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I Love To Wear Strappy Heels With Nylon Stockings

Personal Stories, Advice, and Support 561 People

    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 Dec 17, 2010

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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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    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 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 4 Responses Mar 2, 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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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 16 Responses Dec 21, 2010

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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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    Related Experiences

    I'm a boy who LOVES wearing higheels and other women stuff, I have one special outfit that I love : white bra, pink panties from victoria's secret, black leggins, beige blousse and...
    Girlyprincess1401 Girlyprincess1401 13-15, M 1 Response 2 days ago

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    Love wearing my spiked 6" heels to make my Daddy a happy man!
    PrettySissyBoiTG PrettySissyBoiTG 26-30, T 2 days ago

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    I love wearing my moms leather ballet boots they make me feel so tall and I feel sexy in them
    shelbss shelbss 18-21, F 3 Responses Apr 5

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    A woman really looks supersexy wearing heels. I just love heels and am a heel fanatic. I have quite a collection and I want more. I love the way my butt looks wearing heels. Gimme...
    prettytoes prettytoes 22-25, F 11 Responses Mar 22

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    My favourite pair of high heels are purple suede with one inch platform and five inch stiletto heel and thin ankle strap. They are just gorgeous and I love to wear them out and...
    karenhobbs karenhobbs 26-30, T 5 Responses Mar 25

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    These are my favourites.... Yves Saint Laurent Tribute high heels  
    karenhobbs karenhobbs 26-30, T 3 Responses Mar 30

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    I love High heels I love how they manage my legs look and i love the way my hips sway as I'm walking. They are my number one weakness. I love them think i have over 40 pairs but...
    deleted deleted 26-30 3 Responses Apr 3

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    since i was 12 i liked wearing high heels because they make me feel as a girl but once i was in my bathroom and my mom was doing something in my room but i didnt notice and she...
    Girlyprincess1401 Girlyprincess1401 13-15, M 1 Response Mar 30

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    When I was about 7, my brother and I received one gold chain each as a gift from a close family friend. Our parents thought that we were too young to wear something so valuable so...
    deleted deleted 26-30 Apr 11

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    I just love wearing sexy underwear, particularly nice lacy bras and cute little silky panties (see my pics). I wear them often as they make me feel sexy, I guess it's just my...
    Julie957 Julie957 51-55, M 3 Responses 3 days ago

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    I realise now that I love wearing pantyhose. I'm a straight guy but still love them. Seems weird to some people but would love it if any girls were interested in guys wearing...
    gamer07 gamer07 18-21, M 6 days ago

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    I absoutly love wearing kinky oufits,! I would wear them for my boyfriend if he would want me too!! He doesn't like things like that so I never get to!!
    Mindyb123 Mindyb123 26-30, F 13 Responses 12 hrs ago

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    I just love wearing thongs so much <3 it's the best
    ThinkDiff ThinkDiff 18-21, M 2 Responses Apr 5

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    It's been just over 6 months that i bought my first panty and i just loved wearing em .. it adds so much of spice...
    kinkyethan kinkyethan 26-30, M 6 days ago

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    I love the winter -- not only because I HATE any outside temperature that exceeds about 55 degrees (which is surprising, considering I'm from Georgia!!), but because I love wearing...
    Boulier Boulier 16-17, F 4 days ago

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    I don't wear heels but I surely would love to start wearing them especially these gusippie
    Reynastaxx Reynastaxx 26-30, F Apr 4

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    This past weekend I decided to go shopping for shoes. I was dressed in skinny Aztec print jeans with knee high boots with 2.5" heels, a white ruffle blouse and a short black...
    Brandie1960 Brandie1960 41-45, M 2 Responses Apr 2

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    I have been in love with wearing pantyhose ever since i can remeber. I would sneak and put on my moms hose when she was at work. when i got my drivers license i could go and buy...
    Hoselover2014 Hoselover2014 31-35, M 1 Response Mar 28

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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 8 Responses Mar 29

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    Having a fantasy like this and willing to come out with your self. I would love to train you :)
    QueenIsabella27 QueenIsabella27 26-30, F 1 Response Apr 2

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    I suddenly got interested in cute underwnear. Now i have cute bras with matching underwear and before those, i bought garter belts, stockings, and thigh highs. I even have g...
    goagainsttheflow goagainsttheflow 18-21, F 5 Responses Mar 27

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    Yea, it's not what it sounds like. Don't get me wrong, if I go to the store and see a shirt I like in the guys section, you best believe I'm getting it and I will wear it. I've...
    SylenaEverlasting SylenaEverlasting 13-15, F 4 Responses Apr 7

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    I love to wear a skirt when I get the chance, it's such a welcome change from wearing trousers all the time. When I'm at home on my own I love putting on one of my short pleated...
    Julie957 Julie957 51-55, M 3 days ago

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    I wear it almost like muslim women wear theirs. I'm not muslim but, I have read the Quran before and think that its a great piece of clothing. I wear it for the same reasons in a...
    reeree2012 reeree2012 22-25, F Mar 24

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    I haven't posted on here in a while but a lot has happened since :). Me and my gf broke up so now I'm stuck wondering if there will be another girl to accept my panties and such...
    pantyboy94 pantyboy94 18-21, M 5 Responses Apr 1

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    Every since I was in 4th grade I'd occasionally go into my sister's (who's 3.5 years older than me) bathroom to wear her underwear and (training) bras. Then when I was older in...
    BlackHedgehog24 BlackHedgehog24 16-17, M 2 Responses Apr 5

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    I don't care anymore I wear panties everywhere I no longer wear boxers or briefs I wear panties and if you think that's crazy try it they are so damn comfortable!
    johnnycage69 johnnycage69 26-30, M 3 Responses 4 days ago

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    I got my first jock for 7th grade P.E. class and have loved them ever since. I Freeball as much as I can, but use an old soft jock rather than more finding underwear when I feel I...
    artonthebrain artonthebrain 41-45, M 1 Response Mar 21

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    This morning I felt the urge to wear my jet black high waist pantyhose and one of my wife's dresses and the brand new black patent leather pair of pumps I just bought, when I had...
    wtbwoman wtbwoman 41-45 3 Responses Apr 7

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    Don't want to shave? Grab a pair of tights! Haha I can save my razor for summertime when I have to wear shorts :)
    AICLover AICLover 13-15, F 2 Responses Mar 21

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