When I was around the age of five or so, one of my sister’s best friends came to to live with us.  I didn’t know all the reasons why until I was older.  My mother actually went ahead and adopted her legally.  I won’t go into all the reasons for what seemed then to be such a crucial and important situation.  Talking with my sister last night, I explained that I had become a member of what I believe to be a very elite social club for Crossdressers, Transgender, and even me, a Crossdressing Drag Queen.  I explained the forums, the articles, and the many other qualities of Crossdresser Heaven.  I even gave her the URL so she could check it out and read some of the articles and things for herself.  Asking her if she would mind if I wrote this article today, she told me to go for it as long as I left some parts out.  (Us ladies must have our secrets.)

My sister has always been a huge support to me and someone in whom I always have been able to trust and confide.  Even before she moved in with us, she was always on my side.  Every time I got angry with one of my other sisters (I have four), she would jump in and defend me.  It was only afterward that she would tell me to straighten up.  Anyway, as one can imagine, she quickly became my favorite and later my inspiration and in some ways mentor.

I was getting into everything of my sister’s by the age of nine or ten.  By twelve, I think that I may have tried on and worn practically everything she owned including her makeup.  In fact, there were a few things I believe I wore more than her.  Elaine would come into my room and ask me if I had been into her makeup, clothes, perfumes, and other things.  No I would say, why would I get into those things?  My other sisters believed wholeheartedly that I was the culprit for missing things like eyeliner, mascara, foundation, eye shadow and so much more.  I think every one of them had asked me if I was wearing makeup more times than I could count, usually because I had not gotten it all off.  You know how eyeliner and mascara have a way of mysteriously reappearing on your eyes, even when you were sure you got it all off.  She was always so mellow about it whereas my other sisters became raging maniacs about it.  Elaine would always stick up for me though, even when she knew I had done something wrong.  She spoiled the crap out of me is what she did, and I could not help but love it and take advantage of it.  She would take me with her a lot of the time to places like her friends’ houses, the salon (which for some reason I loved), shopping (which I also loved doing), and even cruising downtown in my mom’s car a few times.

It was mainly Elaine who finally convinced my mother to stop having my hair cut after more arguing and yelling than I care to remember.  It was the 70’s and long hair on guys was the cool norm.  I think it had been growing for around two years when one day while at the salon with Elaine, I pointed to a hairstyle on the wall and leaned over to say “I want my hair like that.”  After some whining and fake almost-ready-to-cry signs, she said “Okay, are you sure?”.  I told her I was more than sure, and she agreed to pay have my hair styled for the very first time.  As expected, my mother freaked out when she saw my hair.  It was still long, but layered, feathered, stacked, and had highlights which were pretty much called a frost back then.  She asked me who did it?  I told her.  How much?  I told her.  When?  I told her.  Then she asked if Elaine had any say in it.  I told my mother no, and that I had went and had it done on my own with my own money.  I asked her to quit freaking out.  She thought I would get harassed and picked on by other kids because of my appearance.  She was convinced that I was was doing whatever it took to look like a girl, which in truth I was.  If only she could have seen me when I was wearing makeup, a skirt, heels, and other accessories.  She would have really freaked out.  But once more, I defused the situation and conversation and went on about my way.

My whole reason and point in writing this article are to express my love and respect for my sister, Elaine.  I love my other sisters as well, but I have never bonded with them as I have with Elaine.  The day I chose to confide in her and tell her all there was to tell was one of the most frightful days of my whole fifteen years of being alive.  And tell all is what I did.  Even though I trusted her and knew she would not tell anyone unless I consented, I was scared and nervous as all hell.  I decided that I would not go crazy with the makeup or get dressed like a raging queen, but I was going to be apparent and obvious.

When I walked into Elaine’s room, she looked up at me and said, “What’s up, Cricket (my nickname growing up)?”  I walked over to a chair and sat down waiting for her to say something about the way I looked.  After all, I was wearing makeup, a woman’s pullover shirt, a pair of “her” heels, jewelry, and earrings.  Instead she sat there looking at me, and asked again what was up as though I was not dressed the way I was.  I finally started spewing out everything.  And I do mean everything including that I was convinced I was gay, and that I had somewhat of a boyfriend whom I was seeing on a regular basis.  After about twenty to thirty minutes of non-stop confessions, I finally came to a stop.  Elaine sat looking at me for what seemed to be the longest few seconds I had ever experienced, then finally put her arms around me as tight as could be.  When she finally leaned back and came face to face with me, she said, “I know,” and “It’s okay.”  She shared that she had known for a long time, but would not bring any of it up until I stepped up and told her.  How fortunate I was to have her in my life.  She stood right beside me when I began telling my mother and my other sisters.

