• Creator
  • #715020
    Jessica Skye
    Registered On: October 27, 2022
    Topics: 6
    Replies: 192
    Has thanked: 391 times
    Been thanked: 948 times

    Well I finally did it.  I wasn’t so sure I would go through with it, but I went out in public for the first time tonight.

    I am on a business trip and decided to bring my some extra clothes for Jessica.  After my meetings wrapped up early I decided tonight was the night.  I did my makeup got dressed and stood at the door.  I took a deep breath and opened the door.  Luckily no one was in the hallway.  Got into the elevator and hit the lobby button.  I got a direct elevator right to the lobby.  The doors opened and there stood 3 men.  I smiled and quickly passed by.  I tried to keep a lady like walk but I am sure I was almost running to the parking garage.

    Once in the car, I felt some relief.  I decided to drive for a bit.  I then said, what the heck and drove to a local lgbtq bar that I had found online.  I parked and said to myself here we go.  I walked in.  The place was somewhat busy.  I walked the place looking for a table, but they were all full.  So I walked to the bar ordered a Cosmo and sat down.  I was was still very nervous.  Luckily a couple (man and women) sat down and we started talking.  They were both so kind.  That made me relaxed.  The woman complimented me on my outfit.  They also liked my hair.

    We talked a bit, I finished my drink and ordered a water.  I didn’t want to get drunk. 😊. We talked more and then we all left.  The drive back to the hotel was much more relaxing.  When I walked but to the elevator I could tell that I had way more confidence then I had just a few hours earlier.

    I am on cloud 9 right now and had to share.

    Thanks to all here at CDH that have been so encouraging.  I know there is no way I would have done this without your help.



Viewing 22 reply threads
  • Author
    • #716342
      Christine Thomas
      Registered On: October 12, 2022
      Topics: 6
      Replies: 104
      Has thanked: 331 times
      Been thanked: 380 times

      Well done Jessica. You deserve our most heart felt congratulations on achieving this milestone!!! I am so pleased that you enjoyed it and that it all went so well. I am building up to my first public outing and it so reassuring to hear stories like yours…so thank you so much for sharing.

      1 user thanked author for this post.
    • #716082
      Tommie Sullivan
      Registered On: December 21, 2022
      Topics: 6
      Replies: 44
      Has thanked: 35 times
      Been thanked: 265 times

      I am so glad you stepped out. There’s an exciting world out there. Welcome to the” There’s no turning back now club”.



      4 users thanked author for this post.
    • #715651
      Registered On: April 21, 2021
      Topics: 3
      Replies: 135
      Has thanked: 466 times
      Been thanked: 615 times

      Jess I’m soooooo happy for you! So courageous facing your fear/nervousness head on. Can’t wait to hear more!

      3 users thanked author for this post.
    • #715592
      Gabby Ashmore
      Registered On: December 12, 2022
      Topics: 2
      Replies: 54
      Has thanked: 170 times
      Been thanked: 286 times

      Way to go Jess. Sounds like a new high. Hopefully first of many.

      3 users thanked author for this post.
    • #715396
      Kim Dahlenbergen
      Registered On: November 18, 2019
      Topics: 1
      Replies: 327
      Has thanked: 330 times
      Been thanked: 1243 times

      Here’s to more enjoyable evenings out in your future!

      4 users thanked author for this post.
    • #715242
      Stephanie Flowers
      Registered On: June 26, 2017
      Topics: 35
      Replies: 6747
      Has thanked: 14965 times
      Been thanked: 14506 times

      Jessica what a go girl congratulations on your special day out..  with more confidence many more to come… 🌷

      3 users thanked author for this post.
    • #715231
      Lola Caprice
      Registered On: May 26, 2021
      Topics: 13
      Replies: 408
      Has thanked: 2535 times
      Been thanked: 1908 times

      That is so wonderful, I’m so happy for you Jessica.  I’m seriously impressed, you stepped out in a big way!  Thanks for sharing your story!


    • #715224
      Fiona Black
      Baroness - Annual
      Registered On: November 23, 2019
      Topics: 1
      Replies: 524
      Has thanked: 373 times
      Been thanked: 2292 times

      Congratulations Jessica!!

      The first time out is so exhilarating, especially when you meet and interact with other people. Most CD’s avoid people for a number of times out in the beginning so you are ahead of the game. And it is very true what everyone says – it is about to get very addictive. So get ready and enjoy this next phase of your dressing journey.


    • #715205
      Alice Underwire
      Registered On: September 16, 2019
      Topics: 99
      Replies: 5912
      Has thanked: 7877 times
      Been thanked: 15615 times

      Congratulations Jessica!  Glad that you had a lovely outing.


