Viewing 10 reply threads
  • Author
    • #684827
      Kristen Smithly
      Registered On: September 25, 2020
      Topics: 5
      Replies: 129
      Has thanked: 494 times
      Been thanked: 625 times

      My grandmother did the same thing, almost. I was staying with her while my parents and siblings went to visit family (I didn’t know the other relatives very well and didn’t want to go, so I stayed with my grandmother. I was 7 yrs old). She didn’t live very far away, but she did live in the country, which was handy (Grandpa was a farmer until a auto accident took his life all too soon). I forgot to pack my pajamas and didn’t find out until bedtime. Gram asked if I wanted to put on one of her “nighties”to wear to bed, (she was not a very big woman) I wasn’t sure what a nightie was, but I said sure. It was heaven! Lace trim, satin type. I wore it or a similar one, that two weeks I was with her. She did ask me the next day if I wanted to go to the store and she’d buy a pair of pajamas, I said “no, the nightie was fine.” She said “I thought you’d like it”, but I couldn’t keep wearing hers, so she took me to the store and bought me my first nightie I ever owned! It was very feminine, somewhat sheer, silky and had lace across the bodice. When I we got back to her house, she told me to try it on to make sure it fit (it did) and she asked how it felt. I told her it felt very good to have on. She said it looked nice and pretty on me, and she’d keep it at her house so I could wear it whenever I spent the night, and anything else I wanted to wear that she didn’t think my parents should know about. She bought me nighties, panties and an occasion, training bras, eventually a “normal” bra, which we stuffed, and a girl’s swimsuit for swimming in her pond, over the years she bought me clothing to wear at her house, until her passing. I was the oldest grandson at her funeral. The tradition in our family that the eldest grandson available at the funeral was always chosen to be the lead pallbearer, which I was. Underneath my very drab male suit, I was wearing the last pair of panties she ever bought me. She didn’t care what I wore at her house, I just wasn’t allowed to go into town with her with any female clothes on except panties. I generally wore dresses, etc. My grandmother, for being an old school upstanding church going woman, was certainly open to her grandson being a crossdresser and instead of trying to stifle and change me, she accepted me as I was. I was always sad when I had to go back home. I miss and love her, not just for being accepting, but for being the nicest woman I have ever known.

      2 users thanked author for this post.
    • #684443
      Tara D Sometimes
      Registered On: October 4, 2022
      Topics: 1
      Replies: 53
      Has thanked: 73 times
      Been thanked: 170 times

      Hi Tiffany

      That is a neat story, thanks for sharing :-). I had a strong influence toward my dressing at a young age from my aunt as well.  Something about those aunts!

      Welcome girl!


      1 user thanked author for this post.
    • #684318
      Greta La Folle
      Registered On: August 6, 2022
      Topics: 6
      Replies: 292
      Has thanked: 588 times
      Been thanked: 1059 times

      Hi Tiffany,
      Welcome to CDH, a large and welcoming family.
      Here you can exchange opinions and information and find support to move forward in your enfemme adventure.
      Have fun participating in the forums and questionnaires.
      Here no one is judged, but always welcomed with a warm embrace.

      XOXOX from Italy 🇮🇹

      1 user thanked author for this post.
    • #684218
      Trish White
      Registered On: December 2, 2021
      Topics: 3
      Replies: 387
      Has thanked: 2270 times
      Been thanked: 1546 times

      Hi Tiffany, now that you’re officially out in the open here at CDH I look forward to hearing more about you. Feel free to PM me anytime.

      Trish ❤️

      1 user thanked author for this post.
    • #684179
      Stephanie Flowers
      Registered On: June 26, 2017
      Topics: 35
      Replies: 6483
      Has thanked: 13523 times
      Been thanked: 13593 times


      happy to welcome you here with us . never too late to experience this as I have found late myself . Always had this feeling but not until my 60,s that I actually came out to my wife and started this journey. Many like ourselves here discovering this and with the help and support I have received here and the many wonderful ladies with their advice really help me understand how to cope with theses confusing changes. Very nice meeting you and enjoy being part of this wonderful community.

      Stephanie 🌹




      2 users thanked author for this post.
    • #684077
      Tiffany Rose
      Registered On: May 4, 2022
      Topics: 1
      Replies: 1
      Has thanked: 1 time
      Been thanked: 21 times

      Good Morning, all you beautiful Ladies.

      3 users thanked author for this post.
    • #683803
      Christina Isme
      Registered On: April 8, 2022
      Topics: 0
      Replies: 565
      Has thanked: 600 times
      Been thanked: 1730 times

      Sounds like me I was full time girl 👧 since I was 9 till now at 62. Had my prom dress 👗 for a long time. We are glad to have you welcome to the site

      4 users thanked author for this post.
    • #683797
      Rozalyn Richards
      Registered On: July 27, 2022
      Topics: 0
      Replies: 456
      Has thanked: 457 times
      Been thanked: 1745 times

      Hi Tiffany welcome to CDH it’s nice to meet you, we are like one big happy family on here so don’t be shy come on in and join the family, I’m sorry i can’t meet up  with you for a coffee ☕ I’m on the other side of the pond in the UK, I’m sure there are lots of girls near to where you live who will be happy to meet up with you, I’ve been dressing since i was about 8 or 9 years old when i tried wearing my older sister’s lingerie, I had no one to dress me up when i was younger like an aunt or my sister, I’m still in the closet to my wife and family too,

      Hugs Rozalyn X 💋

      4 users thanked author for this post.
    • #683792
      Stephanie Bass
      Registered On: November 30, 2019
      Topics: 27
      Replies: 4187
      Has thanked: 60043 times
      Been thanked: 14971 times

      Hi Tiffany as i see you have been here for a while so you know this wonderful place works .. But you are still a sister and family member and so welcomed here and so hope i didnt miss you when you joined and gave you a warm welcome  as all girls deserve hugs girlfriend..

      Stephanie Bass

      4 users thanked author for this post.
    • #683763
      Alice Underwire
      Registered On: September 16, 2019
      Topics: 97
      Replies: 5600
      Has thanked: 7621 times
      Been thanked: 14631 times

      Hi Tiffany,

      Welcome to CDH.


      4 users thanked author for this post.
    • #683713
      April Sinclair
      Registered On: April 29, 2022
      Topics: 7
      Replies: 208
      Has thanked: 2701 times
      Been thanked: 1093 times

      Hello and welcome to CDH you will find this a very welcoming, understanding and supportive family. Hope you enjoy it here exploring the different forum threads and polls. Thanks for sharing April.

      6 users thanked author for this post.
Viewing 10 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.