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I Have Anal Sex With My Legs Wide And High

Personal Stories, Advice, and Support 361 People

    The Most Recent Time

    The most recent time I had anal sex was a couple of weeks ago with a tranny escort who I see now and again. She has a wonderful 9" **** and ***** me in all sorts of positions but my favourite is on my back with my legs up in the air and as wide apart as I can get them.
    satinslutlouise satinslutlouise
    41-45, M
    8 Responses Apr 7, 2010

    On My Back Again......

    I am a crossdresser and, I am a feminine man, so I look pretty good with my latex on. I have a male lover that I have a gay monogamist relationship with. I am Married and my wife of 34 years enjoys my cross-dressing, she is a nurse and works nights shifts, so I have plenty of...
    deleted deleted
    2 Responses Oct 29, 2013

    Rachel Ts

    Hi, rachel here, I'm a Transexual and just adore anal sex. I Love to spread my stocking clad legs with my High heels very wide to show off my girly ***** and take a **** deep inside, Kisses, rachel xxx
    femi9 femi9
    46-50, T
    1 Response Sep 10, 2010

    New Boyfriend

    I am so excited today. I got an email form a man I had met a couple weeks ago on Craigslist. He answered my add looking for a casual sex partner. I got dressed up in my best dress, over my nicest pink lace bra and panties. I wore my good black stockings with the lace tops and...
    michelleats michelleats
    56-60, F
    4 Responses Dec 1, 2010

    At Least I Have.

    So far that's the way I had it for my very first time and it felt good. But I'm hoping in the future to try other positions too. (Haven't had much chance yet since my very first time was yesterday!)
    RayanneA RayanneA
    56-60, M
    Jul 15, 2012

    I love that position enjoy being

    that way as much as possible
    alexiswcd alexiswcd
    56-60, T
    Oct 29, 2014

    Anal Sex

    i have anal sex with my legs wide and high its so very good!! being a sissybitch i love having anal sex and having it with my stocking legs wide and high is so very good!! even better with a **** in my mouth at the same time is so good!!often play with my sissyclitty at the...
    mandiejune mandiejune
    51-55, M
    6 Responses Apr 12, 2010

    **** In My ***

    I love this topic because I have become a bottom in the last couple of years and delight in receiving a man's **** all the way up my anal canal. I am a bottom through and through. My favorite lover is a man with an uncut 7" ****. He tells me he loves to **** me and I am pleased...
    rb71246 rb71246
    70+, M
    3 Responses Oct 26, 2010

    My First Time With My Legs Wide And High"

           I was in my twenties when I had anal sex on my back for the first time.  I had met the guy at a gay bar in Santa Monica, CA.  and he would not leave me alone.  He was a little shorter than I was and I had always been attracted...
    WilmaTG WilmaTG
    46-50, F
    3 Responses Apr 27, 2010

    Doggy Fashion Is One Thing But..........

    Anal sex doggy fashion is one thing.  Yes, i love it, feeling myself penetrated from behind with the invader's hands on my breasts pulling me back onto their **** or strap-on.  However, there is nothing better than lying on my back with my stockinged legs high, wide...
    roxiefox roxiefox
    56-60, T
    5 Responses Apr 12, 2010
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