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I Love To Wear Strappy Heels With Nylon Stockings

Personal Stories, Advice, and Support 557 People

    Love To Dress Sexy

    I am a weekend crossdresser, i love to dress up in high heels and stockings or pantyhose, or sometimes both. I feel very sexy and have been with women who like to see me dressed this way. I also love having sex with someone dressed just like me, i love when we rub our hose...
    lovestodresssexy lovestodresssexy 41-45, M Mar 11, 2010

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    Pantyhose Lover

      I'm not being a perv, I really like to meet or chat to a woman that loves pantyhose. A woman that is open minded about me loving to wear them and that is turned on by it. My town is small, with few pantyhose lovers. Ive only meet 3 women...
    SilkysheerPantyhose SilkysheerPantyhose 46-50, M 2 Responses Sep 24, 2010

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    Am I The Only Woman In This Group???

    Am I the only woman in this group??? Maybe I should start a group of women who get off by wearing work boots. The world has turned upside down.
    lcm323444 lcm323444 31-35, F 15 Responses Dec 21, 2010

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    All Dressed And ******

    Iposted an ad as a CD and a picture, I am not at all passable, but I have nice latex mask and chest, with a nice set of 42 DDD **** on it and their soft and pliable, anyway, I got allot of responses, I chose a nice guy that is fit and clean, a closet gay. I made arrangements for...
    deleted deleted 26-30 Mar 14, 2013

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    Heels

    i love to wear strappy heels and nylons feel so sexy!!  just love the feel of strap around my nylon leg and how it makes the heels so much more firm and secure on my feet!!! just making walking in heels so much more fun and sexy!!!
    mandiejune mandiejune 51-55, M Feb 20, 2010

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    Clear 6" Heels And Thigh Highs

    I just love dressing up right before my wife pounds me from behind with a huge 8" *******!!! I am a man. I love being a man. I enjoy looking and talking with beautiful woman of all shapes and sizes. They turn me on!!!! Nevertheless, I enjoy my feminine side. The feel of pantyhose...
    deleted deleted 26-30 3 Responses May 17, 2012

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    Married But Odd ?

    FEELING GOOD.my partner goes out, and i get into her white stayups and red panties put on the spikes and parade around, oh i feel so good. rick
    rickardonos rickardonos 61-65, M 2 Responses Mar 11, 2010

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    Loving My New Pair

    I absolutely LOVE my new pair!I love them paired with these backseamed thigh-highs!
    JosetteLaRoc JosetteLaRoc 36-40 May 30, 2012

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    Love The Way Heels Make My Pelvis Jut Out.

    No wonder women have loved heels! And we men thought they just wanted to please us. When I wear high heels, and walk, in a skirt, my thighs rub togehter, and my crutch is WAY OUT THERE. Horny! Just wanting a bit of sex. And we thought it was just for us ! Oh. lovies, so much...
    Moddle Moddle 61-65 1 Response May 21, 2010

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    They're Here

    Mistress has given me some new stockings as an early christmas present, and they are lovely. i was told i could buy my own whist out today and i bought some some patterned ones. when I got back and showed them to Mistress She approved. i am wearing them now and feel so pleased to...
    Slaveofmisty Slaveofmisty 46-50, M 2 Responses Dec 17, 2010

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    I Love My Thigh Hi's And Strappy Heels.

    I absolutely LOVE the feeling that I get from wearing my thigh hi's or garter and stockings along with my 5" strappy sandals. The feeling of the hose against my freshly shaved, smooth legs, the tightness of the heels strap around my ankle, and the sounds of my heels clicking on...
    nik2772 nik2772 36-40, M 5 Responses Mar 2, 2010

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    Love The Look!

