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I Am a Straight Male Crossdresser

Personal Stories, Advice, and Support 1,034 People

    Last night I finally got up enough courage to

    start to offer my wife some definition/explanation of my goal ((s) as they relate to acknowledging my cross dressing needs. It did not go smoothly. I just wish that she could at least participate in the journey to wherever I'm going, rather than saying "do whatever you need...
    JessicaDale JessicaDale 51-55 8 Responses Sep 17, 2014

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    I recently found myself in marriage counseling

    with my wife confronting me about what I do when she and the family are away. I've always felt the shame of being deceitful and was actually quite relieved when we were finally acknowledging that I am, and have always been, compelled to wear women's clothing. I am now seeing...
    JessicaDale JessicaDale 51-55 5 Responses Sep 2, 2014

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    Cross Dressing With My Wife

    Tuesday was a very hard day at work so when I got off I need something to made me feel better. I went to a department store to look at dresses. I had seen a dress there I liked in my size on the discount rack but I had put a limit on myself of no more then $25 for the dress and...
    mat2Robin43 mat2Robin43 51-55, M 5 Responses Oct 4, 2013

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    AARRGH !!!!! I spent an hour in the bath

    Saturday night and shaved my long legs for the FIRST TIME IN 15 YEARS !! I was very meticulous. Sunday morning's shower ended with me back in the tub for a touch-up. I achieved perfection although I was very careful not to razor burn my inner thighs. I did that once and if you...
    JessicaDale JessicaDale 51-55 6 Responses Sep 22, 2014

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    My relationship with the girl in me continues

    to mature. This has been a pretty quiet week for "Jessiica" and it's been kind of a relief. Things have been happening so quickly lately that slowing it down is not so bad. Dialogue with my wife continues to improve, as does my ability to help manage the anxieties that surround...
    JessicaDale JessicaDale 51-55 2 Responses Oct 15, 2014

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    I love getting into a pair of silky panties

    and silky smooth bra it makes me feel so good I have been doing it for meany years my wife loves to see me in panties and a bra she even buys me bras and panties just so she can see me in them
    panties51 panties51 61-65, M 7 Responses Jun 2, 2014

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    Well I thought I was getting somewhere with my

    wife.. told her my legs were cold at work.. she said long John's I wasn't going pay the price of them then she said leggings thr past 2 weeks I been wearing leggings been loving it... came home the night from work my wife got me long John's.. got them on now they are not the...
    24chris24 24chris24 22-25, M 1 Response Dec 8, 2014

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    I went to my therapy appointment today wearing

    a really cute pair of women's sandals with my toe nails painted to match my Seahawks football jersey. She, my therapist, complimented me on them and asked where I got them. Apparently i have good fashion sense? I felt so good that I left there and drove straight to a wig store...
    JessicaDale JessicaDale 51-55 3 Responses Sep 4, 2014

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    Interesting Times

    For as long as I can remember, I have always had the deire to dress myself in women's clothes. My earliest memory of this was a time when I was probably only 5 years old. My female cousin was staying over our house for a few days, and her bag of clothes was left in my room. When...
    AndreaLynn AndreaLynn 36-40 2 Responses Oct 13, 2008

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    hey98 hey98 16-17, M 5 Responses Dec 22, 2014

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    Well, many people would call me "crossdresser".

    I don't think of myself that way, because I've never tried to present myself as female or make anyone think I was. But, I like to wear clothes that many consider to be "women's clothes". I've searched every skirt I own for a piece or a part called "gender"... I went to a fabric...
    steve66oh steve66oh 46-50, M 8 Responses Aug 27, 2014

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    66 Years Old And Still Crossdressing

    It all began when I was about 12-13 years old.  My parents would play cards one night a week and that was my night to put on some of Mom's lingerie and to play.  I found that I loved the feeling of slinky panties and, for some reason, having a bra on has always been the real...
    DonS11 DonS11 66-70, M 8 Responses Sep 14, 2011

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    Yes, I am a straight cross dresser.

