I Am a Straight Male Crossdresser

Personal Stories, Advice, and Support 1,344 People

    Doesn't it just figure

    that the first night in ten years that I feel brave enough to go outside in women's clothes would be the night of David Bowie's death?
    CLaquelle CLaquelle
    2 Responses Jan 11, 2016
    deleted deleted
    4 Responses Aug 5, 2015

    Aaaahh....so relaxing.

    Outside in the yard wearing nothing but pretty turquoise panties. Lying in the lounge chair enjoying the sun, what would happen if the neighbors looked over the fence!
    parttimelisa parttimelisa
    56-60, M
    2 Responses Aug 22, 2015

    Hi, I'm Carson and I'm a straight crossdresser.

    Yes these people do exist, and I do like to crossdress but for one reason. Sexual pleasure. I get hard every time I slip those knickers on, and it just excites me. Everything about dressing as a girl excites me sexually and that's why I do it. I crossdress on occasion and only...
    ASecretPartTimer ASecretPartTimer
    22-25, M
    7 Responses Nov 25, 2015

    I currently have what is called a

    Maximillian-that is a beard and moustache- but I have been told many times that I look like my late mother. I have quite high cheekbones and have been mistaken for female in the past.
    comfi comfi
    56-60, M
    Jul 22, 2015

    I'm home alone for the first time in a long

    time. Getting dressed to just walk around the house free to wear heels and thigh highs. I miss it.
    DillonSmith DillonSmith
    36-40, M
    2 Responses Aug 19, 2015

    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
    31-35, F
    7 Responses Jan 20, 2014

    My name is Charlotte Laquelle,

    I'll be 34 in two months, and I have been in the closet essentially for the past decade, ever since I moved to Sarasota, FL. Back home, I had all the confidence and supportive friends I could ask for to be able to venture out in full regalia as a glamorous lady. The situation...
    CLaquelle CLaquelle
    1 Response Jan 11, 2016

    Hello I'm a 20 year old male

    who looooves crossdressers. I don't care how old u r, just msg me please 😘💋
    deleted deleted
    Sep 24, 2015

    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
    7 Responses Nov 16, 2014

    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
    9 Responses Oct 13, 2013

    It has been three weeks

    since my wife of 39 years found my stash of female clothes and shoes. She did not go into meltdown at all, just wanted to know who they belonged to. I answered her calmly and honestly and told her they were mine. Yours she said, and I replied yes they are, I am a crossdresser...
    LuvHighHeels LuvHighHeels
    61-65, M
    11 Responses Sep 1, 2015

    This is so much fun. I have been wearing skirts

    and tights exclusively for the last two months. No trousers. And when I am out in public it is such fun to see the expressions on people's faces when they see me, a man in a skirt and tights, inhabiting their world. You can see the cogs turning, very slowly, as the realisation...
    jeffreyrichards2015 jeffreyrichards2015
    56-60, M
    7 Responses Oct 16, 2015

    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
    26-30, T
    10 Responses Jun 6, 2014

    It seems like a lifetime ago

    that I first started posting under this heading........ Fast forward to now.....I just finished a conversation with my wife about the possibility of HRT 😨 She's still here 💖💕💞
    JessicaDale JessicaDale
    51-55, T
    1 Response Dec 29, 2015

    DianaHighHeelsMcKay My story I was 3 months

    premature, born a twin, with lack of oxygen. It was said I wouldn’t survive. I had open heart surgery. Because of this, I lost my eye sight when I was born, and I thank God for it, and I wouldn’t change it for the world. As I grew up, I matured into a kind, sensitive person...
    DianaHighHeelsMckay DianaHighHeelsMckay
    Jun 21, 2015

    Currently at Gatwick airport wearing a skirt.

    Hardly a second glance from the travellers.
    jeffreyrichards2015 jeffreyrichards2015
    56-60, M
    Sep 19, 2015
    BlueEyedGeekery BlueEyedGeekery
    31-35, M
    1 Response Nov 25, 2015

    Yup. I feel androgynous though.

