After a Halloween hiatus, crossdressed outfit of the week is back, and I’ve got some great crossdressing fashion ideas to share with you. While I dearly love browsing for a cute skirt, or the perfect top to complete my outfit I’m sometimes frustrated with not being able to find my size. Crossdressed Outfit of the Week features clothes that at the time of writing are available in at least size XL (or 16/18) and shoes available in 11W or larger.
Crossdressing in the Snow
Crossdressing fashion: A mid-length skirt
Fall and Winter fashions are a crossdresser’s dream come true. Gone are the short breezy skirts and skimpy tops that all but scream masculine at your too broad shoulders. One of my fall favorites it the mid-long skirt paired with a good pair of boots. In the fashions shown here the floral skirt (on special at almost $55 off the original price now) has a femininity about it without sporting too small a floral pattern. As you know, small patterns make you look even larger – not something any girl wants 
A Crossdresser's Favorite: High Heel Boots
I love shoes of all types, but I have a particular fondness for boots. My favorite are ankle boots, though in Northwest winters ankle boots will leave your legs cold and wet. This week’s crossdressed outfit features a stylish mid calf leather boot. I’m trying hard to resist buying this one (I just sent back a pair of boots that didn’t quit fit, but even then my lovely wife is looking at my growing shoe collection with … concern).
Have fun with the last few weeks of fall while the remaining few leaves cling to the trees and the snow is held at bay.
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P.S. I apologize for being a bit quiet these last few weeks. Between work, family drama and home projects it’s been a bit tricky to do one of the things I love the most – spending time with the lovely ladies at Crossdresser Heaven.
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Vanessa is a happily married 30 year old transgendered woman from Seattle. It's been a long road to acceptance for her, despite the fact that she has been crossdressing for more than 25 years. Sometimes, when she looks in the mirror she longs to see the girl that lives within her. 
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7 Comments
Lovely combination there, though I prefer a pointier toe on the boots myself
As for the appology… Sometimes there just is not the time to do what you want to do everything that you want to, no appologies required
Thanks for your understanding Stacy. Here’s to boots of all shapes and sizes
HI VANESSA, I LIKE THAT OUTFIT, TOO, THE BOOTS ARE SO SEXY,, LOVE MELONY
Thanks Melony.
I enjoy winter outfits. I like the long skirts and sweaters and jeans and etc and etc.Its just fun to keep changing ones outfits all the time. I like the challenge of constantly looking for new things to wear. Its so easy to become a shopaholic if money was no constraint.I do like that outfit combination of a long skirt and boots.,,,,,,,Here I go again.
haha – at least we’re not alone in our appreciation of shopping
This is a really neat site…..glad i found it …all you gals have great ideas
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