I have actually had a few "firsts". I got into diapers again a little bit when my sister was put back in them for bedwetting. I don't actually remember wearing them at the time but I do remember what it felt like after not wearing. It is hard to describe but it felt like something missing.
I do remember that in that same house (which I lived in from 6 - 10) I also started finding my mom's panties and getting into those so something was definitely going on during those years.
I think for a while, I was more into panties and when we moved I started doing more with the crossdressing side and even started wearing bras and lingerie as I got into my parent's room. I did that more but diapers were always in the back of my mind.
But, eventually (probably around 14 or so), I found some cloth diapers and I would use them to masturbate but they weren't big enough for me to wear. I would just put them over myself and start rubbing. I went from them into finding pins to put some together and that allowed me to wear them as a real diaper. I even wet a couple but they did not hold much.
I do remember at this time that I had lockers from the local high school because they were clearing things out and I got them for free. I used these to store my diapers and crossdressing paraphernalia, but I also remember that at one point, I left some wet diapers under my bed. My mom found them and basically just said "I don't care what you do, but you need to clean these up". I was too embarrassed to really listen but I did make sure I was more careful. Though, I don't think I ever made sure to cover up the smell....
After that, I started really getting into the internet since we upgraded from dial-up to DSL and I was on there all the time. I found a place that would send free diaper samples so I got two. I remember it arriving in the mail, my mom putting it on the counter, me taking it, and then her asking what was in it. And, like an idiot, I just said that I don't know what she was talking about. Talk about being transparent
But I finally had my first diapers. I don't remember what I did with them but they were finally real diapers. I don't think I ever got any more when living at home and I don't even think I wet them for fear of them being found. When I moved into an apartment from there, it was with friends so I didn't bring anything with me but then I moved into a house (again, with a friend) but I started doing even more stuff with diapers and even made my first order of Abena Abri-Forms. These were my go to for the longest time and I think this is the time where I finally wet my adult diapers for the first time. I know it was the first time I went number 2. And I hated it and never did it again.
Eventually, about 6 years after that, I moved into a house by myself and continued exploring the internet. I then started thinking that since I liked diapers and I liked women's clothes, why not combine the two. And that is how I slowly went from wearing diapers with dresses to wanting to get more sissy stuff. I still haven't gotten a real sissy dress like I want but it will happen.
A lot of firsts and a lot of missteps along the way for sure. I did buy Depends a couple of times because I was desperate, but they were always a disappointment so I make sure I always have stock now.