Viewing 30 reply threads
  • Author
    • #527255
      Michelle Trott
      Registered On: April 7, 2021
      Topics: 1
      Replies: 511
      Has thanked: 1628 times
      Been thanked: 2264 times

      I sure didn’t have a sense of calm. I was shaking like a leaf. It took 15 minutes to open the car door. It was something I had to do but I was terrified and excited. I realized right away how polite many men are. Also women who were dressed like me. Nicely dressed, etc. Were polite and friendly.The few compliments I received were from young women. I often see two of my sister’s in the mirror. Go figure

      4 users thanked author for this post.
    • #527241
      Laura Lovett
      Registered On: March 26, 2020
      Topics: 39
      Replies: 1545
      Has thanked: 5095 times
      Been thanked: 7593 times

      The first time I went out en femme was odd – it was a fancy dress party, but no-one told me, and the girl whose party it was dressed me up in some of her clothes, as she was 6’1, and I’m 6’4.

      She did my makeup, and we all went off to the pub for a few drinks – and that was quite the experience!

      Obviously, I burned inside to dress up, and this was a fantasy come true, so it all felt magical and right, just as others have said.

      I also experienced what I have experienced every time since – that, while en femme, I attract groups of curious women, who end up treating me as one of the girls.

      It was a real sign of this is who I am meant to be – but, even as a student in the 1990s, it was hard to push myself to follow the fantasy, as I saw it.

      Well, going out en femme 3 years ago changed all that.

      No makeup, a dress, wig, tights and wellies with a Parka jacket – ordinary women’s clothing, and I had a full on epiphany.

      Born this way, I am who I am and so on.

      Lots of lovely surprises, just from following my dreams!

      Love Laura

      4 users thanked author for this post.
    • #527237
      Felicia Mars
      Registered On: May 2, 2020
      Topics: 1
      Replies: 51
      Has thanked: 376 times
      Been thanked: 226 times

      Like so many have said…the ‘transformation’. The feeling is really unexplainable. As I wrote in my journal about the experience: “I looked in the mirror that day and literally saw someone completely different looking back at me. Felicia was truly staring at me and then the realization that it was me. Something shattered. It completely changed my perception of everything in that moment. I knew I could never not have Felicia in my life. It really is unexplainable. It so profoundly reshaped my inner landscape and continues to do so daily.”

      All the layers it takes to get there. The undergarments, the clothes, the wig, the breast forms, the shoes, the jewelry, the nails, the eyelashes (OMG), the makeup, are part of the experience and each one as you continue to layer is such a lovely surprise. But seeing her….magic.

      4 users thanked author for this post.
    • #527212
      Ashley Konners
      Registered On: August 15, 2020
      Topics: 40
      Replies: 571
      Has thanked: 2058 times
      Been thanked: 2729 times

      While I’ve never had a makeover it it is certainly on my list of “ things to do”. I also loved the first time I slipped on a pair of heels. Had been wearing pantyhose for many years before I and loved that feeing but then to slip my hose covered foot into a nice classic black pump was amazing.  The perfect finishing touch. Also the first time I did my makeup, wig and earrings I could believe how feminine I felt with everything coming together as a whole.


      5 users thanked author for this post.
    • #526573
      Mary Priscilla
      Duchess - Annual
      Registered On: May 23, 2020
      Topics: 2
      Replies: 116
      Has thanked: 205 times
      Been thanked: 481 times

      Like many of the other responses, my “awakening” was that first look in a mirror following my initial makeover. For me, it was transformative in that it confirmed what I had known for so long but never gave myself permission to pursue; that is the woman within me. It was a magical experience.

      6 users thanked author for this post.
    • #526155
      Michelle McQueen
      Registered On: June 14, 2021
      Topics: 28
      Replies: 1505
      Has thanked: 9724 times
      Been thanked: 7363 times

      I’ve never had a professional makeup session but the first time I went out in public fully dressed I was amazed at how calm and happy I felt and was walking on cloud nine. I wanted to show Michelle off to the entire world. I felt like a completely new person.

    • #526153
      Jane MacLeod
      Registered On: March 4, 2021
      Topics: 2
      Replies: 48
      Has thanked: 64 times
      Been thanked: 315 times

      When i had my first professional makeover after years of dressing and using make-up in private,always with the fear of being caught, It was a shock to realise how calm i was when getting the makeover with others present. Standing admiring myself with another person whilst fully dressed and made up was magical. The fact i managed it with ease wasn’t what I was expecting.

