Hi there everyone. I know I haven’t been really active on the site, but I had to share this experience with you all.
I’ve kept my dressing a secret from friends and family my entire life out of fear of their rejection and being cast aside. Because of this, although I am bisexual and have had my share of chances, I’ve never shared my fondness for dressing with anyone other than online. I’ve never gone out in public fully dressed, although I’ve worn my femme clothing under my drab male clothing at times. I’m about to turn 62 now and for the past several months I’ve been struggling with the need to open myself up and share this side of me, so about a month ago I decided to call and try to talk to my youngest sister. I started at the beginning, telling her about my first time dressing as a girl for Halloween when we were younger and an incident that happened a little after that. She listened for a minute and casually changed the subject, so I never really got to say anything more before we said goodbye and hung up. I felt more nervous and frustrated than I’ve ever been, wondering if she just didn’t want to hear it, or worse yet, that she was disgusted with me; I haven’t heard from her since.
I still felt the need to speak with someone in my family, so I started paying closer attention to things family members would post on FB to see who I thought would be easy to talk to. A week ago, I decided to reach out to a cousin who has been actively supporting and documenting the cause of racial justice. I contacted her and asked if she could call me sometime when she had at least an hour free to talk and was thrilled when she called later that evening. I told her I had something I needed to share with her and I hoped it would not affect what she thought of me. She “You have nothing to fear here, I love you and always would no matter what it is, so just take your time and tell me.” I started crying a bit and she noticed, saying “Look cuz, don’t you cry and get me started too, I love you too much to hear you hurting like this. Take a deep breath and take your time, we’ve got all night to talk.” And so we did, I told her everything from how it all started to how I have come to peace with both my male and female sides and how much I enjoy them both. She told me that she was honored and proud that she was the one I chose to tell, and that she still loved me very much and promised that she would not break my confidence. Not only that, we began making plans for me to visit, she wants to help me learn how to apply makeup and help me get comfortable enough to take me out for a ‘girl’s night’ out. I’m super nervous, but at the same time I’m looking really forward to being my female self in public for the first time. I could not have been blessed with a better outcome.
Thanks for taking the time to read my personal article.
Sincerely, Ally
Now please take a few moments to send in either a response to my article or an answer to one or more of the questions I’ve posed to you below:
- Have you ever shared your secretly held thrill of cross dressing with one or more of your immediate or extended family members and if so, how did the initial sharing of that news with a family member go? Was the family member accepting and supportive or just the opposite?
- Have you ever shared your thrill of cross dressing with anyone outside your immediate or extended family and how did your sharing of your news with that person or people go?
- How long did you keep the secret of your thrill of cross dressing all to yourself before you let the first person know about your cross dressing or are you still staying totally in the proverbial cross dressing closet with plans of soon coming out of that closet?
More Articles by Ally
Ally
Latest posts by Ally (see all)
- Finally got the courage to tell a family member that I’m a CD! - December 8, 2020
Hi Ally, Thank you for sharing your story, it gives me hope that those I love would also be as supportive, if I told them of my secret cross dressing. I have only told my therapist and she was amazing and immediately told me she knows a few trans and cross dressers. I was very hesitant but so relieved and happy once I had told her and it has just opened up a door for me to be who I feel comfortable as. I have been in therapy for two years but cross dressing wasn’t a subject I had ever… Read more »
A beautiful and heart felt story Ally, it makes me feel good knowing you’ve unburdened yourself and shared with someone so full of love and kindness.
Touching story Ally. It’s a shame that so many don’t have that support or confidence in someone they can spill too. Your cousin is awesome. I think your going to become closer than you could ever imagine with her, and for that I say what a true blessing you have been given. Good luck on your path, your going to be just fine.
I wish that I could be so brave. Good luck on your journey. If you need a older girlfriend to talk with just PM me. I haven’t came out yet but wanting to
Hi Alley, great article thank you so much. I only dressed a little in the past but always wanted to. So at the age of 62 I told my wife about my desire to have stephanie come out. As a result after a short time I am dressed in my morning girlie attire having coffee with my wife, and she just commented on how pretty my outfit is. Coming out and being honest if possible is the best. LOTS less stress
1st of all I think you were very brave to ‘open’ with your cousin. I’m still CD’g in secret, while my wife is at work. Your picture makes you look beautiful and confident. So, go girl x
I have just noticed that most of the responses are quite old. I hope your journey is continuing safely.
Hi Ally, enjoyed your story and know exactly where you are coming from. As for me, I almost always let the women I was intimate with know because I enjoy dressing up for sex. I too am approaching 62 and only came out to my brother and sister during the last 2 years and I simply sent a picture to them in a text and said that I sometimes like to dress as a woman. My parents have passed so the one person left to tell is my son. I just can’t decide how to approach it and I really… Read more »
@Ally Yes I have shared my secret. First person was my wife. Then after a year or so I came out to my sister, sister in law and her daughter ( my niece) . They all took it really well and and have been super supportive. Shortly after that I came out to my female boss and female doctor. My counsellor thought I should tell my doctor so I took her advice and let her know. My boss , well she took it as a honour let I’d share such a huge secret with her and has been great. She… Read more »