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I Sissydress

Personal Stories, Advice, and Support 252 People

    Little Sissy...

    I've already posted my story on another group about being refered too when I was young as my Mother's "little sissy". Back in the day most young girls did not wear pants everyday as they do now, so like the girls I had the priviledge of Mom dressing me in my big Sisters "femme...
    leachera leachera
    51-55, T
    5 Responses Sep 26, 2010

    How It All Began...

    Was married to a loving and supportive wife, had been together for over 7 years. When we were first married I worked for a cleaning company, so was quite familiar with house-cleaning. One day around Halloween she thought it would be appropriate for me to dress as a French Maid, I...
    draigar draigar
    41-45
    7 Responses Aug 23, 2008

    Pink Sissydress

    being a sissy i love getting dressed in my pink sissydress with lots of ruffles on it in satin with petticoat under it and pink sissy panties with ruffles on it below so hot and sexy!!!!!!!
    mandiejune mandiejune
    51-55, M
    Jan 22, 2010

    I Sissydress

    i would love to be a sissy so i could wear dress all the time and feel good all the time it would be a lot of fun to work as a sissy for my wife
    tammy2 tammy2
    56-60, M
    Aug 9, 2010
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