Why Do Men Crossdress?

why-do-men-crossdress-shoes If you want to know why men crossdress then the answers are below. These have been taken from a survey that was completed on over 400 men who crossdress. As you read through the list you may be suprised at some of the reasons but none the less it goes to show the complexity of the reasons behind why men choose to wear clothes of the opposite sex.

It is very easy for loved ones or close family members to naturaly think that men who crossdress are Gay or don’t enjoy being a man. These assumptions are true for some but for a majority of others could not be further from the truth.

All of the reasons why men crossdress below are from readers of Crossdressing Freedom who completed the survey. Only personal information has been removed.

I Like To Cross Dress Because….

  • I basically think men are a pretty un gamely looking animal and enjoy the beauty of women and looking like one.
  • I enjoy the feel of the materials used in women’s clothes and the feel of the clothes around me. I find it satisfying to present a good appearance.
  • Since my wife of nearly 50 years died I find comfort from cross dressing.
  • The feeling of silky sexy lingerie against my skin is so tactile and i cannot ever get enough of that feeling. Also, when dressed for someone who is going to treat you as the lady you feel you are, the sexual turn on is so powerful the ensuing sex is phenomenal!!
  • It gives me a feeling that I can really be myself as a woman not a man. I enjoy the difference the clothing makes and the makeup no matter how badly I apply it. I feel content inside & would like to spend the rest of my life enema.
  • Very hard question! Not sure why I enjoy it just that I know I do enjoy it! Ok, here goes, I have a very masculine line of work and I’m in charge of much with lots of demands on my time and skill daily, I think to some extent crossdressing allows me an escape from that. I enjoy dressing and feeling sexy, I’m a good looking man and enjoy dressing manly and all but I love the feeling and look of some fine lingerie and fetish attire!
  • It make me feel very good both in and outside and as brought out something that as been held backed due to marriage and being in the military I feel so comfortable when dressed as a female.
  • I love the clothes, I love the way I suddenly feel sexy when I’m wearing them especially stockings and heels and anything that enhances my breasts.
  • I feel better when dressed as a woman and I have confidence now when I go out in fem. I wish I could cross over and be feminine all the time.
  • I feel tremendously calm and relaxed when dressed. It’s almost as though I become a different person with a whole different outlook on life. Cross dressing allows me to feel delicate, meek and sensitive.
  • I’m not sure why. It feels good, relaxes me, an escape, a turn on, different reasons. It almost feels like I’m reliving a memory of possibly a past soul more than a fantasy of pretending to be something else.
  • I enjoy cross dressing as I feel feminine and sensual, and the feel of the clothes on my skin is extremely erotic, I have a fem side I would like to explore.
  • I enjoy feeling feminine.
  • I feel that I am a girl on the inside and crossdressing lets me be the real me.
  • I Love the feel and the way it makes me feel sexually.
  • I started out of curiosity with pantyhose. Then tried on some heels with them and it progressed from there. Since that time I now fully dress and get so much satisfaction from it. I am totally addicted to it.
  • I wish I knew.
  • It feels good.
  • Just love the feel of women’s clothing and much more sexier.
  • Love the feeling of being a different person.
  • Wish I knew!!
  • I just want to be pretty like all the girls and it is very stimulating i just love feeling femme.
  • I love the stretchy feeling of female clothes.
  • For sexual excitement.
  • To go out dress up, looking for a lover and sex.
  • I am a tgirl male to female, that is why I wear women’s clothes, but I do not like men.
  • It explores a real person within me. I get peace of mind.
  • Unexplained.
  • Makes me feel good inside.
  • Don’t know exactly but love to be.
  • Connect with my feminine side and I love wearing wigs, makeup, short skirts and heels!
  • Excitement.
  • It excites me.
  • It really turns me on; I feel like a real woman and would like to do what a woman does with men.
  • I like the feel.
  • I can’t do otherwise.
  • I love the feel of women’s clothes next to my skin, panties, stockings or pantyhose, wearing a bra.
  • Crossdressing is nice and fun.
  • It just feels right.
  • It gives me a sexual thrill.
  • I like the way it makes me feel.
