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I Love Dressing Feminine And Humiliating Myself

Personal Stories, Advice, and Support 204 People

    Humiliated While Crossdressing

    I was on a business visit abroad and returning from a shopping spree after having purchased a whole lot of feminine accessories which I had carefully tucked in a leather bag that I carried with me. I am driving back to my service apartment late at night dressed in black...
    AnandChopra987 AnandChopra987
    46-50, M
    Jul 22, 2013

    Humiliation And Arousal

    The very first time i dressed as a girl, at the behest of an elder female cousin with whom i was infatuated and by whom i came to be dominated, i was humiliated in front of other family members by going down to lunch while still dressed as a girl.  Although only 10 or 11...
    roxiefox roxiefox
    56-60, T
    2 Responses Dec 20, 2009

    Love The Self Humilation In Female Undies

    ii will ware a dark bra under a very see through white shirt with a jacket over the top and as i am walking to some females i will pretend to have an itch up my back and in scratching it i open the jacket and show that i am wareing a bra. to see the look on their faces as they...
    jaybee994 jaybee994
    56-60, M
    1 Response May 12, 2010

    A Cam Session

    I put on my pink wig and red make-up I slid into my black pantyhose and heels I put on padded red bra and a top I went into gay chat room and announced "I am a sissy **** that needs humiliation" A Master came on and ordered me to be his slave on cam He made dance sensually...
    taboocunt1 taboocunt1
    61-65, T
    4 Responses Apr 20, 2011

    Holloween

    One time on holloween I dressed In a frilly baby dress I was so humiliated but alot of guys said I look so cute it made me more humiliated and excited I loved It.
    SissyTony SissyTony
    56-60, M
    7 Responses Nov 13, 2009

    Well Livng Near The Casino

    and being a pantied house-hubby 24-7, I do manage to spend a few hours per week at the slots.  In the summer I love to wear my shorts over a pair of long pettipants.  You know the nylong ones with about 4 inches of lace on each leg that can be trimmed to fit (as if I...
    PantyPrince PantyPrince
    51-55, M
    Mar 24, 2010

    Shopping Trip

    well here it goes.i love to think of ways to humiliate myself in public as well as involve feminine clothing.  My latest adventure was to write a note from a mistress telling the store clerks that i was a submissive and had embarrassed my mistress.  My punishment was to...
    milkman23 milkman23
    46-50, M
    Jan 4, 2010

    Humiliation

    Ive loved to dress feminine for years, i love the feel of the silk andd satin and high heels.  As time as gone on, i find myself dressing in humiliating ways and put myself in situations where i cann be caught.  I have also made myself start smoking, at first it was one...
    brendauk brendauk
    46-50, M
    4 Responses Nov 2, 2009

    Dressing For Humiliation

    seriously-just look at my photos and you can see im obviously an attention seeking humiliation seeking sissy thats why i dress the way i do when i go out sure sometimes its for sex but mostly humiliation and i love the laffs sneers and comments getting followed out to the...
    sissykrisb sissykrisb
    51-55, T
    2 Responses Sep 22, 2013

    A Fun Way To Humiliate Yourself!

    What I love to do is I wear all my pretty lingerie underneath a loose fitting womans jogging suit. I wear my victoria's secret panties inside out so that the tag reads facing the outside and I pull the tag out so that you can read the label easily from the back. I pull...
    sissyribbons sissyribbons
    36-40, T
    4 Responses Jan 28, 2010

    My Walk

    I walk early in the morning Master instructed me to put on a pink T-shirt and black panties I wore short shorts and looked like a sissy As i walked I had to fondle my **** thru my panties until I was rock hard then I could ease up. I had to do this several times and after...
    taboocunt1 taboocunt1
    61-65, T
    3 Responses Apr 4, 2010

    I Love This

    I dress in womens jeans a cami matching tunic  womens sandles toe nails painted pink and showing no makeup no wig Im not trying to pass and go out shopping for the day
    pantypinkme pantypinkme
    46-50, T
    3 Responses Apr 29, 2010
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