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I Like To Dress Like A Woman

Personal Stories, Advice, and Support 1,095 People

    Advice For A Son

    I hope you don't mind if I ask for a little advice here. But this seems like a great place to learn. I am a mid 30's mom, living in the south, married to a southern rugged red-neck, deer hunting type of guy who travels for his profession. Our son, a 12 year old who is quite...
    Cute30sMom Cute30sMom 31-35, F 67 Responses Jan 7, 2013

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    My Life

    i would say i love to dress as a female. lets face it they have a much bigger chose of clothing. feel like flirting a nice top and short skirt will work want to be elegant long satiny dress off to play jeans or shorts and t shirt. as a man you get pants only
    spaz1177 spaz1177 46-50, T Jul 7, 2013

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    Advice For A Son (5) Update

    For those of you who have invested in my son through your unselfish contributions of love and advice, I thought I would give you an update on how he is doing.   I think I last left you with he and I having a discussion about keeping his interests between him and I for now and...
    Cute30sMom Cute30sMom 31-35, F 20 Responses Jan 22, 2013

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    I Like To Dress Like A Woman

    I like to dress like a woman.. because it's fun and the clothes are comfortable   no other reasons
    aquarius3 aquarius3 61-65 1 Response Jan 10, 2012

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    Advice For A Son (6) Confession

    Ok, time to update my loyal friends on the past couple weeks. I have been pretty busy and haven’t had much time to write so I hope to catch everyone up with this. My son has definitely become more and more comfortable in his new routines and to some degree, I guess I have too...
    Cute30sMom Cute30sMom 31-35, F 43 Responses Jan 31, 2013

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    Yes I Do And Love It

    Yes I like to dress like a woman. What is not to like? The soft and silky nylon panties? The support and massaging effect from panty hose and the smooth feeling of your legs? The support and firmness for a good bra for your breasts? The silky feeling and coolness from a slip...
    Adam59 Adam59 56-60, M Aug 29, 2012

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    You Can Say That But

    I'm not a woman but I really enjoy wearing dresses and skirts I love the look and the comforted of them to me it's a simple and easy way of dressing there are the clothes I like to wear not that I feel or try to look like a woman but it makes feel like myself to me and I'm very...
    notech64 notech64 41-45, M 2 Responses Apr 4, 2011

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    Why Tranquilise When One Can Accessorise..............

    It's true....I am nearly the third gender. The battle is lodt and the gender is ambiguous. I'm male and I live as a male and I have no hang ups about my maleness nut I diverge from total mascukinity and always have. I just accept it now. I do find comfort in wearing female...
    MorphAble MorphAble 41-45, M Oct 18, 2011

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    Advice For A Son (4) New Beginnings

    For those of you who are keeping up with the events and struggles of my son and this incredibly complex journey we are on, I thought I would provide for you a narrative of how he is doing and the directions I am taking to mother him. When I last reported to you, he had accepted...
    Cute30sMom Cute30sMom 31-35, F 27 Responses Jan 15, 2013

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    deven44 deven44 66-70, M 6 Responses Jun 1, 2013

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    After All, It Is Really Me!

    All my life I have know I was a girl. A woman! Despite my birth defect. When I was young I experienced much, most of my younger life as a girl. Had a boyfriend and all. I had a supportive Mom and friends who gathered around me and protected me cause the times were not the best...
    Josie06 Josie06 56-60, F 2 Responses Jan 16, 2012

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    Advice For A Son, (3) Next Chapter

    For those of you who are following my son and I on this journey, I have a small update. Yesterday I went shopping while he was in school and I purchased some new clothes with the intention of just a little trickery but all in the effort of helping my son come to terms with his...
    Cute30sMom Cute30sMom 31-35, F 14 Responses Jan 11, 2013

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    I saw a post where they were talking about how

    they hide the bump from showing while wearing female clothes and I want to know how you keep it tucked or hidden and anyone have any tips to help hide 5 o'clock shadow my facial grows fast and dark and when I shave you can see a 5 o'clock shadow I would appreciate any advice...
    raider4421 raider4421 26-30, M 3 Responses Mar 30

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    Advice For A Son, (2) Continued.

