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I Have Worn Women's Shoes

for crossdressers who have done this 822 People

    New Black Flats

    Last Friday I wanted to go out dressed. Decided to wear my new black flats from Lane Bryant. They had a neat silver buckle (non functional). After showering I stepped into a matching beige bra and beige panties. Then black tights and a black dress. Stepped into the shoes and...
    jml2000 jml2000 56-60, M 1 Response Sep 1, 2013

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    Im starting crossdressing any old dress skirt

    wigs shoes will b a big help i can pay for post if u wish
    crossdresskatie crossdresskatie 22-25, M Dec 8, 2013

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    Flats

    My first pair of womens shoes that I purchased were flats and I was surprised that they were so comfortable. When I walk in them I make that classic sound of women walking. i have since added high heels and am are getting used to walking in them
    Iamsue Iamsue 41-45 Feb 26, 2011

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    Wearing The Real Estate Agents Ballet Flats

    About 21 years ago my wife and I had decided it was time to move from the city into a more rural area. I was making good money in sales and it was time to leave our starter home and upgrade. We had decided on an area about an hour from the city where we lived and knew we could...
    jamie50 jamie50 51-55 2 Responses Nov 26, 2013

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    So Many Shoes To Choose From

    I grew up with 2 older sisters and my mother. They dressed me since I was little and the shoes that were available as I got older-WOW. I got all the shoes my sisters no longer wore, flats, pumps, sandles, loafers and heels. Then I started to get my moms old heels which were...
    femboy4u femboy4u 22-25 4 Responses Apr 22, 2011

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    fercrox fercrox 46-50, M Apr 6

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    No More Mens Shoes

    I started to wear female sneakers (keds) when my wife begged me to let her go to Las Vegas. Deal was she had to buy me a pair of keds. I have not looked back. Slowly I got rid of all of my mens shoes. I even have womens dress shoes that pass off as mens but if you look close...
    sneakerlover1 sneakerlover1 56-60, M 1 Response Jul 9, 2013

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    My Closet Is Full Of Womens Shoes

    I am a 45 year old male who owns about 10 pairs of mens shoes and 200 pair of womens. I try not to buy mens shoes unless i have to for business. I wear womens casual shoes as much as possible. I have found many styles which I can wear as a male and get away with such as Asics...
    Deedeeteevee Deedeeteevee 41-45, T 5 Responses Jul 5, 2011

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    They Look So Nice

    I like wearing women's shoes. Most of them are easy to put on and wear. I like to wear pumps most of all. I like the added height I get from wearing them. I only wear women's shoes at home. I do have a pair of women's tennis shoes I wear when I am out shopping. I like to wear...
    Adam59 Adam59 56-60, M 1 Response Mar 30, 2013

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    As a crossdresser myself I'm really interested

    on buying Women's Sandals made of Patent/PVC with heels in Black. As for Women's Shoes I usually wear a Size 11M. Yesterday I went to Kmart to look for Women's sandals and I found exactly what I wanted, but I'm thinking about buying that pair later. I was able to try on the...
    deleted deleted 26-30 3 Responses Apr 17

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    Shopping

    I wore a pair of plain black lace-up ankle boots with a 2 inch heel and 10 denier hold-up stockings under my jeans whilst doing my weekly supermarket shop.  I was in the place an hour and walked up and down every aisle.  I dont know how, but ...
    teather teather 46-50 2 Responses Feb 22, 2010

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    Buys Ladies Tall Boots

    Last weekend i decided to go shoe shopping for some black tall ladies low heel boots. I went to Aldo shoes first because i know they do carry some ladies styles in size 11. Because it was Saturday there were 3 salesladies working and one lady customer in the store. As it was that...
    Brandie1960 Brandie1960 41-45, M 18 Responses Sep 24, 2011

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    That's All I Own

    Womens shoes are all i've worn for years.I wear them dressed as a male or female.Highheels shoes,boots or flats.I wear whatever i feel like,depending on where i am going.
    cindyloulove cindyloulove 56-60, M 3 Responses Jan 11, 2012

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    I Still Wear Them

    When I was young, my sister and I we were playing dress up, an I have to say that the game itself wasn't hurtful, actually it was in a way how I discovered that I was attracted to the patent leader, there is something about the shine of those shoes that I think is really cute...
    Car12345 Car12345 26-30, M 3 Responses Aug 18, 2012

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    Wearing Women's Shoes Whenever I Can

    I have many pairs of women's shoes and boots. My wife only wants me to wear flats but she is slowly accepting me in boots and even some short heels. A few she has even approved for me with a 1" heels. I wish I could wear higher but so far my wife will not give in. Even my...
    cddude75 cddude75 51-55 7 Responses Jul 14, 2013

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    A Small History About Me And My Love For Wearing Heels And "Womens Shoes".

