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I Am a Male to Female Crossdresser

Personal Stories, Advice, and Support 1,406 People

    UPDATE: I contacted somebody at "the club" to

    get more info on meeting for dinner and was informed that the dinners are for "members only", and that I had not yet been to a meeting or submitted an application. I'm a little disappointed, but mostly relieved. Now that the blind date is out of the equation, going to therapy...
    JessicaDale JessicaDale 51-55 4 Responses Nov 5

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    Practice, practice, practice.

    I'm becoming a bit of a wizard at creating the feminine illusion. I've a ways to go a far as the "face" is concerned, but OMG, that body! I've been able to create some amazing Sophia Vergara types of curves that blow my mind. If I weren't such a "butter - face", I'd be a...
    JessicaDale JessicaDale 51-55 1 Response Dec 11

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    Hi everybody! I would like to introduce myself

    this wonderful group. I'm Amber and I am a very part-time crossdresser. I've been crossdressing on and off for a few years now. As much as I love it, I wish I can do it more often than I normally do, but work and other constraints don't make that happen as I would like. That is...
    lthrnick1987 lthrnick1987 26-30, T 3 Responses Nov 18

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    Here we go again. Tonight is the first Thursday

    of the month and the night that the TG club meets again. I talked to my wife and my therapist about going again. Therapist says absolutely, my wife was more like "OK, I guess". We talked about it for a while before I left for work and then continued via text. She has asked me...
    JessicaDale JessicaDale 51-55 5 Responses Dec 4

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    I was a teen when I discovered I liked the dark

    lash look that mascara gave the user. I asked an older neighbor girl, her makeup was always immaculate and tastefully done, if she would put some on me. She smiled and granted me my wish, I now had upper and lower lashes coated with black mascara. Didn't take long for me to...
    CdKimmi CdKimmi 66-70, M 3 Responses Aug 14

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    People Ive Told Im A Mtf Crossdresser And The Stories!!

    Well for starters my instagram is Girlyautumn and whoever remembers me from a while back in November on here as AutumnCD is awesome but here are my stories. -Step mom So one night I think in November of 2012 I was wearing some of my step sisters clothing in the bathroom. I was...
    Girlyautumn Girlyautumn 18-21, T 5 Responses Nov 18, 2013

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    So I'm going through college right now,

    and don't have money to buy stuff like girl clothes. But if you buy me something off my wish list I'll send you a whole bunch of sexy pics of me k. http://www.amazon.com/gp/aw/ls?lid=1ZMDJL0TT8SX0 Just message me to let me know you bought something and I'll make it worth your...
    Poopoohead17 Poopoohead17 18-21, M 3 Responses Oct 28

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    I just simply love shopping for

    and wearing womens clothing.
    0hBrandie 0hBrandie 41-45, M 1 Response Oct 24

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    I'm still learning my style

    and comfort zones. I'm a big man, so when I do go public, en femme, other guys don't mess with me and, to my shock, I have learned that lotz of women actually enjoy seeing a man like me dolled up in a nice skirt, blouse, and a touch of make-up. At this moment, I am wearing blue...
    CinimonGypsy CinimonGypsy 41-45 5 Responses Sep 22

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    As my wife and I were driving to her brother's

    for dinner, late of course, she began to put on her make up in the car. Then she realized that her eyeliner was mostly gone and remarked that it seemed to have gone very quickly, "unless you've been using it". I said "I've got my own, I leave yours alone ". She thanked me for...
    JessicaDale JessicaDale 51-55 4 Responses Dec 1

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    So I've got another outing to add to my resume.

    I looked great BTW. I wore a pair of skinny jeans (size 12 long), a green turtle neck shirt (which brings out the green in my eyes)with 42D's heaving beneath. A pair of black medium heeled boots over my jeans and a matching purse. I did my eyes a bit heavy on the liner and...
    JessicaDale JessicaDale 51-55 3 Responses Dec 5

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    I've lost 15-20 lbs since I started to "come

    out ". I'm trying to lose "size ". I don't want to be a "big man " any longer. I really like being able to curl up on the couch. I just want to occupy less space and be smaller.
    JessicaDale JessicaDale 51-55 1 Response Nov 24

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    I went to have a couple of drinks with my

    life-long best friend, we go way back. He was having a difficult time with some personal issues and needed some "buddy time". Next thing I knew, I am in the middle of a table full of women with the "men" around the edges waiting for this to be over. There I was, Jessica, at the...
    JessicaDale JessicaDale 51-55 Oct 4

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    I need your support and encouragement.

