Beginner Crossdressing Tips
We estimate that 30 to 40% of all visits to our retail showroom in Fairfield, NJ are from relative ‘novices’ who have dressed sporadically during their lifetime (possibly from childhood) and come to us because they reach a stage in their life when they want the lifestyle to become a more regular happening. For many this will mean dressing on their own and in private with no wish to go out in public. They may take pictures and share online and interact with other crossdressers or even admirers but for the most part they dress in private and want to keep the lifestyle separate and indeed hidden from their regular ‘male’ life.
For those starting out on this journey of discovery and delight we include some basic tips for the beginning crossdresser with a particular emphasis on easy and inexpensive solutions. We know many clients who can only experience the wonder of dressing up a few times a year so it’s important they know how to put together an outfit quickly since time is often of a premium.
For Volume 1 on this subject we will concentrate on:
- Basic Shaping Garments
- Dresses v Skirts and Tops
- Undergarments and Hosiery
- Shoes
For beginners to crossdressing it’s important to concentrate on easy and cost-effective purchases at the outset of your femme adventure to ensure you have a pleasurable experience. With that in mind all the recommendations we give are based on experience of what will work for most body-types.
BASIC SHAPING GARMENTS: Most body-types require some shaping to emulate a female shape; it doesn’t matter if you are lean or a fuller body-type you will need one or more of the following items to get you started:
Breast Forms: Breast forms do 3 things for the male shape: first of all they make all ladies clothing fit and look much more attractive. Secondly, they help soften the look of wide male shoulders and thirdly, breast forms just automatically make you look and importantly feel more feminine. Unless you have a thing for large breasts then start with a C or B cup so you are proportional. Also, if you go too large you’ll have issues finding ladies clothes that fit. If you can, buy silicone forms since they are the closest to looking and feeling like the real thing. You can spend hundreds of dollars on these but to begin with look for sale items like the Wider Full Teardrop Breast Forms from GlamourBoutique.com that cost from just $19.95 a pair and can be used with regular bras or even adhesives.
Corsets/Cinchers/Slimmers/Girdles: Moving on down the body part of creating an ideal female silhouette is to strive for an approximation of an hourglass figure; that is a waist slimmer than the chest and the hips. This gets more difficult for most with age but there are quick solutions. If you only need to smooth the waist area and lose just an inch then a simple rubberized slimmer or girdle will help. If you need to lose 2 to 5″ then you need a steel boned corset. These take more time to fit when dressing but they are the only garment that can radically reduce the waist area to get the female shape you want. You can buy rubberized cinchers from $10 or an Affordable Steel Boned Corset for just $49.95.
Hip Padding and Padded Panties: As a male you will most likely have very little natural female hip action going on and so need to add here. There are some realistic silicone options now available running in the hundreds of dollars but we want simple and cost-effective here so go for either stand-alone foam pads held in place by good quality pantyhose or a good quality pair of padded panties like the Padded Rear and Hip Shaping Girdle which contours nicely for a natural fem-shape and just needs to be pulled on an off. It also costs less than $50 so is very reasonable.
DRESSES VERSUS SKIRTS AND TOPS: You’ve figured out your foundation garments that will give you an approximation of a female hourglass figure shape and now you want a simple outfit or two that you can dress up. As a beginner remember some of the basics wherever you clothes shop. Male bodies have different proportions: wider shoulders, longer torsos, slimmer hips etc. If you are particularly athletic with a triangle shape body then unless you pad up in the hip area you will definitely want to shop for skirts and tops where you can but bigger tops but a smaller skirt to fit your body-type. Many like to dress in skirts and tops because you can mix and match outfits to great effect. On the other hand dresses are simple and sexy if you get the right shape. For most beginners where shaving the body is not an option then dresses like our basic Little Black Dress for Crossdressers is an ideal solution. It’s sexy, stylish, cut with wider shoulders and longer torso and full length sleeves and high neck to mask hair. If you feel brave enough to venture out to shop at consignment stores or even chain stores just make sure to choose garments with some spandex/lycra in so they will stretch in areas like the shoulder – 100% cotton or polyester will not work for most.
UNDERGARMENTS AND HOSIERY: Most novice dressers we meet cannot suddenly start shaving all over the body as friends and family would notice which could lead to awkward questions. Long sleeve, high-neck dresses will take care of the upper body but for legs some good quality Opaque (full cover) Pantyhose, stockings or stay-ups will not only shape the legs but mask all hair and blemishes. The other essential for a beginner would be a Crossdressing Gaff for tucking the ‘boys’ to get a nice flat front on your dress or skirt. If you don’t use a tucking gaff then you can do the same with multiple pairs of control top pantyhose but that can become hot!
