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I Am Straight Guy Love To Wear High Heels

Personal Stories, Advice, and Support 662 People

    So I was chatting to my moms friend about high

    heels and all of that and I asked her if I could tell her something and that was if she could buy me a pair of heels 5.5 Inch stilettos with a platform and she was like okay. So I finally got them today and I am so exited I am wearing them right now it is so comfortable I am...
    ShayShay2319 ShayShay2319 13-15 5 Responses Jun 5

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    I'm straight, aged 37,

    and I have always loved high heels, ever since I can remember. Other than nylon ankle socks for some pairs, I don't cross-dress. It's just about the shoes. I love how my legs, ankles and feet look and feel in them. Over the years I've had so many pairs, and then got rid...
    JayGovernor JayGovernor 36-40, M 6 Responses Aug 9

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    Guys In Heels: From A Girls Point Of View

    Wow, where do I start......... It's not a scary enough experience in itself when you fall madly in love with your best male friend, it's even more of an eye opener when you realise there is nothing you wouldn't do for him and that is an under statement. I have gone from failed...
    Verdouxsmuse2211 Verdouxsmuse2211 31-35, F 14 Responses Jul 2, 2013

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    The Final Matching PairThis is the pair of

    matching heels that my wife and I have owned, which were your standard pair of Black Patent Stiletto Pumps made by Mimika Design. I do not even remember the name of the shoe store that I purchased them at but I bought hers first and then went back later and purchased a pair for...
    jamie50 jamie50 51-55 Apr 12

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    I'm a 17 year old straight male

    who loves to wear high heels, Only I have an interest about wearing platforms. There is just something about high heels with no platforms that puts me off.It took me a while to buy high heels but one day I just went into a shop picked a pair that I really liked then went up to...
    jmcauley223 jmcauley223 18-21, M Jan 18

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    Looking On The Bright Side . . .

    I have to be away from my family for 2 months due to work. I'm a little over halfway done with it. The only bright side to being away is that I get to wear my high heels in my room. As soon as I get off work, my work boots come off and on go the high heels. I even sleep in them...
    JazzMuzee JazzMuzee 31-35, T 3 Responses Apr 7, 2013

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    An Observation: Over the past 4 decades of my

    cross dressing and love for women's shoes, I have noticed a change. In my early days of buying shoes, it was never a problem to find Heels & Flats on the Clearance racks for a quarter of the cost in the larger sizes 10's & 11's. So when I saw a pair I wanted, I would just keep...
    jamie50 jamie50 51-55 3 Responses May 23

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    Falling Down Wearing High Heels And Meeting A Hot Girl

    so get this! I was walking in the public library I was wearing thigh high leather 5 inch boots! they felt great on my legs. I put pants over them so that nobody noticed me wearing them. so I was walking in right, I saw this hot girl coming towards me and smiling at the same time...
    deleted deleted 26-30 1 Response Oct 3, 2013

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    Heels - Normal Thing

    I must learn English, so I decided write longer text. First of all I don't like title 'I Am Straight Guy Love To Wear High Heels'. Could be just 'I Am Guy Love To Wear High Heels'. High heels are not gay attribute, so we don't have to stress our sexual orientation. Someone who...
    rmaciej1983 rmaciej1983 26-30, M 5 Responses Nov 30, 2012

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    The High Heel Bet!

    I live alone in apartment and recently I hired a housemaid to do all cleaning stuff you know! Her name is Jenny. One day while she was cleaning my room she accidently discovered a pair of high heel sandal almost hidden under my bed; I usually keep my stuff (High Heels) in a...
    stilettoJo stilettoJo 26-30, M 12 Responses Dec 5, 2010

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    My Girlfriend Would Be Jealous!

    For guy like me it is a pleasure to wear high heels; When I open my closet (it may look a bit unusual to some people) one shelf is full of my regular shoes (male shoes I would say) while other shelves are full of color full high heels lined up in front of me and I had to decide...
    stilettoJo stilettoJo 26-30, M 10 Responses Jan 15, 2010

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    High Heels.

