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I Am Straight Guy Love To Wear High Heels

Personal Stories, Advice, and Support 774 People

    Went out last night to my friend Chris's house.

    We all love a good tipple and it's the second time I've been round and dressed up. I know it's cliche but I feel so liberated and so unbelievable happy I can be myself amongst them all. I took one pair of my new heels round and the rest you can see for yourselves :)The remaining...
    Junglist013 Junglist013 31-35, M 3 Responses a week ago

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    Didn't think I would actually ever share this

    but yes I do. I keep it low key and only wear them outside when no one else is around. I have no interest in wearing any other form of women's clothing just boots or shoes usually about 3" high. I love the way they feel on my feet,I have a narrow and quite high instep so tend...
    jambo33 jambo33 51-55, M 4 Responses Dec 25, 2014

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    I've only worn high heels

    and other garments of a feminine fashion for fancy dress parties and for stage shoes. I'm an actor, what can I say, if your told to do something that you find odd, in the name of stage you will obey. but honestly I enjoyed it. The heels make you feel taller, impowered and...
    GWSandwich GWSandwich 18-21, M 2 Responses Oct 30, 2014

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    I just bought my 5th pair of 4 inch heels in

    the past week. I just love my heels. Several years ago I made the discovery that my feet fit women's shoes much better and hen fit men's shoe. I have a very wide toe base and very narrow heel. You can't find that in men's shoes. So for years I wore what I could. Then 6...
    bajep bajep 56-60, M 1 Response Mar 16

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    I was so horrible! When I was in my pre-teen

    12-year old stage I did a lot of evening babysitting. I would put the little buggers in bed about 7:00 and watch TV until their parents came home. But before I watched TV I would raid the mother's closet for her high heels. If I found a size-match to me I would spend the...
    Robertredlips Robertredlips 56-60, M 7 Responses Nov 14, 2014

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    So many years ago, I had one of my first

    experiences wearing women's high heels. My family had gone away for a holiday, and because of clubs I was in, it was decided that I could remain home and take care of myself. The local neighbors would look in on me, and there was family who could be home within an hour if needed...
    wistfulmiles wistfulmiles 51-55, T 4 Responses Dec 3, 2014

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    I've practiced a lot walking in them.

    Have wore them outside beneath long leg jeans but they get easily damaged. I stick to wear them indoors only I have not deared to wear them in a shopping mall.
    calocho77 calocho77 31-35, M 6 Responses Sep 28, 2014

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    I too am a straight guy

    and I have about 9 pairs of heels. I've been wearing them for years in private. One of my ex girlfriends used to let me crossdress fully and I loved it, we had great sex when I was dressed up. I still wear my heels, mostly with jeans but occasionally with a nice skirt and...
    Luvnheels Luvnheels 51-55, M 7 Responses Dec 6, 2014

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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 31-35, M 5 Responses Nov 25, 2009

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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, 2014

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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 5 Responses Oct 16, 2013

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    I've always loved high heels.

    not sure why. I have always had crushes on girls, never guys. I wish men were allowed to wear high heels. Don't understand gender and fashion stereotypes.
    Sake1008 Sake1008 13-15, M 6 Responses Nov 14, 2014

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    I wish I could find a woman

    who was accepting of my love for women's shoes. It just seems like women want to be able to wear what they want and place men in a box. I love my girlfriend but she said my wearing heels does something to her and not in a good way. She doesn't wear heels. She's always wearing...
    carsheelsandwomen carsheelsandwomen 36-40 4 Responses Nov 11, 2014

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    So as you know i wear heels,

    currently I am wearing my 5.5 Inch heels while lying on my bed, i have a Drama Prac Exam that i doing on Wednesday and i am playing the part of a girl and my group said that i have to wear heels, at this stage i was like no, no, no and no, but then i eventually gave up with them...
    ShayShay2319 ShayShay2319 13-15 Dec 1, 2014

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    carsheelsandwomen carsheelsandwomen 36-40 1 Response Mar 18

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    AllanJ86 AllanJ86 26-30, M 1 Response Sep 24, 2014

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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'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, 2014

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    Hi all! First post ever.

