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Thread: How has your dressing evolved since the first time you dressed?

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  1. #1
    Member michelleg's Avatar
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    How has your dressing evolved since the first time you dressed?

    I started as a teen, wearing my Mom's lingerie and dresses and sometimes playing with makeup. I admit I was hooked the first time I put on a slip, it felt amazing and I could not imagine not continuing to do it, so every chance I had I was getting dressed. As I got older I started shaving, when I thought I could get away with it, and trying to spend as much time as I could dressed. After leaving home I purchased my own things and continued to dress anytime that I could and now I didn't have to worry about shaving so I happily went totally smooth and loved it. Now I have a closet full of girl clothes, dresser full of lingerie and a lot of heels, tons of wigs and a lot of makeup. I dress a lot more, I have went out in public, some friends know I dress and I enjoy the ability to purchase the clothes I want to wear and enjoy changing fashions and cute outfits. This has been my experience, please tell me about yours I would love to hear them, thanks.

  2. #2
    Senior Member Tracy Irving's Avatar
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    I started out wearing panties. Now I have a closet full of anything I want to wear.

  3. #3
    Banned Spammer
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    I do it every day now?

  4. #4
    happy to be her Sarah Doepner's Avatar
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    My top 3 are;
    I have my own fashion sense now that isn't dependent on a few "borrowed" items.
    I'm comfortable being casual.
    I don't have to wear shoes that don't fit.
    Sarah
    Being transgender isn't a lifestyle choice. How you deal with it is.

  5. #5
    Girliegirl Jillian Faith's Avatar
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    Quote Originally Posted by Sarah Charles View Post
    My top 3 are;
    I have my own fashion sense now that isn't dependent on a few "borrowed" items.
    I'm comfortable being casual.
    I don't have to wear shoes that don't fit.
    Sarah took the words right out of mouth....Amen!
    Jill

  6. #6
    naughty nurse Billie Jean's Avatar
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    From wearing panties and stockings/pantyhose to fully dressed. Even gone out to a club. Billie Jean

  7. #7
    Lisa Allisa's Avatar
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    Hummmm, lets see, in a nutshell, no heart palpitations or profuse sweating, no jumping at every noise and above all no sexual arousal anymore. Does living full time count?
    "you are a strange species and there are many out there;shall I tell you what I find beautiful about you ,you are at your best when things are at their worst" ...[ Starman]
    It may of course be a bit disturbing to sense that one is really not so firmly anchored to the gender one was born into.

  8. #8
    Aspiring Member
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    My dressing has totally evolved.

    I started by trying on my mom's panties. It felt great, the smoothness of the material was exhilarating (compared to my tightie whities). I eventually worked up to my mom's swimsuits (she had 2, one swimdress and the other a 2 piece, bikini bottom and tie behind top). I then moved onto the other items in her closet, dress, separates (blouse/skirt combo).

    As I got older, I started to buy my own stuff, swimsuits, aerobic tights/leggings (yes, 80s and I regret purging those), and shapewear.

    Fast forward to today, I've now included items like makeup, wig, jewellery. Wendy has her own closet with her own set of outfits, including an expanded set of shapewear and 110+ one piece swimsuits.

  9. #9
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    Quote Originally Posted by Allisa View Post
    Hummmm, lets see, in a nutshell, no heart palpitations or profuse sweating, no jumping at every noise and above all no sexual arousal anymore. Does living full time count?
    Wow! that is so me! the fear, the stress, sweating, the heart palpitations when dressed. Don't want to dress full time but would love to be in an understanding relationship.

    [SIZE=1]- - - Updated - - -[/SIZE]

    I started as an early teen with my mother's panties, then dresses and heels. Eventually I would purchase my own items pretending that they were for my girlfriend. I've purged so many times as recent as a month ago. Thankfully due to the internet, it's easier to shop now. I love heels the most. I posted in other posts recently that i'm finally accepting of who I am, and would like to evolve into wearing makeup, wigs etc, and maybe go out one day. I want to enjoy myself before I get older.

  10. #10
    dress to feel the energy Shely's Avatar
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    Yes, it has come the full circle. Now I dress 100% with full makeup, jewelry and of course a wig. I also just have perfume on while dressing. The process is as full and fun as the going out when I ger dressed. I just wish I could go out in a pretty mode instead of a blending in mode. Maybe someday I will be able to party with others of this interest.
    https://www.flickr.com/photos/lovethatdress/

  11. #11
    Silver Member NancySue's Avatar
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    My first experience was when I was young. The instant I put on a pair nylon stockings, I was hooked. For several years, I was only interested in hose. Then one day, out of the blue, I began trying on other things...some I enjoyed, others..so-so.
    Now, I have everything, and more, I need and dress, to some degree, every day. Other than my supportive wife, no one knows.

  12. #12
    silicone member Danielle_cder's Avatar
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    Evolved from just the thrill of pantyhose to out and about woman
    the only limit that u set, is the one u set yourself.

  13. #13
    Aspiring Shopaholic BTWimRobin's Avatar
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    For me it started as a young teen trying on mom's things snd experimenting with her makeup. Then suppressed it for a few years until my girlfriend at the time loved to dress me up. Suppressed it for some thirty years. A few months ago I finally, gave into my desire, came out to my accepting, supportive wife and now I am trying to get my look together. Still figuring it all out... and loving every minute of it.