    Hello i love to wear my sisters high heels secretly at home. Should i buy my own pair of high heels?
    george210 george210 31-35, M 3 Responses Jul 4, 2013

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    High Heels for ever! I love wearing high heels,

    I'm straight and I'm happily married. I started wearing high heels since I'm about 15. I used to go to my aunt's house and wear her 2 inch sandals while nobody was home. When I was started college I used to go to Marshall's and buy 4-5 inch heels and wear them naked on my...
    elcazket24 elcazket24 26-30, M 4 Responses Dec 11, 2013

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    hi y'alls so one day this cray cray girl called

    Trish Li decided to bring me to Target and wanted me to try high heels and i was like wau those look fun to wear i can be like yao ming nao yay! so i put em on and surprisingly, it was super easy to walk in and i was like hey i should play bball wearing these (it shall happen...
    stephcurry30 stephcurry30 66-70, M Feb 3

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    MATCHING HEELSI had purchased a pair of Black

    Patent 5 inch pumps for my wife made by Sweet Steps with a velvet bow which angled off of the vamp. She really looked hot in these shoes and I decided I also wanted a pair for myself since she was a much smaller shoe size and I couldn't try hers on.I went back to the Burt's Shoe...
    jamie50 jamie50 51-55 3 Responses Mar 8

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    Ather a long absence im wearing my high heels i

    absolutely love them i miss those heels
    Highheelslife23 Highheelslife23 22-25, M 2 Responses Jul 23

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    I Love Sound of High heel,

    esp if i am wearing them like in this video of mine:
    stilettoJo stilettoJo 26-30, M 2 Responses May 22

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    I also like to wear high heels!

    I love boots more than shoes!! I live in London and have 7 pairs of heels! My partner doesn't mind either!
    LondonGuy1 LondonGuy1 26-30, M 3 Responses Dec 3, 2013

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    Another pair of matching heels

    that I purchased for myself and my wife. I absolutely fell in love with these heels back in the 80's and these were my second favorite pair of pumps that I have ever owned. I wore these so much that they finally fell apart beyond repair and I still miss them to this day. They...
    jamie50 jamie50 51-55 3 Responses Mar 29

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    Matching D'Orsay'sHere is another pair of

    matching heels that me and my wife have owned. Pretty much the same story as the rest, I seen these Back in the 80's I was out shoe shopping at Burt's shoe store and saw these cute beige D'Orsay's but they did not have them in my size. So I purchased a pair for my wife but still...
    jamie50 jamie50 51-55 3 Responses Mar 22

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    My First Pair Of Real High Heels

    I can still remember my 1st pair of real 'store bought' high heels. I made a few experimental attempts when I was out on my own after graduating college and working at my 1st job. I didn't try to make a shoe, more like a platform heel that I added to some cheap sandals to...
    PStJBR PStJBR 41-45, M 9 Responses Apr 16, 2012

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    Swimming in HeelsYesterday

    while the wife was at work, I have been going through some of my oldest hiding spots of clothing and shoes and have been getting rid of the things that no longer fit me. I still have a lot of size 10 shoes that are just too tight to wear any longer.This particular hiding spot...
    jamie50 jamie50 51-55 4 Responses Jul 4

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    All Us Girls Love To

     to wear high heel is one of the sexiest things a cross dresser can do to make yourself feminine and its just so so sexy to slip in you favorite pair of heels and strut your stuff even if its just for you or with someone else heels rock.
    jarviscooper jarviscooper 36-40, M 5 Responses Nov 25, 2009

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    Heels,hose, And Polish

    I love to paint my toenails slip on a pair of pantyhose and strap on a pair of heels. Looks and feels great.
    deleted deleted 26-30 8 Responses Mar 12, 2011