    I am comfortable in my male body. I do have an infinite curiosity in what it feels to be a female. I find it difficult to relate with the American "man", and I enjoy crossing. One, it is erotically intoxicating, but in addition, I find it enthralling to destroy social normality...
    OppressedToaster OppressedToaster
    22-25, T
    5 Responses Jan 15, 2016

    Not a total cross dresser

    but mainly lingerie, love the feel and look and the eroticism it evokes and the fact that it can have the same effect on female friends. Thanks!
    SteveTomms SteveTomms
    46-50, M
    4 Responses Jul 8, 2015

    This experience is reminiscent to a previous

    post of mine. I was heartbroken in Thailand just over a year ago. And this year, in New Zealand, I am picking up pieces of my heart all over again. Just as I was getting over the the last girlfriend who inexplicably left me in a foreign country, I ran into someone I knew years...
    kins101 kins101
    26-30, M
    3 Responses Nov 15, 2015

    I had a wonderful Saturday,

    I picked up my wife from the hospital after a short stay for some lung issues, she is doing well. We went to K-Mart to fill her prescriptions. We were walking around the store and I excused myself to go to the rest room and when I came back I was looking to see if they had...
    LuvHighHeels LuvHighHeels
    61-65, M
    4 Responses Sep 27, 2015

    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
    7 Responses Aug 27, 2014
    MacroCaptain MacroCaptain
    22-25, M
    1 Response Dec 30, 2015

    I hey guy this is my frist story.

    .I began crossdressing when I was 16 I was just cerus of what it would feel like to were women's nylons and bra turns out I liked it then it lead to more..pantys and got to say bodysuits and body slimmers I love to were them then I got a girlfriend and I hid it from her for years...
    Shelly6395 Shelly6395
    4 Responses May 27, 2015

    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
    51-55, M
    Jan 4, 2015

    Why does society in general think

    that just because a man enjoys wearing women's clothing that they are gay? I love women (especially my wife) and have never even thought about being with another man. Back in school when we HAD to take a shower after gym class, I never once looked at another man's groin to see...
    happilymarriedguy happilymarriedguy
    51-55, M
    6 Responses Nov 4, 2015

    My daily routine is now wearing skirts

    and tights. So here I am having lunch in Costa. I love my new life. I just wish that I had made this decision years ago.
    jeffreyrichards2015 jeffreyrichards2015
    56-60, M
    6 Responses Nov 11, 2015

    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, T
    11 Responses Sep 20, 2014

    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
    51-55, T
    63 Responses Sep 4, 2012

    i am a straight male crossdresser.

    i have always been attracted to women and and am very comfortable with my cross dressing desires. Oddly though, i've always had this "desire" to be a woman. i like being a man and find it impossible to see myself (permanently) any other way. yet when i cross dress i enjoy the...
    quirkysquirt9 quirkysquirt9
    22-25, M
    6 Responses May 11, 2015

    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, T
    8 Responses Sep 2, 2014

    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, T
    11 Responses Sep 14, 2014

    100% straight male crossdresser seeking

    and accepting and supportive girlfriend.
    deleted deleted
    Jan 10, 2016

    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
    61-65, M
    4 Responses Sep 18, 2014

    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
    7 Responses Sep 14, 2011

    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
    3 Responses May 20, 2014

    I am a straight male

    who doesn't crossdres but I have fantasies of being with a crossdresser or Transgender in edmonton
    Scotian5 Scotian5
    36-40, M
    Aug 18, 2015

    My wife is letting me wear one her dresses

    today. I love her so much!
    deleted deleted
    5 Responses Sep 20, 2015

    Private message me if you want to swap emails

    and stay in touch after this EP freeze business takes place.
    CLaquelle CLaquelle
    Mar 26, 2016

    I started out crossdressing

    for a laugh at a party, and realised I enjoyed it. My wife was supportive, and I dressed occasionally at home, but last year, I felt guilty about it, and cleared out all my female clothes. Lately I've been getting a strong urge to dress again, and yesterday, bought a long silky...
    countzer0 countzer0
    51-55, M
    11 Responses Aug 4, 2015

    I have wanted to come out.

    ..my close family knows some of my frends(not many)I just feel like I'm hiding part of myself and lieing to them and I don't like that please give my you thoughts... thank you:)
    Shelly6395 Shelly6395
    3 Responses May 29, 2015

    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
    9 Responses Nov 13, 2011

    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
    56-60, M
    5 Responses Oct 4, 2013

    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
    17 Responses Sep 11, 2013

    I want you to ask me ANYTHING!

    Nothing is out of question
    Slimjimbo123 Slimjimbo123
    22-25, M
    1 Response Jan 18, 2016

    I have been dressing

    since I was 8 and no one knows it! I do it around the house only. I've wanted to come out but just feel like I can't pull the look off!
    lcd6993 lcd6993
    4 Responses Jun 26, 2015
    mat2Robin43 mat2Robin43
    56-60, M
    4 Responses Apr 11, 2015

    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
    2 Responses Oct 13, 2008

    I met with my counselor today,

    and she asked me a very simple but stirring question. The question was "what do you feel when you are dressed as a woman"? It took me some time to respond, but I told her that I feel sensuous, elegant, kind, vulnerable, beautiful inside and out, but most of all just totally...
    parttimelisa parttimelisa
    56-60, M
    9 Responses Aug 12, 2015
More Stories