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I Am A Sissy That Likes To Be Fucked With My Legs In The Air

Personal Stories, Advice, and Support 603 People

    I have never been with a man

    but my wife likes to peg me and my favorite position is on my back with legs up.
    CdKimmi CdKimmi
    66-70, M
    Nov 5, 2014

    I especially like it

    when my leg is in a pink cast and my toes are painted all pretty
    Gaylegcaster Gaylegcaster
    46-50, M
    1 Response Dec 8, 2014

    I like it in many positions

    but to be on my back legs up high on his shoulders or him holding them and looking at his face and he is looking down at me in control as he slides his hard manhood in me all the way is really the best
    alexiswcd alexiswcd
    56-60, T
    3 Responses Mar 9, 2015

    Yes Please!

    This is the way, this is the only way. I love it. Hole up, legs up, your man up top so he can hold you and kiss you and wring the sissy milk out of your stiff clitty. The more animal my man is, the more shameless I becum.
    SissyMia SissyMia
    5 Responses Nov 3, 2010

    Afternoon Delight

    My boyfriend emailed me last Monday. He had been gone to Utah for business on the weekend and was back in town and horny for some tgirl *****. I had a lot of work for the afternoon but really enjoyed the feeling of his 10" hard **** in my **** so decided to hurry and get...
    michelleats michelleats
    56-60, F
    2 Responses Dec 13, 2010


    what can i say just that i am a sissy that likes to be ****** with my legs in the air so i can feel his **** ******* me hard while my stocked legs are out wide or around his neck!!just love to be ****** in the carpark against his car with my body on his boot and just my panties...
    mandiejune mandiejune
    51-55, M
    4 Responses Sep 10, 2010

    I'm not a sissy but if you're one in the

    Chicago area I'd like to be your friend. Maybe I could be the one holding your legs up in the air. ;)
    m4cpl m4cpl
    46-50, M
    Jul 13, 2015

    I Love The Face-to-face Intimacy

    Yes, I love the intimacy of this position, gazing into my man's eyes, when we are both in the throes of passion. My black-stockinged legs wildly cleaving the air, utterly beyond control as we ride towards ******.
    Silkendreams Silkendreams
    46-50, M
    5 Responses Dec 2, 2010

    I've always felt that the term sissy was

    deragotory and even though I do cross dress, I don't really identify with the term sissy. But I am comfortably bi and I do like to s*** a c*** every now and then, and given the opportunity I really enjoy spreading my legs in the air and being penetrated by a nice firm c***. So...
    RayanneA RayanneA
    56-60, M
    Nov 10, 2014

    I love it! Nothing better

    than being on my back, with my legs on a man's shoulders while he ***** my sissy *** hard & deep!
    sweetcyndi sweetcyndi
    31-35, T
    11 Responses Jan 18, 2015

    Yes I am please take me i submit with my legs

    high on his shoulders or he can hold them high while going in deep and long and hard
    alexiswcd alexiswcd
    56-60, T
    2 Responses Jan 3, 2016

    High heels, stockings,

    really short skirt and a bustier on, nothing more except my Wife's collar. She's smiling, the leash in Her hands, while She drags me to F. house, my face red in embrass. "Lay there on your back, ****!" F. command as W/we enter the room and i obey, the leash tucked not so...
    SlutAi SlutAi
    36-40, M
    3 Responses Dec 4, 2013

    Face Up Is Best

    The very first time a man used me was face up. He preferred it so he could kiss me. he also wanted to see my face so he could tell if I was enjoying it. At first I didn't but he was gentle and understanding and took his time to let me relax and learn about what I should be...
    amandatrane amandatrane
    2 Responses Feb 8, 2012


    This is by far my favorite sexually position. It makes me feel so fem, I love when a guy pushes my legs over my head! And takes me like his girl!!!!!
    InTransitionM2F InTransitionM2F
    41-45, T
    6 Responses Nov 20, 2013

    I Really Did It

    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
    2 Responses Mar 23, 2013

    Love This Position

    Even with men that i've been with that did not know the side of me that crossdresses seem to love to **** me in this position. I do love doggystyle and almost every other way but it always seems to end like this :)
    marla1979 marla1979
    36-40, T
    3 Responses Sep 29, 2010

    Table, couch, bed, floor.

    I love being ****** on my back like a ****. Me uncle loves me this way. He loves seeing my tiny little **** poking out while he bang **** me. I like when he hold me ankles and push me feet away. Like how he hold them back while he ram inside of me. Sometime he jerk on my little...
    deleted deleted
    1 Response Dec 5, 2013
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