Crossdressing Photography Basics

The basics in crossdressing photography are the same as the basics in all photography. Get creative, try different things and think outside the box. You should also wear a lot of makeup and huge breast forms.

As Robert Jordan once said: “There is one rule, above all others, for being a man. Whatever comes, face it on your feet.” Of course, sometimes a man has to face whatever comes while on his knees. Sometimes a man may even have to swallow his pride, among other things. Every picture tells a story so use a fast shutter speed.

Linda Zoe

Linda Zoe

What’s New in Men’s Fashion?

Not much really, men tend to wear the same things year after year. Jeans, t-shirts and boots may be boring but they’re comfortable. Make no mistake though, there is a big difference between fashion and style.

As Oscar de la Renta said: “Fashion is about dressing according to what’s fashionable. Style is more about being yourself.”

Men's Fashion 2017

Men’s Fashion 2017

Men in Mini Skirts

There is a comic in today’s paper called Speed Bump with a father and son shopping at the mall. The caption says: Remember son, we’re men. We walk in, we buy, we walk out. No browsing.

Linda Zoe shows that stereotypes are made to be broken wearing an adorable white mini skirt, seamed stockings and white high heels. Remember, you can try on outfits all day long and you don’t have to buy anything.

Tip: always ask the sales girls how you look, some men just don’t have the legs for a mini skirt.

Linda Zoe

Linda Zoe

Trap Model Behavior

Karolina Meelee (possibly not his real name), is a self proclaimed trap model and sexy crazy gender bitch. I know nothing else about him or his trap, but the man does know how to take a great photo.

Note: if you wear a white blouse its very easy to blow the highlights. Too many men make that mistake.

Karolina Meelee

Karolina Meelee

Selfie Tips For Men

These tips are from an article called How to Take a Selfie Like a Male Model, so whether you want to be one or date one take your best shot.

  1. A selfie is only a selfie if (surprise) you are taking a photo of yourself. A photo taken by your girlfriend or co-worker isn’t a selfie.
  2. Stage your shot. Make sure there’s something cool or interesting sharing the photo with you, like a plane, a limousine, a baller hotel room, the backstage area at a fashion show, or your really cool friends.
  3. Find your light. Make sure your face is being lit in a flattering manner. Avoid being backlit unless for artistic purposes, in which case that’s so creative!
  4. Smile, squint a little, show off your abs, wave, give us a peace sign, or pull your best “blue steel.” Whatever you do, do something. Nobody wants to see you looking constipated alone in your office. Which leads us to the last selfie rule.
  5. Have fun. The most important lesson male models can teach us is how to live our best lives. Say, for example, you’re at an after-party in a Milanese castle. Go out on the balcony with your friends and capture that moment. Then go eat a shitload of prosciutto and tweet about it.
Selfie Tips For Men

Selfie Tips For Men

Real Men Carry A Cute Purse

There are several advantages of carrying a smaller bag, but the main one is that its lighter. By the time you pack all your stuff into a large handbag it can weigh twenty pounds or more, which is tough on your whole body.

You don’t need to carry everything everywhere. Sure, its nice to pack extra makeup, pantyhose, condoms, tissues, books, binoculars, a full size camera and lenses, handguns, tasers, and even your Chihuahua, but its not necessary.

Marie Kondo wrote The Life-Changing Magic of Tidying Up, which has absolutely nothing to do with purses, clutches, shoulder bags, crossdressers, transvestites or sissies, but she’s making a fortune. Its about determining which items spark joy. So put the dog down, grab your purse, throw in your lipstick, condoms and tissues and go to town.

Britney Smith (possibly not his real name) really nails it with his little bag and is ready to do whatever it is he does.

Britney Smith

Britney Smith

Creative Crossdressing Photography-The Wall Pose

Since you go to all the trouble of dressing up as a girl from head to toe, take some photos that you can be proud of and share with friends. There are hundreds of articles on posing but its always a good idea to think outside the box and try something different.

Here is the stunning Swiss Tabby (possibly not his real name), totally nailing the ‘Wall Pose’ as it is know by fashion and crossdressing photographers all over the world. The key is not to look directly at the camera or the photographer. This lends an air of mystery, and the pose tells a story.

Is he an international spy working for the government? Is he part of a security team investigating a string of lingerie robberies from local clotheslines and laundry rooms? Is he looking for the ice machine in an upscale hotel, and if so, how does he like his Martini?

Do you see my point? We don’t know, we just don’t know what exactly is going on and why. And this is what makes a great photo.

I think author Thomas Moore said it best: “It is only through mystery and madness that the soul is revealed.” Yes.

