My Story
by Heather

edited by Cynthia Smith


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It was 15 years ago on Halloween night that I first ventured out as Heather and I remember it like it was yesterday. The excitement I felt all day knowing what I would be doing that evening was unbearable. I was working as a substance abuse counselor on that evening so I wore a pair of silk thong panties and panty hose under my work clothes to save time for the transformation.

After I left work I drove to a remote gas station and went into the rest room, locked myself in and proceeded to put on the rest of my clothes and makeup. My costume was to be Jane Fonda during her no pain no gain period. This was just an excuse so I could show off my legs and butt in those skimpy exercise leotards. Upon exiting the bathroom I ran into a couple of guys that were cat calling at me. It was at that moment that I knew that Heather was for real. Needless to say the rest of that evening was no different. I was hit upon by both men and women alike and I loved every moment of it. I ended up the evening with a bisexual women who picked me up and brought me home as a present for her bisexual hubby. We three proceeded to have lesbian and gay sex all night long. Until then I had not expressed my bisexual tendencies but that was night was my watershed experience.

My first experience dressing was when I was ten and everyone was out of the house. I when into my mothers drawer and started trying on her undergarments I became really attached to her girdle, hose, heels and bra. I would also put on her lipstick and prance around the house wishing I was a girl. I remember reading an article in the Enquirer about a boy who was born with breasts and OH how I wished it was me. I also remember when I was 11 some older neighborhood girls locked me in their room and made me put their clothes on. I acted like I was scared but it excited me way down inside.

Through my teen and college years I was pretty much focused on girls but would every now and then steal their panties and bring them home to wear. I didn't get totally dressed as Heather until that Halloween night 14 years ago. Since than I have gone through at least five purges and now have resigned myself to not purge anymore but to put the stuff in storage (its less expensive that way).

I guess the defining experience for me was is when I met Brian a bisexual doctor who was a patient in the substance abuse clinic I worked at, who loved to dress me as Heather and make love to me as a woman in every way imaginable. Unfortunately, he went back to his wife but that experience allowed me to express all my feminine desires in all possible ways..

After that experience I thought I had gotten all those tendencies (ie:bisexuality and cross dressing) out of my system so I married at 32. Two years into the marriage Heather couldn't stand it any more and had to express herself again, and needless to say I pulled the stuff out of storage and proceeded to dress as Heather again. Well as can be expected I got caught by my wife and she threatened to get a divorce if I didn't get therapy for this "problem". I was in therapy for two years and have since come to the realization that Heather is part of who I am and I don't want her to leave anymore.

I have since met an understanding bisexual GG named Daphne - who makes love to me in every imaginable way: man to woman (with Daphne wearing the toys), woman to woman, woman to man and anything else we can think of . She accepts me for who I am and it turns her on when we go out and she watches me do my thing with, and to, the guys. She fantasizes about men, women, TG's making love to me while she watches and her making love to another women while I watch. Any volunteers ?

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