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    It Is What It Is

    At this very moment I'm wearing a pair of black patent 3 3/4" pumps and it just feels natural. Since the age of six it's been this way. I believe in love and I believe in marriage but the women I've dated and married don't understand this passion I have for high heels. I honestly...
    carsheelsandwomen carsheelsandwomen 36-40 2 Responses Jul 27, 2013

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    I Love To Wear High Heel

    I Don't Know How But I Falled In Love With High Heel, I Had About 12 Years And I Remember When I Whent To My Grandmather's House I Always Took Her High Heels Shoes And I Put Them On And Walk Arond The House When She Wosen't Home. A Few Years Ago I Bought 3 Pairs Of High Heels On...
    ILoveToWearHighHeels ILoveToWearHighHeels 18-21, M 1 Response Oct 2, 2013

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    I own over 100 pairs of heels

    and Ballet Flats and recently decided to start going through some of them since a lot I have had since I wore a size 10. I now wear an 11 and wanted to create more space in my hiding spot for new shoes. I found 4 pair that were either now too tight or coming apart that I had...
    jamie50 jamie50 51-55 1 Response Jun 25

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    I am a 17 year old male

    who loves to wear high heels!So basically I do own a good amount of high heels now but I have shared it with nobody and don't intend to share it with anyone I know in real life! But I just need to share it somewhere so why not here.I just want to share my collection with you...
    jmcauley223 jmcauley223 18-21, M 3 Responses Jan 18

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    Matching Heels Again!

    I don't know how I could have forgotten these. These Anklestrap Sandals are the very first pair of matching heels that I purchased that my wife had. This was in the early eighties and we were together when she bought these.We were at Bakers shoe store and she needed a pair of...
    jamie50 jamie50 51-55 3 Responses Apr 20

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    It stated when i was weary young i would walk

    in to the cellar and hid in the closet there were my aunts cloths and shoes and tried the shoes on and i tried on every women shoe i could find and my grand ma had nice leopard pumps later when i had a girlfriend she was whering nice pink sandals for me one day that made my life...
    sap4 sap4 26-30, M 5 Responses Jan 19

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    Mowing the Grass in HeelsI had started mowing

    our yard Wednesday evening to get things ready for the 4th when several friends come over for the 4th and swim & BBQ. I had taken the day off yesterday and while the wife was at work had been trying on some of my oldest stash of clothes. I had just tried on a pair of my stretch...
    jamie50 jamie50 51-55 7 Responses Jul 4

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    Heels For Two

    My SO and I were recently shopping for a pair of shoes for her. We had just found a beautiful skirt for her at the previous store we were at. As we were looking, she found the perfect pair of shoes and noticed the store was having a BOGO sale. So she suggested I get a pair of...
    dianedouglascd dianedouglascd 51-55, T 5 Responses Oct 18, 2013

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    Hello everyone, I am a straight guy

    who loves wearing high heels. It all started when i was about 3. My mom and grandma would let me wear their heels. I was fascinated by it and the feeling was amazing. When i was 7 my mom thought i was too old to be messing around with her shoes. I stopped wearing them for 5...
    highheelsrule highheelsrule 18-21, M 7 Responses Dec 14, 2013

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    I'm a female who loves guys in high heels.

    It's a huge turn on, as all crossdressing is to me, and I would love to hear from you guys of all ages! Don't be shy and message me.
    ShainaNichole ShainaNichole 18-21, F 18 Responses Mar 29

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    I Am A Straight Guy That Likes To Wear High Heels

    I particularly like to wear high heel sandals that look quite feminine. I recently was "caught" wearing 4 1/2" high heel Coach sandals by a male friend who did not know about my fetish. His reaction was to leave quickly and not say anything about it to me. I can only wonder if he...
    sandalfetish sandalfetish 66-70, M 6 Responses Nov 30, 2013

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    My Fantasy Has Come True

