Monday, May 9, 2011

Suits Me Fine

Call me "Jamie." It is not my real name; it’s the name I go by when I dress up like a boy.

I dress like a boy because I am a crossdresser. I prefer male clothing to female clothing. In addition, I try to act like a boy. I want to be masculine, not feminine.

I want to be able to go out in society and pass as a male, but my female characteristics are difficult to disguise, so passing is a tough goal to achieve. I will keep on trying to improve my presentation because I know it can be done.

Many crossdressers have websites where they display photos of themselves crossdressed and many of the photos are very convincing. These females look just like boys, so I know passing is possible. I may not be able to fool all of the people all of the time, but it would be nice if I could fool some of the people some of the time.

Also, there are websites that provide information on how to pass as a male. They describe how to walk, talk, and act like a boy; how to style your hair to look like a boy; what undergarments to wear to achieve a male form; etc., etc. There are also online stores that cater to crossdressers where you can buy everything you need to "express your masculine side."

My crossdressing started around the age of puberty. I don't know where the idea came from; it just popped in my head while I was in the bathroom getting ready to take a shower and there was one of Dad's suits hanging on the shower curtain rod.

That pinstriped suit called my name and I could not resist trying it on. It fit me like a glove. I felt so masculine wearing it and I could not take my eyes off myself preening in the full-length mirror mounted on the bathroom door.

Suddenly, I felt very guilty and was worried that I might be caught, so I slipped out of the suit as quickly as possible, hung it back on its hangar, and took a cold shower.

Since then, I dress in my Dad's and brother's clothes whenever I am home alone.

I prefer my brother's clothes because he is only two years older than I, so he dresses like a boy my age dresses, whereas my Dad's clothes are more adult, i.e., clothing that an adult male wears.

But Dad's wardrobe includes items that my brother's wardrobe does not, so when I dress, I borrow items from both my Dad and my brother. For example, my brother has no suits, whereas Dad has six suits and I guess after that first crossdressing experience in the bathroom, I have a thing for suits.

My favorite suit is one Dad wears when he and Mom go out to a fancy restaurant or to a dinner party. I like it because it has a more youthful look than his other suits, which are more conservative, i.e., the kinds of suits you wear to the office or to church.

Dad claims that that suit is a "channel knock-off," whatever that means? The fabric of the suit is a rosy pink boucle with blue undertones. It has a cropped jacket with four buttons and four pockets and a pencil skirt that’s 20 inches long.

Dad also has a matching pair of pink pumps with a 4-inch stiletto heel; he looks so masculine in that outfit! And, wow, my Dad has great legs; he sure shows them off in that suit with its skirt about four inches above his knees, wearing off-white pantyhose perched on those 4-inch pumps.

Dad is a beautiful male. He is a platinum blonde and always looks great no matter what hairdo he wears. His makeup skills are excellent, too, with huge eyes and full pouty lips.

I try to emulate Dad when I crossdress. And sometimes when I do my makeup just so, I look a lot like him.


  1. AnonymousMay 09, 2011

    There was a time when men's fashions weren't so austere and plain as they are now - say about 300 years ago, when men wore makeup, lacy blouses, tall wigs, and heels.

    So I could imagine in that era there might be girls that crossdressed to look like males.

    Hopefully Andrej Pejic will remain a male and lay the groundwork for makeup and clothing conventions for men. Then there could be an abrupt change in fashions for men.

    Unlike women who have changed their fashions in an orderly fashion, men's fashions have remained static for so long. It's like two earthquake plates sliding smoothly across each other, or in the case of men, locked for years and then there is a sudden earthquake.

    So maybe that fiction account might yet happen!


  2. oh, you are a tease

  3. AnonymousMay 10, 2011

    Very nice.. creative! I like it!

  4. AnonymousMay 11, 2011

    My favorite idea for a party is to have the men dressed as luscious women and the women dressed as men of authority. Maybe some day.

  5. I like your little stories about gender role reversal world.

  6. I like your story about crossdressing in the gender role reversal world.