Unfortunately for many crossdressers the answer is usually no. Many crossdressers don’t spend enough time enjoying the true diversity of woman’s shoes available. Most of us are just happy if we can find a pair of high heels we can squeeze our overly large feet into. The time we do spend looking for shoes is usually results in a shoe collection that would make a stripper blush.

Now don’t get me wrong I love stilettos as much as the next girl, but it’s difficult to enjoy a day at the park in on 4″ heels. Today I’m going to share with you a few tips for finding the perfectly fitting shoe, as well as some other fun shoe styles to try. If you know all this, and just want to find some great places to buy larger woman’s shoes you can find all the details on the crossdressing high heels page.

Crossdressers – Choose Your Woman’s Shoe Size Wisely

When selecting a woman’s shoe you should pay attention to the two measures of size – length and width. The first of which is the length, indicated by numbers (8, 9, 10, etc.). If there is no width specified it normally means the shoe has a Medium width, which get proportionally larger as the shoe size increase.

The second measurement is width, which you’ll find expressed by letters. AA for Narrow all the way to EE for the widest width.  Confusingly enough you’ll also see width expressed using a different set of letters: N, M, W and WW. They’re measuring the same thing, so a handy way to think about it is:

• Narrow: N or A/AA
• Medium: M or B
• Wide:W or C/D [Equivalent to a Men's medium]
• Extra Wide: WW or E/EE

To find your woman’s shoe size you need to add one size to your men’s dress shoe size (round up if you wear a half size), and take your men’s shoe size width and add one. So a men’s 10.5 medium would end up as a woman’s 12W.

You’ll find that shoe sizes vary by manufacturer, and it’s difficult to find the largest sizes in the store to try on. I recommend that you shop at an online store that gives you free shipping and free return shipping until you’ve figured out your size. Zappos and Endless are two great online shoe stores that do shipping both ways and have a good collection of large woman’s shoes, this page has a list with more stores selling large woman’s shoes.

Two Shoe Styles You’ll Love When Not In Stilettos

Now that you know how to find the right size shoe, I’m going to share two of my favorite shoe styles that are perfect for crossdressers. I know you all have at least one pair of pumps, so I won’t mention those again

Crossdresser High Heel Ankle Boot

High Heel Ankle Boot

The high heel ankle boot is perfect for crossdressers. You get the sexy feel of pumps with the extra support of the boot. The boot helps keep you steady if you’re just learning to walk in high heels, and the enclosed boot makes your feel look smaller. Be careful about boots with an overly pointed toe (the ones to the left are fine). If the boots end in a long thin point your feet will look longer than they actually are, because a few inches of the shoe are taken up just for show.

High Heel Wedge Sandals

High Heel Wedge Sandals

Another great and comfortable choice is a wedge. These high heel wedge sandals are perfect for wearing during spring and summer. The wedge is much easier to walk on than stiletto’s, while keeping you feeling sexy. Watch out for straps that are too tight. Not only will this be painful, it will make your foot look like a squashed sausage – a definite sexy fail.

Other Transgender Posts

• Vicki’s Inspirations for Crossdressing Christians: We Are Not Outside God’s Acceptance (6)
• Linking to Crossdresser Heaven (6)
• Ancient Egyptian Pharaoh was Natural Transsexual (2)
• Am I Transsexual – In The Beginning (36)
• Crossdressers need to be seen to be accepted (3)

OneWorld Maxi Dress

I must admit that I’ve become quite a fan of clothes by OneWorld. I own a breezy summer dress as well as a few tops from them, and I feel joyously happy every time I wear them. The material they use seems to have just the right balance of fun, flirty and flattering along with the keeping you cool during the hot summer. You’ll be happy you gave this OneWorld Dress a try. If you’re not, I think Amazon has a pretty good return policy

After having indulged myself (again) in a fairly large shoe purchase from my temple of shoes, Zappos, I’d be hard pressed not to recommend this nice pair of strappy sandals I bought recently. After walking around most of Kirkland in them the other day, I can say that they’re more suited for ‘looking cute in the sun’ and less suited for ‘crazy urban hiking’. Though I know very few crossdressers who forgo style for comfort. Oh, and they come in a few different colors and are available up to size 13

Softwalk Rosetto Strappy Sandals

So look sexy love!

Other Transgender Posts

• How To Tell Your Wife You Crossdress (3)
• How Big Is Your Closet? (8)
• This Is Your Crossdresser Site (6)
• An Early Valentine’s Day Crossdressing Poll (7)
• Cool or Warm Skin Tone (5)

I’m blessed that a simple trip to the mall can evoke within me euphoric bliss as my inner woman awakens to feed. If there’s anything better than delighting in the purchase of a perfect outfit, it’s partaking in this ecstasy with the one you love. An experience my wife and I recently undertook that had our newly minted Macy’s credit card panting to keep up.

