I will always remember it, they say you do, you know first times, first car, first kiss, fisrt sex. Well this was first time walking down the road dressed as a woman. I was eightteen and no real idea what I was doing, my real prize possesion was a pair of size 9 heels, not easy to come by but made me feel so girly, they had thin straps that came up and buckled round the ankle, black shiney leather looked cheap and most likely where cheap. So what you might say, easy to get a pair of shoes, this was the early eighties, no internet, very few shops selling a size * in ladies let alone a 9, and of course no support groupes or the like, well not in a back water small town. I had not believed my luck when I saw them in a charity shop window, I went in staight away and bought them, making up some tosh about it being for fancy dress or the like. I had other clothes, a basque, stockings which I had pretended to buy for a girlfriend, embarrasing enough in a ladies lingerie shop, thought the lady who served me was most helpful. it was white and very lacy, I kept wishing I had bought something in black mind as I realised I liked to coordinate, and no one wore white stockings day to day. Still I had a nice checked skirt, blouse and smart wool jacket. My parents had gone away, so I had the house to myself, I had been dressing nearly every day, building up to my first time out. of course I was not brave enought to leave the house dressed but did do my make-up and hair dressing under my normal clothes. the plan being to go to a local farm and change in one of there outbuildings. All went to plan fine, I dressed and new i could walk fairly well in my heels after hours of practice. I set off there was a circular route that I planned to follow, which would take about 40 minutes or so I tought. Initially I saw no- one it was a cool night and gone 9, as I heard cars approacching i tended to duck nervousely out of veiw. no such thing as security lights either back then. i was a little late finding a spot with one car though and had to keep walking, that it just drove past made me a little braver, which may have been my downfall as I decided all cars would just ignore me, in the main they did. Then before I knew it was heading back round to where I had started out, a little relieved, at same time a car came passed and sloed right down, I had seen it go the other way minuets earlier. The driver wound the window down, "you lost" he asked, I just shook my head too scared to risk talking. I kept walking and looking straight ahead, he pulled off and I breathed a sigh of relief. only to see him park back up just down the road, on my side so he would be right next to me as i passed. he put his inside light on, panicking I turned and walked the other way, away from my male clothes and more to the point my house keys. There was a channel betwen the main road and the housing estate I had just come up it, so i stood in that knowing if he pulled up i would see and he would either have to leave his car or drive round, a couple of minutes at least. I heard nothing though and he did not come past, I was back up to the main road, he was still there parked up, it seemed like ages and I was getting cold and it was getting late. If I had my keys I would have risked it and gone straight home, with no way to get in there was little point. I went to look again, bumping staight into a guy walking his dog, "sorry luv" he said and then stopping as an after thought "you okay? " Again I just nodded and headed out of the channel, back onto the main road, The car was gone, I breathed again, I walked back to the farm and quickly changed, enough excitement for one night. Sorry if you wanted more, but this is how it was, my life got more sexual later but in those early days I was very shy .