    • #525736
      Registered On: December 13, 2016
      Topics: 106
      Replies: 252
      Has thanked: 8 times
      Been thanked: 1393 times

      Well having one of my best makeovers in MOntreal, including an assemetrical blonde haircut and colour, I was suprized by the feminine pronouns, especialament en francais! She, miss, madame, ell…c’etait si bon!

      2 users thanked author for this post.
    • #521635
      Danielle MacGuffin
      Registered On: May 21, 2021
      Topics: 6
      Replies: 180
      Has thanked: 421 times
      Been thanked: 725 times

      What surprised me was how relaxed I was. Sure I was nervous. Granted there weren’t a lot of people around. But I walked across a park to a concession stand and bought a bottle of water as if I didn’t care what anybody thought about my wedges and skin tight leggings.

      Also, surprised how much I enjoy wearing wedges and leggings.

      Plus, after a photo shoot, I was surprised at how much I resemble my sister.

      Xoxo, Dani

    • #521616
      Sarah Kanter
      Registered On: April 25, 2019
      Topics: 13
      Replies: 152
      Has thanked: 300 times
      Been thanked: 773 times

      The first time I really went out, the thing that surprised me was how calm and relaxed and “right” it felt. I think all of us can relate to the feelings of nervousness or uncertainty and guilt, but I was amazed how all that melted away when I went out without the idea of hiding.

    • #521590
      Jamie Taal
      Registered On: June 14, 2019
      Topics: 8
      Replies: 186
      Has thanked: 1140 times
      Been thanked: 1088 times

      What surprised me was how I looked like a less attractive version of my sister. It kind of creeped me out a little so i am less inclined to look in a mirror when I dress fully. It is not that i look like her that is uneasy but how I do not look like how I see myself in my minds eye. I need to get over that.

      Second, is how much calm comes over me. Not focusing on how/if I pass (see above) has allowed me to dress the way I like (very sophisticated) and work from home in complete calm. As the day goes on I completely forget how I am dressed and that what I am wearing is “different”. This reaffirms for me that dressing is completely a societal construct and not biological. Surprise

      • #521853
        Amy Myers
        Registered On: February 11, 2019
        Topics: 23
        Replies: 1658
        Has thanked: 4947 times
        Been thanked: 5411 times

        Jamie, your comment about looking like your sister reminded me of something similar which happened to me.

        I never had any sisters, but after my first professional makeover, and when she showed me the result, I was struck by how much I looked like my mother. Couldn’t believe it actually! Then a while back I was visiting a CD friend and she lent me a different wig and dress. The dress was in a style often favoured by my Mom, and the wig as well, and when I showed the picture to my wife, she was floored by how much I looked like my late Mom.


        • #526599
          Topics: 0
          Replies: 0
          Has thanked: 0 times
          Been thanked: 0 times

          Me too! After years of feeling like I looked like my father, a 40lb weight loss totally changed the shape of my face…thinner, more pointed features. I too think I look more like my mother as I’ve aged, especially dressed❤️ Damn, I miss my mom…she definitely would have helped me with my makeup!


          2 users thanked author for this post.
    • #521443
      Amy Myers
      Registered On: February 11, 2019
      Topics: 23
      Replies: 1658
      Has thanked: 4947 times
      Been thanked: 5411 times

      Not quite the answer, but the surprise for me is, and it continues to be the exploration of all things feminine. Like shoes, of course, but also all of the endless accessories, the endless styles and colour combinations of clothes. Plus that elusive quality which makes one feminine, and not just a guy in a dress.


      • This reply was modified 1 year ago by Amy Myers.
    • #521439
      Bridgette VonSmirff
      Registered On: October 18, 2020
      Topics: 49
      Replies: 1375
      Has thanked: 19862 times
      Been thanked: 5677 times

      The first time I really got my makeup just right, completing it while my wife was out and her coming home to see me full out Bridgette and she said “You look beautiful, we have to go out. ” I almost cried right there. It was a wonderful day.


    • #521427
      Angela Booth
      Registered On: August 1, 2020
      Topics: 9
      Replies: 1150
      Has thanked: 4353 times
      Been thanked: 5141 times

      I had dressed in my sisters dresses from when I was very young. The first time I was fully dressed when I was about seven. I was dressed as a fairy for a school play. My mother made the dress and I was fully dressed with a dab of makeup. I was surprised at how much of a girl I looked and how everyone saw me as such. It was no surprise that I saw how I wanted to be.

