Dear readers, I’m pleased to introduce Jamie, accomplished crossdresser and author of the transgendered girl’s best friend: The World’s Best Cross Dressing Guide. Jamie has been kind enough to share some of her crossdressing wisdom, as I’m sure we could all use some pointers as we learn how to crossdress!

A girl’s informal beauty lessons and training start by nursery age and by her teens she will already have spent hundreds, if not thousands, of hours practicing and experimenting.  Mothers teach daughters how to dress and how to look after their skin.

Crossdressing Beauty Lessons

Crossdressing Beauty Lessons

Older sisters teach younger sisters how to add volume to lifeless hair. Girls teach each other about eyeliner, nail polish, hemlines and high heels. Therefore, many people believe if a man were not brought up female, he would never be able to join the cult of womanhood since femininity is so complicated. Some men may fear exposing their ignorance if they put anything designed for women onto their male bodies since men did not get the years of training girls get growing up.

Men wear female clothes for a number of reasons. Some men believe themselves to be female trapped inside male’s bodies, some men dress for a sexual thrill, a sexual turn-on, and some men do this to express another side to their personality.

Crossdressing is also a lot of fun. Not just for transsexuals but also for many people in the transgendered community: crossdressers, drag queens, female impersonators, and the simply curious.

Probably one of the toughest jobs a transgendered person has to learn to be accepted as a female when out in public. So, for many crossdressers, crossdressing means much more than wearing female clothing. It also involves acquiring or imitating more complex feminine attributes and behaviors – including posture, mannerisms, and speech patterns. Acquiring such skills can bring great personal satisfaction but is also necessary for crossdressers who want to avoid attracting too much attention while crossdressed in public. Therefore, the purpose of this guide is to help you to pass as a genetic female, to increase the possibility of you being accepted as a real woman in the public.

To pass more convincingly as a woman be sure not to miss other valuable tips in Jamie’s crossdressing guide. Go out into the world and let your crossdress beauty shine!


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I’m passionate about creating a safe space for everyone in the transgender community to find laughter and friendship on their journey. I completed my physical transition in 2011 and through it I lost everything, and gained everything. I am blessed that I was forced to gaze inward and embark on the journey to discover and live my authentic self. My deepest wish is that all who wander here may find peace, happiness and freedom.

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11 years ago

Hello Venessa? I was fortunate enuff 2 2 find yur manuscript sometime ago and regularly refer 2 it for many questions. It IS a great Work.

11 years ago

Hello I am 6`5, 215 I have been doing tapout xt workout program and am looking weight just turned 18 and still alive with my parents please gov me advise on how to dress:)

Miss Cloe
Managing Ambassador
7 years ago

Guide link is no longer valid.

Katie Daily
7 years ago

I need all the help i can get girls

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