    For as long as I've been able to walk, I have ALWAYS loved wearing high heels. The look, the style, the feeling, it is something that I have always been loving to do. My story starts way back then, since I was able to walk, way back in the very early 1990s. I always found...
    converselover110 converselover110 22-25 2 Responses Mar 2, 2013

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    Like many who share this experience,

    I was fascinated by women's shoes as a child, and I went through the whole phase of trying on my Mom's shoes (both heels and flats) as well as other female relatives. As I grew older, my fascination grew more pronounced to the point that I finally bought my first pair of shoes...
    esthr009 esthr009 46-50, M 7 Responses Jan 27

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    Please Help Ladies, I Need New Boots

    hello ladies, I have a problem, last month I went shopping for new boots. I felt that I was due a new pair. I walked en drab into Nine West and asked the SA for help, she had me try on several pairs of shoes and two pairs of boots. none fit that were comfortable enough for me so...
    lindad378 lindad378 51-55, T 6 Responses Jan 8, 2012

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    New Shoes!

    Went out with my wife tonight. I was wearing women's jeans and a polo shirt. We walked into Cathy Jean which was having a big sale on summer shoes. I was surprised my wife didn't complain when I asked to try on a couple pairs. I tried on a pair with 3 inch heels which is much...
    cddude75 cddude75 51-55 2 Responses Aug 3, 2013

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    Warning !!!!! Wearing Women's Shoes Can Be Addictive!

    This is a picture of my collection over 10 years ago and I have since purchased another 40 pair, I have so many now that it would take several hours to get them all out and get another picture, then put them back. I just recently purchased another 4 pair. 3 pairs of Ellie heels...
    jamie50 jamie50 51-55 6 Responses Dec 30, 2012

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    I Bought One

    I was so desire to worn a pair of heels this months and finally I bought one on the net. it is a short boot with about 5cm heels.but material is so cheap. some how this is the first pair of heels that I can put my feet in easily. harf a year before I bought a pair which was...
    Nuwkov Nuwkov 22-25 Mar 10, 2010

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    A Very Old Story Of Outlet Mall Shopping

    This is a story of an experience I had almost 15 years ago wearing women's flats... I had the day off so I decided to do a little "gender-bending" at an outlet mall about two hours away. To begin I had to dress as a shopper... White turtle neck, women's jeans, Hanes soft-touch...
    BrennK BrennK 41-45, M 2 Responses Dec 30, 2012

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    Every Day!

    Thank you DSW, Rack Room Shoes and Payless!So many shoes and so many I like.And the sales seem to happen at just the right time.Flats, chunky heels and spike heels ... each have their place.Oh, yes! It is women's shoes each and every day for me.The latest for work, business...
    Josie06 Josie06 56-60, F 1 Response Jul 8, 2012

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    I Wear Ballet Flats

    First of all, I am not gay or a crossdresser, but I do have a love of women's flats, especially ballet flat with a very low or no heel. I wore my first pair of girls flats when I was 12. My parents bought a pair of patient leather flats for my younger sister whose feet were a...
    yeongju2010 yeongju2010 51-55, M 6 Responses Sep 22, 2012

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    I've Worn Girl's And Ladies Shoes All Of My Life, Even While Wearing "menswear" Style Clothes.

    Although i had agreed to discontinue hrt and living as a (t)gurl completely after the kids were old enough to notice. I've never had to change my wardrobe to men's clothes and men's shoes. Even my work clothes are really women's shorts, pants, or jeans, and all my shoes are...
    AlanisAlicetoo AlanisAlicetoo 56-60, T 3 Responses Aug 13, 2011

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    Payless

    is my favorite place to buy my heels because they always have my size (12 womens) and they are very friendly and helpfull to me. of course i always go en femme since i now live fulltime as a female and i wear my heels every single day, weather i am going out or not, they are just...
    Mizsuzy Mizsuzy 46-50, T 4 Responses Nov 29, 2011

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    Like It Was Nothing

    So yesterday I had to pick up a few things from WalMart and as I shopped around the store I decided to look at the new arrivals in the shoe dept. Now I like to shop early in the morning so the store isnt too crowded , there were not many shoppers when I was there so I got brave...
    isinitgreat isinitgreat 41-45, M 6 Responses Mar 20, 2012

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    Men Who Love Womens Shoes.

    Here is an article explaining why men like to wear womens shoes. Let me know what you think. http://wizzley.com/men-who-love-womens-shoes/#comments
    FlatsFetish FlatsFetish 36-40, M 5 Responses Oct 21, 2012

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    Nursing Clogs

    I've written about the Body Shop before (no not that one) in my local area. I was shopping one day and found clearance nursing clogs that fit.  The shoes were in blue and lavender.  Well, I just had to have both pairs.Tried them on and they fit.  Great, sold!  Been wearing...
    jml2000 jml2000 56-60, M 3 Responses Aug 1, 2012

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    Why does the garment industry hate women?

