WORLD OF CROSSDRESSING: Why do men crossdress?


Why do men crossdress?

Girl friends and wives want to know.

Why do men crossdress?

Why does my husband crossdress?

How can I make him stop crossdressing?

The unfortunate truth, is that there is no simple, one line answer to these questions. If there were, you probably wouldn’t be reading this article, and the debates on this topic would be silent.
In my personal experience, the fascination with woman’s clothes started when I was very young. I must have been about four years old, and I remember going to great lengths to procure and then wear my mom’s nightie. My most vivid memory is as a teenager, nervously buying a pair of pantyhose from a local supermarket and then wearing them home under my pants.
I felt (and still feel) a need to wear woman’s clothes, and I can’t quite explain where it comes from. The media like to think of cross dressing as a sexual perversion, and so naturally they see the desire to cross dress and purely for sexual gratification. The problem with this theory is that when I (and many others) first felt the desire to cross dress I didn’t know what sex was.
Many cross dressers I’ve asked describe the need as ‘feeling more comfortable wearing woman’s clothes’. This is sometimes (but not always) coupled with the desire to be seen as a woman. To not just dress like a woman, but behave like one as well, to wear make-up and otherwise pass as a woman. There are others who cross dress for sexual excitement. The need to cross dress is indeed a spectrum.Why do men cross dress?
That still doesn’t answer the question why do men cross dress?
Marcy proposes a few interesting answers to this questions.
One argument is that transvestism of cross-dressing is a way of offering a challenge to society’s preconceptions about gender. Some men cross-dress because they are unhappy at being men. Others didn’t mind the male state, but also like to put on women’s clothes occasionally. Some men cross-dress simply to make a passing social or fashion statement, and some because they have emotional needs that can only be met by the comfort that wearing women’s clothes gives them.
Yet the true reason why men cross dress remains somewhat of a mystery. It is intensely personal, often confusing and sometimes guilt ridden. I’m hopeful that as society grows more tolerant of diverse gender expression we will see more cross dressers and transgendered stepping forward to share their stories. Without the need to justify their behavior, and no longer shamed by society perhaps we will be better able to answer this baffling question.
Comment and let me know, I would love to hear- why do you cross dress?


  1. I grew up with 2 sisters which gave me a huge collection of up to date fashions. By the age of 16, I would wait for everyone to go to bed then go down to our basement where I kept my stash of my sisters panties, bras, skirts & tops, pantyhose, dresses, high heels, perfume, nail polish, bracelets, earrings, necklaces & makeup. I would get completely dressed, my favorite outfit was a blue velvet, long sleeve, back zipper, mini dress which I wore my sisters blue, open toed, 4 inch high heel pumps with it, I just loved sliding my sheer energy sun tan pantyhose over my hair less legs then looking down to see my dark red polished toe nails peeking out of my heels. After doing my makeup & putting my shoulder length hair up in a bun, I would polish my finger nails, put on my earrings, bracelet & necklace then spray myself with perfume. I then went up stairs & would sneak out the back door. I would walk around for hours, I loved it when guys would pull up & ask me if I needed a ride. This night I took a big chance, when I heard a car coming, I would walk across the street so the driver could see my legs & heels, this guy pulled along side of me & asked if I needed a ride, I walked a little closer to his car & told him that depends, he asked me, depended on what, I don't know why but I told him it depended on if he would have a problem giving a ride to a boy who wanted to be a girl, without a pause he said he didn't have a problem. I walked over & got in his car. As we drove, he was asking me questions, like, do I just dress as a girl or do I do all the things real girls do, I told him I didn't know because I never was with a man before, he said lets park & see if you like being a real girl. We parked by a baseball field & he put his arm around me, I leaned my head back so he knew I wanted him to kiss me, when he put his tongue into my mouth, I went nuts, I reached down & started rubbing his cock thru his pants. It didn't take him long to get hard, he told me to take his cock out of his pants, so I did, I really liked having his cock in my hand, it felt normal to me. He started licking inside of my ears & I loved it. He stopped licking my ear & asked me if I wanted to try putting his dick in my mouth, I leaned over & started licking his dick, after I got his dick all wet, I took the head of his cock into my mouth. Little by little he was putting more & more of his cock into my mouth, it didn't take me long before his pubic hairs were hitting my nose, he started pumping faster then he said he was going to cum, he told me to swallow all of his cum, he really didn't have to say that, I wanted all of his cum down my throat. His first spurt hit the back of my throat, I took all of his dick in my mouth, I wanted every drop of his cum in my mouth, he kept shooting load after load, I just kept swallowing. He soon stopped, I let his dick slide out of my mouth, I seen his cock was covered with cum so I took him back in my mouth until I cleaned off every last drop of his cum. He held me in his arms & told me I was a really good cock sucker. I asked him if he would come back tomorrow because I wanted him to fuck me, he agreed. I dated Dan for two years, I loved giving him blow jobs, I loved the taste of his cum. I owe my great cock sucking skills to Dan, I love you Dan.


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