Some Crossdressing Outfits…

One World Flutter Sleeve Top

There are many things I love about Macy’s. Their great deals, stylish clothes and helpful shop assistants are just a few. Not to mention their online store complete with feminine wonders. The thing I love most about Macy’s is how welcoming they are. I’ve shopped their wearing my masculine disguise and en femme. Alone and with my wife. I’ve never had any trouble trying on clothes or getting help if I needed it.

A few weeks back my wife and I piled our arms high full of clothes and spend three or four hours alternating between ‘hunting for the perfect outfit’, ‘trying on clothes’ and ‘searching for just the right size’. I found an absolutely gorgeous flutter sleeve top for myself, as well as a breezy pair of capri pants.

Michael Kors Capri Cargos

Of course, a shopping outing wouldn’t be complete without at least one new pair of shoes. Like many larger woman I struggle to find shoes that fit in regular stores. I used to feel bad about the slim choice of styles for my 12W feet, but ironically enough my wife has a harder time finding shoes that fit her. Perhaps it’s the fates ensuring she leaves sufficient space for my ever growing shoe collection. If that’s so, she’s none to happy with them. Thankfully Zappos rode to the rescue, and we were able to finish our retail weekend purchasing a box full of shoes. Thanks to the loving kindness of the good folks at Zappos we got free 2 day shipping as well!

I found the perfect pair of high heeled wedges. I can’t wait for the heat of summer so I can wear them out with freezing my tootsies off!

So shopping… that is my crossdressing addiction. One that I’ll be happy to treat with regular excursions to my local merchants. How has the diva of discount purchases treated you ladies?

My High Heeled Treasure

Other Transgender Posts

• A Morning Paper Run – In Drag! (1)
• Oh! Life Happens While You’re Not Crossdressing (0)
• Crossdressed Outfit of the week: Looking forward to spring! (0)
• Merry Christmas! (3)
• Susan’s Cross Dressing Success Story – It All Starts With My Wife (4)

Pretty Pink Dress

This week’s Crossdressed Outfit features a lovely feminine short sleeved pink dress. The criss-cross pattern flatters the figure, and the slimming lining helps smooth over any areas that may still be in need of a gym workout.

I must admit that when I first saw this dress I fell in love. It’s flirty without being too short, and can go from breezy daytime wear to elegant evening wear just by adding a jacket and some pantyhose. The dress would make a wonderful pairing with these Bella-Vita open toed high heel shoes. They’ve got a higher 3″ heel, so your legs will be moved to shapely perfection.

If you prefer casual you can pair this dress with a white or nude medium heel wedge, like the Softspot Sadie. As always, at the time of writing all the items mentioned are available in larger sizes (XL or 16 for the dress, and at least 11W for the shoes). I know how hard it can be to find good looking clothes that fit a larger frame, but with a bit of persistence, patience and an eye for fashion you’ll be able to put together some amazing outfits!

Bella-Vita Open Toed High Heel Shoes

Other Transgender Posts

• What does a cure look like? (0)
• Britain’s first transsexual mayor is elected (1)
• Transgender Hope (1)
• Have You Ever Been Outed On Halloween? (11)
• End Transgender Discrimination – Take This Transgender Survey (7)

A Fun Confetti Dress for Spring

Just recently the sun decided to pay us a visit in Seattle – the first such visit in many months. Those of you who blessed to lively in sunnier climates may not fully appreciate the joy and anticipation that a few clear, cloudless days can bring. Spring is just around the corner, and is one of my favorite seasons (along with fall) for crossdressing. The weather is warm enough to wear fun skirts, strappy heels and breezy sundresses. The cloying heat of summer has not yet arrived to bring sweat stains and force frequent makeup fixes.

This week I thought I’d share a cute crossdressed outfit, inspired by the coming Spring. As regular readers of Crossdresser Heaven may know, Crossdressed Outfits are specially chosen to fit a larger frame. All clothes are available at the time of writing in XL (16/18), and shoes in size 11W and up.

Crossdressing in Spring

A wonderful Spring ensemble is this fun confetti dress with a pair of cute strappy sandals. The dress is on the shorter side, so this is a great opportunity to show off your legs – usually one of the best assets for a crossdresser. If you’re feeling a bit self-conscious try this outfit with a pair of tights.

Cute Strappy Sandals

The sandals have a shorter heel just over 2″, so you won’t find yourself wobbling all over the place. Tripping on the sidewalk is a sure way to put a damper on a beautiful Spring day

Don’t forget to put your head up, smile and share the light inside you with all those you meet.

Other Transgender Posts

• Steve’s Transgender Success Story – To Desert Storm and Back (1)
• First Transgender man appointed to the Democratic National Congress! (2)
• Wherever you are, you are still you (0)
• Crossdressers In Pursuit of The Perfect Feminine Figure (13)
• Crossdresser Beauty Lessons (0)