    I simply adore the sight of my stockinged legs strapped in my gurly heels. The sight of the dainty strap around my ankle is lovely. Also standing in them makes my girly pantied butt look so much more perky!
    chrisg03 chrisg03 46-50, M Oct 30, 2010

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    Nylons And Heels

    When I put my thigh high nylons,mini skirt and a pair of 6" red strappy heels on it makes me so feminine and the way make me walk it gives me more booty it feels so sexy I love it
    darla111 darla111 41-45, M 2 Responses Jan 14, 2011

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    First Pair I Ever Owned

    The first pair I ever bought were a pair of black sling strap heels. I wanna say they're 3in but I'm not 100% sure. I love my high heels very much. I very so sexy an d pretty with how they make my legs look when I'm wearing them around my house with my tights and skirt. I hope...
    glasscitycd90 glasscitycd90 22-25 1 Response Sep 20, 2012

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    My Awakening To Pantyhose, Legs, Feet, Heels, And Worship

    Ever since I was young, I have loved long sexy smooth legs and pantyhose. I have a female cousin who used to have me rub her feet and legs when I was younger. She is about 5 years older than me, and just gorgeous. I don't think I can ever remember seeing her without...
    slav4legs slav4legs 36-40, M 2 Responses Mar 11, 2010

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    Why Silky-smooth Nylons And Strappy Heels Are So Appealing To Me.

    I've been crossdressing on an occasional basis for a number of years. My special interest is in lingerie, nylons, and strappy heels -- stilettoes and sandals. In all of the intimate relationships I've had with women through the years, I found that I was always excited by the...
    charlened7y charlened7y 51-55 1 Response Jun 2, 2012

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    New Stockings

    Mistress makes me dress up for her in the evenings making me wear a short floaty skirt, my pink heels (see my photos) and of course, my cb3000. Even though i'm dressed as a sissy Mistress thought stockings were too feminine. The other day i presented myself wearing some hold ups...
    Slaveofmisty Slaveofmisty 46-50, M Dec 17, 2010

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    The Strappier And The Higher The Heels The Better

     i have loved the feel of high and strappy heels on my feet and nylon stockings on my legs since the time an elder female cousin dressed me in her clothes one rainy weekend.  I was only 11 years of age at the time and she was 17.  i had a tremendous crush on her so...
    roxiefox roxiefox 56-60, T 5 Responses Feb 1, 2010

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    New Deal

    My wife is a nurse, and i am a teacher, schools out and i'm bored, she and her girlfriend Deb, asked if they took me shoping, would i give them double penatration, deb was going to spend the night friday, my wife has bought me things, but on her own, and Ded, is in our little...
    deleted deleted 26-30 1 Response May 22, 2012

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    Worship My Feet Now!

    The only way I can satisfy my fetish for heels is to wear them every day and take lots of pictures and video. I am addicted to high heels and this is my video showing off my stiletto heels..5 Inches!  
    stilettoJo stilettoJo 26-30, M Jul 10, 2012

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    Strappy

    Strappy high heels have always been my favorites, I love the way my feet feel and look in them and the way the ankle strap holds tightly.  Many years ago when I dressed regularly, that's all I would wear.  It was only in the house, but it still felt wonderful and made...
    JESSICAKNIGHT JESSICAKNIGHT 51-55, T 1 Response Sep 1, 2010

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    So Do I.

    Its only recently I got myself a pair and I have never looked back. I have always loved looking at them on woman and they look so sexy. I just love them. other heels are also sexy. but ankle straps are the best.
    RobynTheBeautiful RobynTheBeautiful 41-45 3 Responses Feb 20, 2010

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    Related Experiences

    I love wearing my nice silver shiny high heels. I'm 4'10" n my shoe size is 5. I look so chic in them. They almost look like the Disco shoe from the 1970s. Disco Rules!
    DiscoNight1970s DiscoNight1970s 46-50, F 9 Responses Sep 4

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    Well I would. After waiting for my delivery of some nice new knee high boots, found that they don't fit!Imagine waiting for weeks just to be able to afford them, they looked...
    blindfoldstacy blindfoldstacy 41-45, T 4 Responses 4 hrs ago

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    Here are my new heels I love them
    Disturbedheels Disturbedheels 26-30, M 2 Responses Sep 10

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    My full collection feel free to add or message me
    Disturbedheels Disturbedheels 26-30, M Sep 3

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    They're just sooooooo pretty
    jaquelynlupi123 jaquelynlupi123 13-15, F 2 Responses Sep 3

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    I love wearing anything nylon and feminine. The more feminine, the better! I love to wear lace trimmed nylon panties, slips, baby doll nighties and nightgowns. I also love to wear...
    closetedcd60 closetedcd60 56-60, M 6 Responses Sep 12

