I Have Worn Women's Shoes

for crossdressers who have done this 1,059 People

    Is it noticeable if you wear heels with jeans I

    usually wear cowboy boots so my jeans a a bit long
    Camocrossing Camocrossing
    22-25, M
    2 Responses Sep 3, 2015

    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
    51-55, M
    9 Responses Sep 15, 2014

    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
    3 Responses Aug 3, 2013

    Mum gets me to wear her shoes to break them in

    when they are new just around the house
    deleted deleted
    26-30
    2 Responses Dec 17, 2014

    I had a pair of shooties in the late 70's

    that I wore until the mid 90's when they fell apart. Great heels, just wore them out. 5 years ago I decided to see if I could find a pair of 2 inch booties that I could wear. Went to DSW and the first pair I tried fit, Bare Traps, got two more from Macy's. Shopping a very busy...
    bajep bajep
    61-65, M
    1 Response Jun 18, 2015

    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

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns heels lipstick skinny jeans heels and definetly make up and I also secretly am attracted to masculine tough and hairy men
    deleted deleted
    26-30
    Dec 11, 2015
    fercrox fercrox
    51-55, M
    Apr 6, 2014

    I love, love, love high heels!

    I wear them as often as I can, which is usually just in the car on long commutes. I'd love to hear stories about your shoes!
    overhere951 overhere951
    46-50, M
    7 Responses Feb 27, 2015

    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
    3 Responses Nov 29, 2011

    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

    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

    My mum came home from shopping with some new

    shoes and tried them on, she then passed them into myself saying you are size 5 walk around the house in these for a bit to break them in. Now mum can be a bit bad tempered so I put them on, they were just normal heeled shoes with a 3inch heel. She was right they did pinch and I...
    deleted deleted
    26-30
    2 Responses Aug 11, 2015

    I would rather where high heels ALL THE TIME

    than men's shoes. It just feels better to me om a shoeholic. I have way more heels than guy shoes and most of the women o know funny enough but not to me hehe
    whitwhit86 whitwhit86
    26-30, M
    2 Responses Jul 24, 2015
    Longislandjones Longislandjones
    26-30, M
    2 Responses Nov 1, 2015

    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
    3 Responses Jun 19, 2014

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

    Im starting crossdressing any old dress skirt

    wigs shoes will b a big help i can pay for post if u wish
    crossdresskatie crossdresskatie
    26-30, M
    Dec 8, 2013

    Ok so lets be honest here,

    I wear women's shoes everyday because I can and because I want to.
    deleted deleted
    26-30
    1 Response Jan 19

    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
    7 Responses Jul 5, 2011

    Hi I'm Jennifer. I'm a gay flamboyant sissyboy

    who isn't afraid to be herself. I am interested in meeting other fembois, gay men and genetic females for chat and ....well I haven't set a limit on where we could end up!!! Don't respond without a pic (pathetic) because I'll ban you from my world. MY Google+ link: https://plus...
    JenniferSissygirl JenniferSissygirl
    31-35, T
    Oct 2, 2015

    I have a strong addiction to women's ballet

    flats. I can't stop buying them and wearing them. Most of the time I will just wear them around at home when I'm alone. I am starting to get more brave and wear them out in public. I just got some new Blowfish flats that I absolutely love. I'm going to wear them out shopping...
    FlatsFetish FlatsFetish
    36-40, M
    4 Responses Dec 4, 2015

    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
    6 Responses Jul 14, 2013

    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
    26-30, M
    4 Responses Aug 11, 2013

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns heels lipstick skinny jeans heels and definetly make up and I secretly am attracted to masculine tough and hairy men god I love heels
    deleted deleted
    26-30
    Jan 4

    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
    5 Responses Jan 8, 2012

    Sure have. I find myself liking women's shoes

    more than men's if I am just doing casual things. Especially a pair of tight leather boots and pants, makes me feel very sexy. I buy them smaller than normal (8 womens usually, others 8.5) because I love super snug boots.
    Harukana Harukana
    22-25, M
    Nov 22, 2015

    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
    1 Response Mar 2, 2013

    Anyone know a good place to buy women's size 12

    shoes besides payless and online?
    deleted deleted
    26-30
    4 Responses Jan 13

    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, 2014

    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...
    0hBrandie 0hBrandie
    41-45, M
    18 Responses Sep 24, 2011
    Lewis47 Lewis47
    46-50, M
    2 Responses Nov 15, 2014

    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
    61-65, M
    3 Responses Aug 1, 2012

    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, 2014

    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

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns heels lipstick skinny jeans heels and definetly make up and I also secretly am attracted to masculine tough and hairy men
    deleted deleted
    26-30
    Dec 30, 2015

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns skinny jeans heels and definetly make up and shoes and I also secretly am attracted to masculine tough and hairy men
    deleted deleted
    26-30
    Dec 5, 2015

    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
    4 Responses Aug 18, 2012

    I have a large collection of women's open toe

    slippers. Love them and love driving in them
    Longislandjones Longislandjones
    26-30, M
    3 Responses Oct 29, 2015

    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...
    deleted deleted
    26-30
    4 Responses Jul 9, 2013

    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
    61-65, M
    1 Response Sep 1, 2013

    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
    51-55, M
    6 Responses Jan 27, 2014

    if anyone wants to talk I'm 15 years old

    and I am a sissyboy I just love the feeling I secretly wear my sisters cloth she's 17 I like wearing panties bikini lingirie tights leggings dresses skirts tank tops gowns heels lipstick skinny jeans bras and I'm secretly attracted to masculine tough and hairy men ooh
    deleted deleted
    26-30
    Jan 9
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