sitting in the bedroom of my oldest son's

    house, wearing a black cami with a 'shelf' that accentuates my breasts, and a black thong panty that accentuates my other assets.I recently took off the black thigh-hi stockings I wore on the trip from my home in Western NY, to my son's house in Northern Virginia. At the...
    PennySterling PennySterling
    56-60, T
    3 Responses Jul 26, 2014

    I have completed my house sitting jobs

    for the time being, and this past weekend was a great way to cap it off. with the house to my self i discovered lingerie and dresses i never knew this women had. As i threw off my boring male cloths and stepped into her walk in closet i began to fill with excitement she had so...
    Zoe24 Zoe24
    22-25, M
    2 Responses Jul 25, 2014

    ive nevar relly thot to wear thongs b4 .

    . but . since im stil awaitin my boyshorts panties .. but hav receivd all my other stuf . a few sets hav thongs n i cudnt wait to start wearin panties. so today im wearin a pink n purple thong that has a front pink frilly skirting and a little jewel .. and also my little jewel ^_...
    cdwishimatgurlCalandraBelle cdwishimatgurlCalandraBelle
    36-40, T
    1 Response Jan 21

    About to get home from a very long road trip,

    I'm gonna run up stairs rip off my boy clothes grab my bikini and take a nice hot shower, then I'm going to put on my favorite pair of purple panties and matching bra and curl up to watch a movie
    MelissaCDr MelissaCDr
    18-21, T
    5 Responses Dec 13, 2015

    There's a forum I frequent

    and it prompted me to start dressing again recently. Although the dressing time was short, and snatched and full of worry that my children might discover me, it was still a lovely experience. I dressed in my dress, bracelets, wig and tights and felt very comfortable with myself...
    Consensus Consensus
    3 Responses Jun 15, 2014

    It All Started With Tights

    "I cross-dress" it all started when i was very young and for some reason loved seeing women's legs in tights. I envied my sister when she got to go to school wearing tights, but didn't know why. About age 8 or 9, i tried on a pair if my sisters ballet tights and was instantly...
    SaskiaIreland SaskiaIreland
    31-35, M
    8 Responses May 9, 2009

    I Started

    I started whe I was 14   and found some older clothes belonging to my Dad's live in girl friend in our basement.  Started sneaking down late at night trying them on.  Now 28 years later I have a whole room full of clothes, wigs, shoes, and 2 sizes of silacone...
    Kara66tv Kara66tv
    41-45, M
    7 Responses Mar 22, 2008

    Despite what my profile says,

    I'm not 50 years old. I'm actually 16. I first discovered cross dressing when my moms panties where on top of the washer, waiting to be put away. I was about 10 or 11. Since then I have been on a never ending spiral of hypnosis, images, and websites trying to bring out my...
    Medicalfetish Medicalfetish
    18-21, M
    2 Responses Mar 22, 2015

    I haven't crossdressed in a few years

    because I never get time too. But I badly want to dress like a girl again! I want to get a ***** aswel, does anyone know what I can do im 17
    Sarah147 Sarah147
    1 Response Jun 1, 2014

    Goodmorning everyone today im wearing a sexy

    blous, a short office style skirt my stockings and 6 inch stillettos for my boss i hope he likes it and ill give evyone the results of how fun it was when i get home:):) xoxo amy
    Cdamy1234 Cdamy1234
    17 Responses Apr 24, 2014

    I dress up for my boyfriend

    but the last time I saw him he pulled out a crack pipe and stated to smoke it I was kinda taken aback I didn't know he did that and I just don't know what to do right now I love him but I don't think I can stay with him anymore
    kelliTxxx kelliTxxx
    36-40, T
    6 Responses Jan 7

    I cross dressed, but not any more

    I arrived at my current lifestyle by trying on my sisters clothes as a young boy.  I knew then that I was not like other boys. When I was dressed in skirts and blouses, or even a simple dress I felt quite secure and natural. At...
    Micayla Micayla
    61-65, F
    2 Responses Aug 15, 2008