SHOES: Just about everyone we meet wants a pair of high heels and many novices will start out aiming for a 4 or even 5″ shoe. We always say that unless you are well practiced then do your feet and back a favor and start out with a 3″ heel shoe that’s easy to walk in like the Divine Ladies Pump. For sizing the easy rule of thumb to remember is you add 2 full sizes to your male shoe size for closed toe styles and add 1.5 full sizes to your male shoe size for open toe styles. If in doubt call us at GlamourBoutique.com and we’ll make sure you get the right size. If you simply can’t help yourself and feel you must have a 4 or 5″ heel then make sure it has a platforms sole which is much easier to walk in. Other good recommendations for novice dressers are pumps with ankle straps for added security, plain T-strap sandals for the same reason or even ankle boots which give great support. Remember, keep it simple and start out conservatively; you can always get bigger heels once you have practiced. Choose a neutral color like Black with your first pair so it will match with your first outfit. If you start dressing more and buy more outfits then you can think about shoes with color later on.
For beginner crossdressers the number one tip is to buy effective, affordable and simple solutions. If you only dress occasionally then buy good affordable everyday items like the examples above at www.GlamourBoutique.com and take care of them. Store correctly and you will have for many years to come. If not sure where to start then read the articles in our Crossdressing Tips section and follow up with us with any questions to make sure you get the right garments in the right size first time around.
Black nude floral satin girdle – hip and butt pads
Perfectly designed pads for transgender and crossdressers!
http://bit.ly/crossdress_black-nude-floral-satin-girdle-hip-and-butt-pads
Black feminine figure nude floral hip pads
Pads made to fit the trans/CD body form for the most possible see available today!
http://bit.ly/crossdressing_black-underwear-crossdresser-feminine-hips
Women are never accused of crossdressing, or why transgender people are good for feminism
Drag queens are actors!
Ever hear anyone complain about a crossdressing woman?
Me neither.
Women regularly wear “men’s” clothing – jeans, t-shirts, sweatshirts – no one cares.
A woman dressed in a man’s suit wearing men’s dress shoes, shirt and tie would likely be labeled gay or dyke or butch, but she likely would not be accused of crossdressing.
I have never heard of or spoken to a transgender man who has been accused of crossdressing.
I do know a transgender man who was fired when he came out at work as transgender. When his employer thought he was a butch/dyke lesbian, it was no problem.
After a name and gender change revealed that he is transgender – no job.
Still, he was accepted as transgender and not looked at as a crossdresser.
Enter a transgender woman
We often hear transgender women referred to as “men in dresses.” This is especially true when a naysayer brings up the “bathroom issue,” which has, numerous times, been debunked. See page 12 Legislative Gazette.
But even when transgender women are not in segregated women’s spaces, they are very often not acknowledged as women.
Drag queens
Some of the misunderstanding or lack of acceptance of transgender women as women may come from a lack of understanding of what it means to be a drag queen.
Drag queens are performers. They are men who take on female personas in order to entertain audiences. They are not women or transgender women, and they don’t want to be women.
They are actors.
Just as Anthony Hopkins isn’t a cannibal simply because he played the part of one, drag queens are not transgender women simply because they were assigned male at birth and dress as women to entertain.
Another woman in top job or the women’s movement fell short
While traveling recently, I picked up the Delta Sky Magazine. The cover story is about Cathy Engelbert, the first woman to head one of the Big Four U.S. accounting firms.
The article provides these statistics: At last count there were just 25 female CEOs in the Fortune 500 and 51 in the Fortune 1000. I’m not a statistician, but the jump from 25 of 500 to 51 of 1000 does not seem statistically significant.
What is significant to me is that IT’S 2015, and it’s STILL A BIG DEAL when women take top positions.
This tells me the women’s movement has light years to go before we reach anything approaching equality.
The fact that magazine covers celebrate a woman becoming a company leader highlights how far the women’s movement has to go.
The experiences of transgender women and transgender men also highlight where the women’s movement has fallen short.
Easy to forget because we’ve come so very far
Women are allowed to vote, own property, get no fault divorces, and have jobs.
And although women get paid less than men for the same job done the same way for the same number of work hours, women are basically doing pretty darn well compared to where we were before the women’s movement.
Transgender women’s experiences highlight where feminism has stalled
Enter Jon Stewart
The Daily Show’s Jon Stewart pointed out that the media, after welcoming Caitlyn Jenner, immediately began treating Caitlyn like a woman.
Comments such as “so sexy it hurts,” “she is hot” “sexy, boobs” abounded.
“Caitlyn,” said Stewart, “when you were a man, we could talk about your athleticism and business ability,” but now that you’re a woman, we have to talk about your body, and we have to compare you to other women and point out your physical flaws.