  • It’s really who I am inside!
  • I find when I am all dressed up i get the attention I seek and feel real good wearing dresses and female apparel when with other men…straight or otherwise…
  • If I had to do my life all over again I would have told my mother about it and would have asked her to help me to transition to a true female.
  • It gives me a lot of peace, joy, and serenity! My life is in harmony when I cross dress.
  • It makes me feel whole and beautiful.
  • That’s the question I don’t know.
  • Because it allows me to be who I want, when I want for as long as I want.
  • Well I don’t think of myself as a Crossdresser, I’m a person that was born in the wrong body! I always conceder myself as a woman, just with a little extra….
  • Because honestly I want to become a girl and I like wearing plastic headbands nylon miniskirts short gowns acrylic pastel colored panties and heels.
  • I have always thought I should have been born female.
  • I feel more at home when I am Sam I have done this since I was young.
  • It’s the clothes the shoes just totally enjoy being dressed. The fabrics just everything. If it was accepted I would dress 247.
  • I love the feeling I get from dressing up.
  • I like the feel of soft satin against my skin. When I crossdress it brings out my inner female within me.
  • I love the feeling of being a woman.
  • It gives me the freedom to be who I want to be when I want be them. I love the feel of the clothes and the way heels make my legs look fab. But most of all it completes me.
  • I’m feeling free to do what I want, its give me great pleasure.
  • I like the feel of women’s clothes around me and the contact with silky fabrics. I feel relaxed when dressed.
  • To find myself like a woman.
  • The feminine lingerie, baby dolls, dresses and make up just feel so nice, and puts me so at ease.
  • I love the clothes makes me feel good.
  • These types of feelings are hard to describe with words. For me it feel’s normal to be able to wear what I feel is more appropriate and comfortable.
  • Thrills.
  • It relaxes me; I feel that I am finally expressing who I am inside. When I am stressed or depressed, doing my makeup, dressing up, calms me, relaxes me and though I may still be stress, or depress, I feel less troubled, more at ease, ready and able to confront and over come whatever is troubling me. I feel that the masks we must wear in society is gone, stripped from me and that the real me is now in control and ready and able to function at her fullest.
  • Fun.
  • I find dressing exiting, relaxing and fun.
  • It turns me on like crazy, I love feeling sexy and submissive. And I look pretty hot!
  • It makes me feel complete! I even enjoy sex better too!
  • It makes me feel great all over some times it sexual and sometimes it is not.
  • Because I like woman’s clothes.
  • My best explanation is that I love women and wish I were one! But if I were, I’d definitely be a lesbian. I think another contributing factor is that I’m an exhibitionist and women can get away with more things than men!
  • I can’t, I don’t know.
  • Just like it.
  • The sexual thrill??
  • The feel.
  • I just need to.
  • Because my brain says to do it…………..
  • Makes me feel sexy.
  • Since I love grisliness and girls beautiful clothes I like cross dressing.
  • It relaxes me.
  • It makes me feel warm and cozy. I like the feeling of being soft and cuddly as well as being kind and considerate.
  • It feels cool.
  • The feeling! I feel all my feminine side alive. My Wife does not approve so I hide it. The act of getting dressed and made up in totally half the fun.
  • It relaxes me by putting me in a gentler frame of mind.
  • I like the way womens clothes feel.
  • I love the feeling.
  • It’s a form of expression for me.
  • I feel very satisfaction when crossdressing. I give up all my tension while doing that.
  • I enjoy it a lot.
  • Love the entire process from showering to final makeup.
  • Makes me feel complete.
  • I don’t know.
  • It puts me at ease as I truly am a transgendered person.
  • I just love it.
  • I love to feel like a girl.
  • It makes me feel complete.
  • I find a peace and serenity when dressed. I’d like to be a girl, next life maybe.
  • I like to cross-dress to relieve stress. I love the way I feel when I am wearing women’s clothes.
  • I just like the feeling.
  • For sexual release.
  • I just feel more comfortable in woman’s clothing.
  • Makes me feel comfortable and very at ease.
  • I’ve always felt very fem. I have very fem lips and eyes even a skinny little body I started dressing long ago but got more into it over the last few years! I have been thinking of taking hormones but I’m a little scared about it.