    Now that my story is told, I have come to realize that I have come to terms with who I am. I am a straight guy who likes to cross dress for fun and pleasure. Especially after this past weekend I am more in touch with who I am. I am a guy to likes to wear women's clothes. I...
    deleted deleted 26-30 6 Responses Aug 3, 2010

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    I always had a kinky fantasy about wearing high

    heels, and living with room mates make it hard to do. about a week ago I finally got to buy a pair of nice high heals. I love how I can feel the cool air run across my bare skin of my feet when I drive, I also like how look on my feet. I might have to buy another pair so I don...
    icicle001 icicle001 36-40, M 3 Responses Jan 19

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    Secretly Wearing - Part 1

    For as long as I can remember I have had an interest in wearing heels. Being involved in sports in high school and college I heard plenty of jokes (some far over the vulgar line) regarding men doing anything feminine and was too scared to ever try anything but daydream. About a...
    icecardinal icecardinal 31-35, M 4 Responses Nov 6, 2013

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    I went to work earlier

    and took over from a lady colleague. She was going to a wedding so I asked if she had a new outfit to wear. She had. It's a blues dress. I asked if she would a nice pair of heels to go with it. She replied no, she doesn't wear heels much nowadays. She said her daughter loves...
    hh4evry1 hh4evry1 36-40, M 2 Responses Aug 16

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    Going through my heel pictures,

    I ran across yet another pair of matching heels that me and my wife had. This was back in the early 80's and my wife had purchased a new white summer dress and a pair of Scandals Anklestrap Wedge Sandals. I wasn't that interested when I first seen them until she put them on...
    jamie50 jamie50 51-55 4 Responses May 10

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    Straight Man, Living It Up In LA, And I Enjoy Wearing Very High Heels.

    I am a musician living in LA, and ever since I was in high school, and my friend let me try her pumps on, I've been hooked. I'm living in one place now (unusual for a musician), so I ordered a couple pairs of shoes, pumps and sandals so they are easy to take off lest I am caught...
    laheelsmusic laheelsmusic 22-25, M 4 Responses Oct 16, 2013

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    Related Experiences

    Began wearing my boots at work. I'm in a job that's VERY anal about what men vs women wear. So far I've been complemented by the ladies at work and kinda weirded looks from the...
    shadowplt shadowplt 46-50, M 5 Responses Jul 28

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    I want to talk about heels any male female or trans feel free to add and message me
    Disturbedheels Disturbedheels 26-30, M 2 Responses Aug 9

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    Want to know what types of women's heels look good on a man in slacks and dress shirt. Don't want it too fem. just nice looking and no toes. Any ideas?
    shadowplt shadowplt 46-50, M 5 Responses Aug 13

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    Any one female make trans want to talk about heels message me or add me
    Disturbedheels Disturbedheels 26-30, M 2 Responses 1 day ago

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    I'm 28 and started out wearing high heels@ about nine every chance I could enjoy strutting in them
    whitwhit86 whitwhit86 26-30, M Jul 31

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    Anyone feel free to add or message me to talk about heels
    Disturbedheels Disturbedheels 26-30, M Aug 9

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    Any one in here want to talk about jells add or message me
    Disturbedheels Disturbedheels 26-30, M Aug 11

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    I love wearing high heels wherever I go and I don't understand why other girls look at me and say nasty things. Are they jealous or do they just think casual is the way forward...
    Abbierose93 Abbierose93 18-21, F 12 Responses 1 day ago

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    I find a girl wearing high heels such an absolute turn on
    Mustangkid2016 Mustangkid2016 22-25, M 4 Responses Aug 8

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    I love wearing hose and high heels when I am dressed, semi dressed, or nude.
    tammylynne tammylynne 41-45, F 13 Responses Aug 10

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    I love high heels, I wonder if it's because being a dancer I am use to being on my toes and feet arched. I love to clean in heels too, maybe I am just weird. I have a friend...
    Chicgeekgal Chicgeekgal 22-25, F 2 Responses Aug 18