Mine started out while I was bored at worked during 2013 rush times. Mtgox was getting killed by complaints and it wasn't fully closed yet and people were having hard time cashing out their money so it was starting out. I got into bitcoin, made about 2 bitcoins or so and cashed some of it out, I sold some of my game characters for money and honestly just decided to gamble that money away at work because I was super bored in front of a PC all day everyday constantly.

Thankfully, I had a great boss who let me gamble, play games and watch shows at work because he knew I was doing a good job but one day I lost all of it on a martingale loss streak and just did not return to gambling for years.