Swiss Tabby

Swiss Tabby

Blonde Ambition

In this classic photographic study titled Blonde Ambition, the adorable Chloe Dresser (possibly not his real name) expresses the existential dilemma that all men must eventually face. As Jean-Paul Sartre said; “Man is nothing else but what he makes of himself.” Yes.

Chloe Dresser

Chloe Dresser

Playboy Bunnies Are Making a Comeback

The tightly corseted Playboy Bunnies, with rabbit tails and ears, will soon be back in business in New York City. Three decades after the original Playboy Club closed in Manhattan, an apparent victim of changing American tastes and views on women, a new one will debut later this year in a hotel a few blocks from Times Square.

Former Bunny Kathryn Leigh Scott has fond memories of the old New York club: “It was an opportunity and it was fun. You put your school clothes in a locker and put on a satin costume.”

The always beautiful Rachel Greene (possibly not his real name) demonstrates how to rock a bunny costume with style and class. As J. Edgar Hoover once said: “If you can’t have fun dressing up in a satin bunny costume then maybe you should wear a suit and a badge.”

Rachel Greene

Rachel Greene

Professional Crossdressing Photography Tips

Professional photographers agree that all men look great in a cheerleader uniform. Note: if things get hard with all that attention on you think about football. Ready, and go.

Nicole Buxton

Nicole Buxton

Creative Sissy Photography

This is Tania Sissy, a sissy maid now living in France. He has a beautiful collection of very creative photos in all kinds of cute outfits and masks. His other interests include music and gardening.

“A garden to walk in and immensity to dream in-what more could he ask? A few flowers at his feet and above him the stars.”

Tania Sissy

Tania Sissy

Tania Sissy

Beauty Apps For Crossdressers, Transvestites and Sissies

I read a very interesting article in the N.Y. Times today about the Chinese beauty app Meitu. You’re probably more interested in trying it than reading about it so here is the gist of it:

“Meitu gives its users the power to create idealized versions of their real-world selves and share them with others. Its makers say: Our mission is to make the world a more beautiful place.” Seems kind of sad in my opinion but check it out.

Meitu Beauty App

Beauty App

Beauty App

Adziana

Adziana Crossita (possibly not his real name) is from Perth, Australia and he is absolutely adorable. This is his mission statement:

“I’m just a happy go lucky girly boy that loves all things feminine and also blokey stuff too. I’ve had no surgery or hormones, and live my daily life as a man.”

He may or may not be a sissy but that’s his business. When you look this cute all dressed up you can be anything you want to be. As a matter of fact, anyone can be anything they want to be at any time. Write that down.

Adziana Crossita

Adziana Crossita

Back to Basics-Crossdressing Photography

The internet is full of photos of crossdressers, transvestites and sissies, most blurry and badly lit. Don’t be that guy.

Think composition, color, light, and probably most important, use a tripod and self timer. Or ask someone to take your picture while you concentrate on your pose. Consider asking the girls next door, and if you really can’t find anyone else, order a pizza and ask the delivery boy. Tip well.

Note: the tip does not necessarily have to be money. Use your imagination.

Back to Basics-Crossdressing Photography

Back to Basics-Crossdressing Photography

The Creative Crossdresser

I put together a new Pinterest board called Lingerie For Men, and it wasn’t as easy as you’d think. Out of hundreds of great photos of beautiful women in lingerie only a few stood out. Only a few were really different, or what I think of as creative.

Yes, they were all gorgeous, and they were all wearing incredible pieces of lingerie in pretty colors, but most had the same expression and pose. Either they were sitting in a chair, often backwards, leaning against a wall, or lying on a couch or bed.

The same is true for the thousands of photos of crossdressers I see all over the web, especially Pinterest. So these photos are meant to give you some ideas and inspiration to try something new, rather than take a quick selfie in your bathroom.

For example, many of you don’t want to show your face so you blur it or crop out your head. The photo below is a fantastic example of a way to do something different, something creative that you’ll be proud to show your friends at work and post online.

As Ansel Adams once said: “There are no rules for good photographs, there are only good photographs.” OK that’s actually a bit confusing, but take what you can from it.

Lingerie For Men on Pinterest

Lingerie For Men on Pinterest

Lingerie For Men on Pinterest

The Prettiest Boys on Pinterest

One of them is certainly Laura Wayland pictured below. His Tumblr page reads: Bienvenue à tous, moi c’est Laura, j’ai 23 ans et je suis une Tgirl (non hormoné / non opéré) depuis mon plus jeune âge. Ici vous trouverez mes photos. Passez une bonne visite!