    I want to change this. I daydream every day about meeting a cross dresser like myself. We meet and we dress each other in lingerie and dresses, and we prance around doing girly things.. I learn what it's like to touch another cross dresser, and what's it's like to be touched by...
    sissyrachel48 sissyrachel48 61-65, M 2 Responses Dec 1, 2014

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    My wife and I were able to get out

    for a couple of weekends of Holiday fun recently, and had some very interesting experiences while I was dressed as Sarah. The first one was at a Holiday comedy play that was produced by an amateur theater company in a small town about an hour north of our house. The facility...
    1SarahAnn 1SarahAnn 46-50, M 4 Responses Jan 4

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    I dated my boyfriend

    for 8 months, then he broke up with me and few weeks we got back together for another 3 or 4 months and I ended things with him that time. We tried to remain friends but his new girlfriend was so threated by me that she wrote me a letter that told me some interesting things...
    MissyKy MissyKy 22-25, F 6 Responses Apr 21, 2014

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    I got the house to myself

    for a night !! I drew a bath and shaved my legs. The first time in 15 years. I have AMAZING LEGS !! I busted out a pair of premium nylons in a suntan/light brown color and put them on my freshly shaved legs, Oh My F'n GOD !! So, of course a corset would be cool. So I'm...
    JessicaDale JessicaDale 51-55 1 Response Sep 20, 2014

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    I Found Someone Who Loves Me Despite My Cross Dressing

    I am a recovering crackhead, and cross-addicted alcoholic, and so I am a member of Alcoholics Anonymous. After 3 years of coming to meetings as "Joe" (not my real name), I chose Halloween as my day to come out, at a noon meeting, and told my story of drinking and drugging with...
    joseygurl23 joseygurl23 56-60 19 Responses Sep 11, 2013

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    Did anyone block "Jessica Dale"?

    She really needs your love and support right now and all of her activity froze about 22 hours ago. She is a kind and loving soul who needs your help. Please see if she was blocked and,why, if you can
    JessieDale JessieDale 51-55, T 3 Responses Sep 19, 2014

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    UPDATE: I contacted somebody at "the club" to

    get more info on meeting for dinner and was informed that the dinners are for "members only", and that I had not yet been to a meeting or submitted an application. I'm a little disappointed, but mostly relieved. Now that the blind date is out of the equation, going to therapy...
    JessicaDale JessicaDale 51-55 4 Responses Nov 5, 2014

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    I love the feel of satin underwear Love

    dressing in light satin nightdresses So relaxing
    Tony58 Tony58 56-60, M 2 Responses Sep 18, 2014

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    Can't wait till the 17th stag do

    and am wearing leggings
    24chris24 24chris24 22-25, M Oct 5, 2014

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    New Years Eve 2014 My wife

    and I have spent the three previous New Year’s Eve nights out of town at small hotels. Each of these hotels had a small lounge and a party to bring in the New Year. All of these were small affairs, and each one helped me gain confidence to go out in public dressed as a woman...
    1SarahAnn 1SarahAnn 46-50, M 1 Response Jan 6

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    I am a strait male who likes to crossdress

    and I like to see other males crossdressed . Is that considered being bi, because I definitely don't consider myself being bi in any way.
    LexyCD LexyCD 18-21 8 Responses Nov 16, 2014

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    I think I've made a break-through with my wife !