      7 users thanked author for this post.
    • #521365
      Topics: 0
      Replies: 0
      Has thanked: 0 times
      Been thanked: 0 times

      My first full en femme experience was also the time of my first makeover. The surprise? How natural and “right” it felt to be a girl.


    • #521340
      Bambi Serendipity
      Registered On: July 15, 2021
      Topics: 1
      Replies: 3
      Has thanked: 56 times
      Been thanked: 43 times

      Even though I have been dressing off and on for decades, I only recently tried heels.  I never understood shoe fascination… until now! LOL  I’m totally hooked and it has genuinely surprised me in a good way. 🙂

    • #521332
      Alicen Thairms
      Registered On: July 15, 2019
      Topics: 53
      Replies: 448
      Has thanked: 1752 times
      Been thanked: 1406 times

      What I found surprising was nothing.

      Actually I was just plain delighted – there I am a woman – it’s the same feeling I get every time I crossdress and look in the mirror to check I have got my outfit etc right.

    • #521313
      Jess Secret
      Registered On: February 18, 2021
      Topics: 15
      Replies: 467
      Has thanked: 1184 times
      Been thanked: 1951 times

      Great topic Saoirse! For me it was how gorgeous I looked the first time I got dolled up in beautiful/romantic lingerie in front of the mirror. I definitely turned myself on and I just couldn’t look away from that mirror and the woman who was looking back at me. I looked and felt like a woman about to come to bed on her wedding night. A very romantic and sensual feeling came over me that I can’t describe!

      5 users thanked author for this post.
    • #521182
      Brianna Rizzoli
      Registered On: November 10, 2020
      Topics: 10
      Replies: 63
      Has thanked: 205 times
      Been thanked: 357 times

      The first time I got really serious about my cosmetics was only in the last few years. Even though I had been dressing since I as 11, I had not been serious about my make-up beyond some mascara and lipstick. There was always something about the lipstick that made me feel transformed.

      By the time I started to really make an effort, I was on the other side of 50. I carefully made myself up and looked in the mirror… I was shocked, surprised and horrified…


      I literally could have been her… at the age of 75!!!! I hated it!!!!! It almost made me start another grand purge.

      Then I made a last ditch effort and bought my first mask.

      That saved everything. It erased “me” and allowed Brianna to bubble, easily and unimpeded to the surface. So, what surprised me the most? The day I took my time, prepared carefully, made the transformation into a ritual, did my eyes up right, styled my favorite wig and put on my “face”.

      I was shocked!!!! I was actually PRETTY!!!!!! I never knew I could achieve that.

      Pretty… such a simple word and yet one with so much meaning for us gurls… especially those of us who are ladies of a “certain age”. I think being pretty allows me to have the experience of being in my 20’s. That is Bri’s age… She is about 22 or so. I am a pretty crusty old guy when I am “B”. When I am Brianna? She is so different. Being “pretty” (at least in my own eyes) has made all the difference.


      5 users thanked author for this post.
      • #521611
        Dani Diaz
        Registered On: July 22, 2021
        Topics: 3
        Replies: 18
        Has thanked: 71 times
        Been thanked: 157 times

        I can relate to your comment about looking like your mother! My very first time (only a few months ago!) with a cheapo Amazon wig and my first “real” attempt with makeup and lipstick I thought… “HOLY CRAP… I LOOK LIKE MY GRANDMOTHER!!!!” LMAO! Since then, I’ve gotten way better at my makeup and my newest wig definitely helps me look as I want. I actually am beginning to feel cute and pretty … and a LOT younger for some strange reason.

        4 users thanked author for this post.
        • #521629
          Brianna Rizzoli
          Registered On: November 10, 2020
          Topics: 10
          Replies: 63
          Has thanked: 205 times
          Been thanked: 357 times

          I totally feel you on this, Dani. It was an unpleasant surprise to see my mother staring back at me. IO think that I was caught by surprise at how fast aging set in… and I was sooooo not happy.

          2 users thanked author for this post.
    • #521176
      Topics: 0
      Replies: 0
      Has thanked: 0 times
      Been thanked: 0 times

      Eye shadow. The first time I saw myself in makeup, and the first time I was only wearing eye shadow and lip gloss, I was taken aback. Because it was still me, but it was me expressing my Kate side. And it felt really good.

