Learn how to pass as a woman

Have you been out dressed in public before?

If you have you probably know the fear that comes with taking those first steps out into the world, and the constant anxiety of being read. Passing in public is the holy grail for crossdressers, but too many see it as an impossible challenge far out of reach. It doesn’t have to be.

On Crossdresser Heaven you’ll find many articles on how to crossdress – you’ll learn about the importance of smiling, how you carry yourself and the subtle cues that give your secret away. What you wear can be just as important as your mannerisms and voice. As you browse the site you’ll find advice on how to choose the appropriate clothes, as well as where to find larger size clothes and shoes that will fit you better.

If anything stands out about our community it is the sisterhood that we share. We learn and grow together – our mistakes and discoveries make it easier for those who follow to blossom. So instead of writing another article on how to crossdress, I want to hear from you:

What works for you? How do you ensure that you pass in public? How do you react if you’re read?

I encourage you to take a moment to share some of the wisdom you’ve acquired in your journey. It might just be the distinction that a new girl needs to get her started.

Advice for how to pass as a woman

From the Crossdresser Heaven community: – scroll down to the comments to see the advice and add your own!

EnFemme

More Articles by Vanessa Law

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sammy magdaleno
sammy magdaleno
8 years ago

When i crossdress i go to the cemetery or to a public park & i usually wear a short sexy flary floral skirt with a pair of satin panties underneath my skirt & a long sexy auburn red wig. I always pass for a sexy woman bcuz i aways get stares & whistles especially from the mexican workers at the cemetery so i usually bend over a little to get a closer look at a plot & the workers always get behind me & all of sudden start digging for weeds as they’re looking up my skirt trying to see… Read more »

Joann1947
Joann1947
8 years ago

I like to go out in my car and flash truck drivers they like it and it really turns me on next time I am going to try to get one to stop and I will see what happens

Ariana Merona
Ariana Merona
7 years ago

OMG that sounds so hot!

lisa
lisa
8 years ago

i like to drive around at night in a tight sweater, i use water balloons for boobs cause i like the way they jiggle, full make-up and a wig and of course my high heels. Sometimes i’ll stop and walk around not far from my car just so i can hear my heels on the pavement. I like how you always have to adjust your bra straps and pantyhose. It’s funny how as soon as i step into my panties my penis knows to turn into a clitty, and it won’t turn back till i get home and pull my… Read more »

Gabby
Gabby
7 years ago
Reply to  lisa

I too luv to drive around dressed up, showing cleavage , I tried to pull up next to bus drivers or truckers showing my cleavage and Sexy legs, makes me feel naughty and really sexy

Sharelee
Sharelee
8 years ago

I have been out several times in Newcastle city centre by day and the metrocentre ( once). Apart from a few rude and ignorant ‘amazon’ women, most people are ok when they realise I am not a real woman. I still have to be aware of groups of young lads, but most times I can see them coming and avoid. I have found that dressing down in flat shoes, but still with a short skirt and thick tights with a little more subtle make up, helps me to blend in and not get embarrassingly noticed. I have a big nose… Read more »

Gazzmen
Gazzmen
8 years ago

Gone out fully dressed twice both on halloween one to the store got ,lots of smiles not passable once to a gay friendly neighborhood very exciting

Janine' class='avatar avatar-64 photo' height='64' width='64' />
Janine
8 years ago

I have been going out dressed for a couple of years. The more that I do it the easier it is. The hardest thing for me was getting makeup to look right. Finally I decided to go out dressed and go to a mall and find a store that offers to do makeup. I was extremely nervous about doing it but once I got to the mall and went into the JC Penny’s I found what I was looking for. There were three girls who worked there who did makeup and only one of them was busy. Taking a deep… Read more »

Erica
Erica
8 years ago
Reply to  Janine

Next Wednesday I am planning for a morning and afternoon and getting out! I made an appointment to go to a Spa and have them do it! I can then change there an be on my merry way. The price is $35 and I think that’s reasonable. How much to tip?

Karri Roses
Karri Roses
6 years ago
Reply to  Janine

Great story, Janie!! I commend you for having the courage to ask for help in putting on makeup. I think if I did what you did, I would do it on the other side of the city where I live so no one I know would recognize me.

Laura
Lady
5 years ago
Reply to  Janine

I’ve been considering going to a department store and having the makeup reps do my makeup as well. I’ve never been out in public and this would be a major accomplishment for me.

John
John
8 years ago

I love to walk around the house in my sundresses when no one is home or go outside on the back deck. I’ve never tried just driving around at night or anything else

Amanda
Amanda
8 years ago

I usually only go out dressed at Halloween, Mardi Gras, or to a fetish ball. So about three times a year. I spend months anticipating. I went out with a lesbian friend once to a club. That was fun, but I didn’t pass. I don’t think I could ever “pass".
I ,do, wear womens shoes most of the time, and I shave my legs. The shoes are mostly unisex type such as penny loafers or knee boots that I wear under my jeans.

Smiles
Amanda

Toni Ginamaria
Member
Toni Ginamaria
8 years ago

My first outings back in 1990 were to gay bars hair dressers and shops out of town. I would go out Dressed As a Boy DRAB first and later in the day in DRAG. My spidey sense was off the charts, but as nothing bad happen and what did I could handle, I became more relaxed. I got drinks bought for me doors opened and cigarettes lit propositioned by some, other times I would attract admirers that would hang around and look down at their feet and talk awkwardly till I would take the lead and flirt and reassure them.… Read more »

tina Smith' class='avatar avatar-64 photo' height='64' width='64' />
tina Smith
5 years ago
Reply to  Toni Ginamaria

great advice!!!

Laura
Lady
5 years ago
Reply to  Toni Ginamaria

Love the advice!

Sallysim' class='avatar avatar-64 photo' height='64' width='64' />
Sallysim
8 years ago

My first outing was with my girlfriend just a few weeks ago. We went to the local 24 hour supermarket after we finished work at midnight. I was a bit apprehensive at first but then began to feel so at ease as we shopped for clothes etc. Nobody there including staff gave me a second glance, if they did I didn’t notice. Except one of our customers in the pub saw us and called me by my drab name but even he didn’t make a big issue of it. We’ve been out a few times since and I’ve been out… Read more »

Debbie
Debbie
8 years ago

Hi everyone! Just thought you might be interested in knowing I have been dressing secretly for years (I’m 68) now on hormones. I have started going out dressed ln Newcastle upon Tyne for the last few weeks at night to bars in the gay area. I do not pass yet but it is getting better each time I go out. I love it it feels so right.I am married and my wife knows and shops with me.However my grownup children do not.

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