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I Like To Dress Like A Woman

Personal Stories, Advice, and Support 1,095 People

    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...
    Cute30sMom Cute30sMom 31-35, F 20 Responses Jan 22, 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...
    spaz1177 spaz1177 46-50, T Jul 7, 2013

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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...
    MorphAble MorphAble 41-45, M Oct 18, 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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    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...
    deven44 deven44 66-70, M 3 Responses Dec 26, 2011

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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...
    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...
    mslade mslade 61-65, M 1 Response Sep 12, 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, (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...
    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...
    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...
    Cute30sMom Cute30sMom 31-35, F 25 Responses Jan 10, 2013

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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...
    Cute30sMom Cute30sMom 31-35, F 27 Responses Jan 15, 2013

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    Things I Don'T Understand #2... -
    deven44 deven44 66-70, M 6 Responses Jun 1, 2013

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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...
    notech64 notech64 41-45, M 2 Responses Apr 4, 2011

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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...
    Josie06 Josie06 56-60, F 2 Responses Jan 16, 2012

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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...
    Adam59 Adam59 56-60, M Aug 29, 2012

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    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...
    Cute30sMom Cute30sMom 31-35, F 67 Responses Jan 7, 2013

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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...
    Cute30sMom Cute30sMom 31-35, F 43 Responses Jan 31, 2013

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    Related Experiences

    I am a straight male and proud of it But I have always felt like a woman in a mans body.I am not gay at all ,I am only attracted to women. But ever since I was a child I would have...
    Randy127 Randy127 22-25, M 2 Responses Mar 19

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    Black cotton lowrise panties with lace waistband; black cotton bra (with forms); a dark purple velvet dress with 3/4 sleeves that comes to 2" above my knee with a v-neckline; wedge...
    AliciaHalfcat AliciaHalfcat 36-40 Mar 18

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    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 4 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 1 day 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 1 day 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 6 Responses 3 days ago

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    Has anyone tried using breast enhancement creams or pills? I'm thinking of using them and want to know if there is any success out there. Is just a gimmick? It almost sounds to...
    skibumb skibumb 36-40, M 3 Responses Mar 18

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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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    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 13 hrs ago

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    The last couple of days I really wanted to share but got so brassed off with the trolls etc I just couldn't be bothered. I got to see the OM on Wednesday. He had to cancel on...
    CuriousKat12 CuriousKat12 51-55, F 16 hrs ago

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    There are times when the urge to cross-dress is overwhelming. I feel like I will explode if I don't get the opportunity. The opportunity arose a couple of weeks ago, and I was...
    SweetRhonda SweetRhonda 51-55, T 1 Response 8 hrs ago

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    If I could find a job somewhere where they'd let me dress like a little sissy girl, that would make life perfect!
    BabyMaryanne BabyMaryanne 46-50, M 3 Responses 5 hrs ago

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    I love woman in uniforms and would like to find woman who enjoy wearing uniforms
    kevefc kevefc 46-50, M 10 hrs ago

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    Refreshed and ready to go today. Deep breath. Doing better after some sleep. I want to thank all of the wonderful women here for their support. I don't know why I let last night...
    blackheels4me blackheels4me 36-40, F 3 Responses 9 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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    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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    A woman shoots her husband. Then she holds him under water for over 5 minutes. Finally, she hangs him. But 5 minutes later they both go out together and enjoy a wonderful dinner...
    jml2000 jml2000 56-60, M 2 Responses 6 hrs ago

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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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    MM asked to meet up today.. Obviously To fck. And I decided to divert the conversation and then I stopped replying to him.. And it feels sooooooo good to just say no. It's not...
    Xf1234 Xf1234 22-25, F 12 Responses