    After reading about all you guys I thought I'd join you.My high heel obsession started when I saw a few girls wearing them a few years ago. They just look so sexy and how they made the girls walk was just gorgeous.So, I sat at home (I live alone) one night about 3 months ago and...
    Junglist013 Junglist013 31-35, M 6 Responses Mar 11

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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...
    deleted deleted 26-30 9 Responses Aug 9, 2014

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    I recently ordered myself 2 new pairs of heels

    online. I couldn't wait for them to arrive. When they finally did, I put them in their hiding place and couldn't wait to slip into some stockings and try them on. I ended up getting a bad case of the Flu that night which put me down for over a week with no desire to even mess...
    jamie50 jamie50 51-55 12 Responses Dec 31, 2014

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    Junglist013 Junglist013 31-35, M 6 Responses Mar 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 5 Responses Jul 4, 2014

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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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    New heels after a good old Google search.

    I'm spending too much money! HahaDo love 'em though and can't actually wait to slip them on :)x
    Junglist013 Junglist013 31-35, M 5 Responses Mar 15

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    In my late teens as I described earlier I stole

    a pair of high heels from my neighbourer she was a cute lovely lady in her early thirties. It happened one day I noticed no activity at her house. I thought no one in the house. I cross the common wall and sneaked in her bedroom. Her collection of large shoes was there. First of...
    heellover4 heellover4 31-35, M Jan 6

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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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    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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    My wife will be away working

    for a couple weeks. Decided to get a new pair of heels to feel sexy!
    elcazket24 elcazket24 26-30, M 2 Responses Mar 14

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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, 2014

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    Does anyone else here find high heels help

    their back? I was reminded of it yesterday when clearing out our home office. I had a pair of boots on with heels a bit under 4 inches and my back was fine. I was standing around, carrying things, going through the filing cabinet etc. for about three hours. Normally my back...
    michaelhh michaelhh 51-55, M 4 Responses Nov 18, 2014

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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 36-40, M 7 Responses Apr 16, 2012

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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 3 Responses Jul 27, 2013

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    Just arrived today. Amazing

    or what! Gonna have to get some inserts as they're a tad big at size 12 and they've a 6 inch heel! :)) The red size 11s I got were very tight. Oh well.So looking forward to dressing up in these when my other items arrive.
    Junglist013 Junglist013 31-35, M 7 Responses Mar 12

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    It all started when I was 16.

    My neigbour was a cute 30 year lady. Her feets were so lovely and choice of her high heels were sophisticated. I fell in love for her feet but never dared to tell her. One day I stole her pair of black heeled pump. It excited me so much. I wore them all night in my bed...
    heellover4 heellover4 31-35, M 1 Response Jan 5

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    I've been reflecting on my love of wearing

    heels, which has now been over 40 years! I've always thought of them as making me horny, ready to compromise the nearest dog, but I've realised that in themselves they are simply a hobby, one I'm very passionate about but a hobby. They give me a real thrill wearing them and...
    russboots russboots 51-55, M 5 Responses Oct 1, 2014

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    I love how they make me feel in them I can't

    walk you save my life in them
    pitsfield pitsfield 41-45, T 4 Responses Nov 20, 2014

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    The story of the Pink Pumps.

    So I had just seen a movie, and it was a cute love story about a girl and a guy. Anyway, she wore these really cute pink kitten heeled pumps. I was fascinated by them, and it wasn't my first time wearing women's shoes, but I had never really gone and bought any. I wanted to feel...
    wistfulmiles wistfulmiles 51-55, T 8 Responses Dec 4, 2014

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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 5 Responses Aug 16, 2014

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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 2 Responses May 10, 2014

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    If anyone wanted to view my brand new public

    gallery here's the link. After getting caught in my alternative wear at the beginning of the week, I've used this weekend to fill a lot of friends in on what I've been doing for the past 18 years. Out of 12 people, 10 showed the utmost support which made me sooo happy. The...
    Junglist013 Junglist013 31-35, M 2 Responses Mar 15

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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 16 Responses Jul 2, 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 8 Responses Dec 14, 2013

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    Related Experiences

    I love wearing High Heeled shoes,. It's viewed as a symbol of feminine frailty and makes me feel so feminine. I do wear sneakers and pumps etc, but when wearing a High Heeled shoe...
    KrisKrosSk8 KrisKrosSk8 22-25, F 2 Responses 1 hr ago

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    I really love wearing high heel shoes with any of my outfits. I am tall and have shaved my long, tanned, and toned legs. I get great compliments from others on my appearance when...
    britishfemaleinusa britishfemaleinusa 41-45, F 7 Responses Mar 2

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    So how many of you are looking forward to seeing the boots more in the closet and open toe heels being worn outside - especially in the north east.
    JessicaEvette JessicaEvette 22-25, F 23 Responses Mar 5

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