03-02-2016, 04:05 AM
Much like iaboy, crossdressing is where I began. I had a thing for girls in stockings when I was young, I blame catholic school. For some reason, when day while home alone at 12, I was like I wonder what this is all about and tried on a pair and it felt amazing. I don't know why, but I loved it. This led to two years of dressing any time I was home alone, I fit into my mom's clothes at the time, I would put on makeup and everything.
Then went to high school and said I need to forget about that stuff. I'm in the in between age where the internet came into existence while I was in high school, but not to where it was by my second year of college. So we fast forward to the aol days and I started to meet CD's online and trans women and eventually in person. During that time, I still craved dressing and might have on a rare occasion. As an adult, I sort of realized one day, "hey I can buy my own stuff now" so I started with stockings and eventually heels which led to leggings and now bras
I had seen the transfemme site which I always assumed was BS and then saw natureday and somehow wondered onto the ainterol board one night and started reading. A few months later, I dove in and well I'm pretty happy where I am now ... but starting to figure out where do I go from here. Should I start to bend my gender more, or try to just be a boy with boobs. I love so much about being more of a woman, maybe this is my chance to finally get there. Yet at 35, is it worth making that type of change, it could hurt my career which obviously impacts funds to live. So I'm in between, but doing NBE really does start to blur the lines, at least for me compared to where I was a year ago from today.
I do firmly believe that had I grown up in the internet age, but when I was 12 and dressing, I would have looked into and possibly transitioned. I hit a point where I really wanted to be a girl back then. I would have likely started with drag and then would have transitioned.
Then went to high school and said I need to forget about that stuff. I'm in the in between age where the internet came into existence while I was in high school, but not to where it was by my second year of college. So we fast forward to the aol days and I started to meet CD's online and trans women and eventually in person. During that time, I still craved dressing and might have on a rare occasion. As an adult, I sort of realized one day, "hey I can buy my own stuff now" so I started with stockings and eventually heels which led to leggings and now bras
I had seen the transfemme site which I always assumed was BS and then saw natureday and somehow wondered onto the ainterol board one night and started reading. A few months later, I dove in and well I'm pretty happy where I am now ... but starting to figure out where do I go from here. Should I start to bend my gender more, or try to just be a boy with boobs. I love so much about being more of a woman, maybe this is my chance to finally get there. Yet at 35, is it worth making that type of change, it could hurt my career which obviously impacts funds to live. So I'm in between, but doing NBE really does start to blur the lines, at least for me compared to where I was a year ago from today. I do firmly believe that had I grown up in the internet age, but when I was 12 and dressing, I would have looked into and possibly transitioned. I hit a point where I really wanted to be a girl back then. I would have likely started with drag and then would have transitioned.