    My next house sitting job is only a few weeks

    away. A weekend job. Everyone out of town and all the privacy I need. I have dressed in her cloths before but have never really had time to really get back into her dress collection. That will change soon. I plan on really having a time this time around. Sleeping on her bed in...
    Zoe24 Zoe24
    22-25, M
    4 Responses Jun 24, 2014

    iv received a buncha outfits .

    iv epilated as much as pos for fear of the motor n batery dying . wil epilate more until clean . so iv taken sum pix . i might ed mod them a bit but i think i look quife cwutes . im wearin the schoolgurl skirt {moar like a belt} . and top . which is more like a scarf ^_^ . luvin...
    cdwishimatgurlCalandraBelle cdwishimatgurlCalandraBelle
    36-40, T
    Jan 21

    My First Trucker

    I was crossdressed wearing a short flowered dress on my way to a park that has some *********** available once in awhile. On the road on the way in I passed a truck and he blew his horn. He followed me into the park. I arked my car. He turned around an blew his horn again and...
    meg1cdforyou meg1cdforyou
    66-70, M
    7 Responses Jul 31, 2012

    I love wearing pantyhose

    so much! I love wearing them all day long under my pants. Sometimes if I'm feeling daring I'll wear my garter and stockings. I work in a blue collar environment but oh how I wish I worked someplace like a bank or a business that still had a mandatory dress code for wearing...
    jenniferpruitt18 jenniferpruitt18
    41-45, M
    2 Responses Aug 18, 2015

    how and why

    it all started when i was about 15. i had a beautiful girlfriend who was very feminine and always wore flowing skirts and heels. i loved it when her skirts laid over me when we sat together or cuddled. i finally plucked up enough courage to ask her if i could try one on and after...
    capeme capeme
    46-50, M
    9 Responses Nov 11, 2009

    In Public

    My wife is responsible for my interest in crossdressing. It was her fantasy we were playing the first time I dressed up and after that first time I was hooked. I don't dress "en femme" all the time, but I do dress and it is great. My wife and I even go shopping together. She...
    km44 km44
    61-65, M
    2 Responses Apr 16, 2013

    last week i bought my first female cloths.

    i ordered a garter and some matching panties and bra along with some big lace top thigh highs. i am so glad i did. wow. so sexy. i also ordered some 6in stilettos. when those come in my greatest fantasy will take place. i cant wait
    Zoe24 Zoe24
    22-25, M
    3 Responses Mar 20, 2014

    This weekend another one of my greatest house

    sitting jobs is finally upon me. All weekend alone in a very sexy women's house. Free to dress in all her cloths, makeup, and shoes I can't wait. I plan on puting on her lingerie and sleeping in her bed one night. That will be one fantasy come true. I'm going to be her for a few...
    Zoe24 Zoe24
    22-25, M
    1 Response Jul 9, 2014

    My cleopatra wig has gotten way too tangled at

    the ends. It's sad, I loved that wig and it was the first wig I bought with my girlfriend encouraging me to get it. Luckily it's long and I can lop off 3 inches.
    Foxanne Foxanne
    22-25, T
    Apr 5

    I started pretty young I think I was about 8.

    .. It was a force I couldn't control and it drew me in. It started with pantyhose and that led to skirts, dresses, slips etc. When puberty struck it brought on a whole new mix of emotions and feelings and that is also when the guilt set in. When I was 18 I went into the...
    PHSensei PHSensei
    36-40, M
    6 Responses Aug 20, 2014

    I'm new to cd but when I was little I would

    wear my mums and my sisters skirts and dresses
    Otakucd Otakucd
    26-30, T
    Feb 18

    Was Marcy

    Just wanted to let my EP friends that I'm back to share more experiences and pics with my lovely friends. I was "Marsha". I have been calming down somewhat with pushing for more cross dressing in front of my wife. I always wear my panties, which after five years, still feels...
    1amMarcy 1amMarcy
    51-55, M
    18 Responses Aug 20, 2011