  14. #14
    Miss Judy Judy-Somthing's Avatar
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    Wow it seems like most of us have similar stories!
    When I see my self I love it!
    "This is ME" I am not CRAZY, I'm just a GUY who likes dresses!
    Since allot of men dress up in woman's clothing that makes it a manly thing to do!
    Much more fun than fishing.
    I do construction like house building and I love CD-ing, what's the difference?

  15. #15
    Platinum Member
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    Hi Michelle , I have been in this program for over 72years now and
    I have a huge collection of clothes, shoes, lingerie, wigs & accessories,


    I would say that I have totally evolved into Crossdressing. >Orchid .oOOo.
    Having my ears triple pierced is AWESOME, ~~......

    I can explain it to you, But I can't comprehend it for you !

    If at first you don't succeed, Then Skydiving isn't for you.

    Be careful what you wish for, Once you ring a bell , you just can't Un-Ring it !! !!

  16. #16
    Senior Member Maid_Marion's Avatar
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    My style has gotten "younger." I'm comfortable wearing a Junior's crop top and short shorts in public that shows off my figure. Though I'm short enough that you can't see bare skin at the waist unless I raise my hands.

  17. #17
    Super Moderator Raychel's Avatar
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    Started out as just Lingerie when I was a teenager.
    Now a full closet of womens clothes.
    No doubt more then most women have.
    my sister's reply when I told her how I prefer to dress

    "Everyone has there thing, all that matters is that you are happy, love what you do and who you do it with"

  18. #18
    Gold Member Sometimes Steffi's Avatar
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    I started out with my mom's panties, which was very exciting, if you catch my drift. The I discovered her girdles. I loved how tight they were on me. Then, or course bras, stuffed with socks. My mom didn't have any pantihose, only stockings. I watched a movie on TV where one of the actresses pulled on and hitched up stockings to her girdle. That's how I figured out how to use the garters on the girdles.

    Next, I got into my mom's lipstick and jewelry. She didn't have her ears pierced, so I could try on her earrings.

    My mom alwas had a very neat and organized pantie drawer. I was always very careful to put everything back where it came from. One time, I opened her pantie drawer and it was all messed up. I thought it was a trap to catch me, so I didn't touch anything in her room. I went down to the basement where she kept her "extra" clothes. I found a couple of bathing suits, and all kinds of other clothes that I didn't have to worry do much about putting them back "correctly". She also had some jewelry down there, including a ring that almost got stuck on my finger.

    But, best of all, the had a beautiful, blue, heavily-beaded evening gown. I thing it would have fit me at that time, but I was afraid to pull the zipper all the way up, in case I got stuck in it.

    Fast forward to today. Name a piece of women's clothing (except socks) and I probably have more of them than my wife does. SInce I'm in a DADT marriage, my wife tolerates, but doesn't want to see me dressed, never mind shop with me. As a result, I've always shopped myself, or with TG friends, and I've developed my own style, totally different than my wife. I've gone out and about a lot, been to Keystone 8 times, and I've probably gotten 30 makeovers.
    Hi, I'm Steffi and I'm a crossdresser... And I accept and celebrate both sides of me. Or, maybe I'm gender fluid.

  19. #19
    Amanda countrygirl's Avatar
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    It started with mom and sisters clothes than I started buying my own. Now Amanda is her own person. She is very happy to be her.
    Amanda

  20. #20
    Member Shayna's Avatar
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    My taste is now less fantasy teenage hooker-like clothes, more towards things actual women would wear.

  21. #21
    Bunny Bordello rachel_rachel's Avatar
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    Quote Originally Posted by Shayna View Post
    My taste is now less fantasy teenage hooker-like clothes, more towards things actual women would wear.
    id say a lot of us would’ve started out that way. I know I did.
    But now I’ve evolved into quite a classy dressing mid 40s woman.
    i am what I am, I do what I do..
    i do not seek approval from others.

  22. #22
    Senior Member JocelynJames's Avatar
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    Well , the first time I dressed it was hose, bra , dress and block heels , no makeup...and it was my mom’s. Now, it may be all those things, probably a bit more stylish, with makeup and a wig... and the clothes are all mine.
    If you only knew the power of the pink fog! ~Joss

  23. #23
    Gold Member Helen_Highwater's Avatar
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    Michelle,

    Mine is similare to many. Mon's girdlesand stockings, early additions were items "rescued" from the jumble sale bag. Into my 20's are started buying things for myself but on the pretense that there were presents which meant I squeezed my size 9's into size 7's.

    Firstly the internet told me I wasn't alone and online shopping and this forum gave me so much confidence.

    Now my wardrobe is populated with things that fit me and suit my age. I hope I've learned to put together outfits that range from smart casual through to classic elegance.

    Above all else I've learned to be confident in my choices. To buy things I'll actually be prepared to wear out and about and not just for the mirror to admire.

    I'm still not sure that you can have enough shoes though.

  24. #24
    Silver Member Bobbi46's Avatar
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    Like so many, small beginninhgs just panties and tights but the desire to dress more and be myself only came about after my 2nd divorce to now with a resonable wardrobe and being able to please myself.
    I started life a lost man now I am a found woman

  25. #25
    Aspiring Member Karmen's Avatar
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    I started with panties and pantyhose, trying on my mom's heels and clothes. Gradually I advanced to my own clothes, shoes, wigs and makeup. But I never came out. I still crossdress in secret while at home or go out in the night or foreign cities when I don't expect to cross paths with someone I know.

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