I love this, because I can relate to it a lot, my story is very similar.
I started at age 12, with QBasic and VB6, writing Trojans because that was what fascinated me at the time. A few years later, when .NET was introduced, I moved over to VB.NET. At the time, I was playing a web-based game called "BootLeggers.us". When I got into an accident, my leg was messed up, and I couldn't move off of a couch for a few days (stairs were not possible), I was still young and alone @home for a week because my parents were on holiday. I laid on that couch for 3 days, playing BootLeggers on a laptop, with my arm on a side-table. The worst position ever. I did this nearly 3 days straight, and it was when I first got carpal tunnel. I couldn't do anything for quite a while because it felt like my arms were on fire all the time :-/
Some time passes, and I can use a computer again for a bit, without too much pain, but I was no longer able to play Bootleggers, since I could not stay on the PC for that lang due to my carpal tunnel.
The game is basically a set of actions you can do every X time. I had written small 'timer' applications that warn you when your next action is available, and I thought: why not automate a bit more of the game, since I can't play it for the duration I want to myself, so I started creating an application to do so. I've spent about a year and created a bot that could do everything in the game. It used an embedded webbrowser that was fully automated, so it was not detectable. You could play the game yourself in the application, and if you'd stop, the app would take over and continue playing, that way you could do complex interactions with people yourself if you wanted, and add some non-obvious behaviour, making it harder to detect.
At the time, I was able to run the bot for weeks on end; I had it set up to take around 3 hours of downtime each day to make sure it would be 'defendable' to have a lot of activity, still, my account would rank faster than any other on the platform.
The game then introduced CAPCHAs to the game, and the bot would not be able to continue. So, I created my own OCR engine and got it working again. Over the time, I've written 3 complete new implementations of the OCR engine, each working better than the previous. It was amazing to do and I learned a lot from it. Had a whole crew who I shared my programs with, had it locked down on your CPU serialnumber, HDD serialnumber and mac address to prevent it spreading to people who were not 'authorised', etc.
It was definetively the thing that really made me more in love than ever with programming, the sheer power you wield and adoration you get from people you share your stuff with was amazing.
Only thing that came close to this, was when I created the first online rainbowtable lookup serivce for hacking Tompson modems (got me on national tv news for a feature peace years later as well. It's dutch but you can watch it here if you want: https://www.youtube.com/watch?v=zFfCEe9MuZg ).
Been writing software ever since I was 12, and still love it now. I started my own company finally two months ago after being the CTO of a startup for a year, and I'm so happy I did it, because I feel like, now I might get some time to get into some crazy project again :)
I have so much more to tell, but I think I'll take some more time later on and just write a big blogpost, but it was fun to relive some of that history again :)