Things You Learn As A Straight Guy Who’s A Crossdresser
h and tumble clothes for the boys and pink frilly dresses for the girls. When a male starts wearing the pink and frilly stuff — despite not being gay or transitioning to female — it confuses the ever-loving fuck out of most people.
#7. Tucking Your Junk Is A Delicate Art Form


Honestly, the dance is harder to learn.

Side note: I can now stuff a week’s worth of men’s and women’s clothes in an overnight bag.
#6. Sometimes Sex (In Either Sense) Has Nothing To Do With It


“You’re saying humans are individual beings with varying tastes and personalities?”
“Yes.”
“I … don’t follow.”

“Still no reply … Better send another dick pic to sweeten the deal.”
#5. It’s An Incredible Amount Of Work


With cheekbones as great as mine, it’d be weird not to accentuate them.

“You people work on body hair commission, right?”
“Yeah.”
“Big mistake. Big. Huge.”
#4. Women’s Clothes Aren’t Made To Fit Dudes


“One size fits most,” my (poorly concealed) ass.
#3. Relationships Can Be Complicated


It’s hard to be in the figurative closet when the secret you’re hiding is in your literal one.

It was either the truth, or a fake confession about liquor store robberies.
#2. You Don’t Really Fit In Anywhere


“Did you even pay dues at the last union meeting?”
#1. Pop Culture Has Confused Everyone


It’s not too late to change your poor social and Netflix choices.

20 Things Which every Crossdresser must know about Women!

1. Women have a faster heartbeat (78 beats per minute )
The rate of heartbeat depends on the size of body in general. As women’s bodies are smaller on average than men’s, their hearts beat faster.
This is generally explained by the higher levels of hormone Estrogen in women’s bodies.
It’s not because the better sense of smell. Women tend to differentiate smells better than men and detect specific smells correctly.
The trick is women listen with both sides of brain while men use only left side of brain for listening.
Women can drink the same amount of alcohol but will have a higher alcohol level in blood than men do. Thus, we have lower alcohol tolerance, we are prone to become alcohol addicts sooner than men and suffer more from hangovers. In other words, drinking is not women’s cup of tea.
Yes. Women are that chatty. On the other hand, if they have so much topics to discuss – good for them!
Hormones again are the reason. 60 percent more prolactin in women’s bodies – and we are crying rivers while men remain calm and dry.
Question: Does it have to be considered when making a diet plan?
Now, who said we are not good with math?
Yup, we are that brainy. No more women’s logic related jokes, please.
According to researches, women spend on average120 hours a year looking in the mirrors, over 4 years of their lives menstruating, and approximately one year of their lives deciding what to wear. That’s a lot of busy time, indeed!
Science can’t explain this fact. That’s just how things work transgender.
Seventy percent of women would have a bar of chocolate instead of having sex. Well, it’s not a secret that men need more sex than women. While men enjoy physical side, women enjoy the emotions they get during intimacy. So, does it mean chocolate gives us more emotional pleasure! That is something for men to think about…
The reasons vary from physiological peculiarities, lack sex education, inexprienced partner or wrong positions. The habit of faking orgasm instead of talking with a partner and solving the problem may also be the reason why women prefer chocolate.
Even super models who seem perfect to anyone try to hide some imperfections they notice about their body. Seriously, women are so self-critical.
However, we all know stilettos are not practical, they seem to have strong advantages.