    First of all I want to thank each of my new friends who were so generous as to provide your ideas and your heart felt assistance with the issues related to my son. Each of you had something important to say and I deeply appreciate your efforts. I thought I would catch you gals up...
    Cute30sMom Cute30sMom 31-35, F 25 Responses Jan 10, 2013

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    A Good Find

    I found this wonderful poem today, I thought I would share the final part which I felt was the most poignant for my son and many of you. The poem was written by Kimberly Hilliker. If nurture naturally embraced you, have gratitude. Be joyful in the acceptance of you and those...
    Cute30sMom Cute30sMom 31-35, F 6 Responses Jan 21, 2013

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    I Share My Feelings

    I share my feelings with you here. I am not working currently, and that makes paying the bills a little difficult (to say the least) A couple years ago I started a blog, using word press, thinking I was going to make money with it. Then I saw the websites of other...
    mslade mslade 61-65, M 1 Response Sep 12, 2013

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    How Much

    The question is: How much do I like dressing as a woman? Well, how does one measure such a thing? By the amount of time dressed, by the number of days dressed, by the number of years as a CD, by the "passibility" of one's dressing? None of these quite works because anything...
    deven44 deven44 66-70, M 3 Responses Dec 26, 2011

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    But Don't Want To Be One

    Even though i love to dress like a woman,i don't need to be one.I am happy being a male.I only like dressing as a woman.
    cindyloulove cindyloulove 56-60, M 1 Response Feb 7, 2012

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    Related Experiences

    Well thats the week done at work, working nights, got out of bed bathed, put on a very sexy lace body I brought a few weeks ago, sewing 6 susspenders on it and silk seamed...
    amber8642 amber8642 51-55 2 Responses Mar 21

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    Black microfiber thongs; white bra because I can't find my black one and I don't have time to look for it (later) with my forms; black cotton dress that comes to midthigh when I...
    AliciaHalfcat AliciaHalfcat 36-40 Mar 25

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    I got you early this morning had a shower, got dressed in female underwear with waist trimmer and butt padding (To get nice shape) breast 40DD Black opaque stockings, Denim skirt...
    amber8642 amber8642 51-55 5 Responses Apr 6

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    Just for a brief moment - white strapless bra because I'm wearing a really cute lacy fluttery tank top over it that has like no provision for shoulder straps (it's very very pale...
    AliciaHalfcat AliciaHalfcat 36-40 6 days ago

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    Dressing up makes me feel good about myself. I feel sexy and confident. I love wearing skirts, dresses, high heels, getting my makeup and hair done. It's one of the great perks of...
    goldengirl24 goldengirl24 22-25, F 7 Responses Mar 31

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    I love to dress up when I am going out to church, work, shopping, and running errands. I love wearing short skirts and a blouse, short dress, shorts and top, with appropriate...
    ebonynbill ebonynbill 26-30, F 1 Response 2 days ago

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    Im starting a Ki.K group chat ANY full time cross dressers under the age of 30 This is a chat for crossdressers to show off their outfits talk about shopping clothes and post like...
    lovevspink16 lovevspink16 18-21 Apr 5

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    Its been a long time fantasy of mine to be a stay at home housewife. I often think about how fulfilling my life would be if I could have a man who could support me financially and...
    closetxdresser87 closetxdresser87 26-30, M 4 Responses Mar 27

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    I love crossdressing for sex with men. I like feeling as much as a girl as possible. I love thongs and bras, and all womens sexy clothing.
    islutmyself54 islutmyself54 26-30, M 1 Response 3 days ago

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    While my partner is in the bath, I love walking around in some sexy underwear and high heals.....
    amber8642 amber8642 51-55 2 Responses Mar 22

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    As much as I'd love to share this side of me with others, the closest I've got is shopping for lingerie, clothes and shoes.
    sissypippa sissypippa 36-40, M 7 Responses 4 days ago

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    On weekends when i simply have set an appointment to see one doctor? It is pathetic..
    Pretywoman Pretywoman 36-40, F 1 Response 12 hrs ago

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    Look at mycrox-d.com Lingerie for men
    fercrox fercrox 46-50, M 1 Response Apr 6

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    Going green Using Olive Maid-matron of Beach Wedding Dresses honour Dresses-short environmentally friendly prom gowns A lot of practices concerning the classic bridal gowns have...
    flowydresses flowydresses 18-21, M Apr 9

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    There's a lot of judgment in this world. A lot of males and females especially Christian act like if a female wears pants, she is not a lady. Where does it say that in the Bible...
    blossomingbeauti blossomingbeauti 36-40, F 4 Responses Apr 5