That was forty-two years ago, but Elaine and I still remain closer than my other sisters.  She lives in Seattle now which seems so far away.  We talk all the time, but just don’t see one another very much.  My other sisters live somewhere else as well so it seems like I am the only one still here.  I have always been a little more sensitive and sentimental than your average All-American boy next door, and today is no exception.  I feel the tears running down my cheeks whenever we come to the end of our conversations and say goodbye.  I miss being close to her, and not being able to get in the car and drive a mile or two to visit.  She has chosen a couple of professions with which not many people agree.  But I do because it is who she is.  I accept and respect her choices as she has so openly and lovingly accepted mine.  I think my sister knows how much I deeply love and admire her, but I want to tell her again anyway. My sister, I love you with all my heart, and I am truly grateful that you made your way into our lives, especially mine.  Thank you for just being you and letting me be me.



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Jackie Wild

Jewelry Artisan, cocktail waitress, part time escort. at Emerald Club, Shuckeys Club
Hello I’m Jackie. I had a pretty long bio and decided to shorten it up. Most of you here at CDH know me, those of you who are new to CDH I say hello to you and welcome to a family you won’t know elsewhere. I love to talk so should you feel the need just hit me up, I’m here!

Latest posts by Jackie Wild (see all)

  1. Renee T 4 months ago

    Hi Jackie. What an incredible story. Like you I had 4 sisters growing up and though they were all different sizes in height I would try one the ones that I knew would fit me the best without ruining them. It is so great that the one who came into your life was the one you could confide in. Hopefully you are still able to wear what you feel the most comfortable in and enjoy life.

    Love Renee
    PS, I still get my hair done at a local beauty salon and would never want to go anywhere else.

    • Author
      Jackie Wild 4 months ago

      Hi Renee; it’s always a good thing when I hear of other’s who had sister’s and wore they’re clothes. My number 1 sister (though I love them all) came to be the most supportive. She, and I’m not ashamed to tell because she has no shame or regrets was an exotic dancer who worked in a club. She always had the sexiest and stand out in a crowd clothing, shoes, boots and lots of makeup for me to try. I didn’t think or know that she actually knew that I used her things until one day she came into my room and asked me if I had borrowed a pair of heels of her’s. I tried to play it off but wasn’t so successful in doing so. A few day’s later was when I opened up to her and told all there was to tell including my sexuality. We are still very close. Thank you for sharing this with me and other’s. Peace, Jackie….

  2. Great story Jackie…. like me till i was 15. Watching my granddaughter whose is 3 now go thru same thing. Mother (my daughter) was like a tasmainian devil with me, now it is payback time! Great entertainment!

  3. Jackie….what a lovely story. Bless you. I wanted long hair in the late 60’s and early 70’s but my Sarge and LT had different ideas….tennis ball cut for me!

    Lady Veronica

    • Author
      Jackie Wild 5 months ago

      Lady Veronica I have to say that trying to persuade and convince my mother that I should be allowed to grow my hair long was a uphill battle all the way. I cried, I screamed, I threatened to run away on several occasions, I called everyone names, I skipped school, and pouted all the time. One day when my mother was gone my would be stepfather ordered me and my two nephews to sit in a chair so he could give us haircuts. Of course I ran but my nephews didn’t and he put bowls on they’re heads and cut all the way around they’re heads. When he was done they looked like mo from the three stooges. That actually worked in my favor because not long after my mother finally said I could have my hair longer. But trust me, it was a all out war getting to that day haha!

  4. Joanna Lamb 5 months ago

    I am new here and just read your story. It almost made me cry wishing I could of had the experience you had with your sister
    My mother was both physically and mentally abusive. I felt so all alone most all of my life and finally coming to terms of who I really am even though I have known it since I was 3 or 4.
    You are blessed to have a sister that is so understanding and compassionate.
    I wish you the very best and hope we get to chat one day. I drive truck so my hours and times available are all over the place as well as very limited. At least this job almost pays the bills and for my transition.