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    I recently purchased the skirt you can see in the picture which I am wearing which is a body contouring style made of soft polyester a wonderful multi purpose fabric. When I put...
    FontanaSlips FontanaSlips 41-45, M 3 Responses Sep 9

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    hello i love wearing boilersuits, im a plumber and stand out wearing them, but like to have my work close clean under them for going to shop for lunch, etc ,
    coyle88 coyle88 22-25, M Aug 31

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    I love wearing shorts with a hoodie and vans but I don't like wearing a shirt under the hoodie. The most perfect outfit I like to wear ^~^ it's comfy
    ShantaleeCx ShantaleeCx 13-15, F 4 Responses Sep 8

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    I love wearing sissy lingerie and my wife buys my lingerie
    rimonty59 rimonty59 51-55, M 7 Responses Aug 30

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    Ever since I was 10 I have loved wearing tights esp ballet tights. I also love men in tights. I have never done ballet but would love too. The problem is that in the UK there are...
    balletprince balletprince 41-45, M 2 Responses Sep 19

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    I love wearing my mini skirts ( see mini skirt album) my girlfriend amber fully supports me dressing up. No there will be no pics of my girlfriend no asking please. I love sitting...
    naughtykevin430 naughtykevin430 41-45, M 1 day ago

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    i just love wearing womens swimsuits as they are soo cumfy and make me feel girly and feminine.
    girlyAndrea1987 girlyAndrea1987 26-30, M 1 day ago

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    I love wearing hats that are black
    IloveAj2345 IloveAj2345 18-21, F 1 Response 10 hrs ago

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    I would love to have sex with a lesbian
    wantayounglady wantayounglady 46-50, M 1 Response 6 days ago

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    Today I dressed up femininely in the dress you can see in the picture and it gave me a beautiful feeling of femininity and sensuality. The dress is a body contouring style made of...
    FontanaSlips FontanaSlips 41-45, M 1 Response Sep 9

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    I had the day off so I decided I would put on my panty hose and geans and a top and my high heel boots with a strap that locks. I locked the locks and put the keys on my dresser...
    pmgurl pmgurl 51-55 2 Responses Sep 21

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    My new all day underwear! I just started wearing panties almost a month ago, and I'm proud to say that there hasn't been a day when I wished to go back to my old men's briefs. I...
    Cmoor007 Cmoor007 18-21, M 3 days ago

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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...
    calocho77 calocho77 31-35, M 6 Responses 1 day ago

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    They are soo uncomfortable and for them to be in anyway bearable you literally have wear them to a point where your foot is shaped differently to other human beings. They make you...
    ChloeMaay ChloeMaay 18-21, F Aug 31

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    But I'm a guy living with my parents in a home that has little privacy. I'm so bummed out by this, they would really complete my bedtime outfit. :( any ideas anyone?
    BrokenMelodies BrokenMelodies 22-25, M 1 Response Sep 6

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    One day i am go to study for my bfs home at that time he was out come bathroom by round the towl he is a take a boxer & wear i am see only. i am start to study with bf & aak for a...
    swapana swapana 16-17 1 Response Sep 6

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    I am very passionate about wearing a kilt. I have had a Friday off from work - my first day off in a long time. I have been working 7 days a week for the past few weeks. I...
    mancblue mancblue 51-55, M Sep 19

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    i wear leggings always. i likw to wear leggings. my bf says to me u r very sexy in leggings. very tight beautifual & gerouges legging in a time. i am wear at night leggins...
    swapana swapana 16-17 Aug 31

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    People always tell me "aw man it must suck to always have to wear a tie to work" the fact could not be farther from the truth. If it was appropriate I would wear a suit too. I love...
    Legionicula Legionicula 36-40, M 1 Response Sep 5

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    I Wear Tights I wear opaque tights under trousers when its cold and sheers when it's warmer. I often wear tights and shorts, with a t shirt when relaxing at home. They feel...
    MITUK MITUK 36-40, M 3 Responses Sep 10

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    My girlfriend leaves her bikini at my house as I have a pool in my back yard. I love putting on the bottom and pulling it up tight enough to were it is laying between my *** cheeks...
    Teege07 Teege07 18-21, M 3 Responses Sep 21

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