    An Experience to Remember

    I started crossdressing at a very young age, trying on my sister's clothes. Eventually, around the age of fourteen I began trying on my mothers clothes, and even buying my own first pair of pantyhose. At sixteen I started dating girls, but the girl I remember most, I dated when I...
    Jenisa Jenisa
    51-55, T
    8 Responses May 25, 2008

    This morning I decided to wear a bra

    and my falsies under my shirt when I went out for coffee. I also put on a rather dainty necklace as well as my favorite charm bracelet. It is cold here in Connecticut so I wore a light jacket which helped hide my bust though I did not wear the jacket while in my car. I...
    SevenFox SevenFox
    36-40, T
    4 Responses Dec 28, 2013

    ive nevar relly thot to wear thongs b4 .

    . but . since im stil awaitin my boyshorts panties .. but hav receivd all my other stuf . a few sets hav thongs n i cudnt wait to start wearin panties. so today im wearin a pink n purple thong that has a front pink frilly skirting and a little jewel .. and also my little jewel ^_...
    cdwishimatgurlCalandraBelle cdwishimatgurlCalandraBelle
    36-40, T
    Jan 21

    It seems to me that when I have a cold

    or I'm not feeling good I don't feel feminine. I just feel sick
    AmberWoods341 AmberWoods341
    Nov 4, 2015

    My Favorite Outfit

    As far back as I can remember, playing "dress up" has always been exciting and relaxing to me, but the best night was when I finally bought exactly the outfit I always wanted. Each piece was purchased at a different time, and I knew what the final look was going to be...
    Fezwick Fezwick
    31-35, M
    3 Responses Dec 15, 2006
    nawty69s nawty69s
    41-45, M
    4 Responses Aug 24, 2014

    So a few weeks ago I wore some tight pants

    and a belly shirt out in public without a sweater to cover myself and I felt so exposed lol but it felt nice, but I guess it didn't look nice according to people's expressions o.o
    navelCD navelCD
    2 Responses Feb 1, 2014

    My First Time As A Woman (Crossdressing)

    I'm a crossdresser since I turned 14. Back then I was "borrowing" my moms lingerie and dresses all the time when nobody was at home. I started out pretty innocent, but since that time the girl in me evolved a lot. I love to dress up as a complete woman including a wig, makeup...
    nathalie69 nathalie69
    26-30, F
    5 Responses Nov 1, 2012

    My Wonderful Day

    Yesterday morning was a wonderful day. I got up and put on my new dress. It is a short dress, black with flower pattern. I drove to a local park to check out whats happening and sucked a older gentlemen's ****. After this I drove to a gas station to get gas. Then I went to...
    meg1cdforyou meg1cdforyou
    66-70, M
    5 Responses Aug 1, 2012

    It's rare these days,

    but I love the feeling that I get from doing so. And it's all about the feeling of the clothes and the situation. It's not about sexual highs (though I can't deny I sometimes get some sexual feelings out of it) or about how I look (I look dreadful) but about the feeling of...
    Consensus Consensus
    1 Response May 31, 2014

    I like to cross dress

    for my mummy because it makes her happy
    mummysbitchboy mummysbitchboy
    18-21, M
    1 Response Jul 5, 2015

    I haven't cross-dressed

    for a while. When I do I confess that there are sexual aspects, but I'm male, that could be said about most things. Mainly, when dressed, I feel like me. I took some pictures and they stand as the only pictures of myself of which I can view without hating them. But there are...
    Consensus Consensus
    2 Responses Jul 1, 2014

    Well as the title says,

    I like dressing up and I go out at night in low populated areas, but I need advice... I want to go out in places with lots of ppl but am too scared and am afraid ppl will judge me and say cruel things :( any advice or ideas to make me feel less self conscious? Any personal...
    navelCD navelCD
    5 Responses Oct 6, 2014
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