    • Author
      Jackie Wild 5 months ago

      Joanna anytime yo would like to chat/talk just pm me and we will. I love making new friends and girl can I ever talk haha. I’m sorry you had to experience what you did (almost made me cry) but we are survivors and we will continue getting stronger everyday. Our world is still kind of in the dark when it comes to us but it’s getting better I think. I’m glad you liked the article. She has been my rock since I was a child. Through it all she remains to be my special sister, my rock, my inspiration and my best friend. Look forward to talking with you some time. Best, Jackie….

      • Joanna Lamb 5 months ago

        My niece had surgery today so having a lousy day. The tumor was so big they are going to just put her in a coma till they figure out what they want to do.
        She even calls me “Aunt Jo”
        Sorry to be a bummer but my life sucks so bad. Last Christmas I would up in the hospital when I was in Pennsylvania as I work every Christmas the last 5 years and I will again.

  5. Terri Anne 7 months ago

    Such a beautifull story. Thank you for sharing this part of you life with us. We are always here for you. Anytime. Huggs and kisses to you Jackie,
    – Terri Anne

    • Author
      Jackie Wild 7 months ago

      Thank you Terri I’m glad you enjoyed it.

  6. Matilda 8 months ago

    Had to call my sister and tell her I loved her after reading this. She has always been on my side and respected me for who I am in all aspects of life. When I came out to her she had her questions, but she was 100% supportive. If I was out of line, she was the only one who could put me back in line.
    Thank you for this.

    • Author
      Jackie Wild 8 months ago

      That is so cool that she not only supports you but just as my sisters they put me in line when I’ am out of it. Blessed Be Sister, Jackie.

  7. Veronica Raines 8 months ago

    A wonderful story. To have a sister, who loves you as much as she does, is something I’ve looked for. I may never find it, but, then again, being a member of this site, maybe I will.

    • Author
      Jackie Wild 8 months ago

      Yes she was and still is very supportive. She even goes to the bar (gay bar and clubs) with me sometimes when I go. My other four sister’s have came around some and don’t mind being around me as well, they just aren’t as supportive. I always thought that if ever my sister found out that I was borrowing her clothes, shoes, boots, makeup etc. that she would freak out and be angry. Instead she wound up giving some of my favorite things of hers. Yes she was a huge voice with me when the time came for me to come out, both as a cross dresser/drag queen and being gay.

  8. Patsy Jennusaith 8 months ago

    That’s wonderful that you had such a good sister who was so loving towards you, and accepted you for who you really are.
    Also where did you get the dress in that picture?

    • Author
      Jackie Wild 8 months ago

      The picture above was one chosen for this article and not me. But you gotta admit it is a cute dress she is wearing!

  9. nancy 1 year ago

    I wish all the sisters should be helpful to their crossdresser brothers

  10. Michelle Brown 1 year ago

    I,too,have a special sister.We live in different states and after much internal debate lasting over a few years I finally told her that I was a crossdresser,Her answer to me was “If it makes you happy,go for it”.She has seen a few pictures of me fully dressed as Michelle and plans to visit when her business permits later this summer,maybe finally for some sister and sister time.

    • Author
      Jackie Wild 1 year ago

      Michelle it’s so cool and a true blessing when we know we have that special bond and acceptance from other’s especially our family. My mother wasn’t that accepting at all, in fact she cried more than once always asking where she went wrong raising me and I would tell her she didn’t at all raise me to be a cross dresser or a drag queen or even being gay. I told her and other’s it’s just simply who I am and even if I didn’t want to be I was/am end of story. Thank you for leaving your comment. It’s comment like yours that inspire so many struggling with acceptance and fear of coming out. Your sister is awesome!

  11. VickieJ 1 year ago

    That’s a beautiful and touching story Jackie. I have not been logging into this site much lately as I have been preparing my life for a full transition.

    Your touching story reminded me of why I love logging in.

    Thank you for sharing


    • Author
      Jackie Wild 1 year ago

      Oh thank u Vickie. I wish you all the best travels in your journey. Lot’s of courage and belief in yourself to go all the way to transition. All the best to you and may the high heel God’s shine upon you. Please keep us informed of things go k.

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