  • The feel of the items and the exploration of the female/feminine side of my sexuality.
  • It gives me a relaxing feeling and I love the world of womanhood.
  • I consider myself female. I feel totally normal dressed as a woman. My best friend is a post op girl. I have been this way my entire life’s identify with women more than men and would rather do female activities than male activities.
  • It makes me feel comfortable.
  • I’m relaxed and love lingerie.
  • I love the feel and i love the clothes and it makes me feel good.
  • I love feeling feminine.
  • Feel comfortable
  • Hmm…
  • Inner exotic feelings in my groin.
  • Looks feel and being in a strange world.
  • Just like to do it. Can’t explain it to good, it’s not that I want to be a boy but I enjoy crossdressing as a hobby with another friend who also loves it.
  • It is comfortable to me and looks nice.
  • I love the feel of sexy garments and it allows me to become someone else for the period while I’m dressed.
  • I’m feel good wearing a dress.
  • Feeling sexy!
  • Because it makes me feel nice and feminine.
  • Just for pleasure, the feel of the cloths, it makes me feel so good. When I am dressed I feel like a different person, I look in the mirror and see a beautiful person, and when I am not dressed I do not want to look in the mirror.
  • I don’t know if I enjoy it, it’s something i have to do!
  • I feel at ease.
  • I like being pretty and looking like a girl.
  • I feel as though i look and feel prettier when I am crossdressing. I would love to have the confidence to actually go out in public and get shopping without being noticed.
  • Make me feel good.
  • Sexual turn on.
  • Feels good and erotic.
  • It makes me feel better in myself.
  • Love it.
  • Because is part of my personality.
  • It’s in me.
  • Feels sexy, I’m not gay though.
  • Relaxing.
  • I have no idea; I just know I have to. I feel a compelling need, and experience a sense of ease and excitement while dressed.
  • The feeling and the risk of being caught.
  • It is fine.
  • I get turned on.
  • It just makes me feel at ease, and occasionally excites me.
  • I love the way I feel when imp dressed.
  • Fetish/sexual pleasure.
  • I guess you would describe me as a fetishist. I am completely heterosexual. I enjoy being intimate with my fiancé but also like wearing female clothing.
  • Compulsive need to look pretty.
  • I feel like I’m a girl some times I feel I have big boobs and I feel like a woman.
  • When I dress as Claire, I enjoy the feeling of not having a care in the world. Also when I dress and on a weekly basis, I completely dress from head to toe, wig and make up included.
  • I often wished I had been born female.
  • Sexually stimulating.
  • I like to softness and it gets me excited.
  • Great feeling.
  • Its fun and I enjoy the style and feeling of the clothes. Mainly the breezes when you have a skirt and the tightness of certain articles (mainly undergarments and jeans) While I do get erections, I don’t masturbate and I don’t get near my peak while dressed either.
  • I enjoy feeling the power and attraction of being feminine.
  • I like the embrace of the soft fabrics against my skin.
  • I love to feel sexy, famine and the excitement.
  • When I figure it all out I will write a book. But really it just makes me feel right.
  • Looking, feeling, and acting like a woman turn me on sexually.
  • It gives me a sense of wellbeing and a sexy feeling.
  • Two reasons: I feel more relaxed and special. And I like the role of femininity.
  • Makes me feel good and turned on.
  • I find that cross-dressing enables me to be a more tolerant person, being in touch with my famine side helps in our marriage, my wife’s understanding makes my cross-dressing a wonderful fulfilling experience.
  • It makes me feel pretty and sexy.
  • It relaxes me and excites me just feels natural.
  • It allows me to express myself in the feminine way that I desire.
  • Love the feeling of the clothes and it make me feel good all over when I wear panties. I wear panties 24/7 event in my male clothes.
  • It feels great.
  • I enjoy the feeling and freedom dressed as a woman.
  • Don’t know. I just do.
  • It makes me feel like a girl and sexy.
  • Turn on.
  • It jests feels right, puts me at ease. It is how I should be.
  • I enjoy cross-dressing because it really allows me to express how I feel inside. It helps me to feel like a complete person and also enables me to explore different sides of my personality.
  • I love the feel of silk on skin, the way my legs look in heels, just love dressing up from head to toe.
  • Feel beautiful like girl…
  • Chloe brooks