    • #715160
      Jamie Smyth
      Registered On: December 15, 2022
      Topics: 1
      Replies: 7
      Has thanked: 195 times
      Been thanked: 58 times

      Congratulations! Sounds like a great experience for you. And great luck finding the couple who made you feel comfortable. I’m sure you’re looking forward to next time!

    • #715155
      J J
      Registered On: September 13, 2019
      Topics: 7
      Replies: 669
      Has thanked: 0 times
      Been thanked: 2690 times

      You go, girl! Thanks for a great and inspiring recounting of you experience. It will help others feel the same thrill and fear and build confidence. Your next foray out will be just a bit easier.

      4 users thanked author for this post.
    • #715144
      Liara Wolfe
      Registered On: August 14, 2021
      Topics: 4
      Replies: 1840
      Has thanked: 3638 times
      Been thanked: 6222 times

      So Happy for you. Way to go girl.

      Hugs, Liara

    • #715126
      Riley McCort
      Registered On: September 10, 2020
      Topics: 12
      Replies: 83
      Has thanked: 90 times
      Been thanked: 457 times

      Yay for you sister!!! My first time out was scarey, exciting, and amazing!! I love it!!!

      Riley 💋

    • #715114
      Deborah Sullivan
      Registered On: February 27, 2020
      Topics: 2
      Replies: 1093
      Has thanked: 5502 times
      Been thanked: 4857 times

      So thrilling Jessica and glad you mustered up the confidence to do this. It was a perfect arrangement you set up and now congrats on many more

    • #715105
      Nancy Gamms
      Duchess - Annual
      Registered On: March 1, 2017
      Topics: 15
      Replies: 320
      Has thanked: 164 times
      Been thanked: 1024 times

      That is a big first time out.  Not just out of the hotel but out and interacting.  Congrats.  It only gets easier.

    • #715094
      Carole Corbett
      Registered On: September 5, 2016
      Topics: 6
      Replies: 180
      Has thanked: 266 times
      Been thanked: 835 times

      Congrats to you !  So happy for you I totally know that feeling of confidence you talk about on the way back !  it’s intoxicating isn’t it?  So now the cats out of the bag so what’s next?  Shopping mall?  Regular restaurant?  You look fantastic. Be proud. You go girl!





    • #715089
      MacKenzie Alexandra
      Managing Ambassador
      Registered On: May 20, 2016
      Topics: 43
      Replies: 723
      Has thanked: 202 times
      Been thanked: 2076 times

      Wonderful, Jessica!  And welcome to the club.  I wish you many more such occasions.

      MacKenzie Alexandra

      4 users thanked author for this post.
    • #715088
      Registered On: January 9, 2021
      Topics: 20
      Replies: 270
      Has thanked: 799 times
      Been thanked: 1661 times

      Congrats! Sounds like you had a nice time. Are you looking forward to doing it again? With a first time that went that smoothly I’m sure you are. Thanks for sharing Jessica.

    • #715082
      Julie Shaw
      Registered On: September 3, 2015
      Topics: 20
      Replies: 148
      Has thanked: 692 times
      Been thanked: 939 times

      I’m glad you had a good time, Sweetie. First time is always the hardest – but after that . . .


    • #715047
      Patty Phose
      Registered On: May 7, 2016
      Topics: 0
      Replies: 1954
      Has thanked: 1541 times
      Been thanked: 6175 times

      Great story and congratulations on your great outing.

    • #715043
      April Sinclair
      Registered On: April 29, 2022
      Topics: 9
      Replies: 561
      Has thanked: 7632 times
      Been thanked: 2614 times

      Awesome Jessica I am so happy for you girlfriend, so scary, exhilarating and euphoric all at once. Definitely getting off the elevator can bring your heart to your throat you did the best thing you can do smile and you just do you. It helps you relax and calm down when you talk to other people and you receive compliments, awesome way to go! Your sharing your experience makes me smile I am so happy for you! It gets easier from here so proud of you Jessica!

      Hugs Big Hugs April

    • #715036
      Ashley Konners
      Registered On: August 15, 2020
      Topics: 45
      Replies: 765
      Has thanked: 2679 times
      Been thanked: 3847 times

      Congratulations on your first time out hun. Now it should be easier for you to do it more often.

      5 users thanked author for this post.
    • #715025
      Jill Quinn
      Registered On: July 24, 2021
      Topics: 3
      Replies: 259
      Has thanked: 2533 times
      Been thanked: 1306 times


      That’s awesome!!! I’m very happy for you! The most I’ve done is to walk the 200’ to my mailbox and I remember how thrilling that was. I can’t imagine how thrilling your adventure was! I can’t wait until I can go somewhere in public. Thank you for sharing your wonderful and inspiring story.

      Hugs and respect, Jill

Viewing 22 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.