Why Do Men Crossdress (for Crossdressers and MTF Transgender Women Transformation)

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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.

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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.

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  • 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!!

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  • 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.

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  • 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.
  • 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.

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  • 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
  • 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!

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  • 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.

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  • 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.

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  • 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…

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