Inspired by a post since deleted, I feel bad for probably coming off judgemental about the poster’s taste in the movie that drove him to consider sailing.
The earliest desired media I can remember that drove me to figure out sailing was DC Talk, a Christian rock band. Pop music was not allowed in my house, so a Christian group was tantalizing and scandalous to a rebellious, young Vanth. Things escalated from there.
Basically as soon as I found out about it. I really got into it when I later discovered emulation. Never felt bad about it; I was pretty much only looking for games I literally could not buy because they could only be had via retailers, and they didn’t always carry every title.