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    It would be nice to find a woman that is as passionate about intimacy as I am. Someone that does not give a dam about who might see them or where they are. Someone that loves...
    Blazen71 Blazen71 41-45, M 1 Response Apr 1

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    You Kiss Like a Woman (they got that right) For you, kissing is a very personal act. It's all about making a connection. You are somewhat picky about kissing, and a bad kiss can...
    RobertaS RobertaS 36-40, F 6 Responses Mar 23

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    Is it me. Or is there no country/cowgirls left? It seems like every woman I meet wants the city life with the big money. No one wants the country/farm life anymore. I believe it's...
    JrParks JrParks 31-35, M 3 Responses Apr 3

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    “I, with a deeper instinct, choose a man who compels my strength, who makes enormous demands on me, who does not doubt my courage or my toughness, who does not believe me naïve...
    livelaughlovedream3 livelaughlovedream3 41-45, F 4 Responses Mar 24

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    A woman sat down on a park bench, glanced around and decided to stretch out her legs on the seat and relax. After awhile a beggar came up to her and said, "Hello, Luv, how about us...
    jml2000 jml2000 56-60, M 3 hrs ago

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    A Decision I Made... Years Ago. To have and to hold from this day forward. Sept 15, 2001 on this date I informed my spouse and said "I was going to transition into a woman, many...
    Trisha60ts Trisha60ts 61-65, T 3 Responses Mar 24

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    There is one incident a few years ago that I really regret. It was working in the office about 14 years ago. There was a really hot good looking girls called Lola in her early...
    Apasas Apasas 41-45, M 2 Responses 4 hrs ago

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    My Indian Nighties Experience. I joined the holiday makers in Tenerife, each on their own balcony, relaxing in the warm evening sun after a day swimming, shopping and sampling the...
    ChrisBloom ChrisBloom 31-35 1 Response Mar 24

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    Here's one I started writing 3 years ago, I wasn't too bad for a beginner :). Shadows flew across her face as she ran down the street, street lamps were on Mama wanted her home...
    Amaryllisflowers Amaryllisflowers 18-21, F 4 Responses Mar 22

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    My name is Trisha I'm going to begin by saying the life I chose has had its up's and downs, rewards, penalties, and mine not much different from many of yours. Honestly if I had...
    Trisha60ts Trisha60ts 61-65, T 1 Response Apr 3

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    Before I go to bed today, I wanted to give you all an Easter treat. I have on a small belly (smaller than normal for me) but it is packed FULL! I know I gained at least 10 pounds...
    shinigami709 shinigami709 31-35 10 hrs ago

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    I want a girl friend who dresses me in panties or hers or mine. that would be amazing. :P
    natessecret natessecret 18-21, M 3 hrs ago

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    I'm married and I'm the other woman for another man. I'm 25 and he is 45. I am in love with him.... What am I gonna go?!
    bekakaye4 bekakaye4 22-25, F 4 Responses 9 hrs ago

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    I miss him. I miss his touch and his kisses. I miss everything about him. I miss the laughter and the way he smirks at me when I get caught staring. Since my trip we actually talk...
    notafanofcircumstance notafanofcircumstance 31-35, F 4 Responses 3 hrs ago

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    As I prepare for my first gender clinic appointment on Wednesday, I'm in a truly reflective mood. I know I have always wanted to be a woman but I think back to the first time I...
    LucyTG LucyTG 26-30, T 4 Responses Apr 12

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    I m male. I love to cross dress. I have cross dressed many time and have enjoyed cross dressing. But cross dressing in front of lady is so exciting. So is there any nice lady who...
    anitamam anitamam 41-45, T 1 Response Mar 30

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    Dressing and Dating Love to date but stress over the dress? Are you a clotheshorse without a guidepost when it comes to dating and decorum? Well, dive into your closets, ladies...
    CupidsCronies CupidsCronies 26-30, F 2 days ago

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    Its been four freakin days since ive talked to him. Its been a long holiday weekend and hes out of town with his family. The last time we spoke i told him im gonna miss him so...
    Rogue9926 Rogue9926 31-35, F 9 Responses 8 hrs ago

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    On Saturday April %th I am having my first night out dressed as a woman. Going to town with a group of natural girls foe food, show and drinks. just cant wait. Plenty of shopping...
    cperry3105 cperry3105 51-55 1 Response Mar 23

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    For women fashion jewelry items have always been a matter of joy. They love to beautify themselves with different types of adornments.  We often use them with our party...