Mine was simple
I got a new laptop and it was running Windows 8, at college I had to install a really old version of Ubuntu on the computer, but it looked cool, I looked it up on my computer when I got home and it looked interesting, I wanted to install it, but didn't want to regret it, (Theres no windows 8 disk with my computer so I couldn't reinstall) Anyways, one day I tried to play this online racing game with a friend who wasn't very well mentally, she was really excited to play it with me, so I tried to install and play it, I kept getting the error and couldn't fix it and thats when I just gave up with windows 8, It's confusing GUI, lack of compatibility with .EXE files and big people saying that its getting more closed and locked down!
I put Ubuntu 12.10 on a disk, installed Ubuntu over windows, (Never done any disk management other then on a Mac, so I had no idea, I just went with the flow) I booted up the computer hoping that Ubuntu would work, I was greeted to "No Operating System Found" one of the reasons I didn't jump to Ubuntu earlier was the BIO's, but I knew I could mess around with them, I rebooted pressing F12 and messed around with the boot menus until I got it running!
I knew nothing, but it was amazing, I thought it was much more visually pleasing, just as stable, and easier to use!
It took me a little while to get my feet in Ubuntu, Some people say take it a step at a time, with my experience, No jump into it, find out about it from there, If I installed it but then had an issue with this or that, I would have switched back, but not having the ability ment that I had to solve my problem, this let me discover things and stay, I mean if I didn't jump from windows directly to Ubuntu I don't think I'd ever of found out about Jupiter broadcasting, Jono, Richard Stallman, Linus torvolds and many more amazing people, nor would I know how much Linux means to the world, I would have been so much more blind to the world, and wouldn't bother trying to learn about this because I'd have no interest if I'm always running Windows!
When you're a Mac user, Windows vs Mac felt much more better then it would to a windows or linux user, it feels good and worth it, you could feel more powerful, and like yeah this is what my system can do, where as if your using linux, you're like 'I've been using that tab in the files for years now' and its the same with linux, if you use Linux you care more about the community and the things surrounding it!
Sorry I kinda got rambling, but I just wanted to say that some people need to be thrown into the deep end, or at least the middle, gawd don't start people on arch!