    ! SO HAPPY I feel compelled to share and hope that it helps others in a similar situation. If you've seen my other posts, you know that I've been trying stop hiding my needs from my wife, without a great deal of success. I think I've found something that worked. Be patient with...
    JessicaDale JessicaDale 51-55 10 Responses Sep 20, 2014

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    Finding a way to integrate cross dressing into

    your daily life is like trying to "push" a rope up a hill. It's really, really hard and mostly frustrating. But I still believe (know), that I CAN DO THIS !!
    JessicaDale JessicaDale 51-55 6 Responses Sep 12, 2014

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    I Am A Straight Crossdresser That Enjoys Lingerie

    I am a married straight crossdresser. I have no interest in being with another guy, I only love women (my wife). I have only been with women and have not even had the desire to be with another guy all my life. I do not go out in public dressed as a woman. I wear lingerie only. I...
    happilymarriedguy happilymarriedguy 51-55, M 11 Responses Nov 13, 2011

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    I'm almost where I need to be.

    It's going to be OK
    JessieDale JessieDale 51-55, T 3 Responses Sep 19, 2014

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    I guess i'm looking for a girl

    who will accept my dressing, support me and eventually experiment with me. Both as a sexual/romantic partner and also help me get out the house and push the boundaries of my crossdressing. Being passable has always been a dream of mine. I know its a long shot. Ah well.
    LydiaCDRose LydiaCDRose 18-21, M 5 Responses Aug 10, 2014

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    Going to try going to local shops dressed

    but don't know if I have enough courage to go in the shops, will have to se how it feels Would be nice to go with some one but not going put anyone on the spot like That I believe that you should be allowed to dress how you like without fear of ridicule x
    Tony58 Tony58 56-60, M 4 Responses Sep 18, 2014

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    Has anyone ever taken

    that SAGE test or know much about it ? I took it and it says I'm way more into this gender issue than I thought I was. It's freaking me out a little. I scored a 330 ? It says I'm likely a full-on transexual and a good candidate for gender reasignment ? Any known validity ?
    JessicaDale JessicaDale 51-55 2 Responses Sep 23, 2014

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    And Am Finding Blogs For People Like Me...

    ...who are not out of control with their cross dressing. Where there is balance in the lives they lead. Loving, devoted husbands, who don't want to share their wives, who are caring fathers, and who do not focus on sexual pleasure at every turn, and who practice discretion. Who...
    joseygurl23 joseygurl23 56-60 10 Responses Oct 13, 2013

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    I’m not sure how to say this; it’s kind of

    strange to me! I’m a married, heterosexual, and long time cross dresser. I never had homosexual sex, never wanted it, and never will participate in the act. That being said, my problem is, I sometimes feel like I want to be, should have been, and/or would “love” to be a...
    Cassandrajoan Cassandrajoan 61-65, M 7 Responses 6 days ago

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    I'm actually the guy in my profile picture not

    the girl.....that's my girlfriend actually.....she accepts my crossdressing stuff which is very nice :)
    ChristianCrossdresser ChristianCrossdresser 13-15, M Jan 2

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    2014 Review 2014 was a year of firsts in my

    crossdressing adventures, as I was able to go out dressed for a new record number of hours. Some of those extra hours were those that I spent working as a female volunteer. This was probably the most exciting development for me in 2014. The acceptance and freedom that I felt is...
    1SarahAnn 1SarahAnn 46-50, M 1 Response Jan 4

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    The proverbial "rabbit hole" is beginning to

    look more like a "black hole" and I can see the event horizon in the distance. ...and yes, I know that that you cannot actually "see" an event horizon in a black hole (just in case there are any cross dressing astrophysicists waiting to call me out on that).
    JessicaDale JessicaDale 51-55 Sep 25, 2014

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    I'm Straght Too Am I The Only One????

    Ok here it goes, I like to dressup... been doing it for years.It feels good and calms me down.It releaves my stress and at the same time causes stress because its tabo to society.Ill explain, I can never tell a girl because she will leave me.Women do not accept this so I must...
    lisaree13 lisaree13 41-45, M 63 Responses Sep 4, 2012

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    I'm dating a crossdresser.

