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Many years ago back in the 80's I met and fell in love with a girl in London and within a shirt space of time we started living in her apartment. As the days and weeks went by I started to think about confessing my secret to her. I had never told anyone since my Sister and I used to play dressing up in her and my Mum's clothes, although I of course had done it in secret whenever I was able. The idea of telling her grew inside me and I imagined the joy of so spending all day dressed if she was accepting. On the other hand if she hated it I might lose her and my terrible secret would be out, it was so risky. The thing in my favour and the reason I was even contemplating it was that she liked male popstars in makeup and had made me up a few weeks before. It was so exciting having makeup on but I didn't tell her that at the time.
So one weekend we were in bed in the earlyevening having just been intimate and were drinking some of the alcohol we had bought for Christmas just gone when I decided to tell her. I was so nervous but told her that I had really liked her doing the make up because "my Sister used to dress me in her clothes andI really liked it". I didn't know how she would react but she almost straightaway asked me what we used to do and how did it make me feel and had I done it since and then "have you secretly worn my things?" I said I hadn't which was true, mainly as we were always together (I didn't tell her that bit!). She then asked me a question that would change my life "would you like to wear some of my clothes now?" I told her that I would love to and she handed me a nearby short skirt which I put on excitedly. She asked me if i wanted a pair of her panties but I was scared of going too far and said no. Whilst in the skirt we made love again as I was in heaven wearing a skirt in front of her. Afterwards I plucked up the courage and asked for the panties and she handed me some nylon and lace ones which I put on undèr the skirt and was in rapture. She could see how much I loved it and the next day she did my makeup, nails and dressed me in her panties, bra, pantyhose and a white pretty dress. It was all I had hoped for. This acceptance was so amazing and I will always love her for it. I am still in touch with her and years after we split up we met for drinks and got drunk. She asked me how my dressing was going and if my girlfriend at the time accepted it? She didn't really so it was a struggle, and my former girlfriend then went to the loo and brought me her panties which I then swapped with my underpants, in the loo of course, and we spent the rest of the evening in each others undies!
Because of that relationship I have always told my partners.
Susan , i have just read your article and found it quite touching .
Rhonda .
It is best to come clean early. In my case, the first time my GF (now wife) undressed me was telling. As she pulled down my jeans and saw my panties, she gasped, then giggled, then peeled them down and had her way with me. 45 years later she still giggles when she sees my panties!
Thankyou for sharing your story. Opening to my wife was very similar. One cold winter night, home alone with my wife and during an intimate moment and yes wine was involved a secret held inside me suddenly was revealed and I must say a new and exciting chapter began. She wasn't too embracing about mostly shocked and certainly confused. After many years being married she couldn't ever believe something like this would happen. In time with many conversations she has slowly but cautiously started showing her openness and is learning to better understand me as well as her feelings towards this. 3 years later I'm very happy to say were enjoying more of our relationship with Stephanie as she is being involved ever more. One thought I would like a add is she needs control over your actions , her say so to speak. By her allowing you to express your femininity she must be in conversations and her input to what is important to her. Agreement's and soon a wonderful journey could become a possibility.
Stephanie 🌷
Susan thank you for writing such a wonderful story. My story is different. I told my wife one night in our bedroom one night. Earlier that day my wife found a piece of paper in my wallet with a woman's name on it. It was the name of a CD that i had met at a party. I think we were married 10 years and had 3 children. I then told her about my femme side. Shock is putting her reaction lightly. Fast forward to today. We are married 48 yrs with 5 children and 6 grandchildren. She has never seen me dressed except for a pic once. She wants nothing to do with my femme side. I get out enfemme, until recently, 2 or 3 times a month. We rarely talk about it. My life is about balance.
I got married really young. I put my crossdressing on hold for quite awhile. But the want to get dressed was always there. One day my wife went shopping with her mom and I thought that she would be away for a couple of hours. I got my stash and got dressed. My wife came home to get her coupons that she had forgotten. I didn't hear her opening the door and she saw me dressed en femme and was shocked. She didn't want anything to do with me after that. In fact she packed her bags and moved out of our apartment. There was no repaired our marriage and we divorced. The judge threw the book at me and I had to pay alimony for 10 years until she remarried. She told her friends about finding me dressed as a girl and they didn't want anything to do with me after that. I moved to another state and got a new life but I never stopped crossdressing. I was extremely careful about when and where I would go so I wouldn't be recognized. Many years later I met a crossdresser while I was on vacation and I came out to her about being a crossdresser and after keeping it a secret for most of my life, it was like a weight had been lifted off my shoulders. In retrospect I should have told my wife before getting married. I would have saved a lot of money in alimony. If I ever get serious about a girl again I would tell her and hopefully she can accept it. Trying to keep a secret from someone who your in love with and in a relationship is dangerous and expensive
I dont recall the first time, but my last girlfriend was okay with it. Since im also bisexual, just to be able to actually satisfy me, she would agree for us to. Well.. switch roles in the bedroom. And she ended up liking it. The one before that actually got turned on by crossdressers. Ive never been rejected by a girl cuz of it. In high school, pics of me posing in a dress went around, so all my girlfriends back then basically knew already.