    For me its all the above I do it because its who I am, it feels good I love the feel of womens clothes next to my skin all though I don't get a sexual thrill its far more deeper than that I love the fact that when I'm dressed I truely believe I'm am woman and it is who I am and was ment to be

  • Bubba9_3

    I feel like I should of been born a female and I love being in thongs, miniskirts, high heels, bras, tight shirts, and wearing make up, I was put in a mans body but I’m female

  • Joann

    There is nothing that feels any better than wearing silky underwear, panties,pantyhose etc. Women don’t appriciate wearing the these cloths as some men do. I feel so good when I’am fully dressed head to toe with make up and the works. I envy all women

  • Jane christine

    I love dressing fully as a woman, I go out shopping with lady friends and I have male friends who dress fully and we go to bars and clubs(we are straight) but just enjoy showing our feminine side , when we are out we meet males, females, T girls, gays, and we get on great with every one, I just feel normal when I am dressed and i treat it as a hobby…….my neighbours know I dress where i live and are easy going about it,some of my lady friends find it a turn on when i am dressed and things have gone further,dont knock it till you have tried it,some of you will be pleasently surprised…

    • Dean944

      Well said my wife and I are exploring the experiace of me dressing up for her and both find it quite a thrill

  • Taylor

    I dont really know why? its a hard question, but i think i can put it down to several things:
    - my dad was never around for me when i was younger so i had no real male role-model to follow, so i just had my mum.
    - It allows me to feel like a different person, so i can forget the rubbish ive had in the past.
    - To “try” and experience what its like to be a girl. May sound strange this one, but i bet we’ve all wounderd this at some point.

  • josh

    Hi im only 17 but i cannot help doing it. I feel better about my self ok there are loads of things wrong with me so I think i’m meant to be a girl but god obviously did not want me to be one. I like to dress up as much as I can. I do like men as well so but i get turnd on by womens clothes so I don’t know whats up with me but I like being a lady all the time

  • Dan (aka Dana)

    I’m gay. My voice is also naturally high-pitched, so its great. Straight guys make out with me, then they’re hooked. They don’t even notice I’m male.

  • dsnowhill

    it gives me a chance to be someone else for a while i dont have to worry about the house or the bills or anything just have fun and be someone different for a chance i love dressing and forgetting all about everything except having fun

  • Alexis Marie

    I like dressing up because it makes me feel really good and it turns me on at the same time haha

  • Matty

    I just can’t resist all the pretty soft, silky, lacy, flowery things! To awaken on a day off and instead of putting on just the typical jeans and t-shirt, I peruse my selection of lingerie, skirts, blouses, and dresses, put together a cute little outfit to wear around the house and in the garden and just enjoy being a girl for a while. Besides, why should the girls have all the fun?

  • Mimi

    My husband and I have both been sexaully abused by people of the same sex, as children but were unaware that it was this wounding in our past that drew us together. I have been aware for some time that he cross dresses but only in the past 12 moths have I come to the reaslization that this behaviour is somehow directly related to the abuse. He was packraped by a group of homosexual men who befriended him in his early career, for this purpose. Don’t tell me this brutal and treacherous act would not have profound impact on a young persons life. I know it has in my husbands life. We are body, soul and spirit so what happens in one area will impact for good or bad the others.

    I’d encourage those who are dealing with cross-dressing issues to look into their past for any incident – even a one off seemingly insignificant same-sex abuse incident – and to trace this event and see if there is a link – emotional, mental, sexual, that ties them into this compulsive behaviour. I believe it’s a way of the subconscious trying to integrate the abuse with the present circumstances.

    To be healed I believe there needs to be a acknowledgment of what’s happened, a releasing of the pain by sharing it with a trusted other, then forgiving the abuser/s.
    As Jesus said “forgive us our sins as we forgive those who sin against us” Only then can these experiences be integrated, understood and enable you to move on and to function and fulfill your God given role as a man, made in God’s image.

