Date: Tue, 27 Dec 2005 23:43:35 +1100 (EST) From: David Boag Subject: Melinda's confession My first experiences with crossdressing really began early in life, when i was around 6 or so. At the time we lived in a small town which each year would have a halloween party for us kids. One year the theme was to dress the boys as girls and girls as boys. My mother dressed me in one of my older sister's dresses and i wore a pair of her shoes with buckles on them. I had a mop of blonde hair then and at the party everone's parents remarked how adorable and cute i was, but above all how much like a real little girl I was. I remember how proud I felt as a beautiful girl, and my mother called me "Melinda", which was to be my name if I had been born genetically female. Around this age I would also play with girls alot more than with boys. My favourite thing would be to go to the girl next door's house and play with her Barbie dolls. We would spend hours dressing the dolls in all different kinds of outfits. The other thing I remember from this time was being allowed to be in my mother's room as she dressed and undressed. I recall watching with great interest as she slipped in and out of her underwear, marvelling at how her bras clung tightly to her large breasts and how her pantyhose would stretch and slide up her legs. She would also let me play with her jewelry as she did her makeup. Sometime after this I must have grown out of my sissy childhood and begun to act and play like a normal boy. However I still remember being fascinated by stories I would hear about men who would become women. Once I remember watching a special on TV about one beautiful young woman who had once been a man. She had undergone all the surgery, and was completely convincing. I knew then that my ultimate fantasy would be to become a woman. My first dressing as a 14 year old young adult started when I would secretly pick out items of my mother's lingerie to provide visual stimulation as I masturbated. I would pick out a set of her nicest bra and panties and lay them on her bed as I played with myself. (Around this time I had also a very big crush on my own mother.) I would enjoy the feel of the lace and satin on my fingers, and it wasn't long before I began trying them on. Once I felt the sensation of tight lace and shoulder straps around my young body I knew I had discovered my true, feminine self again. Often I would be home alone for hours at a time, and I gradually moved from bras and panties into camisoles, nighties, petticoats and pantyhose. From there I began to try on her dresses, skirts, blouses and high heels, once even trying on her wedding dress and veil after finding the white stockings and garter belt she must have worn on her special day. I also began wearing lipstick and eye make to complete the transformation. Once dressed, i would roll around on mother's bed carressing my body, posing seductively in the mirror and finally bringing myself to orgasm by lying on my back and rubbing a pillow against my crotch. This continued until I turned 16 and my older sister took a job overseas for two years. She left most of her things behind, and my mother left her room exactly the way it was after she left. I began to peek in her wardrobe, and was amazed to discover so many exciting things to wear. She had little miniskirts, bikinis, beautiful button up floral dresses and lots of very slutty nightclub attire. I began to dress almost exclusively in her clothes, apart from the beautiful lingerie, pantyhose and shoes of my mother. I began to experiment with myself sexually, primarily with anal sex. I began fingering myself when i masturbated, and gradually became obsessed with penetrating myself with something harder and more like a man's cock. I found it in the form of a small cucumber, rolling a condom onto it then pushing it into my little virgin ass. It really hurt at first, but then it felt really good, and I began to practise oral sex on bananas too before riding them to climax. I discovered I can orgasm just with anal sex, ruining a few camisoles and bras when i would unexpectedly orgasm and cum all over my self. I began to taste my own cum, and I could not believe how hot it felt to lie against the wall with my ass in the air and shoot all over my face and into my mouth. (If you have never eaten warm spunk, you are really missing out.) Expressing myself as Melinda has really been the most liberating thing for me. To anyone who is considering trying on their wive's, mother's or sister's clothes, TRY IT, and discover the female within you.