    I'm trying to learn how to accept and support him. We haven't been dating long and he's never dressed around me. He hasn't dressed since his divorce 2 years ago. Sometimes I'm excited to explore this with him and sometimes I get really freaked out. Your stories are helping.
    CarneyVorous CarneyVorous 26-30, F 9 Responses Jan 20, 2014

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    I once wore a condom filled with a topical

    numbing ointment until I could no longer feel my penis.
    JessicaDale JessicaDale 51-55 4 Responses Nov 16, 2014

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    Things have change so much

    since my partner found out about my crossdressing.... Monday (My day off) my partner left for work at 8am leaving me a list of task to be done that day, I showered put on a denim skirt opaque tights ans pink top and hair and makeup, spent the day cleaning, cooking and washing...
    amber8642 amber8642 51-55 9 Responses Feb 26, 2014

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    Feeding The Cat

    My friend who is a girl asked me to feed her cat I agreed and in her house I couldn't resist the urge to go to her dresser and closet and wear her things and bras and dresses. I fed the cat for 3 days and this was an amazing 3 days. Eventually I read online you need to tell a...
    Superguy4 Superguy4 13-15 4 Responses Jul 24, 2012

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    I would love to talk about crossdressing with

    someone. Preferably under 25!
    Autoxer Autoxer 18-21, M Jan 17

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    I'd love to know how to tell

    if my EP friends are online while I am using the app. Anyone know ?
    LibbyLee LibbyLee 56-60, T 1 Response Dec 23, 2014

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    Wearing my leggings at work.

    ...... to day had 2 b the best day at work and the scariest. .. working with anna I was saying 2 her that I've got a secret and how scared I was 2 tell people about how they judge me the last time and stopes speaking 2 me 4 about a hour or longer but I told her I was wearing...
    24chris24 24chris24 22-25, M 11 Responses Jun 6, 2014

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    Many, if not most people erroneously think that,

    because a guy is a crossdresser, that he is weird or gay or something. Well, I know hundreds of crossdressers and very few of us are gay. We are fully male, heterosexual guys, mostly married, but who happen to enjoy wearing feminine clothes and accessories. For most, this is...
    DonnaSue10 DonnaSue10 66-70, M 7 Responses May 20, 2014

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    New years Eve 2013 I have always been a little

    envious of the ability of women to go out during the holidays wearing such pretty clothes, makeup and shoes, especially on New Years Eve. So my wife and I have been going out for the last two years for our New Years Eve celebration to a city about two hours away. This year we...
    1SarahAnn 1SarahAnn 46-50, M 4 Responses Jan 1, 2014

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    I went to my therapy appointment yesterday

    wearing a pair of nylons/tights under a pair of tight denim jeans with a longer T-shirt for some level of discretion and also to hide the leotard that I wore to maintain my "tuck". To that, I added a pair of knee-high boots (under me pant legs). I went to several stores without...
    JessicaDale JessicaDale 51-55 1 Response Sep 11, 2014

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    I went as a girl on Halloween it was really fun

    and all my friends loved my costume, no one was rude to me and I'm still wearing the costume haha, here's a picture, I was caught sorta off guard when my friend took it though haha, I'm the one on the right. :)
    JulieCakes JulieCakes 18-21, M 3 Responses Nov 1, 2014

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    I am an artists I am a cross dresser I am a

    man I am the artist I am the canvas I am the model Only a few will ever know my work Even fewer will ever know the "truth" Cross dressing is an artful form of expression I am an artist I am a cross dresser I am a man
    JessicaDale JessicaDale 51-55 8 Responses Sep 14, 2014

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    I felt like it was time to get a handle on my

    CD'ing now that I'm starting to acknowledge the reality of this with myself and SO. I HAVE 36 PAIRS OF WOMEN''S SHOES. Oh God !! Maybe I really AM a female in a man's body !! LOL I'm going to try getting that down closer to 20. Then I don't feel like such a Diva. Of course I...
    JessicaDale JessicaDale 51-55 4 Responses Sep 21, 2014

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    I wear just male thong, are very comfortable and sexy
    serm123 serm123 46-50, M 1 Response Jan 10

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