    The world needs more men – not sexually confused victims of unresolved same-sex childhood sexual abuse. May God guide your journey and bring you healing and wholeness as the man he created you to be. :)
    ps – He loves you just the way you are – but he loves you too much to let you stay as less that He created you to be.

  • Brianna

    I wear womens cloths because i consider myself a women and the cloths makes me feel so good and happy.

  • Nathan Jacobsen

    Well, when I was eightteen, I wasnt a virgin by the way just hadnt been real intimate, I met the sweetest, sexiest, most innocent and pure tiny little thing I had ever laid eyes on. Before I was having sex because all my buddies were and thought I had to keep up. I honestly never had feelings for any of them till her. Anyway, I wanted nothing more than to kiss, hug, lick, etc. I was ready to do all the really intimate exciting things I had read about or seen on TV. I went to her appartment EVERY day for two months catering to her and trying to win her over as she was the most desireable little thing I had ever seen. She showed me interest or I wouldnt have kept coming back. However she would never show any interest in going to bed with me. Finally one night she mentioned she had this huge tatoo on her outer thigh to her waist. I asked to see it. She then unzipped her tight jeans and pulled them down to show me her leg (tatoo). She had on a flowery pair of SATIN String Bikini Panties (which by the way are still to this day my favorate. Any ways, I never knew that I could be so excited over seeing some panties but I was. I was instantly erect and went into her bathroom to masterbate because I was so excited about those panties and how sexy her ass and hips looked. When I went into her bathroom I noticed a pair on the floor. Of course I felt creepy but I had to put them on. Oh my god it was the best feeling I had ever felt to stroke myself with that satin and my ass felt so sexy. So for the next several years I had bought different styles and colors and matierals. Remember I was eighteen, When I turned about 23 I finally told her, yes the same girl, we had a child by then. she got so excited she made me put some on and take her right then and there. It was the most exciting sex we had ever had. I am now 34, still with her, we have 4 kids and still have the best sex life a guy could ever ask for. Oh yea and I almost ALWAYS wear solid colored String Bikini Panties, even to work. Love em! And of course we wear stockings and bras too. We have multiple orgasm porn star sex every night and have been together for sixteen years!!!! I just feel sorry for the dudes that cant share it with someone.

  • Nathan Jacobsen

    I Love feeling sexy! I love sex with women, Just want to feel as sexy as they look!!

  • Rhonda1948

    My wife is a female to female person.Cross dressing with her I feel accepted by her.As a male she always is indifferent to me.As a female she trusts me more.We shop together for panties and bras.I haunt gone beyond panties and bra.

  • Chester2u

    I  think womens cloths are so soft and warm and colorful not like the drab mens stuff womens cloths have way more vibrant colors and textures i esp love all kinds of lingerie bras panties camisols shorts capris blouses skirts shoes  could go on  an on  as far as the bras i have natural breasts and i need to wear a bra i cant go topless at all so even in the summer i have to wear  a t shirt womens of course or a bikini top might look a lil different but would a woman go topless  dont think so i am a 36b and proud of it

  • nikki

    If it feels good then do it who is it hurting anyway mebbe a lil expensive cause womens cloths cost a lot  and if your like me i have every thing you could imagine