      4 users thanked author for this post.
    • #521161
      Alice Black
      Registered On: January 18, 2020
      Topics: 11
      Replies: 245
      Has thanked: 447 times
      Been thanked: 714 times

      I look like my older sister as well

      3 users thanked author for this post.
    • #521159
      Celeste Starre
      Registered On: June 26, 2018
      Topics: 51
      Replies: 1477
      Has thanked: 389 times
      Been thanked: 5429 times

      I guess I remember I liked it but I was only 12 and that was 60 years ago.

      3 users thanked author for this post.
    • #521150
      Sandy Craig
      Registered On: March 18, 2018
      Topics: 0
      Replies: 326
      Has thanked: 358 times
      Been thanked: 841 times

      With out a question, the day I had a full Professional Transformation.

      A magical day that I will never forget, absolutely worth every dollar and more, a life changing moment.

      On this day I learned the power of proper makeup, clothes and hair. No time to elaborate today but it opened a huge door for Sandy. Went from ugly duckling to someone with a goal and confidence.  From inside to out in public and an entire new world to explore.


      4 users thanked author for this post.
    • #521124
      Patty Phose
      Registered On: May 7, 2016
      Topics: 0
      Replies: 1855
      Has thanked: 1444 times
      Been thanked: 5567 times

      I was totally stunned and shocked that the sexy girl with the long gorgeous legs looking back at me in the mirror was actually me. It was something I dreamed and fantasized about for so long. Now it was coming true.

    • #521109
      Regine Kelly
      Registered On: October 9, 2020
      Topics: 44
      Replies: 1451
      Has thanked: 20372 times
      Been thanked: 6877 times

      Mine, was twofold, How much I do look like a woman, and how much my wife loves and supports her girlfriend/sister.
      Oh, and I too look so very much like my younger sister.
      Hugs, Regi👸💕

    • #521107
      Roberta Broussard
      Registered On: July 20, 2020
      Topics: 5
      Replies: 324
      Has thanked: 4628 times
      Been thanked: 1507 times

      What surprised me was seeing a woman looking back at me in the mirror. Always felt it and wondered what i might have looked like. I just seemed like a dream, seeing the real me.

    • #520868
      Clara Cross
      Registered On: December 7, 2020
      Topics: 16
      Replies: 560
      Has thanked: 1797 times
      Been thanked: 2601 times

      Biggest surprise? That my wife supported it and said, enjoy yourself.


    • #520863
      Alexis Tresse
      Registered On: March 27, 2020
      Topics: 1
      Replies: 103
      Has thanked: 1400 times
      Been thanked: 373 times

      My first time out completely en femme surprised me by how pleasant my venture made me feel, and by my confidence that I could do this again. I was surprised that a longer skirt felt authentic and therefore felt better than I think a short skirt would.

    • #520862
      Robyn Drake
      Managing Ambassador
      Registered On: March 19, 2019
      Topics: 55
      Replies: 753
      Has thanked: 1305 times
      Been thanked: 2321 times

      What surprised me most…the power of makeup.

    • #520852
      Abbie Normal
      Registered On: June 13, 2021
      Topics: 13
      Replies: 678
      Has thanked: 1382 times
      Been thanked: 2804 times

      I already knew the joy of shaved legs and stockings but silicone boobs (as opposed to stuffing my bra with panties) and a wig were the ones where I went ‘oh, there she is’. Shoes are great though, they were the last thing I acquired and they were very much needed.


      — Abbie 🥰

      • #521316
        Registered On: June 4, 2021
        Topics: 0
        Replies: 379
        Has thanked: 669 times
        Been thanked: 1409 times

        Yes it was a great feeling taking my first proper steps in my first pair of high heels, at first i thought id never get to be able to walk properly in them but soon started strutting my booty in them and now its like ive always worn them! In fact im more woobly in flats 🤪

        3 users thanked author for this post.
    • #520849
      Topics: 0
      Replies: 0
      Has thanked: 0 times
      Been thanked: 0 times

      Looking in the mirror and seeing my mum

Viewing 30 reply threads
  • You must be logged in to reply to this topic.
Subscribe To Our Newsletter

Subscribe To Our Newsletter

Join our mailing list to receive the latest news and updates from Crossdresser Heaven.

You have Successfully Subscribed!

Log in with your credentials


Forgot your details?

Create Account

If you don't see the captcha above please disable ad and tracking blockers and reload the page.