Learn to Crossdress in 19 Steps

Here is a Blast from the past from our site owner, Vanessa. Published originally on March 3, 2008

 

The first time a man puts on a dress he looks like – a man in a dress. In our minds we picture ourselves as dainty, feminine and gorgeous, but we’re actually a man caught wearing girl’s clothes. Looking good as a woman is a hard thing to do – just ask any lady who has spent an hour doing her hair and makeup!

If you’re just looking for some quick tips on what to wear the first time you cross dress then my previous article is the right place for you to start. If you want to look fabulous, and pass as a genetic woman – then read on!

There are seven aspects to looking great and passing as a genetic woman every time:

Visit Transgender Heaven
  1. Wearing clothes that make you look good
  2. Making sure your curves are in the right places
  3. Feminine body movement
  4. Hairstyle that feminizes your face
  5. Natural makeup
  6. A feminine voice
  7. Loving who you are as a woman

Do we want to look like men wearing dresses?

NO! If you’re like me, the image you hold of yourself is as a beautiful movie star, not a guy in drag. The truth is that we can all look and feel beautiful – but it takes some work. Over the next few weeks I’m going to share with you some of the secrets to looking like the woman you see inside – to cross dress for success.

If you’re eager to look fabulous today, I highly recommend Lucille’s Stepping Out Secrets. You’ll get all the tips and tricks you need to be the woman you are, and complete your male to female transformation! I used Lucille’s resources when I completed my transition many years ago, and she is the real thing!

Learn How to Crossdress

Learn How to Crossdress and Step Out

Before we get started though, I want to share with you the biggest mistake men make when they wear woman’s clothes. This is probably the number one reason why cross dressers fail to pass, and end up looking like a guy in drag instead of a passable woman.

Before I share it with you, think for a moment on how you picture yourself as a woman. Let me guess, high heels, short skirt, dramatic makeup and plunging neck line. Am I right?

The biggest mistake the transgendered make is that:

When men cross dress they try to look like a whore

Not many woman would be caught dead wearing 6″ heels and a mini-skirt that barely covers their panties. Yet cross dressers try to dress like this – they’re dressing as their own fantasy girl. Take a tip from genetic woman – most of the time they are dressing for their girl friend, or to impress other woman. They are trying to out do other woman, not fulfill a man’s sexual fantasy.

Even if you’re lucky enough to have all the other attributes of a woman, if you dress like a whore you will stand out.

In the first lesson (coming next week), I will teach you how to wear clothes that make you look good, so you can cross dress with confidence.

EnFemme

More Articles by Vanessa Law

View all articles by Vanessa LawTags:
5 2 votes
Article Rating
103 Comments
Inline Feedbacks
View all comments
zythe
zythe
12 years ago

umm.. hey. i am 13 and i dont know about stuff so… im just going through puberty and im having bits of urges to put on nail polishes and female clothing but im not sure. i want to stay a guy but i have conflicting emotions. i dont know what i should do. so far ive stayed away from the clothing but i wanna know. shoud i CD or stay like this. i want an answer that isnt bias ex. “yes! ive had lots of pleasure and its soo fun!you shoud CD!" i want a proper anser!

Chuck Cargo
Chuck Cargo
11 years ago
Reply to  zythe

You need to talk to a professional—guidance counselor or close family member. Stay off the web at your age, a lot of nuts looking for victims…GOOD LUCK!

Anita
Anita
11 years ago
Reply to  zythe

Crossdressing doesn’t necessarily mean you don’t want to be a guy. There are a lot of straight men comfortable in their own bodies who just want to wear women’s clothing. My boyfriend’s one example. He loves dresses and skirts and wants to wear them, but it’s an urge that has nothing to do with his sexuality. I agree with Chuck, you should talk to someone about it. It’s best to look for someone who’s had these urges before. Good luck with everything. =)

Kim
Kim
11 years ago

Hi I’m sort of new and really confused but all this support helps thank you all soo much

surf brands
surf brands
11 years ago

Aррreciаtіng the dedіcation you put into yοur webѕite and detаіled infοгmаtion you prеsent.
It’s great to come across a blog every once in a while that isn’t the ѕamе outdateԁ гehashed іnformatiοn.
Fantаstic гeaԁ! ӏ’ve saved your site and I’m аԁԁing your RSS
feeԁs to my Goοglе account.

Lyndsey R
Lyndsey R
11 years ago

I have to get rid of my deep voice my belly fat and have been on hormones for 4 years. I am afraid to go out in public in a dress but I really want to express myself sometimes. I wear women’s underwear, jeans and tops and have real long hair and little makeup but still feel like i am in drag. I absolutely hate men’s clothing and their attitudes and won’t do them. For me it’s not about the dress its about the way i feel and boy do I get talked to like go back the way you… Read more »

mdlrchambers
mdlrchambers
11 years ago

I am a 26 year old and i whant to be a girl whean i was 6 i knew i whanted to be a girl and whean i was a teen i had everything i needed to be a girl whean i was in my room at nite by myself whean my dad found my stuff he beet me and told me he would not have a fag in the family i turned to drugs becus of this just so i would have a excuse to dress up and be me that lead to a 5year incarseration and now that… Read more »

steve
steve
11 years ago

I have allways wanted to crossdress ever since i was fourteen looking at those older teen girls in a sears catalog all dressed up in short skirts nude hosery and heels as tme went by going to work on the bus feeling shitty wishing i could go home and sleep reading the news paper nothing but bad news skipping to the sports my favourete teams are losing every thing is bad news i go to the comics and even they don’t make me laugh when i get to the blondie comic strip and see mrs. blondie bumstead all dolled up… Read more »

mdlrchambers
mdlrchambers
11 years ago

I live in milwaukee wisconson and i whant to finde a like minded friend so that i can be myself around them and not be judged if anyone knows whear i can go to meet another person like myself pleas let me know mdlrchambers@live.com

divya
divya
11 years ago

I, myself Divya is a secrare crossdresser. My problem is that I donot get time to make progress to be female becouse every time my family members around me. I always dream about this . Please help me.

Augasteen
Augasteen
7 years ago
Reply to  divya

hi divya i m a cd admirer if u like we can be friends. I will provide you place for cd. i m from hyderabad.

maya
maya
11 years ago

am a student in college, i feel like a girl more than a boy, i want to crossdress in puplic but my culture prevents me doing this , i use yahoo massenger to express my attitude being a crossdresser,

raleanshot
raleanshot
11 years ago

i feel like a woman traped in a mans body need help to start crosssressing

103
0
Would love your thoughts, please comment.x
()
x
Subscribe To Our Newsletter

Subscribe To Our Newsletter

Join our mailing list to receive the latest news and updates from Crossdresser Heaven.

You have Successfully Subscribed!

Log in with your credentials

Forgot your details?