Viewing 11 reply threads
New Forums
  • Author
    Posts
    • #629498
      Anonymous

      Been dressing off and on now for over 20 years now and been married for 10 of those. My wife does not know and I don’t feel I would have her approval. That makes this trivial moment so big to me at least.

      Wife flew down to be in a wedding and was gone all weekend. While she was traveling back home, the dress she had ordered for the wedding finally arrived from China. A little late for her, but an opportune time for me.

      I had made the joke before she left that if it came in when she was away that I would model it for her which made her laugh. Well, I did just that and sent her the picture. She thought it was hilarious and got a huge laugh out of it.

      Me, (thought it was funny too) I felt like I gained a small victory in that I wore a dress with my wife’s knowledge and that she saw a picture of me wearing it.

    • #629501

      Good for you. I bet you enjoyed every minute of it. Hugs Michelle.

    • #629505
      Terri
      Duchess

      You are very lucky to have a wife like that.

    • #629587
      Anonymous
      Lady

      What a way to come out to the wife, now you can build upon that “joke” and see how she feels about your fem side. Good for you that the dress fit you. Did you wear it all weekend while she was gone? I hope so.

      • #629653
        Anonymous

        [postquote quote=629587]
        That’s kinda what I’m hoping to do. I’d like to see how far I can push ‘the joke’ and see where that leads. Unfortunately, she came home the day the dress came in so I only had a chance to put it on a couple times. I did stay in it for as long as I could though! 🥰

    • #629613
      Liara Wolfe
      Duchess

      Good for you.

      Hugs, Liara

    • #629789

      Honestly, be careful.  She may think it funny the first time, but after that . . .

      I told my then Wife To Be all about Julie and she was very open.  But after we were married, things changed when Julie was around the house.

      • #629854
        Anonymous

        [postquote quote=629789]

        Yeah, that’s my big concern right now. It was hard enough sending that picture to her since I’m naturally very cautious. Hopefully that holds me back enough to read the room and decide if another step is OK or dangerous.

        Thanks for the warning though and not just telling me to go for it. It’s nice to be in a community where I know people have my back! 💖

    • #629799
      Anonymous

      Way to go Kaitlyn, I know you enjoyed modeling the dress.  Maybe, a small door has been opened for you.

      • #629852
        Anonymous

        [postquote quote=629799]

        Oh yes I enjoyed it! I’m hoping that a door has opened up for me even if it’s just a little crack.

    • #629863
      Lara Muir
      Baroness - Annual

      That must have been fun! What a great chance to see her reaction, and if it didn’t go well you could play the bad joke card! And you got to wear the dress for a couple hours too. Well played!

      I would recommend proceeding with caution ⚠️ Though.

      From a few stories I have heard here things can go badly too. I think slowly might be best.
      Sorry if I’m preachy,

      Hugs,

      Lara

      • #629878
        Anonymous

        Oh, don’t apologize for being preachy! That’s one of the reasons I joined this site was to get this good advice! 💖

    • #630359

      Having your wife find out versus telling her is worse.  It’s likely going to be a challenge no matter how it goes.  I believe that you can reduce (not) how bad it goes by being open with her,   Every relationship is different so there is no perfect way to tell her.  I came out to my wife 7 months ago by writing a letter to her.  She had found. My stash 3 years earlier but kept quiet. It allowed her to process it.  She didn’t want to lose me but was scared and mad for what I was doing.  I was honest with her …totally. ..made sure she was number one to me but that this was part of me.  She’s accepting right now and we are trying to figure out what it looks like going forward.  Meaning how I can be Carole and my. Are self. What is the balance.

       

      You might be able to suggest dressing on Halloween next and the if the tie. Is right tell her how you feel.  A therapist helped me and ask me for my gut feeling in how my wife would be in the end …I was right.  Trust your gut and enjoy the journey

       

      hugs

       

      carole

    • #631407
      Wendy Me
      Lady

      I could not the deal with the issue  of hiding it. my wife has known for 47 years and accepts it,”But” she doesn’t want me walking around the house all day or going out dressed, that is not who she married. Besides we get a lot of foot traffic in our house. our children and grandchildren drop in so I pick my time to dress, usually 4-5 hours a day which is enough for me to enjoy it

    • #632413

      That sounds like you had a lot of fun, I’m glad you enjoyed it.

      Maybe ask her if you could try it on again, say it felt kinda nice wearing it, freedom etc and maybe slowly ‘get into dressing’ with her? Might be another way to ease her into it?

      I didn’t have any fem clothes before I started asking if I could try on my partners clothes, she’s a similar size to me so there was enough I could borrow. I dont know if you already have clothes that she doesn’t know about but if you do you could ‘buy bits you liked the look of’ to get them into the house and known about.

      I think it must be a shock for people’s wives when they find out that its been a secret for a while and there is a whole stash of clothes hidden in the house

    • #632416

      This was so cute to read. I can totally visualize the situation, your excitement, and the cuteness of it all. Thank you for posting! But part of me went… awwwwwwww, I wish I had a honey too. LOL.

Viewing 11 reply threads
  • The forum ‘Personal Crossdressing Stories’ is closed to new topics and replies.
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?