    Last week I surprised my therapist by showing up to my appointment fully dressed. Yep, right through the front door as Jessica. This week I've changed my appointment time so that I might attend my first meeting with a CD/TG social club afterwards. The problem is that I've got...
    JessicaDale JessicaDale 51-55 8 Responses Nov 4

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    Sitting cross-legged in a pair of nice Active

    Support Leggs, checking and replying to various messages and petting my Golden with nylon encased toes at the end of my long legs. Today will be a good day.
    JessicaDale JessicaDale 51-55 3 Responses 3 days ago

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    I got the house to myself

    for the first time in a while, and I am too sick to enjoy it. And I have to go to work tomorrow, no matter what. My service advisor is out sick for the week, so it's me, or close the shop. I can't wait to sell the place and retire
    JessicaDale JessicaDale 51-55 1 Response Nov 17

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    I like to dress in women's clothing,

    but tastefully. I went through a period where I very much dressed like a 15-17 year old girl, I wore tight T-shirts, "girly" clothing, and frilly things - but this version of my fem self is much more mature. I prefer skirts, tasteful tops, comfortable heels, and the occasional...
    Mich38 Mich38 36-40, M 3 Responses Nov 22

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    I Am A Closeted Crossdresser

    I am a 22 year old college student. When I was 14 years old, I discovered that one of my favorite hobbies was dressing up in women's clothing. Everyday when I got home from school before my mom or two sisters, I would try on their dresses and swimsuits while looking at myself in...
    brianschultz377 brianschultz377 22-25, M 5 Responses Nov 24, 2013

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    Wow

    I have always had a fascination with feminine clothes, the sexier the better, and heels not under 3 inches! I started sampling wearing them in my teens from my sisters wardrobes and immediately knew how much better I felt about myself when I looked in the mirror and saw this...
    Candicegirl Candicegirl 51-55, T 10 Responses Aug 16, 2012

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    I did something today I have always wanted to

    do. I dressed and watched some videos on makeup and did an ok job for a first timer. Then I went for a drive which was a great feeling the way the seatbelt cut the center of my chest and getting used to driving in my heels (5 inch pumps should have started lower oh well). Then...
    TinaCDER TinaCDER 26-30 7 Responses May 8

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    Call me crazy, but a part of me almost wants to

    tell my older sister that I love crossdressing. Be like, "you know why I get all weird when you ask to use my pick up truck?, it's because I have a huge box in the back seat full of tops, dresses, skirts, leggings, bras, breastforms, make up and high heels,
    JessicaCD20 JessicaCD20 18-21, M 3 Responses Sep 27

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    I love everything about crossdressing.

    The hair, makeup, high heels, fem undi things. I feel happier when dressed.
    susiecdgurl susiecdgurl 56-60, T 3 Responses Jul 5

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    That's another experience off of my list.

    As soon as I put on a pair of heels, I forget how to drive a clutch and I can't read a map LOL. Oh, and I'm late, too. I need to get cleaned up and get home now. I'll do better update tomorrow TTFN Jessica
    JessicaDale JessicaDale 51-55 2 Responses Nov 7

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    24chris24 24chris24 22-25, M May 13

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    I crossdressed fort many many years,

    I always wanted to go out even go dressed to go out many times, then after looking in the mirror stayed in (Man in a dress), about 3 years ago I was dressed at home and got a shock looking in a mirror that I had got to the stage were I passed, I go out now once or twice a week...
    amber8642 amber8642 51-55 2 Responses May 17

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    I have crossdressing nightmares like everybody

    talking about about me and I'm not allowed to be aound.
    KatrinaBoyer41 KatrinaBoyer41 36-40 9 Responses 2 days ago

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    I guess when you find something

    that works, it's best to go with it. I spent yesterday afternoon wearing an "outfit " very similar to the one that I was complimented on by my wife last week. I did some housework, put up some Christmas decorations, and fixed a dinner and salad that earned me a "Holy Crap, that...
    JessicaDale JessicaDale 51-55 3 Responses 4 days ago

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    ..... and last night I took another step of

    self-discovery by calling into a hotline number and making arrangements to attend my first meeting in a local TG social club. I will now have to decide if I can, or should, attend my first meeting in femme or boy clothes. I have some apprehensions about delving deeper into the...
    JessicaDale JessicaDale 51-55 3 Responses Oct 22

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    Tonight I have the house to myself

    and it's time to push forward a little more. Tonight's test will be to exercise some self control. We have a big party at our house this Saturday and there's a lot of cleaning and preparation to be done. I'm thinking that if I can pull it off, my wife will be even more receptive...
    JessicaDale JessicaDale 51-55 4 days ago

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    Here it goes And there it went.

    Just left therapists office and am in line at a fast food drive through. I'm starving
    JessicaDale JessicaDale 51-55 3 Responses Nov 6

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    Hello all! I made another step today.

