THE PAST ADVENTURES OF ROGER CHAPPY

TO BE A WOMAN Oh to be a woman, I have always wondered what it would feel like to be a woman, just imagine walking along the road with your pleated skirt moving with the wind, the feel of your nylon stockings against your shaved slender legs, your crotch rubbing against silky smooth panties, two breasts wobbling underneath your silk blouse, your face covered in powder, bright red lipstick along your lips as you smile at the admiring men you pass, your eyes lined with black eyeliner and mascara on your eyelashes, oh to be a woman. I`ve had these yearnings since I was very young, ever since my Mother told me she had wanted me to be a girl, I think she blamed me for not being female especaially as they told her she could not have any more children after me. So she was going to have to live her whole life without a daughter, I actually felt really sorry for her as I loved her dearly. By the time I got to 18 years old I knew I was different than other boys, all I ever thought about was being a girl, I even fancied some of the other boys at my college, and when I was in the showers I had to look at the walls because when I used to look at the others soaping their young firm masculine bodies I feared I would get an erection. I was home for the summer, I liked this time as it gave me the opportunity to dress up in mothers clothes when she was at work. One day I had a nice hot shower, shaved my legs and put on mothers pink satin bathrobe I felt the excitement as I entered mothers bedroom and my cock was now rigid, it was only small about 3 inches, so it didn`t pose too much of a problem being tucked into small feminine panties. I looked through my Mothers wardrobe and picked out a dress that was light blue and came to just below my knees, it was lucky that I was small framed and mothers clothes all fitted me perfectly. I took out a pair of tan coloured nylon stockings and layed them on the bed along with a rigid white girdle, white lace panties, white bra and blue high heeled shoes, size 6 perfect. I sat at the dressing table mirror and applied mothers make-up to my smooth face, I was lucky my male hormones must have been quite weak as I hadn`t even started to shave yet. I dabbed the pink face powder onto my cheeks, I then put on the thick black mascara to my lashes and finally puckered my lips for the bright red lipstick, I loved the feel of my lips and wondered what it would be like to kiss a man with my lipstick on. I now stood naked in front of mothers full length mirror as I picked up the white girdle, it felt stiff and yet feminine as I toyed with the white dangling suspenders attached to it, I slid it up over my thighs to my waist and ribs, it felt tight and restricting, I gathered up a stocking and slid the sheer nylon over my foot and up my leg before clasping it with a suspender to the girdle, then the other one, I loved the feel of nylon, it really was the most feminine material of all, I ran my hands up over my feminine legs feeling the electricity of the smooth nylon under my hands, I played with the suspenders and pulled at the darker brown stocking tops as if I was doing this everyday and was getting ready for work or something, oh to be a woman. I picked up the small dainty panties I loved the lacy feel of them and slid them up over my stockings, I then put on one of my Mothers large white underwired brassier`s, the hormone replacement tablets I had been taking were showing signs of working as my chest had started to produce the breasts I had always longed for, although they weren`t anyway near the 44DD my mother had they were certainly getting on for 34B size, as I had problems at college hiding them from the others, I filled the gaps in the bra with tissues underneath my own breasts, which only created more of a cleavage which I loved and looked so realistic it turned me on. I looked at myself in the mirror, standing in all my feminine underwear, yes, I made a lovely looking young lady. I took the dress and let it fall easily over my head, I then put my small feet into the high heeled shoes and lastly took one of my mother`s long blonde wigs and placed it carefully onto my head, I was now a complete young lady and looked so sweet as I put lots of my mothers perfume on and added some gold bracelets and long gold dangling earrings to both ears. I felt so beautiful as I walked around the house all day, I even called myself “Lorraine”, when the doorbell went I didn`t know what to do, for a moment I was shocked but after looking out of the upstairs window I saw a really handsome salesman of about 50 years of age, so I thought I would be very daring and see if he could be fooled into thinking I was the woman I had always wanted to be. My heart was pounding as I walked slowly down the stairs being careful in the blue high heels, I loved the feeling of my stocking clad thighs rubbing together and my breasts wobbling with the tissue pushing them together exposing lots of cleavage visible out of my dress, and now I was going to let a real man ogle my feminine body, oh I was so excited. I opened the door and “yes can I help you” in my most feminine voice, “Oh, I`m sorry love, I was looking for the older woman who lives here Mrs Thicket” “That`s my mother, and I`m sorry but she is at work to-day, can I help you” “Well, yes you might be able to, I had arranged to call with some Insurance booklets and information for her, perhaps I could show them to you instead”. My heart was beating as I let the man into the house. To continue this story click the Story Two button below.