  • jenowen

     
    My wife is away for the weekend, and oddly the kids are elsewhere, i am alone with her panties, and just can’t resist their allure.   I’ve  seen them so silken upon her, with gentle pleading, they call for my touch. i love her for more than  her wardrobe, though her panties entice me so much.   But simply they can’t leave the closet at least with no blouse or a skirt, and maybe some stockings or nylons, and a wondrously soft undershirt.   Society says it’s not proper, for men to be clothed in such frill, but i don’t want to wallow in men’s dirty ways, or bask in the stench of their swill.   Please ladies, please understand me, You’re to be admired in every light, God’s gift to men is what you really are, but your clothing is stronger than might,   i want to feel clean and free from men’s will but to do that i need to be like you. Independently having  a say so, Free to make choices, but still   It is  the only way, that i know to relate, and to feel the acceptance it brings, so i may slightly understand women, and feel included in feminine things.   YES, I know its a bit of a turn off, for you to think of  me wearing tights  i don’t mean to infringe private female concerns, but you won when you fought for your rights,   With this shift in the balance of power, what women were once forced to do men will now do in submission to them but truly are the clothes the issue?   The whole world is changing around us, and every cartoon will suggest that the more feminine man is the standard and that he should be wearing the dress   Where once men had imposed their comforts for selfishly carnal desires ‘twas their want of control and dominion that proved they were mostly all liars   High heels were designed with men in mind for the discomfort felt in their stride but  women became so attractive in them , that lust was controlling men’s pride   So why do you ask would men do such a thing? well, women just do things to men, clothed in such delicate lovliness that’s why we want to be more like them   We don’t mean to shirk our commitments we love you with all of our hearts but we’re just ashamed and we’re jealous for we’ve noticed we’re missing some parts         Please do not look down upon us with despising indignant disgrace we just want to feel the embrace of your love while we’re the ones dressed  in the lace   If women wear pants in the family We will yield to them the control We just want the feminine comforts That come with the redefined roles   We do not mean to insult you But really when push comes to shove We are merely withholding our weakness from you For fear you’ll withdraw all your love.   Right now I am wearing your panties and would love to be wearing much more if only ‘twas (our) little secret I don’t think I could ask for much more   if you could only try not to judge me and permit this indulgent desire there’s  nothing I wouldn’t do to bring pleasure to you. Be it most anything you require be it tight leash or a collar,  threat of being exposed, or giving up fear of detection i’d tell you the truth in a heartbeat. To no longer fear your rejection   May I tell you the truth? May I trust you? In the hopes that you will not betray? And tell all you know just to find out What degrading things others might say?     All that I need I can find in you For you are the love of my life And if you want control I will gladly swap roles And willingly I’ll be the wife   That is why men dress like women, And many men wouldn’t admit To secretly loving your closets for fear of your having a fit I’d rather be collared and captive Bound at the feet of my bride Than be subject to cruel  pride and arrogance  From self-seeking men who decide
    That I’m of a lesser status
    Oh, so much lower than them Made to do what they want by decisions And used for amusement and whims Every harsh word that they’ve spoken, Words with intention to hurt Words  of decrading resentment Has caused me to hide in your skirts Made to do what they want by decisions And used for amusement and whims Every harsh word that they’ve spoken, Words with intention to hurt Words  of decrading resentment Has caused me to hide in your skirts Passionately intimate Is love’s tenderness and care If only you’ll be tolerant What sweet honesty we’ll share But I never even perceived you to be a Threat or potential harm I want only to love and embrace you And hold you in satin clad arms I seek only shelter and safety I trust you to love and be kind Yes dear I’m wearing your undies and sincerely i hope you won’t mind  By Jennifer

  • madeline

    I`m in my 50s and I`ve been crossdressing since I was 12. My lady friend who is older than I accepts it and she lets me keep my femme clothes at her house.  She especially likes to see me dressed as a Frech schololgirl. She even calls me Madeline. I never really had a femme name, but I love it! I generally dress conservatively, and I love lingere, stockings-not pantyhose, corsets, girdles, swimwear, long dresses and skirts, and evenng gowns. I HATE to wear pats.

  • Jason

    Hi , I’m not sure. But I think I just like the clothes and it makes me feel good inside and out. I’m not as into it as most others as in , I don’t really wear skirts and dresses. But I do wear girls clothes everyday and I love the way it make me feel. I also feel I’m ment to be pretty.

  • Fahed_sexy41

    I like crossdressing simply because women are more beautiful than men, their clothes are also much more beautiful than men clothing. beauty is a woman and i love beauty.

  • Chrisduguid83

    I like the feal of womans cloths and when I ware a bra it makes me more complete as a person

  • Jessica in nm

    I have done it since I was young. I introduced dressing up to my wife and also other types of sexual activities need not to say. I am not gay by any means but I thoroughly enjoy all of it and dressing up for my wife makes me feel very sexy but I am another closet cross dresser. I do hope one day I can gain enough confidence to go out in public.

  • Charlie

     When I dress it makes me feel free and alive. I cant wait for the day I can go full time and be treated as a girl.