    I have always loved running and women's running clothes (going back to my high school Cross Country and Track days). Today I went and bought work out capri's, sports bra, and jogging tank top. I got home tried them on (still have them on actually). So tomorrow mooring I am...
    TinaCDER TinaCDER 26-30 11 Responses May 28

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    As I delve deeper into the the silky folds of

    the girl within me, I continue to discover new and exciting things about "us", Jessica and I. Most recently I've discovered a flirtatious side of my character that was previously undiscovered. And I am loving it ! I went to an Oktoberfest this last weekend with my wife to have...
    JessicaDale JessicaDale 51-55 2 Responses Oct 7

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    Today I have an appointment to get a mini

    transformation make-over at a small boutique near my therapists office. It will be my first time "dressed" in front of another human being. I'm terrified and excited, but WTF, you only live once, right?
    JessicaDale JessicaDale 51-55 10 Responses Oct 1

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    Ive been this way my entire life.

    If u have seen my profile, im sure u get the point. Anyway, I just wanted to share the fact that I just increased my picture limit and its totally selfie time! Check out my new pics! ♡♥♡
    BoyNbraNpanties BoyNbraNpanties 26-30, M 5 Responses Oct 27

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    So, you may remember

    that last Thursday I went to a meeting and therapy fully dressed. It was my first time completely out en femme. I am still processing the experience and have been pretty tight lipped about it. Well, my wife has broken the silence. She knew that I was going and actually made...
    JessicaDale JessicaDale 51-55 7 Responses Nov 16

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    I am a CD, have been

    since the girls net door dressed me as one, I am lucky enough to have found a woman who figured it out early and accepted me, with a few changes. The major 2 are when I am Millie I am to be dressed completely, no half way, that means makeup, wig, dressed from the skin out...
    Milliewife Milliewife 66-70, T 4 Responses Sep 8

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    Once again, I went to my therapy dressed.

    I only had about an hour to get ready, so I had to hurry. It seemed like I did OK, but who knows. About half way through the appointment, she stops me and says "right now, I can't remember how you look as a male". I said I would consider that a compliment, she "you should, it...
    JessicaDale JessicaDale 51-55 2 Responses 4 days ago

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    Hi M, I know that you

    and Mom talked Thursday night about where I was and what I was doing. Let me first say "Thank you " for being so understanding and agreeing to be a resource for Mom, it means a lot to both of us. You probably have some questions and I will do my best to answer them. You...
    JessicaDale JessicaDale 51-55 6 Responses Dec 8

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    My girlfriend has gone out

    for the day and I am cleaning the house whilst she is out. I have decided to do it dressed up. I bought a blue minidress earlier in the week and some blue heels. I have got them on with black stockings and my favourite bra and panties. I kept the curtains downstairs closed...
    Nikki1988x Nikki1988x 26-30, T 4 Responses Sep 13

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    ..... and now I'm pushing it further,

    again. I've selected my outfit for visiting my therapist fully dressed. I chose a mocha colored sweater dress with chocolate tights and a pair of brown suede over-the-knee boots with a very low heel. My belt, boots, and purse all match. I am finishing an order with the...
    JessicaDale JessicaDale 51-55 7 Responses Oct 23

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    Just started dressing again I have to say I

    wish I would of never stop I wish I could look beautiful every day and be able to be who I want to be and that's a girl with a penis
    Rachellee1217 Rachellee1217 26-30, M 5 Responses Sep 2

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    Does anyone have any experience with herbal

    supplements for breast enlargement? I'm interested in trying pueraria mirifica. I'm not expecting huge growth or anything but do these herbal supplements work? Are any changes that may occur permanent or will they be reversed if I stop taking them? Thanks.
    thom2332 thom2332 22-25, M 2 Responses Sep 29

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    Hi everyone! I enjoy dressing up in woman's

    clothing and getting all dolled up. It's a very fun activity for me and I find some nice clothing that I like to wear even when I don't get dressed up. I find that wearing boy short panties are extremely comfortable and are also great to sleep in, and I enjoy wearing fitted...
    BridgetWatson BridgetWatson 18-21, F 9 Responses May 26

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    My wife came home last night to find me fixing

    an amazing meal for the two of us. I was wearing an oversized shirt (it used to fit me!) over some tight black long underwear (stretch pants? ) and a pair of long wool socks scrunched down. I think that she could sense my contentment. She said that I "looked cute ", I nearly...
    JessicaDale JessicaDale 51-55 3 Responses Dec 12

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    My wife asked when my appointment was

    and if I was going to dress up for it. I told her that I changed the date to tomorrow so that I could attend my meeting and that I would be dressed and out all day. She asked a few questions and commented on what I might do with my spare time. The exchange was completely devoid...
    JessicaDale JessicaDale 51-55 2 Responses Nov 5

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