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I Have Worn Women's Shoes

for crossdressers who have done this 859 People

    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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    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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    Disturbedheels Disturbedheels 26-30, M Oct 1

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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 26-30 2 Responses Mar 2, 2013

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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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    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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    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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    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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    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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    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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    Making Friends at Payless.

    .. Don't be afraid guys..."TRY THEM ON" Those are the three magical words my favorite sales associate, Maribel told me in 2010, and they still ring true four and a half years later. To this day she remains a great friend. The sales associates at Payless will appreciate you...
    esthr009 esthr009 46-50, M 6 Responses Sep 15

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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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    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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    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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    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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    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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    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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    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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    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 7 Responses Dec 30, 2012

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    Disturbedheels Disturbedheels 26-30, M 1 Response Sep 4

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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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    I have worn and own many pairs of woman's shoes.

    And have now lived in most continents and trust me the conversions are still annoying. Best not of advice is to try them on before u buy or buy them try them and return if the don't fit. (That's what I used to do when I was much younger). Now other than for work I'm always...
    SophieSeal SophieSeal 26-30, T 5 Responses Sep 2

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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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    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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    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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    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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    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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    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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    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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    More often it is boots

    rather than shoes
    ib14fun ib14fun 41-45 5 Responses Aug 6

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    fercrox fercrox 46-50, M Apr 6

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

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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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    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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    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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    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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    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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    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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    Related Experiences

    I've done a lot of cross-dressing but I also do some hybrid stuff. I've since started referring to myself as a jane-girl (the opposite of tomboy) and I feel really comfortable...
    beccareuno beccareuno 26-30, F 2 Responses Sep 23

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    I think Women's Flats are the sexiest shoes and footwear ever created! I have a footfet**ish and I love seeing the tops of there feet out the shoes and how the shoe fits nicely on...
    Fetish4life Fetish4life 18-21, T 3 Responses Sep 29

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    Actually, they're not women's heels, they're mine! I've bought them for myself, just as a woman would buy a pair of men's shoes and wear them with no guilty thoughts of being a...
    russboots russboots 51-55, M 3 Responses Sep 29

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    Hi friends do you want to see men in women in women's cloths.... visit this link http://www.pinterest.com/aloysiuscray/guys-in-women-s-clothes/
    lingarielover lingarielover 31-35, M Oct 3

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    I wear women's clothes now and again, but I wear all kinds of undies, stockings, garters as much as possible
    mike08224 mike08224 46-50, M Sep 21

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    Yes I am and Yes I do. Women's clothing is always fresh and fun to shop for and wear. The stores always have new things to check out and buy. There is nothing like buying new...
    serinalynn serinalynn 61-65, M 2 Responses 3 days ago

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    As I headed out to go home tonight, I stopped to shed my guy clothes and put on girl clothes. I already had panties, nylons and girl shoes on which I wear all day. Put my bra on...
    Sharon03 Sharon03 56-60 7 Responses Oct 7

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    I always fantasize about sleeping with older women(milfs). This thought forces me to ********** the whole day ( and I can't help it). This doesn't means that I'm a pervert, these...
    teenboyAddy teenboyAddy 18-21, M Oct 5

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    I have weakness for necks,I love to kiss,lick and bite...roll my tongue reaching a shoulder and giving a wet kiss.
    4biandu 4biandu 26-30, F 2 Responses Sep 27

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    Snatches of Conversation As I walk the streets of my city, I keep my writer’s ear open for snatches of conversation, heard in passing, and speculate on their context and their...
    amberdextrous amberdextrous 51-55, M 3 days ago

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    I finally got a job!! It is a good job, great pay, a lot of travel and much potential. I am on great terms with my son's mom and have forgiven the past with all my heart. I don't...
    MissinMySon MissinMySon 36-40, M Oct 1

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    i got my learners and i am 32 years old, i am lefty , from the caribbean ,well my boyfriend show me 3 lessons before i got my learners friday gone (19/09/2014) i did my first...
    blusoldierwoman blusoldierwoman 26-30, F Sep 22

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    Hi Crossdressed friends - read this article http://thoughtcatalog.com/rachel-hodin/2014/04/there-is-no-longer-crossdressing-just-men-wearing-womens-clothes/
    lingarielover lingarielover 31-35, M Oct 2

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