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I Am Straight Guy Love To Wear High Heels

Personal Stories, Advice, and Support 834 People

    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 9 Responses Dec 14, 2013

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    What's up everyone, I go by highheellover23

    and I am a straight married male that loves to wear high heels. I have been wearing heels since I was the age of 12. One day my cousin and I were were pretending to play house and noticed that she was wearing these shoes. At the time we just about wore the same size. So the one...
    hiheellover23 hiheellover23 31-35, M 7 Responses a week ago

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    GemsHeels GemsHeels 31-35, M 7 Responses Mar 19

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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...
    GemsHeels GemsHeels 31-35, M 3 Responses Mar 15

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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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    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.
    GemsHeels GemsHeels 31-35, M 7 Responses Mar 12

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    I'd be very surprised

    if I found my partner wearing high heels. The first thought would be :"Are those my shoes?!". I'd double check looking at them. Once I found out they weren't mine, I'd breathe deep sighs of relief. I'd wonder how he managed to get his size 13 feet into my size 9 shoes and be...
    1unusualLass 1unusualLass 31-35, F 9 Responses May 28

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    eccentricowl eccentricowl 36-40, M 1 Response Jun 19

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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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    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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    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...
    GemsHeels GemsHeels 31-35, M 7 Responses Mar 20

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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 6 Responses Jul 4, 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 3 Responses May 10, 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 brought a really nice pair of heeled brogues

    fairly recently, and I must say I want to wear them pretty frequently. Yeah, I am a straight guy who loves to experiment and wear such unique shoes... Would the wearing of these be ok in the office? I mean, what do you think the manager could say or do about it? Curious to hear...
    liveinlondon liveinlondon 36-40, M 3 Responses Jun 17

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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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    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 3 Responses Jan 5

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    This Friday I got myself a new pair,

    pretty cheap actually, walking in that specific store brought back memories , it's there that I also got the first ones a little over a year ago a pair of black and white 5" sandals. I amazed myself when I noticed that this time I wasn't nervous at all, excited, but not anxious...
    Automx Automx 26-30, M 4 Responses Mar 28

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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 9 Responses Dec 6, 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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    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 5 Responses Nov 18, 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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       Just got these two new heels

    for work the Charles wedges and these Bamboo T-straps sandals. 
    bajep bajep 56-60, M 1 Response May 17

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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
    GemsHeels GemsHeels 31-35, M 5 Responses Mar 15

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    What can I say? I just love wearing high heels,

    particularly pumps. I love the way they feel and how sexy they look. I hope to meet other men who enjoy wearing high heels as much as I do. Please do message me :)
    Joehanny Joehanny 18-21, M 2 Responses Jun 14

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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 6 Responses Aug 16, 2014

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    carsheelsandwomen carsheelsandwomen 36-40 1 Response Mar 18

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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 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 8 Responses Nov 14, 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 9 Responses Dec 4, 2014

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    Bought this strappy set of heals in black I put

    them on when I'm driving long distances, keeps me aroused and awake
    Thongme Thongme 41-45, M 1 Response May 7

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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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    Never have before but would like too,

    not sure if I'll ever find a set in my size :( does anyone know what ladies size a male u.s 14 is? Long shot I know
    Gemmaz Gemmaz 22-25, M 4 Responses Jul 7

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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 6 Responses Dec 3, 2014

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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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    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 3 Responses Mar 14

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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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    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...
    GemsHeels GemsHeels 31-35, M 7 Responses Mar 11

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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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    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 6 Responses Oct 18, 2013

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    Getting some kinky new high heels soon to

    replace old ones which are too small for me now, so excited to slip my feet in them and lock them in tight.
    Heels4reals Heels4reals 18-21, M 2 Responses Apr 7

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    I'm a certified shoe junky.

    I use to hate shoes, because I could never find a pair that fit. Always too long to get my toes in, and then my heel would slide around. A few years ago I was searching the internet trying to find a manufacture that made shoes that fit my feet. It turns out those...
    bajep bajep 56-60, M 3 days ago

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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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    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 18 Responses Jul 2, 2013

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    Didn't used to when I was younger but wore these out yesterday and I think I'm finally starting to figure it out!
    amyp98 amyp98 13-15, F 3 Responses 20 hrs ago

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