That’s French for: Welcome everyone, my name is Laura, I am 23 and I am a Tgirl (not hormoné / non-operated) from a young age. Here you will find my photos. Have a great visit!

Quand on a pas ce que l’on aime, il faut aimer ce que l’on a.

Laura Wayland Tumblr

Laura Wayland

Laura Wayland

Crossdressing-out of the closet and into the living room

In the old days, most crossdressers would simply put on a pair of panties and prance around the house. Then maybe, just maybe, they would get very brave and add stockings or pantyhose, a bra and a dress.

On a few occasions they might even put on a cute wig, makeup and nail polish, maybe even high heels, but rarely did they take pictures of themselves and share them with the world. Though the times they are a changin, and now you can easily find thousands of photos of pretty boys and men in panties all over the web.

I’ve put together a select group of my favorite crossdressers from Pinterest in two new boards: Pretty Boys and Men in Panties. I think this will give you a better perspective of just how many men like to dress up as girls. You might even want to begin taking some photos of yourself and spread them around.

Note: these two boards are repinned from the manly men of Pinterest, so some of these “girls” might even be actual girls, or maybe they became girls, its very hard to tell sometimes.

Update: I found out that this photo is Shemale Pornstar Nicole Ribeiro, so not quite your average pretty boy.

Pretty Boys on Pinterest

Pretty Boys on Pinterest

Pretty Boys on Pinterest

The Top 3 Reasons To Shoot A Transvestite

So you invest in a new camera and lens, and decide to take some amazing photos. You study photo blogs, watch videos, and read books about light, color and composition.

But what to shoot? Sunsets? Rainbows? Yellowstone National Park? Think again.

Rangers in Yellowstone National Park recently rescued a tourist who was trying to take a photo. All he wanted to do was take a great image that he could show his friends and family. But as he tried to get the right composition, he fell backwards off a cliff and by sheer luck got wedged in a small crevice in the Grand Canyon. They said he was lucky to land where he did because he was at the top of a 200 foot drop.

He would have been better off asking the park rangers where the transvestites hung out and have them pose. Here are the top three reasons to shoot a transvestite:

  1. You will probably not fall off a cliff. Most transvestites do not like heights.
  2. One of the first things you learn about photography is to try to tell a story, it rarely gets more interesting than a man dressed as a woman.
  3. You don’t have to sit and wait hours for the perfect light. Put him in a chair and ask him to smile, all transvestites love to be photographed.

Sure, you can go the traditional route and hike for miles into the woods or mountains in the middle of the night, and wait for a perfect sunrise. But as Ansel Adams, possibly the most famous photographer of all time once said: “A good photograph is knowing where to stand.”

Every picture tells a story

Every picture tells a story

Crossdressing-The Decisive Moment

The Decisive Moment is a term coined by famous street photographer Henri Cartier Bresson. Basically he felt that the moment is fleeting, meaning that once you miss it, its gone forever. Understand that he was photographing things like people jumping over puddles.

How is this related to crossdressing? The decisive moment in this case is much more complicated. Your priority is still very much about timing, but timing for you probably means is there enough time to do your makeup, paint your nails, dress up, remove your makeup and nail polish, and then put everything away. And what about perfume? You dab on a bit of Daisy by Marc Jacobs and now your bedroom smells like a flower shop! Which is not a bad thing, but you might be expecting your friends later for poke her (poker).

Yes timing is everything and the moment is always fleeting, but most guys I know have their dress up sessions down to a science. The key is to relax and enjoy it even if you only have an hour or two.

As for a quick crossdressing selfie, take an extra minute to set it up. Experiment with different poses and backgrounds. After all, you’re putting in a lot of effort, and when you look at your photo collection in your seventies you’ll wish you took more.

The Decisive Moment found on Pinterest

The Decisive Moment found on Pinterest

Reconsidering Sissies

Reconsidering Sissies is the name of a new board I found today on Pinterest. This is his mission statement:

“To be honest, I’ve never been fond of Sissies association with my leaning toward the feminine…and to my innate sense of carrying both a male and female sense of self. But, coupling that with my submissive nature, I’m beginning to warm to the idea. So, this board reflects my coming to terms with the Sissy inside.”

Alrighty then. Go to my Pinterest page, log in and click on the boards I follow to see everything from Gender Benders to Pretty Boys. Literally thousands of photos, many of them not men dressed as women but women that almost look like men dressed as women. I’m currently following over 200 boards, some of which have probably been removed by now.

Feel free to follow me and if you start your own board behave yourself.

Teresa Bowers Pinterest

From Reconsidering Sissies on Pinterest

From Reconsidering Sissies on Pinterest