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I Was Feminized

Personal Stories, Advice, and Support 449 People

    I Can Remember My First Time

    I think that my feminine side comes from many different reasons, none of which outweigh any other.  Although, my thoughts have always tended to be more feminine than masculine.  Perhaps that came from the fact, that during the time that my mother was pregnant with me...
    DeepStorm63 DeepStorm63 61-65, M 2 Responses Nov 12, 2009

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    Feminized By Girl Nextdoor

    i was lucky that girl next door was kinky and decided to turn me into a sissy and her dress up doll!!s for two years i got dressed up by her and played with her as her sissygirl!!!!!had tried on panties before but she really helped to feminize me!
    mandiejune mandiejune 51-55, M 4 Responses Jan 23, 2010

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    I Can Remember My First Time

    Posted by jamiekala on Jan 12th, 2011 at 8:03AM well, it all started when stepmommy woke me last summer. she told me i didn't have to go to work cuz the place i worked went out of business. she said just stay home and stay in bed and something else will come along soon. she...
    jamiekala jamiekala 18-21, T Jan 12, 2011

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    Dominant Woman Her Sissy

    A while back I started my own business and had a small office. I realized I needed a secretary, so I hired an older woman to help me. She worked for me for five years and never once did either of us talk about sex or our personal lives. I have been a crossdresser since I was...
    pantiescouple pantiescouple 26-30 1 Response Jul 19, 2010

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    How It All Started

    I think my life as a feminized sissy began back in the first grade. I went to Catholic school that had nuns as teachers. I ca not recall what I did in 1st grade, but I do remember the punishment. Back then the school separated somewhat the boys and the girls. The boys had the...
    sissybrenda56 sissybrenda56 51-55, M 1 Response Dec 8, 2010

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    How It All Started - Final

    So my sister got married and moved out and I grew to bog to wear my moms clothes so I thought that was the end of my crossdressing. Enter my wife, she was timid & shy while we dated and I was the dominate one. One of her friends Linda Told my wife Anne that she has to be a little...
    sissybrenda56 sissybrenda56 51-55, M 4 Responses Dec 13, 2010

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    How It All Started Part 4

    When I was in the 5th grade I didn't know what I was going to be for Halloween. Since we were poor my mother made my costume. I was into Robin Hood so my mother said she will make me a Robin Hood Costume. The costume was my sister's green jumper, pair of her tights, a hat my...
    sissybrenda56 sissybrenda56 51-55, M Dec 10, 2010

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    How It All Started Part 3

    I was mortified. I didn't know what to say or do. The principal said you told us you were a girl so you have to wear this uniform. I took the jumper and went to another room and put it on over my pants. When I came back in the principal told me to remove my pants. As scared as I...
    sissybrenda56 sissybrenda56 51-55, M 1 Response Dec 8, 2010

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    My Wife Has Feminized Me

      Over the years my Wife has feminized me. I am not sissified, but I am definitely not the man I used to be. Mind you I’m not complaining but I am not the masculine guy I used to be. The change has been gradual and has been happening for several years. For instance...
    Ronnie4 Ronnie4 36-40 12 Responses Aug 1, 2009

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    Seemed Harmless At the Time

    when I was 16 I had a friend who I would hang out with all the time. She one day said that it would be fun to dress me as a girl. I thought it was fine it was not like I had any thing to worry about. So she took me to her room and gave me a bag . I was alittle confused she said...
    deleted deleted 26-30 1 Response May 5, 2009

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    Yes I Was.... By My Wife.

    My wife knows I'm interested in prostate stimulation for explosive *******. Onme day we were in our bedroom ALONE and she looked in the closet and brought out her 9" *****/ vibrator. She first inserted her finger in my anus, stroking my prostate; That caused my **** to...
    Snookybear Snookybear 36-40, M 2 Responses Jul 8, 2009

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    Feminized

    Last summer my stepmom woke me up and stayed a bit as we talked. she saw my morning erection and things went from there. she woke me each day from then on. she talked about a lot of things and joked about me being her pretty houseboy. she is watching me type this and fastening my...
    jamiekala jamiekala 18-21, T 3 Responses Jan 5, 2011

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    More Than I Bargained For.

    I liked to dress up in female clothes, and I just thought it would be so cool to have a Mistress that took it a bit further. I maybe dressed up once or twice a week, so I wanted a Dominant Mistress to tell me when to dress up, and what I had to wear. I posted on several websites...
    sissybabylaura sissybabylaura 56-60, M 1 Response Nov 8, 2009

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    A Woman Led Me By The Hand, And Made Me Love It...with No Force, Just Love.

    Somewhere on Earth not that many years ago, a beautiful smart woman set me up for a life changing experience. You know the story, Halloween, a dare, the I can't back down male thing and am I so glad I didn't! She did it all for the right reasons, with nothing but good intentions...
    brandygirl4u brandygirl4u 46-50 3 Responses Oct 9, 2011

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    Not Taken By Surprise

    when i was 10 the neighborhood girls put a scarf on me like a little girl and laughed at me...i had wanted more all of my life...then when i was 27 i lived in CA and my gf at the time was very open minded and i told her one day that i wanted to wear her panties to work...she let...
    jenellepa4u jenellepa4u 46-50, T 3 Responses Oct 23, 2009

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    What I Wish For

    I hope to meet a woman who will guide me to my girly side. I want her to feminize my actions, thoughts, and words. I want to get rid of my body hair, my male underwear, and maybe even my male clothing, at least in part. I want her to be the agressive one, the one in charge. I...
    gary4bizarre gary4bizarre 56-60, M Feb 28, 2012

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    I Was Feminized

    Posted by jamiekala on Jan 12th, 2011 at 8:03AM well, it all started when stepmommy woke me last summer. she told me i didn't have to go to work cuz the place i worked went out of business. she said just stay home and stay in bed and something else will come along soon. she...
    jamiekala jamiekala 18-21, T Jan 12, 2011

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    Sweet 16

    when i was 16 i met a man how envited me to his house one satutday after a drink he took me to the bedroom were we made love after a few minets his wife came in and shouted at him he left and i was lying in the bed when she came back in and sat on the bed and started to talk to...
    suger11 suger11 46-50 2 Responses Sep 11, 2010

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    How It All Started Part 2

    In the fourth grade I was chasing a girl in the hallway, I don't recall why, but it doesn't matter. I chased her into the girls bathroom. There were several other girls in there and they all screamed. I really didn't know that I entered the girls bathroom, so when I realized it I...
    sissybrenda56 sissybrenda56 51-55, M Dec 8, 2010

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    As You Can Read, My Wife Is Starting To Take More And More Control, Part 1

    Falling for a feminine way This all started about 2 years ago, it really didn’t seem to mean much of anything at the time. Me and my wife were getting ready to attend a wedding for a close friend, and as usual, a bit rushed. Hopping out of the shower, I quickly noticed I have...
    indyrace indyrace 41-45, M 17 Responses Nov 9, 2011

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