    Why haven't clothing and bra sizes been standardized. Shopping is a nightmare in the woman's department. Each brands size fits differently. I could be a five, 3 or 7 in jeans and dresses. Shirts are a little easier. I can just eyeball those. The reason I buy clothes every five...
    NotApplicable NotApplicable 22-25, F 2 Responses Jun 19

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    I Love Heels But...

    hii I am a 15 year old gay male and I love to crossdress, I like to wear all types of shoes like girls converse, boots, ballet flats, ankle boots etc however I also love to wear heels because they are one of the most feminine pieces of clothing and I love feeling girly. But the...
    Geohow Geohow 13-15, M 1 Response May 17, 2013

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    Shoe Story

    I love wearing women's shoes when I can. One time around Halloween, I decided to use holiday to my advantage. I went into a shoe store wearing blue thigh high stockings underneath my jeans and sneakers. I was very scared and almost left the store. Then the lady in the store...
    deleted deleted 26-30 Mar 12, 2012

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    DonnaSt DonnaSt 66-70, M 4 Responses Jun 1, 2013

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    Shoes, Shoes, Shoes!

    Women's shoes are my favorite thing to wear.  Platform pumps, boots, round toe pumps, heels with ankle straps, clogs, mules, even ballet flats all are in my wardrobe!  Even like to wear lower heel boots in guy mode.
    denisegurl2 denisegurl2 46-50, T 3 Responses Feb 10, 2010

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    Size

    Crossdressing found a nice sexy pair of heels but hard to get my size n dnt wana go in shop to buy womens shoes n clothes ect ne help plz xx
    crossdresskatie crossdresskatie 22-25, M 4 Responses Aug 11, 2013

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    Related Experiences

    does anyone else feel free, sexy, and delightful when they put on women's clothes
    susanwarfie susanwarfie 41-45, M 9 Responses Jul 17

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    My latest pair of flats. Tesco F & F black and white pointed flats. Love women's flats.
    hh4evry1 hh4evry1 36-40, M 5 Responses 2 days ago

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    I do not just wear one item of cothing at a time. Like just womens underware or nylons, even though I love them. I go for the total experience of wearing a full set of womens...
    Jessica1967 Jessica1967 41-45, T 2 Responses Jul 11

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    In the late 60's I was a teen boy who discovered and wore for the first time MASCARA, I was hooked. My girlfriend, future wife, was delighted that I was ok with more makeup and on...
    CdKimmi CdKimmi 61-65, M 3 Responses Jun 29

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    However I wish to date a women who can accept my defect. Hanging out together as women will be very interesting
    SisiNanda SisiNanda 31-35, T 7 Responses Jul 6

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    Sleeping booty my wife's sexy booty
    Solobox Solobox 46-50, M 2 Responses Jul 3

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    My wife's lovely like bottom do you like.
    Solobox Solobox 46-50, M 2 Responses Jul 4

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    After underdressing in bra and panties for several years, I decided to venture out fully dressed to a distant city to do some shopping. So, I left home fully dressed and madeup...
    DonnaSue10 DonnaSue10 66-70, M 2 Responses Jun 30

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    Almost all of my female attire is second hand! I go to Garage sales a great deal. I have purchased; second hand panties, bras, slips, pantyhose, skirts, blouses dresses, and...
    OhioSissy OhioSissy 51-55, M 1 Response 4 days ago

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    So this was my last day of driving with my instructor. I've improved quite a lot. For the past three days, students were taking me home with the instructor. I would expect to have...
    Dapperness Dapperness 16-17, F Jul 3

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    I am very unhappy. I have a Masters from a very good university, some work experience too. But no job. I took a risk and moved to the other side of the world for a promise of an...
    Tourmaline13 Tourmaline13 22-25, F 2 Responses Jul 10

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    I love womens farts iny Face but i cant find any is their any out their anymore. .
    fartsnifferforlife fartsnifferforlife 22-25, M Jul 6

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    I love womens farts iny Face but i cant find any is their any out their anymore. .
    fartsnifferforlife fartsnifferforlife 22-25, M Jul 6

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    Every night I wear nighty and during day time also I wear nighty under my pant and shirt while going out.
    lingarielover lingarielover 31-35, M Jul 8

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    In my state, the Republican controlled legislature recently enacted statutes prohibiting physicians from advising pregnant ladies on certain options pertaining to their pregnancy...
    HStoner HStoner 51-55, M 3 Responses Jul 11

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    Any of you ladies care to elaborate? First trailer of the movie here: http://blog.sfgate.com/dailydish/2014/07/24/fifty-shades-of-grey-watch-the-super-sexy-first-trailer-now/
    Spanishintuition Spanishintuition 46-50, M 5 Responses 3 days ago

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